Personalized care for your dog or cat - Headingley

Highly-rated overnight sitters - Headingley

Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

1 / 1
Sitter Profile Image: Cady L.
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Cady L.
Star Sitter
$43
total per night
5.0 out of 5 stars
58 reviews
14 repeat clients
16 years of experience
Winnipeg, MB, R3R

Cady and her husband took exceptional care of our beloved pet during our time away. Their attentive approach ensured that Rex received not only the necessary care but also companionship and love. They consistently provided us with detailed updates, which offered a sense of reassurance that Rex was happy and secure in their hands. The way they communicated was impressive; they shared photos and messages that vividly illustrated Rex’s daily activities, making us feel connected and at ease. We truly appreciated their dedication and commitment to keeping our furry friend safe and content! Until next time!

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Malou J.
Sitter Profile Image: Colleen C.
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Colleen C.
Star Sitter
$34
total per night
4.9 out of 5 stars
56 reviews
18 repeat clients
30 years of experience
Winnipeg, MB, R2M

I wish I could keep Colleen a secret so that her schedule is always clear for whenever Truffle Bear needs a sitter. Truffle is 10 years old, and we had just made a 1,600 km move when he needed a sitter. I'm always nervous when I have to leave him, but Colleen's photos and updates reassured me and kept me relaxed. Truffle probably had more of a vacation than I did! Colleen went above and beyond with keeping Truffle entertained and happy, even purchasing a bag of dog treats for him that fit his very particular dietary restrictions. I will absolutely be booking with Colleen whenever I'm out of town, and I'm sure Truffle will be excited to go back. She and her family are a gem.

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Marxe O.
Sitter Profile Image: Simone & Adam M.
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Simone & Adam M.
$42
total per night
5.0 out of 5 stars
14 reviews
1 repeat client
10 years of experience
Winnipeg, MB, R3Y

Simone & Adam are an absolute dream. From the second we arrived, she was the most welcoming soul. She’d known I was out running around all day, and had snacks ready for me as she knew how busy I was. It melted my soul. Next, my dog Tilly had the best time. She carefully made her so welcome, feel so at home, and kept me updated the entire time. Something popped up and I had to ask them to extend her stay one more night and they were so happy to accept that. I couldn’t recommend them enough. They are beautiful people, with a beautiful home, and the most beautiful energy. I think I’ve found my forever Rover choice!!!

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Britt R.
Sitter Profile Image: Bernard M.
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Bernard M.
Star Sitter
$56
total per night
5.0 out of 5 stars
28 reviews
11 repeat clients
50 years of experience
Winnipeg, MB, R3J

Ruby & Bernard had a fun couple of days. He was responsive and helpful, his fenced yard is perfect and Ruby was in fine form when I picked her up. We will choose Bernard again!

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Thelma H.
Sitter Profile Image: Melissa F.
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Melissa F.
Star Sitter
$60
total per night
5.0 out of 5 stars
25 reviews
8 repeat clients
20 years of experience
Winnipeg, MB, R3M

Melissa took wonderful care of Pepita while I was away. She was kind, responsible, and truly attentive to Pepita’s needs, and I could tell from the updates and photos that Pepita felt happy and comfortable with her. It’s clear that Melissa is not only great with pets but also a genuinely good person. I felt completely at ease knowing Pepita was with her, and I would definitely book with her again and highly recommend her to anyone looking for a caring and trustworthy sitter.

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Luis Alberto N.
Sitter Profile Image: Cathy M.
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Cathy M.
Star Sitter
$56
total per night
5.0 out of 5 stars
48 reviews
10 repeat clients
14 years of experience
Winnipeg, MB, R2Y

Cathy was an exceptional care giver for my little 12 1/2 year old Yorkie. Rhylie was a happy girl from day 1. I was so pleased to receive daily updates, making my vacation stress free. I will certainly call on Cathy for my next trip.

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Kathleen K.
Sitter Profile Image: Elizabeth V.
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Elizabeth V.
Star Sitter
$37
total per night
5.0 out of 5 stars
16 reviews
2 repeat clients
30 years of experience
Winnipeg, MB, R3P

Elizabeth was amazing with my dog. She sent regular pictures and updates on how she was doing. She extended hazels stay every time I asked her and she even went out and bought her food. Amazing lady. Definitely recommend

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Donna P.
Sitter Profile Image: Joshua V.
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Joshua V.
Star Sitter
$44
total per night
5.0 out of 5 stars
29 reviews
9 repeat clients
7 years of experience
Winnipeg, MB, R3L

Joshua took really good care of my baby Tofu! They went on at least 2 walks a day and my dog was also really happy to spend time with his dog Loki. I got updates almost everyday which was very reassuring knowing that Tofu was having a good time. Definitely will book again with Joshua....a real star dog sitter!

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Sheila A.
Sitter Profile Image: Noshin A.
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Noshin A.
Star Sitter
$36
total per night
4.9 out of 5 stars
16 reviews
7 repeat clients
6 years of experience
Winnipeg, MB, R3T

Noshin provided great care for our two guinea pigs! Easy to communicate with and very responsive. She provided pictures during their care, was flexible with pick up and drop off times and even washed sheets and dropped them off after pick up. Highly recommend! Will definitely rebook again!

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Benjamin H.
Sitter Profile Image: Shuangshuang H.
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Shuangshuang H.
$54
total per night
5.0 out of 5 stars
31 reviews
9 repeat clients
8 years of experience
Winnipeg, MB, R3P

Ellice had a wonderful stay, and we couldn’t be happier with the care she received. We appreciated the regular updates and photos, and it was clear that she was treated with kindness and attention. Thank you for taking such good care of her. We would definitely trust you with Ellice again and highly recommend your services.

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Konstantin B.
Sitter Profile Image: Mandy D.
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Mandy D.
Star Sitter
$56
total per night
5.0 out of 5 stars
46 reviews
13 repeat clients
27 years of experience
Winnipeg, MB, R2J

Mandy looked after my dog for 5 days and my dog seems to have quite enjoyed his there. She sent daily pictures and sometimes videos of her playing games with my dog. Very happy with choosing Mandy, and will definitely leave my dog with her again in the future! Thank you!

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Kimm P.
Sitter Profile Image: Jayson & Lovely M.
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Jayson & Lovely M.
Star Sitter
$39
total per night
5.0 out of 5 stars
59 reviews
15 repeat clients
5 years of experience
Winnipeg, MB, R2R

Coco had another great stay. As long as they are available they are the only sitter I will use. Coco loves being at their house and they care for her like their own. Thank you!

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Janelle K.
Sitter Profile Image: OWEN H.
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OWEN H.
$56
total per night
5.0 out of 5 stars
25 reviews
6 repeat clients
15 years of experience
Winnipeg, MB, R3R

Owen is a trustworthy and attentive pet sitter. He truly cared for Gorly and took her on frequent walks, which Gorly absolutely loved. I was impressed by Owen’s fast responses to my messages for updating Gorly’s situation.

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Sharon Y.
Sitter Profile Image: Dorotea F.
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Dorotea F.
Star Sitter
$54
total per night
5.0 out of 5 stars
42 reviews
10 repeat clients
25 years of experience
Winnipeg, MB, R2C

Dorotea went above and beyond with my little Larry! She loved him like her own! He was so comfortable with his first stay away from home! I was very nervous and she put my mind at ease immediately! The updated pictures and videos were priceless. I would highly recommend Dorotea, you can tell she loves what she does. Larry will be looking forward to future visits with his new friend.

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Linda A.
Sitter Profile Image: Arleene Q.
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Arleene Q.
$34
total per night
5.0 out of 5 stars
11 reviews
4 repeat clients
20 years of experience
Winnipeg, MB, R2C

Arleene was amazing with our dog. She was quick to respond to messages. I appreciated getting the picture and video updates throughout the day and he looked like he was having a great time. She took him on walks everyday and made sure he got all the attention he wanted.

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Isabelle & Adam
Sitter Profile Image: Diana M.
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Diana M.
$39
total per night
5.0 out of 5 stars
9 reviews
15 years of experience
Winnipeg, MB, R3Y

Diana’s was awesome with our two little babies 🦮🐶. She was the only reason we were able to stay calm while being away from them. She kept us informed by sending us photos, videos, and comments of every walk, or fun moment with them. She did a meet and greet previous the boarding which helped me and my husband to feel comfortable, and our doggies just fell in love of her and her beautiful family. I’ll always recommend her for her professionalism and the heart she puts into caring for animals. As long as she is able to, she will be our forever go to petsitter 😊

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Lissette L.
Sitter Profile Image: Anna S.
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Anna S.
Star Sitter
$62
total per night
5.0 out of 5 stars
81 reviews
31 repeat clients
8 years of experience
Winnipeg, MB, R2L

Anna was very relaxed with my dog Obie. She gave him lots of outdoor play and was understanding of his bedtime nervousness. I would recommend Anna to others and book with her again.

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Heather B.
Sitter Profile Image: Bibiana R.
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Bibiana R.
Star Sitter
$46
total per night
5.0 out of 5 stars
37 reviews
11 repeat clients
16 years of experience
Winnipeg, MB, R3Y

Bibiana is a good person and you gonna be sure of that when she will meet your small furry friend! I was so worried of leaving my dog for long time, but she took him with so much love and happiness that I could feel that my dog will be in a good hands! She also sent me everyday photos and videos of him, so it made me feel better knowing that he is okay! She also was sending pictures from walks. I will definitely recommend her to my friends! Thank you so much 🤍

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Diana M.
Sitter Profile Image: Stephanie O.
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Stephanie O.
$45
total per night
4.8 out of 5 stars
127 reviews
61 repeat clients
25 years of experience
Winnipeg, MB, R3J

Stephanie was absolutely WONDERFUL!! i was very unsettled about needing boarding for my 2 kidz - it was going to be our first time away from one another (over night(s)). The first time Stephanie met my 2, my shoulders dropped as they both took to her. You know that's a great sign when they feel comfortable and at ease. Stephanie sent pix and updates every day, which calmed me grately. They had soo much fun. i will DEFINITELY be keeping Stephanie as my kidz 'sitter' for future events. She was awesome to them - treating them like they were her own. i can't say enough great things. My kidz really like her too, which is very important to me. On such short notice she's the one that came through. 5 starz+ in my books!!

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Ty G.
Sitter Profile Image: Tejaswini & Saumik M.
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Tejaswini & Saumik M.
Star Sitter
$56
total per night
5.0 out of 5 stars
17 reviews
5 repeat clients
5 years of experience
Winnipeg, MB, R2N

This was our first time using Rover in Winnipeg, and we had a wonderful experience with Tejaswini and Saumik. They were quick to respond, communicative, and made us feel completely at ease during the meet and greet. Their pup, Stewart, is a sweetheart, and he and Happy got along really well. We had a few last-minute changes to the pickup time, and they were extremely accommodating and understanding. Throughout Happy’s stay, we received regular updates and messages, which reassured us that he was in great hands. It truly felt like Happy was treated as part of their family and was just as comfortable as he would be at home. When we came to pick him up, Happy was actually a little sad to leave Stewart and the other pup behind! We would highly recommend Tejaswini and Saumik to anyone looking for reliable, caring pet sitters who will treat your pet like their own. We’ll definitely be happy to leave Happy with them again in the future!

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Pratik B.
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Over 4.1 million
dogs curled up for a sleepover in a sitter's home on Rover1

Cat caregivers near you - Headingley

Prices are estimates per visit for 1 cat. Pricing may vary based on your search and includes a booking fee of 11%.

1 / 1
Sitter Profile Image: Kristin C.
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Kristin C.
Star Sitter
$28
total per visit
5.0 out of 5 stars
46 reviews
16 repeat clients
15 years of experience
Winnipeg, MB, R2Y

Kristin stayed at our place 4 nights and babysat our two cats. Couldn’t be happier. She was great. Would hire her again without any reservations.

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Lance M.
Sitter Profile Image: Lucie Y.
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Lucie Y.
Star Sitter
$24
total per visit
5.0 out of 5 stars
13 reviews
3 repeat clients
2 years of experience
Winnipeg, MB, R3P

Lucie took wonderful care of my cat Mima while I was away. She stayed and interacted with Mima and sent me photos from every visit. The litter box was clean and the food and water bowls were cared for as well. I will definitely ask Lucie to care for Mima again. I was very happy with her care and kindness that she showed to Mima. I highly recommend Lucie.

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Susan N.
Sitter Profile Image: Kirsten M.
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Kirsten M.
$28
total per visit
14 years of experience
Cartier, MB, R4K

About: I got my first cat when I was 9 years old and it has always been my job to care for him! He does have some special medications to keep him in tip top shape. Willis (my kitty) travels with me to the lake and likes to spend some time outside. It has always been my job to feed him, administer his medication, and clean his litter box and I have loved every second

Sitter Profile Image: Shayleece R.
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Shayleece R.
$24
total per visit
5.0 out of 5 stars
7 reviews
3 repeat clients
10 years of experience
Winnipeg, MB, R2Y

About: I can’t think of a time that I haven’t had a cat in my life. Growing up my parents always had boy cats. Now that I’ve grown up I have my own girl cat. She’s my world and couldn’t imagine it without her! I always take the the time to pay attention to her needs; make sure she’s fed, gets enough play time and litter is always clean.

Sitter Profile Image: Anna P.
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Anna P.
$28
total per visit
5.0 out of 5 stars
4 reviews
1 repeat client
14 years of experience
Winnipeg, MB, R3R

I had a great experience with Anna during the first time watching my cat. She was reliable, caring, and attentive to all details and instructions I provided. Highly recommend Anna.

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Irina S.
Sitter Profile Image: Whit R.
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Whit R.
$28
total per visit
5.0 out of 5 stars
70 reviews
27 repeat clients
20 years of experience
Cartier, MB, R4K

My cat is old and wary of strangers. But Whit knew how to handle her and was able to give her a few pets and some treats. It means a lot to me to have someone who understands my cat’s boundaries and will respect them when the cat says no more

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Holly M.
Sitter Profile Image: Brena D.
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Brena D.
Star Sitter
$39
total per visit
5.0 out of 5 stars
128 reviews
43 repeat clients
12 years of experience
Winnipeg, MB, R3A

Just arrived home from an extended trip and our kitties are so happy Brena stayed here with them! They are exhausted from all the fun and will have lots of tales to tell about the great time they had. We were super happy to receive frequent updates and lots of photos.

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Heather
Sitter Profile Image: Kristy S.
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Kristy S.
$28
total per visit
35 years of experience
Winnipeg, MB, R3R

About: I provide calm, loving care tailored to each cat's personality - whether they're playful or shy - with a focus on comfort, routine, and gentle trust-building, plus regular updates so you always feel connected.

Sitter Profile Image: Amanda B.
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Amanda B.
$28
total per visit
5.0 out of 5 stars
1 review
24 years of experience
Winnipeg, MB, R3J

About: I have taken care of cats since I can remember. We have always had a cat in the house since I was a child. We currently have a cat named Ginger, age 13.

Sitter Profile Image: Amelie P.
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Amelie P.
$28
total per visit
5.0 out of 5 stars
4 reviews
16 years of experience
Winnipeg, MB, R3K

About: As a cat owner for the past 16 years, I completely understand the importance in creating a bond and building trust with all cats. I am very passionate and patient around building these bonds and would love the opportunity to help out other cat owners with babysitting care!

Sitter Profile Image: Gabrielle W.
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Gabrielle W.
$28
total per visit
5.0 out of 5 stars
9 reviews
3 repeat clients
3 years of experience
Winnipeg, MB, R3L

This is the second time Gabrielle took care of Birdie and both times were great! Gabrielle kept things very tidy and I loved the pictures I got every day :) thank you!

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Madeleine G.
Sitter Profile Image: Cara S.
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Cara S.
$24
total per visit
1 repeat client
15 years of experience
Winnipeg, MB, R3K

About: Ive loved animals my whole life and Ive had dogs in my life for around 15 years. I love to train, play, walk and love dogs and you can guarantee that your fur babies will be in the best hands possible. I am currently without a job so i am free to be able to entertain and love your fur babies while you are unable to! I have a fenced in yard that will keep all dogs safe. I have a 13 year old shitzu who spends her time on the couch, a 2 year old goldendoodle who is so friendly and sweet and would love to play and go for walks. He follows a schedule of training and walks that he would love a buddy to join him or he is happy to stay at home while i walk your dog!

Sitter Profile Image: Tanya G.
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Tanya G.
$28
total per visit
5.0 out of 5 stars
2 reviews
15 years of experience
Winnipeg, MB, R3N

About: I have owned dogs, cats, and other animals in the past. I have also volunteered at veterinary clinic. I enjoy spending time animals and look forward to caring for yours. Let me know all the information I need to care for your pet(s). Can care for dogs that are house trained. I can care for dogs in my home and cats in yours. I enjoy spending time with animals and I look forward to hearing from you to care for your fur baby. I have considered my dogs to be a member of my family. I have a fenced back yard. I can care for dogs in my home and can pet sit cats in your home. I can offer drop in pet services also.

Sitter Profile Image: Khushpreet K.
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Khushpreet K.
$26
total per visit
5.0 out of 5 stars
4 reviews
4 repeat clients
1 year of experience
Winnipeg, MB, R3C

Khushpreet K. Did great taking care of my fur babies and everything was in order when I returned home! Happy to have had her be able to help us out and would recommend her!

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Kali D.
Sitter Profile Image: Brooke L.
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Brooke L.
$28
total per visit
5.0 out of 5 stars
1 review
7 years of experience
St Francois Xavier, MB, R4L

About: Hi I’m Brooke! I have worked at a doggy daycare for two years which then led to me doing my own dog daycare, walking and training on the side of this as well! I have had my business Dogs On The Block Co. for about a year and it is my full time job! You can check out all my clients to get a feel for what I do and who I am! I showcase a lot of the training and tricks I do with my dogs on their Instagram page, if you would like to get a feel for me as a dog owner. I believe what sets me apart is my enthusiasm for dogs. I am eager to teach your dog(s) new tricks, obedience and manners. I am also totally happy to play and give your dog a nice long walk (or run)! I will do my absolute best to accommodate to your schedule and work with you on your pet care needs! I am someone who enjoys being busy and am happy to work around my schedule to offer your pet the best care, and help you in any way possible:) I care for your dogs as if they were my own. My attention will be towards your dogs and providing them the best experience in my care. I love taking pictures and providing you with the details on your pets experience with me. I know it isn’t always easy leaving your fur baby with other people therefore I will give you as many updates as possible to ease your mind.

Sitter Profile Image: Lindsey L.
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Lindsey L.
$28
total per visit
5.0 out of 5 stars
3 reviews
1 repeat client
27 years of experience
Winnipeg, MB, R3J

About: I have grown up with cats, dogs, and guinea pigs my entire life! I have two black lab crossed dogs and two cats that I love with all my heart, even though I only get to see them on my visits back to my home town. I also have a bengal cat of my own that I love very much despite her sassy attitude. Family gatherings don’t feel complete until there are half as many pets as there are people. Volunteering at the Pembina Valley Humane Society for two years in high school gave me lots of experience and enough responsibility to see what all goes into caring for the dogs and cats/kittens who were ready for adoption, as well as the confidence to deal with the excitable ones. I have always found it easy to relax around pets and connect with them. I work a full time job during the week but evenings and weekends I have full availability to watch the four legged family members :) My cat is free to wander wherever she would like to go and my dogs back home have a fenced back yard to play in I work a full time job Monday to Friday so my evenings and most weekends are free to take care of your very loved pets! I currently live in an apartment that only allows cats, which I have one. I am not able to take in any pets at this time.

Sitter Profile Image: Ann N.
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Ann N.
$23
total per visit
5.0 out of 5 stars
2 reviews
15 years of experience
Winnipeg, MB, R3H

Ann provided terrific care for my cat, Puddles. I will definitely use her services again!

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Gary V.
Sitter Profile Image: Ahmed S.
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Ahmed S.
$15
total per visit
15 years of experience
Winnipeg, MB, R3J

About: I’ve been caring for pets since I was 15, which basically means I’ve spent years being bossed around by tiny fluffy supervisors 🐾 From energetic puppies to “I’ll sit if I feel like it” cats, I’ve done it all including walks, feeding, playtime, and of course expert level belly rubs. I take their care seriously, but I also bring plenty of fun, patience, and treats with permission of course. Your pet will be safe, happy, and probably a little spoiled! 😄

Sitter Profile Image: Jansher S.
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Jansher S.
$34
total per visit
1 year of experience
Winnipeg, MB, R3K

About: I have a experience of nearly a year I have a dog back at my home in India. I just love him so much I used to take to walks in the park, play with him over there. Overall I kinda of like animals and I love to play with them whether it's a dog or a cat etc. I just love to play with animals and I like to care them. I am sure that your pet will have a wonderful time with me. I am available to take care of your pets every evening and all days on weekends. I am available on all holidays to take care your pet. I live in a quite and pet friendly neighborhood with ample space for your pets to enjoy. With open roads nearby and parks to enjoy.

Sitter Profile Image: Olly T.
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Olly T.
$23
total per visit
5.0 out of 5 stars
12 reviews
2 repeat clients
15 years of experience
Winnipeg, MB, R3R

About: i have had 3 dogs in my life, years of experience with them. my home has a big yard and its all fenced so great for dogs to play in. have 1 dog just now, 4yr old collie mix with shepherd. super friendly dog and regular at the dog park. i love dogs and am available most weekends and MOST evenings. would play with the dogs as much as is needed and give 100% attention, just getting started on rover and hoping to build a good clientelle, and get return customers. have trained my dog to do tricks like "bang", all the basics were very simple and he can turn off lights. willing to do work with ur dogs too. Have big house and yard so lots of space!!!!!

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Perfect for high energy dogs - Headingley

Prices are estimates per day for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

1 / 1
Sitter Profile Image: Bibiana R.
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Bibiana R.
Star Sitter
$43
total per day
5.0 out of 5 stars
37 reviews
11 repeat clients
16 years of experience
Winnipeg, MB, R3Y

Bibiana was so good with our Piper. She sent a few updates with photos from their walks and she looked to be right at home in her care. Definitely would recommend her!!

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Kelly R.
Sitter Profile Image: Oleksandr & Liudmila T.
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Oleksandr & Liudmila T.
$27
total per day
5.0 out of 5 stars
19 reviews
4 repeat clients
15 years of experience
Winnipeg, MB, R3R

Thanks Oleksandr and Liudmila! A++.

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Josh H.
Sitter Profile Image: Michelle L.
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Michelle L.
$28
total per day
20 years of experience
Headingley, MB, R4H

About: Welcome to Our Home! Hi there! I’m Michelle. I am a stay-at-home mom and lifelong animal lover. With my kids in school full time, I now have extra time and energy to care for your beloved pets. We have two friendly dogs, Pebbles and Archie, who love making new friends. Our home is warm, safe, and full of love so it is the perfect place for your pup to feel comfortable and cared for while you’re away. Whether your dog enjoys playtime or just some quiet cuddle time, I’ll make sure they’re treated like part of our family. I understand how important it is to know your pet is in good hands so I’ll always provide updates and photos to give you peace of mind. I can’t wait to meet you and your furry family member! 🐶💛 I am a stay-at-home mom with two school age kids. So I am always around to keep the dogs company and my kids have been around dogs since they were babies. I have a fenced yard and two dogs to keep your dog company. If your dog is crate trained I can accommodate that as well.

Sitter Profile Image: Melanie A.
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Melanie A.
$80
total per day
5.0 out of 5 stars
9 reviews
1 repeat client
40 years of experience
Winnipeg, MB, R3J

She cared for Nia with the same love and attention one would give to their own dog. Throughout her time with Nia, Melanie consistently kept us updated on her activities, which gave us peace of mind and confidence in the quality of care being provided. Melanie is exceptionally kind, has a natural love for dogs, and communicates with ease and clarity. Her professionalism, reliability, and genuine compassion make her an outstanding caregiver. I highly recommend Melanie to anyone seeking someone trustworthy and dedicated to the well-being of their pets.

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Ferdinand P.
Sitter Profile Image: Courtney P.
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Courtney P.
$36
total per day
5.0 out of 5 stars
51 reviews
15 repeat clients
13 years of experience
Winnipeg, MB, R3N

Barkley has been at daycare with Courtney since May, she is absolutely amazing! Barkley adores her and gets so excited when we get to her house to see her and her pack of pups! As I’m a frontline worker Courtney asked for me to donate what I can to K9 advocates of Manitoba instead which is amazing! I would recommend her to everyone! She’s very accommodating to my long shifts and early mornings!

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Jayne S.
Sitter Profile Image: Sarah M.
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Sarah M.
$56
total per day
5.0 out of 5 stars
5 reviews
1 repeat client
25 years of experience
Winnipeg, MB, R3M

About: Having grown up in a family with 3 cats and a dog, I've always had a strong love and interest in animals. I feel that I can really relate to the animal and get a sense of their soul. I looked after both dogs and cats while travelling in Europe. (During this time, I was working remotely as a freelance translator.) I have experience with various breeds, in particular, greyhounds, as I had an extended sit caring for a senior Spanish greyhound for 6 weeks. I have also cared for multiple cats and dogs at the same time, as I looked after 2 dogs and 2 cats at a house sit in England. I am based in Winnipeg and have a car to get to your location. I am a self-employed freelancer with plenty of spare time for pet care. At the moment, I am devoting most of my time to animal care. I always treat my clients' home and property with the upmost respect and I pay particular attention to the hand-over procedure and any special details or information about your home and/or your pets. I love animals and will look after your pets as if they were my own.

Sitter Profile Image: Mary Anne R.
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Mary Anne R.
Star Sitter
$39
total per day
5.0 out of 5 stars
32 reviews
13 repeat clients
50 years of experience
Winnipeg, MB, R3J

Was so sweet & gentle with my little guy. He seemed like he had a great time & was ready for a nap after some play time with his new furry friends. Thank you again! 💛

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Lissa P.
Sitter Profile Image: Shubham & Mugdha K.
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Shubham & Mugdha K.
$50
total per day
5.0 out of 5 stars
7 reviews
2 repeat clients
10 years of experience
Winnipeg, MB, R3J

Shubham and Mugdha were fantastic with Nia. They were attentive, caring, and kept her happy and comfortable the whole time. Their updates gave me real peace of mind, and it was clear Nia felt right at home with them. She has a friend—Raisin, their adorable Goldendoodle—which made her stay even better. Highly recommended!

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Ferdinand P.
Sitter Profile Image: Jayson & Lovely M.
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Jayson & Lovely M.
Star Sitter
$34
total per day
5.0 out of 5 stars
59 reviews
15 repeat clients
5 years of experience
Winnipeg, MB, R2R

Our Loki is always excited to spend the day with Jayson & Lovely. We get photo and video updates throughout his stay and we can see that he feels at home.

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Doyle Felix A.
Sitter Profile Image: Elina A.
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Elina A.
Star Sitter
$45
total per day
5.0 out of 5 stars
120 reviews
23 repeat clients
20 years of experience
Winnipeg, MB, R3Y

We were in a tough spot and Elina and her husband took Lola in with open arms for the whole day! They sent updated pics and made us feel at ease… when we picked her up it was like she couldn’t have cared lol she was ever so content!!! Highly recommended!!

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Danielle L.
Sitter Profile Image: Obed & Funmi S.
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Obed & Funmi S.
Star Sitter
$50
total per day
5.0 out of 5 stars
44 reviews
8 repeat clients
10 years of experience
Winnipeg, MB, R3T

Funmi and Obed are wonderful! They looked after my Sunny with doggy daycare twice a week for 6months. Every time I dropped her they greeted us warmly with their lovely family and Sunny ran in every time excited to see them. We’re both going to miss them since we’re moving away. You would be fortunate for them to take care of your loved one 🙌🏻🙏🏻

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Jeannie K.
Sitter Profile Image: Shuangshuang H.
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Shuangshuang H.
$45
total per day
5.0 out of 5 stars
31 reviews
9 repeat clients
8 years of experience
Winnipeg, MB, R3P

We left our 5 month Bichon Frise with ShuangShuang and her partner. They took excellent care of her. We received lots of pictures and videos. She received lots of play time. We will definitely bring our pup back.

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Elissa W.
Sitter Profile Image: Vladliena M.
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Vladliena M.
$39
total per day
5.0 out of 5 stars
1 review
1 repeat client
12 years of experience
Winnipeg, MB, R3R

About: I grew up with dogs and never stopped. My own pups, friends’ dogs, they all got the same thing: long walks, playtime, and someone who actually listens to them. Dogs have always been a big part of my life. From my own pups to friends’ dogs, I’ve always loved spending time with them - whether that means long walks, a game of fetch, or just being there to give them the attention and companionship they deserve. Your dog will have plenty of space to run, play, and explore. I have a fully fenced backyard and several parks just around the corner, so there’s always room for exercise, fresh air, and fun. Safe, secure, and never boring!

Sitter Profile Image: Mandy D.
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Mandy D.
Star Sitter
$56
total per day
5.0 out of 5 stars
46 reviews
13 repeat clients
27 years of experience
Winnipeg, MB, R2J

It was our first time leaving Oreo with someone other than family and was very anxious at first, but Mandy was AMAZING with Oreo!! We received lots of updates throughout the day. She did an amazing job meeting his needs plus more! I would definitely bring Oreo back 🤍.

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Sophia S.
Sitter Profile Image: Simone & Adam M.
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Simone & Adam M.
$45
total per day
5.0 out of 5 stars
14 reviews
1 repeat client
10 years of experience
Winnipeg, MB, R3Y

About: We know how hard it is to trust someone with your baby and we don’t take that responsibility lightly. It even took us a whole year of knowing our own sitter (now friend) before we felt comfortable leaving our pets in their care. It's our duty to make sure your pets are always safe and happy under our care. FYI, we absolutely will use baby voices with your fur babies because we just can’t help ourselves, they’re soo cute! 🥰 Over the years, we’ve cared for many wonderful pets — including two closest to our hearts, a sweet cat named Cubs and an energetic pup named Peke— and we’ve loved every moment of it! Our home has baby gates, a fenced backyard and a cozy balcony, perfect for fresh air and supervised playtime. Cats and dogs make us laugh and smile every single day. Adam and I are always sharing funny and adorable pet videos with each other and we’d love to have another pet of our own someday, but for now, caring for yours feels like the next best thing ❤️. Please note: we’re currently accepting one pet at a time and no puppies at this time. Pets must be potty trained. I work from home and set my own schedule, I can give your pet lots of care, companionship, and supervision throughout the day. My husband Adam joins in the fun when he’s home from work. We’re a true pet-care team! Fexible drop-off and pick up times available. We’re also childfree, so our pets (and yours!) get all our attention. Our home has a fenced yard perfect for playtime. We have dog beds and comfy spots to rest on every floor and water, and plenty of toys to keep everyone entertained. Working from home on my own hours, I’m available 24/7. We also have a couple cameras installed in the house. 🏥👩‍⚕️We have a 24/7 vet clinic 2 minutes from our home in case of any emergency and we’d notify you immediately if anything were to occur. Our pets Hera and Aries are up to date on all of their shots💉. We know communication is key, so we’re happy to send updates, FaceTime videos, and plenty of pics. Whatever you need, whenever you need, to give you true peace of mind. Whether it’s cuddles, walks, or keeping your pet’s routine steady while you’re away, we’re here to make sure they feel loved. ❤️

Sitter Profile Image: Diana M.
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Diana M.
$34
total per day
5.0 out of 5 stars
9 reviews
15 years of experience
Winnipeg, MB, R3Y

About: Welcome to Casa Miel, my home in Bridgwater where your dog/cat is treated like family. I grew up with dogs and cats my entire life and brought mine with me when I moved to Canada. We had a wonderful life together here until they passed. That bond never left me. This is why I care for every guest at Casa Miel the way I cared for my own. Your dog stays in a real home with a backyard, quiet walking trails nearby, and one person whose full attention is on them. I send photo updates throughout the day, a private album from day one, and a personal report at pickup about who your dog turned out to be during their stay. No kennels. No crates. One dog at a time (or two from the same family) to fully attend just your baby. I provide an exclusive, low-stress environment by strictly hosting only one pet or more from the same family . Whether you have one dog or a bonded pair from the same household, they will never have to share space, toys, or attention with strange dogs. Perfect for pups who prefer a quiet, dedicated home! Regarding schedule, I'm at home all day so I have time available to take care of your pets. The house has a backyard and I live in a nice neighborhood with plenty of trails with lakes and forests to walk and enjoy the scenery of Bridgwater. When it comes to safety and the environment, the house has a backyard and I make sure to take care of one pet at the time or more from the same family. can play with them and feed them as per your schedule. If your dog cannot go on walks we will keep him inside with indoor activities.

Sitter Profile Image: Kyla W.
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Kyla W.
$23
total per day
5.0 out of 5 stars
3 reviews
3 repeat clients
16 years of experience
Winnipeg, MB, R3J

Kyla is a wonderful dog sitter with our dog Dillon.He got along with Floyd and Poppet.My wife and I would highly recommend Kyla as a very good dog sitter.

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Bradley W.
Sitter Profile Image: Anghelly A.
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Anghelly A.
Star Sitter
$39
total per day
5.0 out of 5 stars
9 reviews
4 repeat clients
25 years of experience
Winnipeg, MB, R3T

Our pomeranian Taro had a wonderful first day at Meli's. Taro is at a higher risk of joint issues, and since it's too cold to play out, it's hard to entertain him indoors as he's very high energy. Meli sent a video of him playing at her home, and she was very mindful of Taro's legs and made sure he's not running on slippery floor, but still having a very fun play time! Meli and her Taro got to know his personality, and it seems that he had a great day - and he usually takes time to warm up to people! Would definitely recommend. Thank you Meli!

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ChaeYeon K.
Sitter Profile Image: Amanda H.
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Amanda H.
$40
total per day
5.0 out of 5 stars
6 reviews
10 years of experience
Winnipeg, MB, R3T

Amanda took great care of my beagle Nala who can be a lot to handle for some. She was very easy to talk to and understanding. I would recommend her without hesitation.

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Kangwa C.
Sitter Profile Image: Dorotea F.
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Dorotea F.
Star Sitter
$39
total per day
5.0 out of 5 stars
42 reviews
10 repeat clients
25 years of experience
Winnipeg, MB, R2C

Always a positive and supportive experience with my Pomeranian. Photos and videos make it so I can have a close experience and updates while I am far away working. Thank you once again and will soon rebook. I highly recommend

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Tomasito N.
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Sitter Profile Image: Shayleece R.
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Shayleece R.
$17
total per walk
5.0 out of 5 stars
7 reviews
3 repeat clients
10 years of experience
Winnipeg, MB, R2Y

Shayleece has been here 11 days now and has built a relationship with Chewie. Chewie is excited to see her when she arrives which is a great sign. I’m thankful to Shayleece for walking the dog for me.

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Jeff & Christina P.
Sitter Profile Image: Kristin C.
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Kristin C.
Star Sitter
$28
total per walk
5.0 out of 5 stars
46 reviews
16 repeat clients
15 years of experience
Winnipeg, MB, R2Y

Kristin was great, responded quickly to messages and was very flexible to arrange a meet and greet. Tucker loved her and enjoyed his walks while we were away. We would definitely book Kristin again.

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Lesley M.
Sitter Profile Image: Steve H.
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Steve H.
$23
total per walk
5.0 out of 5 stars
5 reviews
1 repeat client
40 years of experience
Winnipeg, MB, R2Y

i just started having steve walk my 2 puppies but so far all is wonderful. my puppies were really happy when i got home and were relaxed as they had a chance to blow off some steam when out for their walk with steve. i have steve doing ongoing walks with them and it really gives me peace of mind and he has shown he is very trustworthy. thank you steve.

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Lenore C.
Sitter Profile Image: Amelie P.
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Amelie P.
$22
total per walk
5.0 out of 5 stars
4 reviews
16 years of experience
Winnipeg, MB, R3K

About: Hi there ! My name is Aimee, I’m a 22 year old University of Manitoba student athlete and of course an animal lover. I grew up around cats and multiple dogs that provided me with crucial experience in caring for pets through feeding, bathing, training, walking, vet visits, and lots of love and affection. I would love the opportunity to care for and keep active with your pets throughout this summer, as well be a help to those with busier schedules! I’m currently a University student who has a lot of free time through the week. I just finished my summer classes and will be returning back to school at the beginning of September, leaving me with plenty of free time throughout the weeks for the rest of the summer! In my personal life at home we have a long gated back yard allowing for lots of room to run around. I care for my pets and others pets by playing with them outside or taking them for walks if a backyard is not available. I love to be active and bring along my pups on any adventures that is safe for them. I follow a routine feeding schedule and always have water available, except after extensive physical activity for about 15 minutes. I have no problem with the pets up on the couch to rest, but have beds for them to lounge on as well!

Sitter Profile Image: Kristy S.
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Kristy S.
$28
total per walk
35 years of experience
Winnipeg, MB, R3R

About: Hi :) I am someone who treats every pet like they're my own - not just cared for, but genuinely understood. I know how important it is to trust the person looking after your fur-babies, because they're family. I pay close attention to each animal's personality, routines and little quirks so they feel safe, relaxed and happy while you're away. Whether your dog needs long, energy burning walks or they prefer quiet company and gentle care, I adjust to them - not the other way around. What sets me apart is the level of attention and communications I provide. You'll always know how your pup is doing with regular updates, photos and honest check-ins. I'm reliable, patient and calm under pressure, which helps even anxious or shy dogs feel comfortable. I's also experienced with: 1. different energy levels (from playful pups to senior dogs.) 2. Administering basic medications if needed 3. Maintaining routines (feeding, walks, etc) 4. Giving lots of affection while still respecting boundaries At the end of the day, my goal is simple: your pet feels safe, loved and stress-free - and you have complete peace of mind. Pet care is my full-time focus, which means I've built my daily and weekly routine entirely around the needs of the pets I care for. I schedule my days to allow for consistent walks, check-ins, playtime and companionship, ensuring every pet gets reliable, unrushed attention. Your pet won't be "fit-in" - they'll be a priority in my day. When caring for pets in your home, I aim to keep everything as close to their normal routine as possible. I follow feeding schedules, walk routines, and household guidelines carefully so your pet feels secure and stress-free in their own environment. I treat your home with the same respect I would my own - clean, tidy and secure at all times. I'm mindful of details like locking up properly, keeping things organized, and maintaining a calm environment for your pet. You can also expect regular updates, photos, and honest communication so you always feel connected and at ease while you're away. I understand that inviting someone into your home requires trust, and I take that responsibility seriously.

Sitter Profile Image: Cara S.
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Cara S.
$23
total per walk
1 repeat client
15 years of experience
Winnipeg, MB, R3K

About: Ive loved animals my whole life and Ive had dogs in my life for around 15 years. I love to train, play, walk and love dogs and you can guarantee that your fur babies will be in the best hands possible. I am currently without a job so i am free to be able to entertain and love your fur babies while you are unable to! I have a fenced in yard that will keep all dogs safe. I have a 13 year old shitzu who spends her time on the couch, a 2 year old goldendoodle who is so friendly and sweet and would love to play and go for walks. He follows a schedule of training and walks that he would love a buddy to join him or he is happy to stay at home while i walk your dog!

Sitter Profile Image: Ahmed S.
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Ahmed S.
$15
total per walk
15 years of experience
Winnipeg, MB, R3J

About: I’ve been caring for pets since I was 15, which basically means I’ve spent years being bossed around by tiny fluffy supervisors. From energetic puppies to “I’ll sit if I feel like it” cats, I’ve done it all including walks, feeding, playtime, and of course expert level belly rubs. I take their care seriously, but I also bring plenty of fun, patience, and treats with permission of course. Your pet will be safe, happy, and probably a little spoiled! 😄 I currently work part time, which means I have a very flexible schedule and plenty of time to care for your pets. I’m happy to work around your routine and do my best to accommodate your preferred times for walks, visits, or stays. Whether you need something regular or last minute, I’ll always try to make it work! Your pet’s safety and comfort are always my top priority. During visits and drop ins, I stick closely to your pet’s routine including feeding, walks, playtime, and any special instructions so they feel comfortable and stress free. I’m respectful of your home and make sure everything is secure before I leave. I always keep a close eye on your pet’s behavior and well being, and I’ll send updates so you know they’re happy and in good hands.

Sitter Profile Image: Whit R.
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Whit R.
$28
total per walk
5.0 out of 5 stars
70 reviews
27 repeat clients
11 years of experience
Cartier, MB, R4K

Whit was a saviour for us and Birdy. Her experience and love for dogs made us feel comfortable leaving Birdy in her hands. We will definitely be in contact in the future.

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Elise V.
Sitter Profile Image: Ann N.
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Ann N.
$23
total per walk
5.0 out of 5 stars
2 reviews
15 years of experience
Winnipeg, MB, R3H

About: I’ve been a lifelong dog lover and have had the privilege of raising both rescue dogs and a purebred Golden Retriever over the years. Each one has shaped how I care for animals—with patience, understanding, and a lot of love. In our home, pets truly are family. Their happiness, comfort, and well-being are always a top priority, just as if they were children. I understand how important it is to trust someone with your dog, and I take that responsibility seriously. I’m known for being kind, conscientious, and reliable—not just with dogs, but with people too. I’ll always communicate clearly, show up when I say I will, and make sure you feel confident your pet is in good hands. I’m currently working part-time, which allows me to dedicate quality time and attention to the pets in my care. My approach is simple—I care for every pet as if they were my own. That means plenty of exercise tailored to your dog’s individual needs, along with a strong focus on mental stimulation through enrichment, play, and engagement—not just walks. In a client’s home, I respect your pet’s routine and environment, keeping things as consistent as possible to reduce stress. I make sure they receive plenty of attention, exercise, and mental stimulation, while also giving them the patience and calm presence they need to feel at ease. I care for every pet as if they were my own—prioritizing their comfort, happiness, and well-being at all times.

Sitter Profile Image: Julia B.
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Julia B.
$28
total per walk
5.0 out of 5 stars
6 reviews
1 repeat client
7 years of experience
Winnipeg, MB, R3J

About: My name is Julia and I have been dog and cat sitting for over 7 years and have owned multiple pets. I love animals, and have a chihuahua, papillon and husky! My husky is 2 years old and we’re always out for walks, playing at the park and training. I am always mindful of space, mood and boundaries when interacting with any animal I am caring for. I have been a pet sitter for the past 7 years because I love meeting new animals and genuinely enjoy being around & caring for them. I would love to meet you and your pet (even though they really are family)! I am available for pet sitting and drop in visits throughout the week and weekend. I have a flexible schedule and am able to accommodate I am always mindful of gates and fences / doors when letting animals outside. Making sure that doors and gates are closed as well as any escape holes covered. I am checking on the animals periodically throughout the day. I typically crate my large dog at bed time and let the two little ones sleep in bed with me.

Sitter Profile Image: Smruti S.
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Smruti S.
$18
total per walk
3 years of experience
Winnipeg, MB, R3N

About: I treat every pet like they’re my own, focusing on their unique needs and routines. My background in handling a wide range of animals ensures your furry friends are in capable, loving hands. Whether it’s a puppy with endless energy or a senior needing gentle care, I tailor my approach to make them feel comfortable and secure. Pet care is a natural and fulfilling part of my daily routine. I plan my schedule around providing top-notch care, ensuring pets get the attention they deserve. Whether it’s morning walks, afternoon playtime, or evening cuddles, I dedicate time to keeping pets happy and healthy. I’m flexible and organized, allowing me to adjust my week to accommodate different needs, from drop-in visits to extended stays. Caring for pets doesn’t just fit into my life—it’s a passion I prioritize every day. I provide personalized care that fits seamlessly into your pet’s routine, ensuring they feel comfortable and secure while you’re away. In every visit, I prioritize maintaining a clean and calm environment for your pet, ensuring they feel secure in their familiar space.

Sitter Profile Image: Hayley S.
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Hayley S.
$23
total per walk
25 years of experience
Rosser, MB, R0H

About: Animals have been a huge part of my life from day one. I’ve spent 25 years caring for pets, from playful puppies and curious kittens to senior dogs and cats needing meds and extra TLC. I’ve had both large and small dog breeds, and I’m confident handling everything from daily walks to administering medications and sticking to routines. I’ve also cared for cats of all ages, including grooming, litter box upkeep, and giving oral meds. On top of that, I grew up around horses and even had two of my own, so I’m comfortable around animals big and small. I treat every pet like family and make sure they feel safe, loved, and happy while you’re away. My life truly revolves around animals, they’re a top priority in my daily routine. I'm used to planning my day around feeding schedules, playtime, walks, and medication when needed. Pet care isn’t something I squeeze in, it’s something I genuinely love and make space for. Whether it’s early mornings or evening check-ins, I’m flexible and committed to making sure your pets get the attention and care they deserve. At my home, pets have plenty of space to roam and play. I live on an acreage with an underground fence, so dogs get lots of safe outdoor time. I share my home with 3 friendly dogs and 4 cats, so your pet will be part of a loving, animal-friendly environment. We have kennels available for pets who are crate-trained or need their own space, as well as quiet areas for pets who prefer a calm, low-energy setting. I’m also happy to care for pets in their own home, offering visits, walks, litter box cleaning, playtime, and lots of love. I can easily adapt to whatever your pet needs to feel safe and comfortable.

Sitter Profile Image: Hadas K.
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Hadas K.
$34
total per walk
5.0 out of 5 stars
2 reviews
16 years of experience
Winnipeg, MB, R3N

About: Hello! My name is Hadas and I am a dedicated pet sitter and dog walker based in Winnipeg. I am 26 years old and work full time from home during the week so my schedule is flexible. I have a passion for caring for animals, and I specialize in providing services for both cats and dogs. I am a big animal lover. I currently have three cats (one senior) and have experience with puppies and senior dogs. 🐶🐈‍⬛ I currently work home full time Monday to Friday 8-4:30. I am always home during the weekends as well. I have a very flexible schedule and can be with your pet all the time and give it all of the love and attention they need and deserve. My home is a very clean, organized and safe place. I have three cats who love dogs. Two of them are four years old and the other one is 11. They are all in great health condition, are fixed and have all their vaccines. We recently had our senior dog pass away and they all got along great. As long as your dog is cat friendly there won’t be an issue.

Sitter Profile Image: Brooke L.
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Brooke L.
$27
total per walk
5.0 out of 5 stars
1 review
7 years of experience
St Francois Xavier, MB, R4L

About: Hi I’m Brooke! I have worked at a doggy daycare for two years which then led to me doing my own dog daycare, walking and training on the side of this as well! I have had my business Dogs On The Block Co. for about a year and it is my full time job! You can check out all my clients to get a feel for what I do and who I am! I showcase a lot of the training and tricks I do with my dogs on their Instagram page, if you would like to get a feel for me as a dog owner. I believe what sets me apart is my enthusiasm for dogs. I am eager to teach your dog(s) new tricks, obedience and manners. I am also totally happy to play and give your dog a nice long walk (or run)! I will do my absolute best to accommodate to your schedule and work with you on your pet care needs! I am someone who enjoys being busy and am happy to work around my schedule to offer your pet the best care, and help you in any way possible:) I care for your dogs as if they were my own. My attention will be towards your dogs and providing them the best experience in my care. I love taking pictures and providing you with the details on your pets experience with me. I know it isn’t always easy leaving your fur baby with other people therefore I will give you as many updates as possible to ease your mind.

Sitter Profile Image: Andrew H.
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Andrew H.
$18
total per walk
1 repeat client
2 years of experience
Winnipeg, MB, R3M

About: For any boarding and sitting needs a charming 3-story house is great for cats lots of rooms to hide. The yard is not good for dogs, is the only drawback. Located conveniently close to downtown, assiniboine park, Corydon Dog-walking would make the most sense the neighbourhood is perfect for it, I enjoy an active lifestyle. I am a qualified shelter assistant at the winnipeg humane society where we walk dogs, and I am trained in other areas of care as well I come from a safe, reliable family we are all friendly caring and trustworthy Available full-time for house sitting able to provide constant care and attention. I like to play guitar and sing your pets may like it Clean, spacious house lots of love

Sitter Profile Image: Daryna H.
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Daryna H.
$17
total per walk
10 years of experience
Winnipeg, MB, R3C

About: I grew up around animals and have years of hands-on experience with both dogs and cats. I’m patient, reliable, and understand how to care for pets of all ages — from playful puppies to gentle seniors. I offer loving, safe walks and drop-in visits with full attention to your pet’s needs. I usually take care of pet walks after 4 PM and am available for walks or visits then. My schedule is flexible in the afternoons and evenings to fit your pet’s needs. I prioritize creating a safe, calm, and loving environment for every pet, whether in my home or the client’s. I follow all care instructions carefully, keep hazardous items out of reach, and supervise pets closely during walks and playtime. Trust and open communication with pet owners are very important to me to ensure pets feel comfortable and well cared for at all times.

Sitter Profile Image: Olivia C.
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Olivia C.
$50
total per walk
13 years of experience
Winnipeg, MB, R3N

About: I provide attentive, patient, and highly personalized care tailored to each pet’s individual needs and personality. I’m comfortable caring for energetic puppies, senior pets requiring gentler support, administering routines consistently, and creating a calm, trustworthy environment where animals feel safe, comfortable, and genuinely cared for. I am home for the summer from college and have very open availability to make your pets my priority. I can tailor my schedule to prioritize any needs your pet might have and only need to be out of the house for a maximum of 4 hours at a time, but that can be altered depending on specific needs. No matter where the care is taking place, I offer I offer attentive, reliable, and compassionate support tailored to each pet’s routine, comfort level, and individual needs. I prioritize maintaining a calm, safe, and familiar environment through consistent feeding, exercise, playtime, affection, and communication with owners to ensure pets feel secure and well cared for while away from their families.

Sitter Profile Image: julianne p.
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julianne p.
$23
total per walk
6 years of experience
Winnipeg, MB, R3M

About: I truly love getting to know each dog's unique personality and making sure they feel safe, happy, and loved in my care. I have experience with dogs of all ages, including seniors who need medication or extra support. I also enjoy working with puppies, using patience and positive reinforcement to help them learn good habits and build confidence. My goal is always to care for every pet as if they were my own. ❤️ I currently work full-time but have a long enough lunch break to check in on pets as needed. My weekends are completely free, allowing me to provide dedicated care and attention. Additionally, I have many holidays available for full-time stays, and I’m especially flexible during the summer as i have the full summer off. This schedule lets me ensure your pets receive the care and companionship they need, while also allowing for regular updates and quality interaction throughout the day. I focus on creating a positive and engaging atmosphere, offering playtime, affection, and mental stimulation to keep them happy. Communication is key, so I provide regular updates and photos to keep you informed while you’re away!! Your pet’s happiness and well-being are my top priorities! I also am happy to attend to other needs of the home upon request, watering plants ect

Sitter Profile Image: Charlotte P.
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Charlotte P.
$22
total per walk
10 years of experience
Saint François Xavier, MB, R4L

About: I’ve always had dogs in my life, from growing up with a Lab to now having a Chihuahua-Pom mix. I’ve been dog sitting and walking off and on since I was 15, helping out family, friends, and neighbors whenever they need an extra hand. I regularly dog sit for my boyfriend’s sisters and my grandma’s neighbor, so I’m used to all kinds of routines and personalities. Whether your dog is high-energy and loves adventure or prefers a more relaxed pace, I’m happy to match their vibe. I love keeping dogs engaged with walks, playtime, and activities that make their time with me fun and enriching! Pet care fits easily into my routine! I work Monday to Thursday evenings (3-11 PM), so I’m available for morning visits, walks, or check-ins on those days. On weekends, I’m completely free and can devote as much time as needed to make sure your pets are happy, comfortable, and well cared for. Whether it’s a quick visit, a long walk, or an overnight stay, I’m flexible and happy to work around your pet’s needs. I always prioritize safety, trust, and making sure pets feel comfortable in their environment. Whether I’m caring for pets in their home or out on a walk, I pay close attention to their needs, routines, and any special instructions from their owners. I make sure to keep a calm and positive atmosphere, giving pets space when they need it and attention when they want it. If a pet has any specific needs—like medication, meal schedules, or extra playtime—I’m careful to follow their routine to keep them happy and stress-free. My goal is always to make sure pets feel safe, cared for, and relaxed while their owners are away.

Sitter Profile Image: Khushi K.
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Khushi K.
$23
total per walk
5.0 out of 5 stars
3 reviews
2 repeat clients
2 years of experience
Winnipeg, MB, R3C

About: I have 2 years of experience plus Im a dog trainer. i have one husky and a cat in my house They both are Friendly. There’s a off leash park just rights beside my appartment and Pickup drop off service available I love spending time with pets and After every 2 hours i take my Pets to park to get socialized in pack of dogs . I have special diet available if needed and Im pretty experienced with pets. Plus I love spending time with any kind of pet breeds rather big or small.

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Over 980,000
dogs traded couch time for play time with Doggy Day Care on Rover1

Large dog specialists near you - Headingley

Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

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Sitter Profile Image: Cady L.
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Cady L.
Star Sitter
$43
total per night
5.0 out of 5 stars
58 reviews
14 repeat clients
16 years of experience
Winnipeg, MB, R3R

Cady and her husband took exceptional care of our beloved pet during our time away. Their attentive approach ensured that Rex received not only the necessary care but also companionship and love. They consistently provided us with detailed updates, which offered a sense of reassurance that Rex was happy and secure in their hands. The way they communicated was impressive; they shared photos and messages that vividly illustrated Rex’s daily activities, making us feel connected and at ease. We truly appreciated their dedication and commitment to keeping our furry friend safe and content! Until next time!

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Malou J.
Sitter Profile Image: Colleen C.
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Colleen C.
Star Sitter
$34
total per night
4.9 out of 5 stars
56 reviews
18 repeat clients
30 years of experience
Winnipeg, MB, R2M

I wish I could keep Colleen a secret so that her schedule is always clear for whenever Truffle Bear needs a sitter. Truffle is 10 years old, and we had just made a 1,600 km move when he needed a sitter. I'm always nervous when I have to leave him, but Colleen's photos and updates reassured me and kept me relaxed. Truffle probably had more of a vacation than I did! Colleen went above and beyond with keeping Truffle entertained and happy, even purchasing a bag of dog treats for him that fit his very particular dietary restrictions. I will absolutely be booking with Colleen whenever I'm out of town, and I'm sure Truffle will be excited to go back. She and her family are a gem.

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Marxe O.
Sitter Profile Image: Melissa F.
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Melissa F.
Star Sitter
$60
total per night
5.0 out of 5 stars
25 reviews
8 repeat clients
20 years of experience
Winnipeg, MB, R3M

Melissa took wonderful care of Pepita while I was away. She was kind, responsible, and truly attentive to Pepita’s needs, and I could tell from the updates and photos that Pepita felt happy and comfortable with her. It’s clear that Melissa is not only great with pets but also a genuinely good person. I felt completely at ease knowing Pepita was with her, and I would definitely book with her again and highly recommend her to anyone looking for a caring and trustworthy sitter.

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Luis Alberto N.
Sitter Profile Image: Joshua V.
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Joshua V.
Star Sitter
$44
total per night
5.0 out of 5 stars
29 reviews
9 repeat clients
7 years of experience
Winnipeg, MB, R3L

Joshua took really good care of my baby Tofu! They went on at least 2 walks a day and my dog was also really happy to spend time with his dog Loki. I got updates almost everyday which was very reassuring knowing that Tofu was having a good time. Definitely will book again with Joshua....a real star dog sitter!

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Sheila A.
Sitter Profile Image: OWEN H.
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OWEN H.
$56
total per night
5.0 out of 5 stars
25 reviews
6 repeat clients
15 years of experience
Winnipeg, MB, R3R

Owen is a trustworthy and attentive pet sitter. He truly cared for Gorly and took her on frequent walks, which Gorly absolutely loved. I was impressed by Owen’s fast responses to my messages for updating Gorly’s situation.

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Sharon Y.
Sitter Profile Image: Diana M.
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Diana M.
$39
total per night
5.0 out of 5 stars
9 reviews
15 years of experience
Winnipeg, MB, R3Y

Diana’s was awesome with our two little babies 🦮🐶. She was the only reason we were able to stay calm while being away from them. She kept us informed by sending us photos, videos, and comments of every walk, or fun moment with them. She did a meet and greet previous the boarding which helped me and my husband to feel comfortable, and our doggies just fell in love of her and her beautiful family. I’ll always recommend her for her professionalism and the heart she puts into caring for animals. As long as she is able to, she will be our forever go to petsitter 😊

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Lissette L.
Sitter Profile Image: Anna S.
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Anna S.
Star Sitter
$62
total per night
5.0 out of 5 stars
81 reviews
31 repeat clients
8 years of experience
Winnipeg, MB, R2L

Anna was very relaxed with my dog Obie. She gave him lots of outdoor play and was understanding of his bedtime nervousness. I would recommend Anna to others and book with her again.

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Heather B.
Sitter Profile Image: Stephanie O.
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Stephanie O.
$45
total per night
4.8 out of 5 stars
127 reviews
61 repeat clients
25 years of experience
Winnipeg, MB, R3J

Stephanie was absolutely WONDERFUL!! i was very unsettled about needing boarding for my 2 kidz - it was going to be our first time away from one another (over night(s)). The first time Stephanie met my 2, my shoulders dropped as they both took to her. You know that's a great sign when they feel comfortable and at ease. Stephanie sent pix and updates every day, which calmed me grately. They had soo much fun. i will DEFINITELY be keeping Stephanie as my kidz 'sitter' for future events. She was awesome to them - treating them like they were her own. i can't say enough great things. My kidz really like her too, which is very important to me. On such short notice she's the one that came through. 5 starz+ in my books!!

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Ty G.
Sitter Profile Image: Tejaswini & Saumik M.
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Tejaswini & Saumik M.
Star Sitter
$56
total per night
5.0 out of 5 stars
17 reviews
5 repeat clients
5 years of experience
Winnipeg, MB, R2N

This was our first time using Rover in Winnipeg, and we had a wonderful experience with Tejaswini and Saumik. They were quick to respond, communicative, and made us feel completely at ease during the meet and greet. Their pup, Stewart, is a sweetheart, and he and Happy got along really well. We had a few last-minute changes to the pickup time, and they were extremely accommodating and understanding. Throughout Happy’s stay, we received regular updates and messages, which reassured us that he was in great hands. It truly felt like Happy was treated as part of their family and was just as comfortable as he would be at home. When we came to pick him up, Happy was actually a little sad to leave Stewart and the other pup behind! We would highly recommend Tejaswini and Saumik to anyone looking for reliable, caring pet sitters who will treat your pet like their own. We’ll definitely be happy to leave Happy with them again in the future!

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Pratik B.
Sitter Profile Image: Birch S.
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Birch S.
$50
total per night
5.0 out of 5 stars
5 reviews
1 repeat client
18 years of experience
Stonewall, MB, R0C

Birch took fantastic care of our dog! It was easy to organize a meet and greet, and she was ready at the organized times. She was thoughtful in her care, taking our dog for lots of walks and giving treats. She also very considerately sewed our dog bed. I would highly recommend her!

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Lindsay N.
Sitter Profile Image: Jaspreet & Carlos K.
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Jaspreet & Carlos K.
$45
total per night
4.4 out of 5 stars
7 reviews
3 repeat clients
3 years of experience
Winnipeg, MB, R3C

Very good with Communication, always quick updates and responses!

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Justice A.
Sitter Profile Image: Vladliena M.
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Vladliena M.
$45
total per night
5.0 out of 5 stars
1 review
1 repeat client
12 years of experience
Winnipeg, MB, R3R

Jojo Spent 2 nights with Vlad, she took such great care of my Jojo, made him feel welcome and gave him so much love while I was away. Will definitely board Jojo with Vlad again

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Mercedes H.
Sitter Profile Image: Sunisha M.
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Sunisha M.
$56
total per night
5.0 out of 5 stars
19 reviews
3 repeat clients
10 years of experience
Winnipeg, MB, R3Y

Sunisha did a wonderful job in taking care of Rocky . Rocky needed special care because of his old age. Sunisha kept Rocky very comfortable during his stay & took care of giving him medication daily. Thanks Sunisha & family for being a wonderful host for Rocky.

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Jatinder S.
Sitter Profile Image: Paul S.
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Paul S.
$56
total per night
5.0 out of 5 stars
10 reviews
1 repeat client
20 years of experience
Winnipeg, MB, R2M

Zeus had a great time with Paul. I received updates throughout each day. Zeus can be pretty shy and unsure at first, but seemed like he got comfortable right away. Will definitely be rebooking.

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Carina H.
Sitter Profile Image: Erin L.
Erin L.
Star Sitter
$76
total per night
5.0 out of 5 stars
10 reviews
4 repeat clients
25 years of experience
Winnipeg, MB, R3T

Erin was amazing. She provided lots of updates and made sure to communicate with me or ask questions if needed. She provided lots of exercise and mental stimulation as well. Was super accommodating, polite and just overall a pleasure. My pup had a great time and I would 100% book her again.

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Jennifer E.
Sitter Profile Image: Lin L.
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Lin L.
$45
total per night
5.0 out of 5 stars
12 reviews
1 repeat client
17 years of experience
St.Germain South, MB, R5A

She took a great care of our puppy! She sent us photos to make sure he is fine. Drop off and pick up weee both excellent . Will definitely rebook.

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soodeh s.
Sitter Profile Image: Karina & Lucas E.
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Karina & Lucas E.
Star Sitter
$54
total per night
4.9 out of 5 stars
162 reviews
61 repeat clients
15 years of experience
Winnipeg, MB, R2N

Karina & Lucas were amazing!!! They accepted Leo last minute and truly treated him like their own. I got frequent updates with photos, which really helped me feel at ease while I was away. Leo looked happy, relaxed, and comfortable the entire time. He also got plenty of walks and attention, which he loves. I was able to enjoy my trip with complete peace of mind, and I will definitely be coming back again!!!

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Linoy K.
Sitter Profile Image: Susan B.
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Susan B.
Star Sitter
$45
total per night
5.0 out of 5 stars
68 reviews
25 repeat clients
7 years of experience
Winnipeg, MB, R2V

Susan took amazing care of our two dogs, Tiddak and Choy Choy, during their 14‑day stay. From the very beginning, she was warm, attentive, and incredibly reliable. She communicated with us regularly, giving updates, photos, and little notes about how the dogs were doing — which gave us so much peace of mind while we were away. It’s clear that Susan genuinely cares about the pets she looks after. Tiddak and Choy Choy were happy, relaxed, and well‑loved the entire time. We couldn’t have asked for a better person to trust with our fur babies. Thank you so much, Susan, for going above and beyond!

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Jayson & Lovely M.
Sitter Profile Image: Iryna M.
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Iryna M.
$39
total per night
5.0 out of 5 stars
27 reviews
5 repeat clients
7 years of experience
Winnipeg, MB, R2H

Iryna was a wonderful dog sitter for my high energy Malamute. She sent me lots of great videos and updates while I was gone and was always quick to respond. She was flexible and took excellent care of my dog!! I highly recommend Iryna and I hope to work with her again :)

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Leanne C.
Sitter Profile Image: Richard & Melissa M.
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Richard & Melissa M.
$45
total per night
20 years of experience
Winnipeg, MB, R3M

About: I've had dogs since I was a kid, I'm used to big, high energy, and stubborn dogs of all ages! We've been fostering pups on and off for over a decade. We have a senior dog and an 11 month old puppy at home and have cared for 5 foster pups in 2026 alone. I'm currently off work with a disability and have been taking care of dogs and puppies on a volunteer basis/as a foster. I'm taking a break from fostering and figured I could do this in the meantime! Since I'm not currently working I can offer a lot of time, energy, training and care to a dog. We have a 11 month old female husky x puppy at our house who is incredible with other dogs and loves to play all day long! We have a fenced yard. I'm home all day, and my wife works from home so we can hang out with and keep an eye on your dog(s). We can crate your pooch if necessary overnight or if we need to pop out and we have small medium and xl crates at home. We have 2 kids at home 14 and 4 who love to help out and play.

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