Personalized care for your dog or cat - Oakbank

Highly-rated overnight sitters - Oakbank

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: Dorotea F.
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Dorotea F.
Star Sitter
$54
total per night
5.0 out of 5 stars
51 reviews
13 repeat clients
25 years of experience
Winnipeg, MB, R2C

This was my second time using Rover, and I was in a bit of a bind. I usually keep my boy Patch at home in Berens with a sitter - he is a playful country boy and a big suck who likes his routines - but everyone was busy. I found Dorotea on River, and she was wonderful from the start. She had me bring Patch and myself in so she could get to know the both of us, learn his routines, and make sure he was comfortable in her home before I left. That meant a lot to me. She kept me well informed with updates and pictures, which gave me real peace of mind while I was away. She gave Patch all the love and attention he deserves, and then some. It’s clear she truly loves animals. I was half joking that Patch might not want to come home with me. This experience allowed me to enjoy my time away without worrying or feeling guilty, because I knew he was in excellent hands. Dorotea was a blessing for Patch and for me, I would trust her again in a heartbeat.

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Angela C.
Sitter Profile Image: Richard & Melissa M.
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Richard & Melissa M.
Star Sitter
$50
total per night
5.0 out of 5 stars
21 reviews
6 repeat clients
20 years of experience
Winnipeg, MB, R3M

I could not have asked for a better pet sitter for Buddy. He was so happy when he arrived home😃☺️Highly recommend Richard and Melissa for boarding/daycare😃

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Amy W.
Sitter Profile Image: Colleen C.
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Colleen C.
Star Sitter
$34
total per night
5.0 out of 5 stars
64 reviews
22 repeat clients
30 years of experience
Winnipeg, MB, R2M

We’re very fortunate to have found Colleen. This is our second time booking with her. She takes such good care of our boy and genuinely loves him. It’s also evident that Kai feels completely at home at Colleen’s too. It’s truly a privilege to have Colleen look after our dog while we’re away - we were completely worry free. Kai will be back for sure!

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Seungkyu P.
Sitter Profile Image: Joshua V.
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Joshua V.
Star Sitter
$45
total per night
5.0 out of 5 stars
32 reviews
10 repeat clients
7 years of experience
Winnipeg, MB, R3L

Josh was great at keeping me updated on how Sulli was doing. They went on lots of walks and spent plenty of time outside, tuckering Sulli out!

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

Our dogs, Rex and Meg, are happy to stay at Mandy’s home where they can live their best life while we are away. Mandy understands each dog’s needs and provides expert care. We are updated with regular communication and pictures of them playing, resting and acting silly. Our dogs are exercised and engaged with activities to keep them fit and healthy. We are grateful for Mandy’s skill and commitment to animal care.

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

We recently had Melissa and her family care for our dog Thor for the first time and overall had a really positive experience. Leaving your dog with someone new can feel stressful, but they made the process much easier from the start. Communication before the booking was clear and responsive. They answered our questions quickly and were helpful in coordinating the schedule. It gave us confidence that Thor would be well cared for while we were away. During the stay, they took great care of Thor and were attentive to his needs and routine. It was clear they genuinely enjoy working with Dogs. We appreciated the updates while we were gone—it helped reassure us that everything was going well. He seemed comfortable and well cared for when we returned. It’s always a good sign when your pet appears relaxed and happy after being away from you. Overall, this was a very good first experience using a dog sitter. We will absolutely be booking with them again and would recommend them to others looking for reliable care for their pets.

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Katie A.
Sitter Profile Image: Lovepreet B.
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Lovepreet B.
$34
total per night
5.0 out of 5 stars
5 reviews
2 repeat clients
5 years of experience
Winnipeg, MB, R2G

Lovepreet took such great care of Mochi. She made sure he was comfortable the whole stay and sent many pictures and video updates. I would 100% rebook with her!

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Diem My L.
Sitter Profile Image: Carol & Luis R.
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Carol & Luis R.
$50
total per night
4.8 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Oakbank, MB, R2C

Carol, Luis and family were great with our old girl. They even took her for a ride to pick up their kids from school. Although our girl is house trained, she managed to have a few accidents in their house. Carol and Luis were so kind about it and told us not to worry, being in an unfamiliar house was likely the reason for it. Would absolutely book with them again if they’d have her. Thanks again Carol, Luis & family!

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Samantha B.
Sitter Profile Image: Gaia G.
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Gaia G.
$34
total per night
5.0 out of 5 stars
9 reviews
5 years of experience
Winnipeg, MB, R2M

Took good care of our dog Mocha! She also took excellent photos! No qualms the first time we did a meet and greet first. Totally trustable. For sure we will leave our dog Mocha with her again.

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Marifel L.
Sitter Profile Image: Tejaswini & Saumik M.
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Tejaswini & Saumik M.
Star Sitter
$53
total per night
5.0 out of 5 stars
20 reviews
7 repeat clients
5 years of experience
Winnipeg, MB, R2N

Tejaswini and Saumik were the best dog sitters I could ask for, especially on such short notice! My friend was staying with me from out of town but my landlord doesn’t allow any pets so we had to look for a dog sitter within the same day for the weekend. Tejaswini and Saumik were very quick at responding and had been so patient with me since it was my first time booking on this website. Once they talked to my friend, they received his dog shortly after and would send pictures, videos, and updates through the entire weekend. My friends dog was so happy and he had a great time playing with the other dog as well! My friend was turned away by many people because his dog is a mix with a pitbull, which to some people is automatically a no. I’m glad they gave my friends dog a chance cause he’s really sweet and he loved his time with them. Can’t wait to book again!

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Ian 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
62 reviews
19 repeat clients
5 years of experience
Winnipeg, MB, R2R

It was our first time using Rover. Bubbles stayed with Jayson & Lovely for a week. We were a bit apprehensive as it was Bubbles’ first time boarding & we weren’t sure if he’ll do alright. We had an initial meet & greet & that assuaged or fears. They are a very lovely 😁 couple. Their 2 pups are equally cute. We were comfortable leaving our Bubba knowing he’ll be in good hands. They sent us multiple pictures & texts updates daily. We clearly saw Bubbles was having a wonderful time. We will definitely use their services again in the future. Bubbles found new besties with Tiddak & Choychoy! Keep up the good work Jayson & Lovely!

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L C.
Sitter Profile Image: Carley W.
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Carley W.
$67
total per night
5.0 out of 5 stars
7 reviews
2 repeat clients
25 years of experience
Sunnyside, MB, R5R

Aspen and Ember had a great stay! I was provided with updates and pictures thought out, which left my mind at ease. Carley made sure that the dogs were well acquainted during the meet and greet. Upon pick up, and arriving home they were calm and napped a lot after a playful weekend. Will definitely book again!

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Kerstie K.
Sitter Profile Image: Yutika B.
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Yutika B.
Star Sitter
$40
total per night
5.0 out of 5 stars
12 reviews
3 repeat clients
2 years of experience
Winnipeg, MB, R3W

Yutika and her roommate were fantastic hosts for my dog. They treated her like family and made my girl feel right at home. I was nervous to leave her with strangers but it ended up being a fantastic job. Yutika sent me pictures and videos as well as detailed updates on my dog while she was there. I will definitely book again!

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

I highly recommend Anna as a dog sitter! She's kind, caring, and friendly. Anna provided regular updates with pictures, and our dog, Poppy, felt at home with her. It was great to know that Poppy was in good hands and well looked after. The fenced yard was a plus, and it was comforting that Poppy was with a family that was home throughout the day. We felt at ease leaving Poppy with Anna and her family, and we're grateful for their excellent care.

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Kelli S.
Sitter Profile Image: Cady L.
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Cady L.
Star Sitter
$45
total per night
5.0 out of 5 stars
62 reviews
17 repeat clients
16 years of experience
Winnipeg, MB, R3R

Our lab had another great stay with Cady and her husband. She is happy to be with them, like her second home when we are away. We are grateful for Cady's care!

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Kimberly W.
Sitter Profile Image: Danylo G.
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Danylo G.
$39
total per night
5.0 out of 5 stars
10 reviews
1 repeat client
2 years of experience
Winnipeg, MB, R3B

We cannot say enough wonderful things about Danylo and his wife! From the moment we met, they were warm, professional, and great with our pets. We received regular photo updates that gave us total peace of mind while we were away. They even went above and beyond to buy wet food for my dog as they noticed she didn’t eat much. Thank you for taking great care of Kiwi and Pikachu. We will definitely book with you again soon!

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Amy D.
Sitter Profile Image: Elizabeth V.
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Elizabeth V.
Star Sitter
$37
total per night
5.0 out of 5 stars
20 reviews
3 repeat clients
30 years of experience
Winnipeg, MB, R3P

My dog loves Elizabeth!! The amazing care and concern she takes for my dog is over and beyond excellent! She is so flexible with my schedule as well. Thank you again Elizabeth! Tinkerbell loves coming for dog sitting!

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roxanne D.
Sitter Profile Image: Simone & Adam M.
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Simone & Adam M.
$50
total per night
5.0 out of 5 stars
18 reviews
1 repeat client
10 years of experience
Winnipeg, MB, R3Y

We couldn’t have asked for better caregivers for our dog. Simone and Adam took such amazing care of our dog while we were away — truly above and beyond. They sent frequent updates and photos, which gave us so much peace of mind and always made us smile. It was clear he was happy, comfortable, and treated like part of their family. They handled everything with kindness, patience, and genuine love for animals. We wouldn’t hesitate for a second to have him stay with them again. Knowing he’s in such good hands makes traveling so much easier. Highly, highly recommend!!

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Natalia M.
Sitter Profile Image: Diana M.
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Diana M.
$56
total per night
4.9 out of 5 stars
26 reviews
1 repeat client
16 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: Pamela H.
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Pamela H.
Star Sitter
$45
total per night
4.9 out of 5 stars
55 reviews
16 repeat clients
14 years of experience
Winnipeg, MB, R2H

Pamela gave our 13-year-old dog Maisie the best care we could have asked for. She is a warm, caring dog lover who understands what they need. Maisie had a great time going on walks and meeting other dogs under the calm watchful eye of Pamela. I highly recommend her.

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John 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 - Oakbank

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: Sara v.
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Sara v.
$28
total per visit
5.0 out of 5 stars
10 reviews
5 repeat clients
6 years of experience
East Saint Paul, MB, R2E

Sara went above and beyond for looking after Max our cat. She provided excellent care for him. We had daily communication and pictures to let us know how everything was going. Couldn’t ask for better care of Max and our home. Sara was a pleasure to deal with. Looking forward to our next booking.

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Eileen S.
Sitter Profile Image: Stacey S.
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Stacey S.
Star Sitter
$28
total per visit
5.0 out of 5 stars
16 reviews
3 repeat clients
13 years of experience
Lockport, MB, R1A

Very friendly and trustworthy, pets were very well taken care of ! ❤️ Thank you Stacey

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Ailaina I.
Sitter Profile Image: Brena D.
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Brena D.
Star Sitter
$39
total per visit
5.0 out of 5 stars
130 reviews
45 repeat clients
12 years of experience
Winnipeg, MB, R3A

Brena was great with all of my cats and even had the shyest one out of hiding and looking for attention by the time the week was done. Will definitely book with her again, if our schedules align.

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Erin K.
Sitter Profile Image: Cecilia U.
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Cecilia U.
$28
total per visit
5.0 out of 5 stars
22 reviews
3 repeat clients
1 year of experience
Ste Anne, MB, R5H

We were very happy with Cecilia! She took great care of our cats, kept us updated, and made sure they were comfortable and well cared for while we were away. Everything went smoothly, and we would definitely trust her again in the future. Highly recommend!

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Viktoriia L.
Sitter Profile Image: Hayley B.
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Hayley B.
$28
total per visit
5.0 out of 5 stars
3 reviews
3 repeat clients
5 years of experience
Winnipeg, MB, R2M

About: I used to work at a pet hotel that boarded cats, and I have two wonderful kittens of my own, so I have lots of experience caring for these lovable, crazy bundles of joy and fur!

Sitter Profile Image: Shayna C.
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Shayna C.
$17
total per visit
5.0 out of 5 stars
4 reviews
4 years of experience
Winnipeg, MB, R2C

About: I got my first cat 4 years ago from a rescue organization and he ignited my love of cats. Don’t get me wrong, I liked them before, but I didn’t understand them as well as I do now. Shortly after my first cat, we took in a cat who needed a home. The thing I love about cats is their different personalities. I’ve administered liquid medications to one of them. I always make sure they are fed, entertained, played with, have constant clean water, and are groomed weekly.

Sitter Profile Image: Kamil M.
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Kamil M.
$24
total per visit
5.0 out of 5 stars
3 reviews
1 repeat client
20 years of experience
Winnipeg, MB, R2J

Kamil is very attentive to our dogs' needs and has priven to go well beyond expectations of an in-home sitter to include bringing JB home when my flight arrival prevented me from picking him up. Kamil listens closely to instructions and makes his best effort to maintain our dogs' relaxation and minimize routine disruption. We are very happy with the service he provides and is our go-to when considering an in-home sitter.

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Ellie L.
Sitter Profile Image: Cheryl K.
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Cheryl K.
$27
total per visit
5.0 out of 5 stars
28 reviews
14 repeat clients
25 years of experience
Winnipeg, MB, R2K

Cheryl provided outstanding care for my two cats. She was exceptionally caring, reliable and detail-oriented. She even handled thoughtful extras around the house, which made me feel completely at ease while I was away. Her meticulous approach ensured my fur babies felt secure and my home stayed in perfect order. I returned to two very happy cats and a house that felt as though I had never left. I wholeheartedly recommend Cheryl’s services, and we will definitely be seeing her again! 😊

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Silke K.
Sitter Profile Image: Aalisha P.
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Aalisha P.
$24
total per visit
10 years of experience
Winnipeg, MB, R2M

About: I grew up with birds and cats! My kitty is a year younger than me. I have 10+ years in experience with pet and babysitting x My availability is quite flexible! I prefer working in the afternoon or evening. However I don’t mind mornings! I am usually free on weekends x I have a 21 year old cat! She cannot eat dry food. Due to her age she most likely has dementia.. in order to make it easier for her we have two litterboxes x

Sitter Profile Image: Brittany M.
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Brittany M.
$23
total per visit
4.5 out of 5 stars
5 reviews
3 repeat clients
20 years of experience
Winnipeg, MB, R2W

About: Hi there I’m 28 and I love animals specially dogs I will watch them and treat them like my own. They will be safe and secure with me. Most animals fall in love with me. I have experience watching and taking care of pets as I have all my life. Love playing with them walking them and spoiling them with treats. I will walk them feed them and keep an eye on them while you out or on vacation. When I get to know a dog and they grow to love me they can’t wait for me to come back or don’t want me to leave at all. You can trust watching your dog because i have experience where other might not. Thank you. Brit

Sitter Profile Image: Daryna H.
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Daryna H.
$24
total per visit
5.0 out of 5 stars
1 review
15 years of experience
Winnipeg, MB, R2H

About: I grew up around animals and have years of hands-on experience. I’m patient, reliable, and understand how to care for pets of all age. I offer loving, safe walks and drop-in visits with full attention to your pet’s needs.

Sitter Profile Image: Denae E.
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Denae E.
$25
total per visit
5.0 out of 5 stars
16 reviews
3 repeat clients
9 years of experience
Winnipeg, MB, R2J

About: I have only recently begun expanding who's animals I take care of but have been taking care of my personal pets all my life. I have experience with cats, dogs, small mammals and amphibians. I have cared for all ages of pets including newborns and geriatric. I can handle administering medications of different sorts. I have first aid training, human and animal. If you have a specific way of doing things that you'd like continued I am more then happy to do so. My main concern is that your family member is well taken care of whether it be for an hour, a day or several days at a time. I have a schedule that is constantly changing. I am doing a training program come early 2025 so my schedule will be tighter than it is now but I will still try to arrange you to fit in. Keeping your pet safe is a big concern. I always check collars and leashes prior to use to ensure their functionality. I do have a dog who loves playing with others if yours needs a companion.

Sitter Profile Image: Olivia M.
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Olivia M.
$20
total per visit
9 years of experience
Selkirk, MB, R1A

About: I’ve taken care of my cat Lincoln for 9 years now, and am unable to adopt a dog because of the apartment I live in. I would love to spend some quality time with dogs however, I miss them so much! I’m currently working part time and trying my best to spend all my free time outdoors, I would love a dog companion for my walks! My cat has remained an indoor cat ever since I have adopted him, and I’m very dedicated to making sure he stays safe and healthy!

Sitter Profile Image: Misty A.
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Misty A.
$34
total per visit
1.0 out of 5 stars
1 review
1 repeat client
2 years of experience
Winnipeg, MB, R2N

About: I have grown up with our family owning 2 cats and I currently own 2 cats. George almost 2 and Sophie approx 8-9 months old.

Sitter Profile Image: Carley W.
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Carley W.
$45
total per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
25 years of experience
Winnipeg, MB, R2G

Carly was so grounded, calm and patient. It didn't take Jasper long to love her attention and care. We were overjoyed and confident to leave our dog in such loving and capable hands! Highly recommended.

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Moraina H.
Sitter Profile Image: Cindy H.
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Cindy H.
$45
total per visit
5.0 out of 5 stars
6 reviews
20 years of experience
Winnipeg, MB, R3T

About: My husband and I have owned cats the entire 23+ years that we have been married. We have a soft spot for the broken and special needs furry friends. While he he would not be attending your home with me, I like to let people know that our entire household loves animals. I have dealt with almost every medical condition imaginable. From diabetic cats, to ones in kidney failure requiring daily IV fluids, giving various medications, cats with behavioral issues, and everything in between. Our oldest cat (a Manx) lived to 19.5 years old. Not a stranger to keeping litterboxes in tip top shape. Also extremely keen on various types of enrichment to keep them from getting bored. And of course, all the cuddles As the owner of Manitoba's ONLY small animal rescue charity, I also have a wealth of knowledge and experience with exotic and small animals such as rabbits, guinea pigs, hamsters, and more!

Sitter Profile Image: Christelaine G.
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Christelaine G.
$39
total per visit
5.0 out of 5 stars
5 reviews
10 years of experience
Winnipeg, MB, R2C

Elaine is awesome! Our neighbor popped over unexpectedly and she handled it great.

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Joanne S.
Sitter Profile Image: Pearl I.
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Pearl I.
$56
total per visit
4.8 out of 5 stars
24 reviews
8 repeat clients
6 years of experience
Winnipeg, MB, R2K

Pearl was awesome with our two challenging princesses! She kept us updated the entire time we were away and managed things at our home as requested. It gave us peace of mind to know she was taking care for us.

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Janine H.
Sitter Profile Image: Zoe H.
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Zoe H.
$34
total per visit
1 repeat client
3 years of experience
Winnipeg, MB, R3X

About: From nurturing newborn kittens to caring for adventurous outdoor cats, I bring a wealth of experience to your feline family. My expertise ensures that every kitty receives the right level of care, whether it’s socializing timid kittens or managing the needs of independent outdoor explorers. With personalized attention and a deep understanding of cat behaviors, I provide the peace of mind you need while you’re away, knowing your feline friend is in loving and capable hands!

Sitter Profile Image: Sharon A.
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Sharon A.
$62
total per visit
4.9 out of 5 stars
59 reviews
13 repeat clients
11 years of experience
Winnipeg, MB, R3C

Sharon spent the night with Murphy and I felt so at ease knowing he had such a caring person keeping him company.

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Kyle C.
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Perfect for high energy dogs - Oakbank

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: Dorotea F.
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Dorotea F.
Star Sitter
$39
total per day
5.0 out of 5 stars
51 reviews
13 repeat clients
25 years of experience
Winnipeg, MB, R2C

Dorotea is very responsive to Hendrix’s needs. She really figures out what he wants/likes. I always feel secure knowing he is in her excellent care!

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

My dog has a great time with Mandy! She plays with him, walks, him, challenges his mind, and even preps treats for him in advance. We use her service on a recurring basis and suspect that our dog will eventually not want to come home because he's having too much fun.

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Alexis F.
Sitter Profile Image: Carley W.
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Carley W.
$34
total per day
5.0 out of 5 stars
7 reviews
2 repeat clients
25 years of experience
Sunnyside, MB, R5R

About: Caring patient pet lover with life long history of living with and caring for dogs. Experience with cats as well. Have studied and worked in behavior therapy field in past (not offering as a service now, but am knowledgeable of techniques). Have a loving and playful boston terrier cross at home that loves company and snuggles. Slow, guided introductions are important for both myself and my pup- safety, security and fun is key! Crate training (or at least familiarity with ex-pen gating) is important for overnight stays as I may have to step out for short periods and dont feel comfortable leaving unbonded dogs alone together without supervision! I run a small business from my home and set my own works hours so I am extremely flexible. Open and honest communication is very important to me! Please note there are 3 dogs in our home- my pup plus 2. One is a tiny senior, one an energetic spaniel mix puppy I work for myself, from home so I have no predetermined schedule that requires me to leave the house - I can be very flexible We have 2 different fenced areas behind the house - one small with doggy door, the other full yard size. Plus we have unfenced acreage beyond that which our dogs are invisible fence trained on, is good for leashed exercise for untrained dogs

Sitter Profile Image: Anna S.
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Anna S.
Star Sitter
$56
total per day
5.0 out of 5 stars
85 reviews
31 repeat clients
8 years of experience
Winnipeg, MB, R2L

Pippa is always happy to spend a day with Anna, who sent me pictures to let me know how Pippa was doing; and was understanding and flexible with my needing to change our pickup time.

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Betty K.
Sitter Profile Image: Lovepreet B.
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Lovepreet B.
$27
total per day
5.0 out of 5 stars
5 reviews
2 repeat clients
5 years of experience
Winnipeg, MB, R2G

About: Hi! I’m a dependable and caring dog lover who understands how important it is to know your pet is safe, happy, and well cared for while you’re away. I enjoy spending time with dogs of all personalities, whether that means walks, playtime, cuddles, or simply keeping them company and comfortable in their routine. I’m attentive to each dog’s individual needs and always follow feeding schedules, exercise routines, and any special instructions carefully. I’ll also keep you updated with messages and photos so you can feel confident your dog is in good hands. My goal is to make every dog feel relaxed, loved, and treated like family. I look forward to meeting you and your pup! I have a hybrid work schedule, which allows me to be home for most of the week and provide plenty of attention, supervision, and companionship throughout the day. I also have flexibility in my schedule and can adjust my work hours when needed to help accommodate your fur baby’s routine, including walks, feeding times, potty breaks, playtime, and medication schedules if required. I understand that every dog has different needs and energy levels, and I’m happy to provide a calm, comfortable, and caring environment where they can feel safe and relaxed while you’re away. Whether your dog loves active play, relaxing naps, or lots of cuddles and attention, I’ll make sure they feel right at home. I have a fully fenced yard with a park connected right behind my backyard, giving dogs plenty of space for safe outdoor time, play, and walks. It’s a great environment for dogs who enjoy fresh air, exploring, and getting their energy out in a secure area. I also have one small, friendly dog who can help keep your pup company and make them feel more comfortable during their stay. I always make sure pets are introduced carefully and supervised to ensure everyone feels safe, relaxed, and happy. Whether your dog enjoys playing with other dogs or prefers a calmer environment, I’ll do my best to make them feel at home and cared for like family.

Sitter Profile Image: Danylo G.
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Danylo G.
$34
total per day
5.0 out of 5 stars
10 reviews
1 repeat client
2 years of experience
Winnipeg, MB, R3B

Danylo was an absolutely fantastic pet sitter! He was very professional, proactive, and attentive throughout his stay with Fudge. He sent prompt updates, took Fudge out for walks, and made sure he was comfortable and well cared for. I really appreciated how communicative and responsible he was. I would definitely recommend Danylo to anyone looking for a reliable and caring pet sitter!

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Ali d.
Sitter Profile Image: Richard & Melissa M.
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Richard & Melissa M.
Star Sitter
$34
total per day
5.0 out of 5 stars
21 reviews
6 repeat clients
20 years of experience
Winnipeg, MB, R3M

Richard and Melissa were amazing! We dropped our 4 month old husky off for the afternoon and they provided tons of updates, pictures and even videos of him playing with our pup. Their dog is extremely well mannered and friendly. Amazing with younger puppies. Would highly recommend booking with them as I know I will book with them in the future as well!

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Avery T.
Sitter Profile Image: Pamela H.
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Pamela H.
Star Sitter
$34
total per day
4.9 out of 5 stars
55 reviews
16 repeat clients
14 years of experience
Winnipeg, MB, R2H

Pamela is a great communicator. She let me know she also had another dog that day to give me an option to find someone else. We went to the Canadian Human Rights Museum just 5 minutes away. We were very happy to have a safe place for our dog as we were travelling across Canada.

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RoxAnn E.
Sitter Profile Image: Gaia G.
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Gaia G.
$30
total per day
5.0 out of 5 stars
9 reviews
5 years of experience
Winnipeg, MB, R2M

About: Hello everyone! I recently moved to Winnipeg from Italy with my boyfriend and our beloved dog. I've already worked as a dog sitter in Italy and I can't wait to meet your pups here in Canada! My English isn't perfect yet, and I'm studying it diligently every day, but don't worry: the language of the heart and cuddles is universal! I guarantee that every instruction, need, or specific request for your dog will be listened to with the utmost attention and precision. Having a dog myself, I know exactly what it means to love them as family. I will treat your furry little ones with the same dedication, patience, and love I give my own. I'm improving my English, but I'm a very precise person and will use translation tools to ensure | follow all your instructions perfectly.❤️ Your dog will feel very stimulated at my house and will definitely have company, as he can play with my dog, who is very friendly with everyone. I also have a small balcony, so when the weather is nice, we could even sit outside for a bit. I'll let him play. It's also part of my building, and there's a small dog park, so we could easily go down and play a bit there. I also have a kennel and some toys for my dog ​​at home, so everything is already set up to make him feel at home too.❤️ My home is a welcoming place. My apartment is pet-friendly. Pets are more than welcome, and I will, of course, give your pet the utmost attention.

Sitter Profile Image: Stacey S.
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Stacey S.
Star Sitter
$39
total per day
5.0 out of 5 stars
16 reviews
3 repeat clients
13 years of experience
Lockport, MB, R1A

About: Dogs are my life ♥️ I’ve worked professionally with dogs for over 13 years, but I’ve been dog obsessed since I was a little kid and have never been without a dog (or two or three) in my life. I currently own three very loved and very spoiled dogs, and I promise that your dog will be loved and cared for like they were one of my own 🐾 -BOARDING UPDATE- I am excited to now offer boarding !! When your pup stays with me, they're treated like family. I provide a clean, safe, and comfortable environment where your dog(s) can relax and feel at home. Dogs are not boarded in our house, but in a comfortable space dedicated strictly to guests attached to our house. Our property features a spacious yard, perfect for playtime, exercise, and fresh air. So if your dog loves to run, explore, or simply lounge in the sun, they'll have plenty of room to enjoy themselves. I pride myself on offering a loving and caring environment, giving every guest the attention, affection, and companionship they deserve. To make sure each dog feels secure and stress-free, I only book a limited number of dogs at a time. This allows me to focus on their individual needs and ensure every pup has the best possible experience. And because I know how much you'll miss your dog(s), I provide regular updates with pictures and videos so you can see how happy and well cared for they are during their stay. 🐾 My schedule and availability is flexible, so we can find the perfect day and time that will work best for you and your dog(s) !

Sitter Profile Image: Yutika B.
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Yutika B.
Star Sitter
$38
total per day
5.0 out of 5 stars
12 reviews
3 repeat clients
2 years of experience
Winnipeg, MB, R3W

About: God mother to a Labrador I trained and love to death!! I’ve been around animals my whole life—growing up with pets made caring for them second nature. I provide calm, reliable care and handle everything from basic routines to a little extra TLC (tender loving care) when needed. With great past experiences and a true love for animals, your pet will be in capable, loving hands. 🐩 🐾🌻 I work from home so I’m available to walk your pet every day and offer both short and long home stays. I live with two other pet lovers in a house, so there’s always someone home to care for your pups. Pet care is a natural part of my daily routine—I make sure your pets get timely meals, walks, and plenty of attention every day. Weekly, I include extra activities like longer walks or grooming to keep them happy and healthy. I’m organized, attentive, and truly committed to making your pets feel loved and comfortable while you’re away! I have experience in handling big and small dogs. I can take care of your pups as well as teach some new tricks, and have basic first care knowledge.

Sitter Profile Image: Mary Anne R.
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Mary Anne R.
Star Sitter
$40
total per day
5.0 out of 5 stars
44 reviews
14 repeat clients
50 years of experience
Winnipeg, MB, R3J

We are thrilled to have found Mary Ann ❤️. Lilly was welcomed into her home and I could tell she felt comfortable immediately. We were confident leaving her in Mary Ann’s care and she took care of our senior lovingly. Thank you Mary Ann!

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Elviera B.
Sitter Profile Image: Diana M.
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Diana M.
$50
total per day
4.9 out of 5 stars
26 reviews
1 repeat client
16 years of experience
Winnipeg, MB, R3Y

Diana took wonderful care of my fur babies. Her patience is phenomenal with my anxious pups, and she’s incredibly flexible with my constantly changing schedule. She keeps me updated with messages and pictures, which I really appreciate. Even her kids spend time with Basil and Kobe, giving them extra love and tummy rubs.If you’re looking for someone you can truly trust to look after your beloved babies, I wholeheartedly recommend Diana.

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Melina L.
Sitter Profile Image: Autumn S.
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Autumn S.
Star Sitter
$36
total per day
5.0 out of 5 stars
31 reviews
17 repeat clients
18 years of experience
Winnipeg, MB, R2W

Autumn is a wonderful caretaker when my little hyper pup was there to visit. Very welcoming patient and always keeping me updated! Very loving to my pup! Would recommend 10/10

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Jen D.
Sitter Profile Image: REYCEL MAE A.
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REYCEL MAE A.
$49
total per day
5.0 out of 5 stars
14 reviews
15 years of experience
Winnipeg, MB, R2H

Reycel took excellent care of my dog while I was away on June 2nd. She was very attentive, sent regular updates throughout the stay, and made sure he got out for walks and plenty of activity. It was great to see how comfortable he was with her, and he especially enjoyed spending time with Bokchoy, her dog. The updates and photos gave me peace of mind knowing he was happy and well cared for. I would definitely book with Reycel again and highly recommend her to anyone looking for a reliable and caring dog sitter!

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Ali d.
Sitter Profile Image: Iryna M.
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Iryna M.
$25
total per day
5.0 out of 5 stars
27 reviews
5 repeat clients
7 years of experience
Winnipeg, MB, R2H

Iryna is amazing! Super friendly and understanding with my shy dog Frappy.. he was very shy with her at first but seemed to relax during the whole dogsit. She is consistent in keeping us updated by sending messages and sometimes a photo on how well he is doing. I would recommend :) Thank you for taking care of Frappy!

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jonelene J.
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
47 reviews
9 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: Nerissa M.
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Nerissa M.
Star Sitter
$62
total per day
4.9 out of 5 stars
96 reviews
29 repeat clients
20 years of experience
Winnipeg, MB, R2J

It was happy first day care visit! He went on two day care visits and was so excited to see Nerissa the next day. It made me feel good knowing he was comfortable and happy to be with her. She also kept me updated on happy all the time. Let me tell you he was happy :)

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Ashley C.
Sitter Profile Image: Bibiana R.
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Bibiana R.
Star Sitter
$43
total per day
5.0 out of 5 stars
47 reviews
15 repeat clients
16 years of experience
Winnipeg, MB, R3Y

Bibiana and Cesar have been great with our girl, Ziva. We had a last minute request for 3 days of daycare and they were available. Ziva took to them quickly and they enjoyed Ziva. We would definitely book with them again.

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Philippe K.
Sitter Profile Image: Tejaswini & Saumik M.
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Tejaswini & Saumik M.
Star Sitter
$43
total per day
5.0 out of 5 stars
20 reviews
7 repeat clients
5 years of experience
Winnipeg, MB, R2N

About: I work from home, which allows me to provide consistent supervision and attentive care throughout the day. We have an energetic rescue dog of our own and genuinely enjoy meeting and caring for new dogs. Over the years, we’ve become the go-to pet sitters for our family and friends, trusted to care for their beloved fur babies as if they were our own. Our home is a safe place for dogs with seperation anxiety while you are at work. Our home features a large fenced yard where dogs can play freely and safely, along with plenty of comfortable indoor space for rest and relaxation. We are committed to providing a safe, loving, and stress-free environment for your dog while you’re away, ensuring they feel right at home. A safe place for a dogs with seperate anxiety while you work. I am a work from home mom available all weekdays and most weekends. Our family loves dogs and would love to take care of your fur babies along with our own rescue dog. Would love to provide a loving and fun environment and teach some tricks during their stay with us.

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More than 1.6 million
pets enjoyed cuddles and care from sitters on Rover1

Adventure-ready dog walkers - Oakbank

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

1 / 1
Sitter Profile Image: Hayley B.
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Hayley B.
$20
total per walk
5.0 out of 5 stars
3 reviews
3 repeat clients
10 years of experience
Winnipeg, MB, R2M

Hayley was reliable and followed instruction!

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Beate N.
Sitter Profile Image: Sara v.
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Sara v.
$19
total per walk
5.0 out of 5 stars
10 reviews
5 repeat clients
6 years of experience
East Saint Paul, MB, R2E

Fantastic!! Super friendly and very pleasant to chat with. Arrived on time. Was quick to provide updates and was able to add another day on very short notice. Would happily have her again!

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Jodi R.
Sitter Profile Image: Shayna C.
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Shayna C.
$17
total per walk
5.0 out of 5 stars
4 reviews
16 years of experience
Winnipeg, MB, R2C

Great communication with Shayna from beginning to end. My doggie loved his walks with her! Felt confident having Shayna walk Murph for the 2 days we booked with her. We will definitely be using her again and would recommend her to anyone!

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Cassandra K.
Sitter Profile Image: Ann N.
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Ann N.
$23
total per walk
5.0 out of 5 stars
5 reviews
1 repeat client
15 years of experience
Winnipeg, MB, R2H

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: Aalisha P.
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Aalisha P.
$17
total per walk
10 years of experience
Winnipeg, MB, R2M

About: I grew up with birds and cats! My kitty is a year younger than me. I have 10+ years in experience with pet and babysitting x My availability is quite flexible! I prefer working in the afternoon or evening. However I don’t mind mornings! I am usually free on weekends x I have a 21 year old cat! She cannot eat dry food. Due to her age she most likely has dementia.. in order to make it easier for her we have two litterboxes x

Sitter Profile Image: Holden G.
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Holden G.
$17
total per walk
15 years of experience
Cooks Creek, MB, R0E

About: I have been around and cared for dogs my whole life. My experience in dog care experience is spread among elderly dogs, puppies and everything in between. I am currently awaiting the start of my second year of university thus, my schedule is quite flexible for the time being. May it be morning or evening, I will be available. I believe pets are to be given plenty of time to exercise in a safe and controlled environment to provide maximum enrichment. Alongside this, nourishing and nutrient rich meals are a standard of mine which I hope to provide.

Sitter Profile Image: Zoe H.
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Zoe H.
$23
total per walk
1 repeat client
3 years of experience
Winnipeg, MB, R3X

About: Experienced in caring for dogs from playful pups to wise seniors (8 weeks to 14+ years), I tailor my pet sitting and training services to meet your dog's specific needs. Whether it's positive reinforcement, leash training, or specialized commands, I ensure every pup receives the personalized attention and training they deserve. Rest easy knowing your furry friend is in skilled hands, receiving the care they need at every stage of life! As I navigate my job search, pet sitting offers a flexible and rewarding opportunity that seamlessly fits into my week. With my existing experience caring for various animals, I can provide loving and attentive care to your pets while earning an income. As a reliable pet sitter, I maintain open communication with you before, during, and after the pet sitting period. You can count on regular updates and check-ins, so you never have to worry about your furry family members. I respect and maintain your pets routines to keep them comfortable and reduce stress. This includes sticking to their feeding, playtime, and walking schedule. I’m mindful of your pets preferences and behaviors, adapting my care approach to fit their unique needs. This includes any specific training or care requirements you may have.

Sitter Profile Image: Daryna H.
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Daryna H.
$23
total per walk
5.0 out of 5 stars
1 review
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: 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: Brittany M.
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Brittany M.
$17
total per walk
4.5 out of 5 stars
5 reviews
3 repeat clients
20 years of experience
Winnipeg, MB, R2W

As a first time user, we were super hesitant to let someone walk our little puppy. Brittany has made us feel comfortable trusting someone else to take our little girl out for a walk. I would definitely recommend.

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Kristjan H.
Sitter Profile Image: Priscilla R.
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Priscilla R.
$28
total per walk
4.9 out of 5 stars
39 reviews
10 repeat clients
7 years of experience
Morris, MB, R0G

Priscilla and her husband were absolute gem. It took one walk for Jellybean to get excited the second she saw them. Definitely recommend them and will 100% rebook ☺️

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Fanny C.
Sitter Profile Image: Julia B.
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Julia B.
$28
total per walk
5.0 out of 5 stars
8 reviews
2 repeat clients
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 visits. I have a flexible schedule at the moment and am able to accommodate outside of already booked times 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: Sharon A.
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Sharon A.
$50
total per walk
4.9 out of 5 stars
59 reviews
13 repeat clients
11 years of experience
Winnipeg, MB, R3C

About: I have a unique touch with animals which makes me stand out as a pet sitter with over 10 years of experience in pet care. My caring and attentive nature towards pets sets me apart from your average pet sitter.🤪 As a college student, I have a flexible schedule that allows me make time for your pets. It’s a priority for me to ensure that your furry friends are well taken care of every moment. When caring for pets, I make sure to provide them with proper food, water, toys & treats (if permitted) exercise, and attention as well as a comfortable bed! I make sure to follow any specific instructions given by the pet owners regarding feeding schedules, medication or special needs. Additionally, I create a comfortable and safe environment for the pets and spend quality time playing and interacting with them to ensure their well being and happiness.

Sitter Profile Image: julianne p.
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julianne p.
$37
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

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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 - Oakbank

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: Richard & Melissa M.
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Richard & Melissa M.
Star Sitter
$50
total per night
5.0 out of 5 stars
21 reviews
6 repeat clients
20 years of experience
Winnipeg, MB, R3M

I could not have asked for a better pet sitter for Buddy. He was so happy when he arrived home😃☺️Highly recommend Richard and Melissa for boarding/daycare😃

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Amy W.
Sitter Profile Image: Colleen C.
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Colleen C.
Star Sitter
$34
total per night
5.0 out of 5 stars
64 reviews
22 repeat clients
30 years of experience
Winnipeg, MB, R2M

We’re very fortunate to have found Colleen. This is our second time booking with her. She takes such good care of our boy and genuinely loves him. It’s also evident that Kai feels completely at home at Colleen’s too. It’s truly a privilege to have Colleen look after our dog while we’re away - we were completely worry free. Kai will be back for sure!

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Seungkyu P.
Sitter Profile Image: Joshua V.
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Joshua V.
Star Sitter
$45
total per night
5.0 out of 5 stars
32 reviews
10 repeat clients
7 years of experience
Winnipeg, MB, R3L

Josh was great at keeping me updated on how Sulli was doing. They went on lots of walks and spent plenty of time outside, tuckering Sulli out!

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Ashleigh-Mae D.
Sitter Profile Image: Melissa F.
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Melissa F.
Star Sitter
$60
total per night
5.0 out of 5 stars
27 reviews
8 repeat clients
20 years of experience
Winnipeg, MB, R3M

We recently had Melissa and her family care for our dog Thor for the first time and overall had a really positive experience. Leaving your dog with someone new can feel stressful, but they made the process much easier from the start. Communication before the booking was clear and responsive. They answered our questions quickly and were helpful in coordinating the schedule. It gave us confidence that Thor would be well cared for while we were away. During the stay, they took great care of Thor and were attentive to his needs and routine. It was clear they genuinely enjoy working with Dogs. We appreciated the updates while we were gone—it helped reassure us that everything was going well. He seemed comfortable and well cared for when we returned. It’s always a good sign when your pet appears relaxed and happy after being away from you. Overall, this was a very good first experience using a dog sitter. We will absolutely be booking with them again and would recommend them to others looking for reliable care for their pets.

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Katie A.
Sitter Profile Image: Tejaswini & Saumik M.
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Tejaswini & Saumik M.
Star Sitter
$53
total per night
5.0 out of 5 stars
20 reviews
7 repeat clients
5 years of experience
Winnipeg, MB, R2N

Tejaswini and Saumik were the best dog sitters I could ask for, especially on such short notice! My friend was staying with me from out of town but my landlord doesn’t allow any pets so we had to look for a dog sitter within the same day for the weekend. Tejaswini and Saumik were very quick at responding and had been so patient with me since it was my first time booking on this website. Once they talked to my friend, they received his dog shortly after and would send pictures, videos, and updates through the entire weekend. My friends dog was so happy and he had a great time playing with the other dog as well! My friend was turned away by many people because his dog is a mix with a pitbull, which to some people is automatically a no. I’m glad they gave my friends dog a chance cause he’s really sweet and he loved his time with them. Can’t wait to book again!

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Ian P.
Sitter Profile Image: Yutika B.
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Yutika B.
Star Sitter
$40
total per night
5.0 out of 5 stars
12 reviews
3 repeat clients
2 years of experience
Winnipeg, MB, R3W

Yutika and her roommate were fantastic hosts for my dog. They treated her like family and made my girl feel right at home. I was nervous to leave her with strangers but it ended up being a fantastic job. Yutika sent me pictures and videos as well as detailed updates on my dog while she was there. I will definitely book again!

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

I highly recommend Anna as a dog sitter! She's kind, caring, and friendly. Anna provided regular updates with pictures, and our dog, Poppy, felt at home with her. It was great to know that Poppy was in good hands and well looked after. The fenced yard was a plus, and it was comforting that Poppy was with a family that was home throughout the day. We felt at ease leaving Poppy with Anna and her family, and we're grateful for their excellent care.

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Kelli S.
Sitter Profile Image: Cady L.
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Cady L.
Star Sitter
$45
total per night
5.0 out of 5 stars
62 reviews
17 repeat clients
16 years of experience
Winnipeg, MB, R3R

Our lab had another great stay with Cady and her husband. She is happy to be with them, like her second home when we are away. We are grateful for Cady's care!

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Kimberly W.
Sitter Profile Image: Danylo G.
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Danylo G.
$39
total per night
5.0 out of 5 stars
10 reviews
1 repeat client
2 years of experience
Winnipeg, MB, R3B

We cannot say enough wonderful things about Danylo and his wife! From the moment we met, they were warm, professional, and great with our pets. We received regular photo updates that gave us total peace of mind while we were away. They even went above and beyond to buy wet food for my dog as they noticed she didn’t eat much. Thank you for taking great care of Kiwi and Pikachu. We will definitely book with you again soon!

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Amy D.
Sitter Profile Image: Diana M.
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Diana M.
$56
total per night
4.9 out of 5 stars
26 reviews
1 repeat client
16 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: Lin L.
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Lin L.
Star Sitter
$50
total per night
5.0 out of 5 stars
15 reviews
2 repeat clients
17 years of experience
St.Germain South, MB, R5A

Lin took care of my darling really well. She didn’t get fat so I assumed a lot of walking and playing was done. She sent me pictures all the time and I was really very happy my dog is happy with her. There were no issues and she made sure to ask questions. I got my darling back healthy and safe.

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Marie B.
Sitter Profile Image: Kendall M.
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Kendall M.
$56
total per night
5.0 out of 5 stars
8 reviews
3 repeat clients
14 years of experience
Winnipeg, MB, R3T

Leaving your dog with someone can be nerve-wracking, but after Kendall and her family watched Stanley, every bit of anxiety I had completely disappeared. I felt so blessed knowing Stanley was in such a beautiful, loving home where he was truly treated like part of their own family. Kendall is incredible with young pups and all types of dogs, making sure every pet feels completely comfortable and cherished. They went so far above and beyond—taking Stanley to the lake, introducing him to her extended family, and letting him play to his heart's content with the other dogs. Stanley was in absolute heaven! The moment I knew just how much love he felt was when Kendall shared that Stanley slept right on her pillow, exactly like he does with me at home. On top of all that, Kendall kept me connected with daily texts, photos, and video updates; my heart was filled with so much love and gratitude every time a message popped up. Kendall and her family are remarkable, and I cannot recommend her highly enough to anyone looking for extraordinary care for their dog.

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John D.
Sitter Profile Image: Erin & Mason L.
Erin & Mason L.
Star Sitter
$76
total per night
5.0 out of 5 stars
15 reviews
5 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: OWEN H.
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OWEN H.
Star Sitter
$56
total per night
5.0 out of 5 stars
27 reviews
7 repeat clients
15 years of experience
Winnipeg, MB, R3R

Owen provided great communication & photos while I was away. He was very relaxed & took extra care regarding allergies for Wyatt. He is clearly very comfortable with dogs which made leaving Wyatt with him easy & stress free!

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Sharon and Micah C.
Sitter Profile Image: Stacey S.
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Stacey S.
Star Sitter
$62
total per night
5.0 out of 5 stars
16 reviews
3 repeat clients
13 years of experience
Lockport, MB, R1A

Our experience with Stacey was flawless. It was our first time boarding our dog, and it all came together last minute. Stacey replied super quickly and gave such a great first impression that we immediately felt comfortable sending our pup to her for three nights. You can tell right away how much she loves dogs and how experienced she is. She connected with Juniper instantly and treated her like her own. Stacey sent tons of photos and videos, so I got to see the adventures Juniper was having on her huge, fenced property and hanging out with a couple of new pup friends. I can’t compare her to other boarding places since this was our first time, but honestly, I feel like what she offers is truly wonderful. If you’re looking for a safe place where your dog will get to spend lots of time outdoors being active and then have a cozy dog bed to sleep on to recharge- then look no further. I’d recommend Stacey in a heartbeat- and will undoubtedly have Juniper go back to stay again.

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Kyra C.
Sitter Profile Image: Sunisha M.
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Sunisha M.
$56
total per night
5.0 out of 5 stars
22 reviews
5 repeat clients
10 years of experience
Winnipeg, MB, R3Y

We went away on vacation and Sunisha provided amazing care for Roscoe - providing us multiple photos daily showing how he was settling down and getting comfortable in her home. And when we needed to make alternate arrangements for pickup, she was understanding and flexible. 10/10 would recommend

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Roh A.
Sitter Profile Image: Patti L.
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Patti L.
Star Sitter
$56
total per night
5.0 out of 5 stars
19 reviews
9 repeat clients
18 years of experience
Steinbach, MB, R5G

Patti was amazing! She eased all my fears with leaving my furbaby with someone new, and created a wonderful weekend for him. I couldn't have asked for a better experience!

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Tia R.
Sitter Profile Image: Amanda H.
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Amanda H.
Star Sitter
$45
total per night
5.0 out of 5 stars
11 reviews
2 repeat clients
10 years of experience
Winnipeg, MB, R3T

Amanda and her two kids took fantastic care of our 4 year old Maltipoo. Right from the time of booking I felt good about leaving our pup with them. We have a very anxious dog who is super nervous and I truly felt like he couldn’t really be in a better space if we had to leave him with someone ☺️ We got daily updates and pictures of his stay which gave us even more reassurance that he was in great care. Highly recommend Amanda and we would definitely rebook when we are back in Winnipeg!

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Jessica S.
Sitter Profile Image: Stephanie O.
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Stephanie O.
$45
total per night
4.8 out of 5 stars
134 reviews
63 repeat clients
25 years of experience
Winnipeg, MB, R3J

We got updates and our dog was very happy here. Thank you for being flexible when we ran into issues on our way home. Will definitely use Stephanie again!!

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Kristen C.
Sitter Profile Image: Brock & Nicole U.
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Brock & Nicole U.
Star Sitter
$73
total per night
5.0 out of 5 stars
45 reviews
10 repeat clients
10 years of experience
Winnipeg, MB, R2V

Willow had a wonderful stay again! I know she is well loved and taken care of when she stays with Brock and Nicole. As usual they were very accommodating when I had to make last minute changes. Thank you!

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Heather D.
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