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
• 53 reviews
13 repeat clients
25 years of experience
Winnipeg, MB, R2C

“We had an amazing vacation time, because we knew Luna was well cared of. Dorotea was awesome, she sent us pictures and videos every day. We recommend her, and we'll definitely book with her again.”

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

“We have had our dog board with Mandy as well as go to her house for daycare. Mandy genuinely loves & cares for our dog as if he was her own. She is reliable and organized as well. We have used Mandy for over a year and she has never once canceled on us. We highly recommend Mandy!”

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J Alicia D.
Sitter Profile Image: Richard & Melissa M.
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Richard & Melissa M.
Star Sitter
$56
total per night
5.0 out of 5 stars
• 30 reviews
10 repeat clients
20 years of experience
Winnipeg, MB, R3M

“Richard was great about sending photos and updates. It was reassuring to see our pup getting lots of love and attention and clearly feeling comfortable in their care.”

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

“Joshua is fantastic! He’s watched Kolsch a few times now and she always gets so excited when she realizes she gets to go stay with Josh and Loki. Kolsch is a high energy dog and always gets tons of exercise and love.”

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Alex K.
Sitter Profile Image: Tejaswini & Saumik M.
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Tejaswini & Saumik M.
Star Sitter
$78
total per night
5.0 out of 5 stars
• 21 reviews
8 repeat clients
5 years of experience
Winnipeg, MB, R2N

“I highly recommend Tejaswini & Saumik for dog sitting. They are very capable people who have a passion for dogs including their own. Our dog Argo was in their care for 10 days. During that time they provided updates with photos & videos. Argo enjoyed playing & keeping company with there own dog. They got along so well & their backyard is very large, perfect for dogs to run around. They follow the instructions given & you can tell they have lots of experience. Our flight was unexpectadly cancelled. They were very accommodating & understanding. I would not hesitate to use their services again. 😇”

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Laura C.
Sitter Profile Image: Lovepreet B.
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Lovepreet B.
Star Sitter
$34
total per night
5.0 out of 5 stars
• 7 reviews
2 repeat clients
5 years of experience
Winnipeg, MB, R2G

“Lovepreet was a wonderful host for Ozzy. She took good care of Ozzy. She connected with us throughout Ozzy’s stay by sending us the pictures and updates. Highly recommending her.”

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

“Colleen, and her family are very caring and treated my dog like their own. They went above and beyond making sure she was comfortable during her stay. We got numerous updates and pictures during her stay. We will definitely be going back again soon!”

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

“We are beyond grateful to Melissa and her wonderful family for taking such exceptional care of our beloved Milo. From the moment we dropped him off, we felt a deep sense of peace knowing he was in loving, capable hands. Throughout the entire week, Melissa kept us updated with sweet photos and thoughtful messages that truly put our hearts at ease. It was clear that Milo wasn’t just being looked after—he was being welcomed into their home like one of their own. Whether it was cozy snuggles, playtime, or peaceful walks, he looked happy, relaxed, and so loved. Their home is warm, calm, and filled with kindness—everything a pup could hope for when away from their usual surroundings. Milo returned to us happy, healthy, and with a wag in his tail that said it all. We feel so lucky to have found Melissa and her family. They are truly a rare gem in the world of dog-sitting. Thank you for giving Milo such a beautiful little vacation—we can’t wait to see you again!”

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Lorena R.
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

“Super accommodating for a last minute puppy sitter! My wife and brother in-law were able to meet them in person at the park and had nothing but amazing things to say. Highly recommend!”

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Paul P.
Sitter Profile Image: Danylo G.
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Danylo G.
$45
total per night
5.0 out of 5 stars
• 13 reviews
1 repeat client
2 years of experience
Winnipeg, MB, R3B

“Everything went so well! Danylo took great care of Pepper and sent sweet photo updates throughout the day, which gave me complete peace of mind. Highly recommend, and I’d definitely book with him again!”

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Pauline F.
Sitter Profile Image: Cady L.
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Cady L.
Star Sitter
$45
total per night
5.0 out of 5 stars
• 64 reviews
18 repeat clients
16 years of experience
Winnipeg, MB, R3R

“I left my 75lbs lab for 4 nights but needed to extend a night due to flight home challenges. I received daily photos and videos. Even pics os her cuddling with them! I’ll definitely use them again. ❤️😊”

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Tania A.
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
• 64 reviews
20 repeat clients
5 years of experience
Winnipeg, MB, R2R

“The caregiving to my pet was fantastic, with updates and photos. They have a very nice home and yard for the dogs to play and wander around. Bookings and arranging a time to meet was easy and they were very accommodating for drop off and pickup. She works from home and is able to spend more time with pets than others who have to leave for their job.”

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Barry M.
Sitter Profile Image: Gaia G.
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Gaia G.
$34
total per night
5.0 out of 5 stars
• 13 reviews
1 repeat client
5 years of experience
Winnipeg, MB, R2M

“Gaia was a fantastic sitter for our corgi, Peanut. She took Peanut out for walks and took great care of him. She sent me updates and photos during his stay there to keep me updated.”

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Michelle N.
Sitter Profile Image: Pamela H.
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Pamela H.
Star Sitter
$45
total per night
4.9 out of 5 stars
• 56 reviews
16 repeat clients
14 years of experience
Winnipeg, MB, R2H

“Pamela did so well with Mikai! She was very communicative and accommodating, it was greatly appreciated! Will definitely have Mikai stay with her again! Thanks again Pamela! ☺️☺️”

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

“Very accommodating on a last minute unexpected booking! Could tell she took good care of my cats with lots of photo updates! Would rebook again!”

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Krystyna P.
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 am so grateful that we were able to book our senior cat Norman to stay with Anna and her family. She was incredibly fast to respond to any questions i had, send daily updates with photos, and made Norman a member of their family for the time he was there. In all the photos, Norman looked happy, comfortable, and relaxed, and our entire family looked forward to her daily updates! While we missed Norman on our vacation, it felt so nice and reassuring to know that he was so well cared for while we were away - he was basically on a vacation of his own!! We will absolutely be booking with Anna again, so long as she is available, and cannot recommend her to other pet owners enough. Your cat or dog will be incredibly well cared for. Thank you so much, Anna and family, for taking such great care of our boy.”

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Rebecca F.
Sitter Profile Image: Simone & Adam M.
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Simone & Adam M.
Star Sitter
$50
total per night
5.0 out of 5 stars
• 19 reviews
2 repeat clients
10 years of experience
Winnipeg, MB, R3Y

“We are incredibly grateful to Simone and Adam for the amazing care they gave our precious kitten, Skye. From the very beginning, we knew she was in loving and caring hands. Simone and Adam treated Skye like she was part of their own family. They gave her so much love, attention, and affection, and the regular updates and photos brought us great peace of mind while we were away. It was clear that Skye was happy, comfortable, and truly cared for. When Skye came home, she was healthy, relaxed, and full of her playful personality. We also want to thank Simone and Adam for the thoughtful gift—it was such a kind and generous surprise. Our children were so happy, and our whole family truly appreciated the gesture. We wholeheartedly recommend Simone and Adam to anyone looking for trustworthy, compassionate, and dedicated pet sitters. Thank you both for treating our little Skye with so much love and care. We couldn’t have asked for better people to look after her, and we will absolutely trust you with her again in the future!”

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Muhammad V.
Sitter Profile Image: Diana M.
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Diana M.
$56
total per night
4.9 out of 5 stars
• 27 reviews
2 repeat clients
16 years of experience
Winnipeg, MB, R3Y

“Diana and her family took care of our pup for 2 weeks while we were away. She sent so many great pictures of Coco’s adventures with them. They truly took care of Coco like she was their own. Would not hesitate to have Coco stay with this warm and caring family again. Thank you Diana!”

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Katherine S.
Sitter Profile Image: Stacey S.
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Stacey S.
$62
total per night
5.0 out of 5 stars
• 17 reviews
4 repeat clients
13 years of experience
Lockport, MB, R1A

“This was our first time boarding our dog and we cannot say enough good things about our experience. Stacey was amazing! She kept a close eye on our elderly dog. She modified the sleeping arrangements after noticing that our dog was restless during the night. Stacey sent us lots of video clips and pictures along with regular updates. Keisha loved the big yard and meeting new dog friends. We will definitely be booking with Stacey again the next time we travel.”

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Anita B.
Sitter Profile Image: Julius & Glenda R.
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Julius & Glenda R.
$33
total per night
5.0 out of 5 stars
• 14 reviews
1 repeat client
35 years of experience
Winnipeg, MB, R2P

“This was our first time using Rover and we had chosen to leave our beloved Kobi with Julius and Glenda. First off, we are SO glad we chose them - we immediately felt at ease with them with their good vibes. They are very friendly and accommodating of each of our needs pertaining to Kobi. They were also so kind about providing pics of him every now and then which we really appreciated. At pick up, we could just tell Kobi enjoyed his time with them. I’m so happy we found them and we will definitely be choosing them again when we need someone to take care of our pet!! Also very reasonably priced which we really appreciate. Thanks Julius and Glenda!!!”

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Myka M.
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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: 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: Brena D.
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Brena D.
Star Sitter
$39
total per visit
5.0 out of 5 stars
• 132 reviews
45 repeat clients
12 years of experience
Winnipeg, MB, R3A

“Brena did a great job looking after our cats and small critters! She went out of her way to make sure everyone was cared for wonderfully and sent lots of pictures during each visit. She was even the first to discover that in our absence our dart frogs had decided to become parents. She was able to give our energetic cats the exercise they needed and they seemed comfortable with her, even our shy boy. I would highly recommend Brena to anyone looking for pet care.”

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Cael R.
Sitter Profile Image: Sara v.
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Sara v.
$28
total per visit
5.0 out of 5 stars
• 11 reviews
6 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: Cheryl K.
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Cheryl K.
$27
total per visit
5.0 out of 5 stars
• 29 reviews
15 repeat clients
25 years of experience
Winnipeg, MB, R2K

“Thank you very much for taking care of my cats these three days. I feel very happy. I can be sure that the boys in my family like you very much! I'll keep looking for you next time!”

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Zhao Y.
Sitter Profile Image: Stacey S.
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Stacey S.
$28
total per visit
5.0 out of 5 stars
• 17 reviews
4 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: Daniel H.
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Daniel H.
$23
total per visit
4 years of experience
Winnipeg, MB, R2C

About: I have been taking care of my friend cats for short and long term stays for the last 3-4 years. At first they had a grumpy old cat and now they have a very young kitty, so I have the full spectrum of care experience.

Sitter Profile Image: Hayley B.
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Hayley B.
Star Sitter
$28
total per visit
5.0 out of 5 stars
• 4 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: 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: Christelaine G.
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Christelaine G.
$39
total per visit
5.0 out of 5 stars
• 6 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: 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: 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: Blair P.
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Blair P.
$19
total per visit
11 years of experience
Winnipeg, MB, R2P

About: Hey there! My name is Blair and I want to make your life easier by walking your dog!!! Let me take em for a stroll, they can get some fresh air and exercise!! My dog Lily passed this May and it’s left a hole in my heart and would love to share that love with your dog!! Extremely dependable. I know what it’s like to leave your pet alone and instantly wonder if you should, and I’m here to tell you I’ve got you covered. I’ll make sure your dog or cat is taken care of and make sure you don’t have a worry in the world. Besides work, and looking after my own dog I have more then enough free time to help out and make sure all your needs are covered while you are gone. Whether it’s playing or feeding your dog or cat, cleaning out it’s litter box, heck I’ll even shovel your snow while you’re gone(seriously!) I currently work full time in the south end of the city from 8-430! I have my own vehicle and can get to you within city limits. I currently live in a condo, so having your pet stay with me may not be the best but I am more then happy to take care of yours from an environment they are more comfortable with.

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: Hajar A.
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Hajar A.
$28
total per visit
5.0 out of 5 stars
• 1 review
1 year of experience
Winnipeg, MB, R2H

“Great and fast communication”

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Karan K.
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 so wonderful! My cat gets very anxious and stressed around new people and had some separation anxiety, but Pearl was so understanding and knew how to act around her so as not to stress her out more. I was very worried leaving my cat for the first time in years, but the detailed updates and photos that Pearl sent were very comforting! Pearl has a really wonderful personality as well, very highly recommend if you want your pet to be looked after with care and attention ☺️”

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Emily M.
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: 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: Julia B.
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Julia B.
$39
total per visit
5.0 out of 5 stars
• 8 reviews
2 repeat clients
7 years of experience
Winnipeg, MB, R3C

“Julia did such a good job looking after our Kitty!”

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Pamela L.
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!

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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
• 53 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
• 58 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: Richard & Melissa M.
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Richard & Melissa M.
Star Sitter
$34
total per day
5.0 out of 5 stars
• 30 reviews
10 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
• 56 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: 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

“We are glad with the care provided by Anna. This was our first time leaving Wrinkiw with anyone (other than family staying in our own home) and it worked out so well. Especially the updates and pictures that was sent by Anna was highly appreciated! Thank you so much! ☺️”

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Patricia D.
Sitter Profile Image: Danylo G.
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Danylo G.
$39
total per day
5.0 out of 5 stars
• 13 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: 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: Lovepreet B.
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Lovepreet B.
Star Sitter
$27
total per day
5.0 out of 5 stars
• 7 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: Tejaswini & Saumik M.
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Tejaswini & Saumik M.
Star Sitter
$56
total per day
5.0 out of 5 stars
• 21 reviews
8 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.

Sitter Profile Image: Gaia G.
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Gaia G.
$30
total per day
5.0 out of 5 stars
• 13 reviews
1 repeat client
5 years of experience
Winnipeg, MB, R2M

“Gaia was very quick with communication and very attentive to our dog’s needs! We will definitely book with Gaia again in the future!”

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Elana W.
Sitter Profile Image: Rhea & Cary M.
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Rhea & Cary M.
$34
total per day
10 years of experience
Winnipeg, MB, R2K

About: My husband, Cary, and I have always had a pet in our homes for our entire lives. We have both taken care of pets who require medication and special diets. We have raised our dog from 8 weeks old so we’re familiar with puppy life and senior dog needs. We treat our animals like they’re our kids and each pet we care for is our top priority. I work a hybrid job (in office 3 days a week) but my husband, Cary, only works nights so one of us is home at all times. We have a fully fenced yard. We have two cats and a dog for your pet to hang out with. One of us is always home and we are able to take care of any special requests so your pet feels at home.

Sitter Profile Image: Stacey S.
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Stacey S.
$39
total per day
5.0 out of 5 stars
• 17 reviews
4 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: Autumn S.
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Autumn S.
Star Sitter
$36
total per day
5.0 out of 5 stars
• 33 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: Mary Anne R.
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Mary Anne R.
Star Sitter
$40
total per day
5.0 out of 5 stars
• 48 reviews
15 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: 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: 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: Diana M.
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Diana M.
$50
total per day
4.9 out of 5 stars
• 27 reviews
2 repeat clients
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: Bibiana R.
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Bibiana R.
Star Sitter
$43
total per day
5.0 out of 5 stars
• 49 reviews
15 repeat clients
16 years of experience
Winnipeg, MB, R3Y

“Bibiana was really great with Clover and Clover loved staying there and especially playing with her own sweet dog. Very sweet :) Thanks so much!”

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Jodi G.
Sitter Profile Image: Lise D.
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Lise D.
$45
total per day
5.0 out of 5 stars
• 15 reviews
2 repeat clients
18 years of experience
Winnipeg, MB, R2H

“Very nice sitter.”

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Brian R.
Sitter Profile Image: Titiksha T.
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Titiksha T.
Star Sitter
$28
total per day
5.0 out of 5 stars
• 88 reviews
24 repeat clients
10 years of experience
Winnipeg, MB, R3C

“Titiksha was so patient, kind and very flexible with our time for pick up and drop off. Thank you kindly for your time with our old guy!!”

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erin f.
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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%.

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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: 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: Sara v.
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Sara v.
$19
total per walk
5.0 out of 5 stars
• 11 reviews
6 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: 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: 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: Vinca S.
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Vinca S.
$23
total per walk
6 years of experience
West Saint Paul, MB, R4A

About: I have over 6 years of experience caring for dogs, including having my own beloved dog, Coach, who taught me just how much love, patience, and attention our pets deserve. I understand that every dog has their own personality, routine, and needs. I’m comfortable with walks, feeding, playtime, cuddles, and providing plenty of companionship and attention. Your dog won’t just be another booking to me I’ll care for them with the same love and kindness I gave my own. 🐶❤️ I work full-time from home, so I’m able to be around throughout the day and give your pup plenty of attention, companionship, playtime and regular breaks. My flexible work-from-home routine makes it easy for me to accommodate feeding schedules, walks and your dog’s usual routine. 🐾 Your pet’s safety and comfort will always come first. I’ll carefully follow any instructions you provide regarding feeding, walks, medications, routines and house rules. I’m attentive to changes in behaviour and will make sure your pup feels safe, comfortable and loved while in my care. 🐾

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: 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: 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: 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

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.

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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
$56
total per night
5.0 out of 5 stars
• 30 reviews
10 repeat clients
20 years of experience
Winnipeg, MB, R3M

“Richard was great about sending photos and updates. It was reassuring to see our pup getting lots of love and attention and clearly feeling comfortable in their care.”

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

“Joshua is fantastic! He’s watched Kolsch a few times now and she always gets so excited when she realizes she gets to go stay with Josh and Loki. Kolsch is a high energy dog and always gets tons of exercise and love.”

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Alex K.
Sitter Profile Image: Tejaswini & Saumik M.
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Tejaswini & Saumik M.
Star Sitter
$78
total per night
5.0 out of 5 stars
• 21 reviews
8 repeat clients
5 years of experience
Winnipeg, MB, R2N

“I highly recommend Tejaswini & Saumik for dog sitting. They are very capable people who have a passion for dogs including their own. Our dog Argo was in their care for 10 days. During that time they provided updates with photos & videos. Argo enjoyed playing & keeping company with there own dog. They got along so well & their backyard is very large, perfect for dogs to run around. They follow the instructions given & you can tell they have lots of experience. Our flight was unexpectadly cancelled. They were very accommodating & understanding. I would not hesitate to use their services again. 😇”

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

“Colleen, and her family are very caring and treated my dog like their own. They went above and beyond making sure she was comfortable during her stay. We got numerous updates and pictures during her stay. We will definitely be going back again soon!”

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

“We are beyond grateful to Melissa and her wonderful family for taking such exceptional care of our beloved Milo. From the moment we dropped him off, we felt a deep sense of peace knowing he was in loving, capable hands. Throughout the entire week, Melissa kept us updated with sweet photos and thoughtful messages that truly put our hearts at ease. It was clear that Milo wasn’t just being looked after—he was being welcomed into their home like one of their own. Whether it was cozy snuggles, playtime, or peaceful walks, he looked happy, relaxed, and so loved. Their home is warm, calm, and filled with kindness—everything a pup could hope for when away from their usual surroundings. Milo returned to us happy, healthy, and with a wag in his tail that said it all. We feel so lucky to have found Melissa and her family. They are truly a rare gem in the world of dog-sitting. Thank you for giving Milo such a beautiful little vacation—we can’t wait to see you again!”

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Lorena R.
Sitter Profile Image: Danylo G.
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Danylo G.
$45
total per night
5.0 out of 5 stars
• 13 reviews
1 repeat client
2 years of experience
Winnipeg, MB, R3B

“Everything went so well! Danylo took great care of Pepper and sent sweet photo updates throughout the day, which gave me complete peace of mind. Highly recommend, and I’d definitely book with him again!”

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Pauline F.
Sitter Profile Image: Cady L.
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Cady L.
Star Sitter
$45
total per night
5.0 out of 5 stars
• 64 reviews
18 repeat clients
16 years of experience
Winnipeg, MB, R3R

“I left my 75lbs lab for 4 nights but needed to extend a night due to flight home challenges. I received daily photos and videos. Even pics os her cuddling with them! I’ll definitely use them again. ❤️😊”

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Tania A.
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 am so grateful that we were able to book our senior cat Norman to stay with Anna and her family. She was incredibly fast to respond to any questions i had, send daily updates with photos, and made Norman a member of their family for the time he was there. In all the photos, Norman looked happy, comfortable, and relaxed, and our entire family looked forward to her daily updates! While we missed Norman on our vacation, it felt so nice and reassuring to know that he was so well cared for while we were away - he was basically on a vacation of his own!! We will absolutely be booking with Anna again, so long as she is available, and cannot recommend her to other pet owners enough. Your cat or dog will be incredibly well cared for. Thank you so much, Anna and family, for taking such great care of our boy.”

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Rebecca F.
Sitter Profile Image: Diana M.
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Diana M.
$56
total per night
4.9 out of 5 stars
• 27 reviews
2 repeat clients
16 years of experience
Winnipeg, MB, R3Y

“Diana and her family took care of our pup for 2 weeks while we were away. She sent so many great pictures of Coco’s adventures with them. They truly took care of Coco like she was their own. Would not hesitate to have Coco stay with this warm and caring family again. Thank you Diana!”

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Katherine S.
Sitter Profile Image: Stacey S.
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Stacey S.
$62
total per night
5.0 out of 5 stars
• 17 reviews
4 repeat clients
13 years of experience
Lockport, MB, R1A

“This was our first time boarding our dog and we cannot say enough good things about our experience. Stacey was amazing! She kept a close eye on our elderly dog. She modified the sleeping arrangements after noticing that our dog was restless during the night. Stacey sent us lots of video clips and pictures along with regular updates. Keisha loved the big yard and meeting new dog friends. We will definitely be booking with Stacey again the next time we travel.”

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Anita B.
Sitter Profile Image: Emma B.
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Emma B.
$45
total per night
5.0 out of 5 stars
• 9 reviews
5 repeat clients
10 years of experience
Winnipeg, MB, R3G

About: Located in beautiful Wolseley, but can travel nearby. I am Fear Free Shelter certified and I volunteer with two animal shelters. I have completed all required training to understand body language, temperament and behaviour and can connect with both friendly and timid dogs. We foster dogs, and have lots of experience with shy or injury-recovering ones who need special attention. Our own dog is a beautiful shepherd who we rescued from a shelter in Morden and we have had the absolute privilege of watching her learn the world isn't so scary. Our second is a little French bulldog who we foster-failed and decided to keep. I love all dogs and would love to spend time with yours! I work full time, but my schedule is flexible. I work from home Monday and Thursday and can pop over to hang out during the day, and am free every day after 4:30. My weekends are usually wide open as well. We have a fenced yard, and one of us is home Mondays, Thursdays, and Fridays so the only time our animals are alone all day are Tuesday-Wednesday. We love to walk and have two dogs and a cat who all love other animals. We have foster animals here often so they are used to revolving animals in the house. Our frenchie is a little excitable at first which can freak some dogs out, but he settles down within an hour and then acts like nothing has changed.

Sitter Profile Image: OWEN H.
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OWEN H.
Star Sitter
$56
total per night
5.0 out of 5 stars
• 29 reviews
7 repeat clients
15 years of experience
Winnipeg, MB, R3R

“Owen was wonderful with our dog Jules while we were away. She was treated just like one of the family. He sent updates and pictures which was perfect as we missed Jules so much while on vacation. We will definitely book again if and when we go away!”

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Amanda E.
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
3 repeat clients
17 years of experience
St.Germain South, MB, R5A

“Lin was very nice and patient, gave us updates about Luka with photos and videos everyday. She lives in a farm, which is a very nice place for pets to play. I strongly recommend Lin if you need a reliable sitter.”

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Echo Y.
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: Jaspreet & Carlos K.
Verified Enhanced Background Check
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

“Highly Recommend”

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Justice A.
Sitter Profile Image: Sunisha M.
Verified Background Check
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: Brock & Nicole U.
Verified Background Check
Brock & Nicole U.
Star Sitter
$73
total per night
5.0 out of 5 stars
• 46 reviews
11 repeat clients
10 years of experience
Winnipeg, MB, R2V

“We are thoroughly thrilled with the care provided by Brock and Nicole. They looked after her like she was their own and provided daily updates like clockwork which showed how comfortable she was with them in their home. They also quickly answer any questions we had. We would definitely recommend them to other pet owners.”

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Susan Z.
Sitter Profile Image: Arissa R.
Verified Background Check
Arissa R.
Star Sitter
$62
total per night
5.0 out of 5 stars
• 34 reviews
8 repeat clients
16 years of experience
Winnipeg, MB, R3L

“Another happy sleepover with Arissa. Our pup loves her snuggle time and always comes home happy and healthy. Will book again in the near future!”

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Lynda B.
Sitter Profile Image: Marcus & Meghan F.
Verified Enhanced Background Check
Marcus & Meghan F.
$67
total per night
5.0 out of 5 stars
• 20 reviews
2 repeat clients
30 years of experience
Winnipeg, MB, R2L

“Marcus and Meghan and their awesome kids were absolutely amazing for our fur babies. They felt comfortable with them from the very first meeting. These two amazing people were attentive, caring, loving and patient beyond belief. I would definitely recommend and book again with them. We have two very attention seeking, exercise driven huskies and they handle them like absolute pros. We were away for 15 days and from day one Marcus and Meghan gave us something that we didn't experience with other sitters before, peace of mind. I knew my babies were well taken care of. If there were more than 5 stars, I would give them.”

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Daniel G.
Sitter Profile Image: Katie J.
Verified Background Check
Katie J.
$54
total per night
5.0 out of 5 stars
• 29 reviews
4 repeat clients
30 years of experience
Winnipeg, MB, R3T

“We left our Sufi with Katie for a week. She had amazing time. We were able to communicate in a very timely manner. We will definitely recommend and choose Katie for our Sufi next time!”

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Navjot B.
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