Dog Sitting in Winnipeg

Book a Winnipeg dog sitter to watch your dog in your sitter’s home or yours.

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Top rated Winnipeg dog sitters

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

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

Knowing I had Gabrielle coming in to look after Baby was a relief while I was away for work and I know it made my work trip a lot stressful for my cat as well.

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Cassandra M.
Sitter Profile Image: Burgess M.
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Burgess M.
$23
total per visit
5.0 out of 5 stars
4 reviews
1 repeat client
6 years of experience
Winnipeg, MB, R3G

About: I have over 7 years experience working with dogs. 4 years experience full-time dog walking and worked at a pet rescue shelter for 2 years. Your furry family member will be in good hands with me! I am currently working dog walking and am away 3 to 4 hours on weekdays. Otherwise I'm home with my dogs and yours. Dogs can be left out in home or crated depending on their training. I have a fully fenced in yard with room for your pup to play or relax with my 2 dogs. Your dog will be part of our family while staying in our home and treated as such.

Sitter Profile Image: Anibal A.
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Anibal A.
$24
total per visit
2 years of experience
Winnipeg, MB, R3L

About: "I have lived with cats and dogs my whole life. Since I was a child, my parents taught me to love and care for them as if they were part of the family. I love playing with them, and I am very responsible when it comes to making sure they are well and meeting their needs. I work Monday to Friday, so I have the whole weekend to take care of and walk your pet with love, attention, patience, and great responsibility. For now, I cannot take care of pets in my home. But I will soon move to a new place so I can have pets, which is what I have wanted most since I arrived in Canada.

Sitter Profile Image: Chelsea S.
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Chelsea S.
$34
total per visit
4 years of experience
Winnipeg, MB, R3C

About: I've always had dogs growing up and my love for them extended easily to me, as an adult. I feel that it is important to take each dogs personality into account. Learning patience with each dogs uniqueness is what sets me apart. I have experience with dogs of all sizes and all natures (including reactive dogs). I have the energy to deal with young active dogs that require lots of exercise, as well as ones with a quiet nature, who need someone to simply be there (our senior dogs). I am currently working part time and feel that my schedule can adjust to accommodate most hours (most evenings\weekends, and some week days). Hours can be discussed further. Safety is a priority. After getting to know your dog, I would inquire about any needs they might have; physically and emotionally. I would make sure that the surroundings of the area on walks and park visits are safe.

Sitter Profile Image: Nicole T.
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Nicole T.
Star Sitter
$23
total per visit
5.0 out of 5 stars
7 reviews
10 repeat clients
3 years of experience
Winnipeg, MB, R2J

Thanks Nicole for looking after my 2 dogs while I was away for the day!

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Bonnie S.
Sitter Profile Image: Melissa F.
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Melissa F.
Star Sitter
$35
total per visit
5.0 out of 5 stars
22 reviews
6 repeat clients
20 years of experience
Winnipeg, MB, R3M

About: We’ve always been happiest with a dog in our home. With one of us working from home full-time, we’re able to give visiting dogs steady company throughout the day along with the walks, playtime, and routine they’re used to. After caring for our girl Nora for 17 wonderful years, my husband and I have lived through every stage of a dog’s life and still miss having that energy around. We already look after the pets of friends and family, and we’re excited to welcome a few more furry guests. We tailor each stay to your dog’s usual needs, whether that means long neighbourhood walks, extra exercise, or trips to the dog park. We’re big believers in keeping things consistent for the dogs we watch. If your pup has house rules, feeding schedules, training cues, or favourite spots to nap, we follow them closely so their stay feels familiar and comfortable. We reinforce the habits and boundaries you’ve already worked hard to build. Caring for our own dog through a few medical challenges taught us how to handle medications, mobility needs, and gentle support for older pets. If your dog needs special care or a bit of extra patience, we’re comfortable providing it. During the week, there is always someone at home, and weekends are usually spent together too. If your dog enjoys little outings, we’re happy to bring them along on pet-friendly errands or quiet park trips. If they prefer a slower pace, we’re just as happy to relax on the couch and keep things calm. We’re simply hoping to bring a bit of that tail-wagging joy back into our home and make your dog feel safe and loved while you are away. My husband works from home and I work 20% at home and 80% in office. We are both off evenings and weekends. We have a 17 year old teenager as well who is eager to help out. When it comes to your dog’s safety and comfort, we’re your people. We treat every dog like they’re part of our family—so much so, we’d probably share our snacks with them if they gave us that “sad puppy eyes” look. Hopefully we would make them do a trick first. Our yard is fully fenced, which means no escape artist dogs on our watch! While we love giving dogs the run of the yard, we also recognise that some dogs need to have their own space. If your dog has a special bed, crate, mat that brings them comfort bring it. This ensures they have a place they can feel comfortable in. For success we know following usual routines make your pup feel comfortable and safe as possible. Basically, your dog will be treated like royalty… but with more belly rubs.

Sitter Profile Image: Ann N.
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Ann N.
$23
total per visit
15 years of experience
Winnipeg, MB, R3H

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

Sitter Profile Image: Lucie Y.
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Lucie Y.
Star Sitter
$22
total per visit
5.0 out of 5 stars
11 reviews
3 repeat clients
5 years of experience
Winnipeg, MB, R3N

Lucie goes above and beyond! She’s amazing with our little goldendoodle puppy, Pip, who feel in love with Lucie immediately! Shes calm and playful with our pup. I would highly recommend Lucie.

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Holly L.
Sitter Profile Image: Sonya D.
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Sonya D.
$34
total per visit
5.0 out of 5 stars
96 reviews
38 repeat clients
8 years of experience
Winnipeg, MB, R2M

Sonya took great care of our little cat (and reptile menagerie) and it was obvious he was comfortable with her. She gave him treats and spent time playing with him. She was punctual and reliable, so I felt reassured about the care he was getting, which made my trip more relaxing.

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Cael R.
Sitter Profile Image: Jordan W.
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Jordan W.
$34
total per visit
5.0 out of 5 stars
28 reviews
8 repeat clients
10 years of experience
Winnipeg, MB, R3M

Jordan took AMAZING photos of my cat, which will now be his profile photos for everywhere that a cat might need a profile photo. Through the photos and how my cat acted when I got home, I can tell that he was well looked after and given the level of love that he needs

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Emma G.
Sitter Profile Image: Khushi K.
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Khushi K.
$28
total per visit
5.0 out of 5 stars
3 reviews
2 repeat clients
2 years of experience
Winnipeg, MB, R3C

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

Sitter Profile Image: Alicia P.
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Alicia P.
$20
total per visit
5.0 out of 5 stars
11 reviews
1 repeat client
25 years of experience
Winnipeg, MB, R3M

Alicia did a great job looking after my cats and communicating with me daily on her drop in visits. I really appreciated the pictures she sent while I was away.

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Evelyn S.
Sitter Profile Image: Andrea N.
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Andrea N.
$27
total per visit
4.7 out of 5 stars
15 reviews
5 repeat clients
15 years of experience
Winnipeg, MB, R3C

I am happy with the time you are dedicating to my dogs considering it was a last minute booking glad there are sitter who are willing to do last minute

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Chris C.
Sitter Profile Image: Pei Chi C.
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Pei Chi C.
$22
total per visit
5.0 out of 5 stars
4 reviews
6 years of experience
Winnipeg, MB, R3T

Monica was so wonderful to have look after our 3 cats. She sent a lot of photos and was very communicative. We look forward to hiring her again in the future 🥰

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Jordana H.
Sitter Profile Image: Janice R.
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Janice R.
$28
total per visit
5.0 out of 5 stars
11 reviews
3 repeat clients
30 years of experience
Winnipeg, MB, R3E

Janice took great care of my cat when I was away. Great communication.

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Eli C.
Sitter Profile Image: John A.
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John A.
$23
total per visit
5.0 out of 5 stars
4 reviews
6 years of experience
Winnipeg, MB, R3E

About: I provide reliable, attentive care for active and playful dogs, making every walk, drop-in, or play session safe, fun, and tailored to their needs. I’m experienced with puppies and high-energy adult dogs, ensuring plenty of exercise, play, and mental stimulation, while also offering calm, structured attention. Detail-oriented and dependable, I follow each dog’s routine and provide love, care, and regular photo updates so you always know your pet is happy and safe 🐶 I have a flexible schedule and am happy to accommodate walks, drop-ins, and play sessions at times that work best for you and your dog 🎾 Whether it’s a morning stroll, an afternoon visit, or a quick play session, I can adjust my day to make sure your furry friend gets the attention and care they need 🐾 When caring for pets, their safety and comfort are my top priorities. During walks, I keep dogs on secure leashes, watch for hazards, and make sure they get exercise in a safe and controlled way. During drop-ins, I follow each pet’s routine, provide food, water, and attention, and ensure they are happy and secure in their own home environment. I always treat your home with respect and make sure pets feel calm, comfortable and cared for 🏠

Sitter Profile Image: Mykola K.
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Mykola K.
$28
total per visit
5.0 out of 5 stars
6 reviews
1 repeat client
1 year of experience
Winnipeg, MB, R3C

About: I have hands-on experience caring for pets of different ages and temperaments, from energetic puppies to calm senior animals. I’m attentive to routines, feeding schedules, and behavioral cues, and I always prioritize a pet’s comfort and safety. I’m patient, reliable, and quick to adapt to each pet’s individual needs, whether that means extra playtime, gentle senior care, or basic training reinforcement. I treat every pet as if they were my own. At the moment, I am not busy with my main job, so I can devote as much attention to the animals as you need it. I provide pet care exclusively in the client’s home, where pets feel most comfortable and secure. I strictly follow all instructions given by the owner, including feeding schedules, walks, medication if required, and household rules. I make sure the environment remains safe and familiar, with no access to harmful items or restricted areas. I respect the pet’s usual routine, minimize stress, and provide attentive supervision and care. Trust, safety, and the pet’s well-being are always my top priorities.

Sitter Profile Image: Hanna B.
Verified Enhanced Background Check
Hanna B.
$28
total per visit
15 years of experience
Winnipeg, MB, R3C

About: I’ve taken care of dogs since I was young, it’s fulfilling and gives you another reason to be happy! This is an exciting experience to be around other dogs and take care of the animals you all love so much! I have a very flexible schedule, I work at a hockey camp a couple times a week. I love going for long walks or sometimes runs and I've been to the dog park on numerous occasions with my friends and their pups, and my own as well! In home i’ll ask the basic questions to see what your daily schedule looks like and I will adjust to that for however long i’m with your dog! I can also come for a meeting before I look after your furry friend just to get accommodated!

Sitter Profile Image: Chloe T.
Verified Background Check
Chloe T.
$28
total per visit
10 years of experience
Winnipeg, MB, R3B

About: I have a range of experience working with dogs who are senior, and have a range of temperaments. I am also experienced in the basics of training and house breaking puppies. I also have several tricks up my sleeve for providing meds for dogs with good noses! Flexible, open to weekends and weekdays. Always up for a good walk, playing around in the yard, practicing commands, and completing enriching activities with your pet! I am a vigilant dog walker, with experience specifically with reactive dogs. I have an understanding of assessing the behaviour exhibited by nearby dogs, and the dog I am walking to determine if a situation would fall into a safe and appropriate opportunity for socialization between dogs. I also remain cognizant of litter and avoiding anything a pup might try to pick up that they’re not supposed to!

Sitter Profile Image: Mary Anne R.
Verified Enhanced Background Check
Mary Anne R.
Star Sitter
$25
total per visit
5.0 out of 5 stars
32 reviews
13 repeat clients
50 years of experience
Winnipeg, MB, R3J

About: I have owned and taken care of dogs, cats, birds, rabbits, fish, newts, snakes, hamsters and guinea pigs since I was 10 years old. I have been a breeder of Old English Sheepdogs and Himilayan Cats. I love all animals and treat them with kindness. I am retired and available to board 1 animal in my house over night or 2 animals for daycare during the day. I can take care of several animals in pet owners homes or walking each day. I have a fenced yard and a house that is used to having animals in it. The animals can be cared for in the same manner that I would take care my own pet. All rooms in my house are pet friendly with the exception of the living room that I keep the door closed to. Whatever style of care you choose for your animal is exactly what I can provide. They can be free range or contained in one space, day or night. I always let your pet guide me in the way they want to be cared for. If they are timid I wait until they warm up to me and if they are friendly and brave, I pick them up and give them rubs and scratches as soon as they arrive.

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Winnipeg dog parents share their Rover experiences

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5.0 out of 5 stars

Lucie has been wonderful with my little senior dog. I appreciate her patience and communication - It is nice to know she is in good hands!

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Susan M.
Drop-In Visits
5.0 out of 5 stars

Alicia has been a reliable sitter and I have appreciated her patience with my stubborn little senior terrier 🥰

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Susan M.
Drop-In Visits
5.0 out of 5 stars

Ellen was great with Louie. She stopped by for a quick meet and greet beforehand, which was nice and made things feel comfortable. She communicates well and sent updates while I was away. Everything went smoothly.

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Michael R.
Drop-In Visits
5.0 out of 5 stars

Jacob has been for 2 meetings and greets before we go on vacation. Our dogs are very reactive but have reacted extremely well with Jacob. We are looking forward to our vacation knowing that Jacob is the right sitter for our pups. Thank you

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Roberta W.
Drop-In Visits
5.0 out of 5 stars

Perfect pet sitter who goes above and beyond for the little fur babies. I would recommend for anyone who is nervous their dog may be shy, he was great at getting goober to warm up to him so fast.

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Jake T.
Drop-In Visits
5.0 out of 5 stars

Our boys love to see Rylee. She takes such good care of them and makes sure they have fun! She always provides detailed information about her visits and lots of photos so we know about their adventures.

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Krystan M.
Drop-In Visits
5.0 out of 5 stars

Autumn was amazing. I was in need of a dog sitter last minute and she was able to accommodate me so fast. She was so sweet and my puppy adored her. Will definitely be booking with her again in the future. Thank you autumn!

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Leah B.
Drop-In Visits
5.0 out of 5 stars

This was our first time using Rover and Emilya did a great job with our Finley. She was on time and took great care of Finley while we were away. She sent us update and photos.

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Dianna & Al S.
Drop-In Visits
5.0 out of 5 stars

Highly recommend! Janelle gave my dog excellent care during the walk and visit. Great communication too!

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Stephanie C.
Drop-In Visits
5.0 out of 5 stars

Arissa and Petunia had a great time together once again! When I got home Petunia was sleepy in bed. I love that I can see where she was walked and when. Will continue to use Arissa's services as she is flexible and it fits in well with my busy schedule!

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Bobbi Y.
Drop-In Visits
5.0 out of 5 stars

Amazing thank you for looking after Patch. accommodating with shirt notice and modifying the booking.

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Jason D.
Drop-In Visits
5.0 out of 5 stars

Towela answered my last minute request. She showed up on time and worked with my Frank (woof woof) in a calm & professional manner.

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Lori D.
Drop-In Visits
5.0 out of 5 stars

Nicolle was great with the dogs and was patient troubleshooting my tricky door lock - it was nice to not worry while I was away from my dogs. Thanks, Nicolle!

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Susan M.
Drop-In Visits
5.0 out of 5 stars

Alex is amazing, and clearly loves animals!!! She is kind, friendly, and great with our high energy dog. She was very responsive and provided me an update from her visit. My dog can’t wait for her to come again. Highly recommend to anyone looking for someone trustworthy and caring. I will definitely be booking again!

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Jacqueline M.
Drop-In Visits
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  1. 1. Search

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Dog Sitting FAQs

Frequently asked questions about Rover

Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, dog sitters on Rover respond in under an hour.

Experience can vary widely from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when comparing dog sitters available in Winnipeg.

Rover makes it easy to find Winnipeg dog sitters to provide loving care from their own home. The background-checked, 5-star dog sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog sitting is great for:

  • Dogs of all ages and abilities, including puppies
  • Dog parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their dog sitter’s pets

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.