House Sitting in Winnipeg

Find a loving house sitter to watch your dog overnight in your home.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Brena D.
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Sitter Profile Image: Brena D.
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1. Brena D.

Rover 101
PAWSITIVELY GREAT PET CARE
Winnipeg, MB, R3A
2.3 km. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
77 reviews
28 repeat clients
from
$45
per night

Brena stayed at my home for a week with my formerly feral cats. I was nervous about leaving them because they are still very wary of almost all people. As it turned out, I had nothing to worry about. Brena has good instincts. She was patient with my guys and, in only a few days, she won them over. I know this because of our frequent correspondence and the photos and videos she emailed to me. In addition, she took good care of their feeding, litter cleaning, etc. and my home was very clean when I arrived back. I very highly recommend Brena. I couldn't be happier and am looking forward to travelling again.

Sitter Profile Image: Rp S.
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Sitter Profile Image: Rp S.
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2. Rp S.

Rover 101
Your pets & home are in good hands.
Winnipeg, MB, R2L
4.0 km. away
House Sitting, Dog Walking
5.0 out of 5 stars
67 reviews
23 repeat clients
from
$40
per night

Amazing guy, we got robbed after he left for 1h with our dog ( it was planned) and he scared off the robbers. He dealed with the police and stayed until we came back at 3am even though he was supposed to be gone. He is very reliable, you cannot find a better sitter. Speaks french and english, doesn't drink or smoke, always lets you know if he needs to go out to do groceries or something and sends pictures every day of our animals. Absolute gem!

Sitter Profile Image: Simon O.
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Sitter Profile Image: Simon O.
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3. Simon O.

Pet time is Fun time
Winnipeg, MB, R3T
9.1 km. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
23 reviews
8 repeat clients
from
$38
per night

Simon was fantastic! I have three dogs, and two are more high-maintenance, as they're older/elderly and have some medical concerns that include daily medications and more attention (helping them get up on couches, down, watching for them outside, etc.) Simon was fantastic at providing updates, taking the little ones for walks, and being clear about meds and how they were all doing. I don't trust many sitters easily as the dogs' needs are higher, and he was highly responsible and trustworthy. I would rebook him and recommend him to others!

Sitter Profile Image: Freya H.
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Sitter Profile Image: Freya H.
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4. Freya H.

Experienced pet sitter!
Winnipeg, MB, R3L
3.0 km. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
178 reviews
55 repeat clients
from
$65
per night

Freya has helped us out , taking care of our little dog Reese on a handful of occasions over the last year. Freya is very professional and extremely great with our dog she takes him for many walks and plays with him we couldn’t recommend her more ! We recently went away for a week and our house was left the way it was when we left completely spotless , thank you so much Freya look forward to using your services again !

Sitter Profile Image: Ellen P.
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Sitter Profile Image: Ellen P.
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5. Ellen P.

I love your pet already!!
Winnipeg, MB, R2M
5.7 km. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
46 reviews
23 repeat clients
from
$75
per night

Ellen has house/dog sat for us twice now and we have hired her for recurring services! She is very responsive to messages and questions. She left our house spotless and gave us updates in our dog's health and behaviour. I feel very comfortable using her services in the future!

Sitter Profile Image: Charlene H.
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Sitter Profile Image: Charlene H.
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6. Charlene H.

Professional & Reliable Pet Service
Winnipeg, MB, R3L
2.2 km. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
from
$35
per night

Our first time using Rover and we will definitely book again in the future! I was drawn to Charlene’s friendly and welcoming profile and she definitely walks and walk (literally and figuratively). We were worried about letting someone new into our home and take care of our golden. But she provided great pre, during and post communication. Our pup is reactive and can be quite the handful, but Charlene seemed to handle him and our requests well. Loved getting live updates through the day. He was super thrilled to make a new friend and get plenty of exercise and play time. Thanks, Charlene!

Sitter Profile Image: Jacob W.
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Sitter Profile Image: Jacob W.
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7. Jacob W.

your pets are my priority
Winnipeg, MB, R3T
8.7 km. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
1 repeat clients
from
$50
per night

Jacob is great! It was our first time using the app and we were nervous, but he was kind, attentive and amazingly good with the dogs! It is obvious that he loves them and that he has experience working with them. I highly recommend him!

Sitter Profile Image: Nicole D.
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Sitter Profile Image: Nicole D.
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8. Nicole D.

Rover 101
Experienced pet sitter!
Winnipeg, MB, R3L
0.6 km. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
107 reviews
33 repeat clients
from
$56
per night

Nicole was great with my dog, Charlie and he took to her calm demeanour immediately. This was my first time using rover and the first time someone stayed in my home that I didn’t know. I was a little nervous about being away for the long weekend but felt totally relaxed once I heard from Nicole. I returned home to a happy dog. Nicole was prompt, sent multiple updates throughout the weekend and tired him out with multiple walks and a hike. I wouldn’t hesitate to recommend Nicole to others and will certainly use her again.

Sitter Profile Image: Mike & Alexandra O.
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Sitter Profile Image: Mike & Alexandra O.
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9. Mike & Alexandra O.

Experienced and Mature Pet Sitters
Winnipeg, MB, R3A
1.9 km. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$60
per night

The first day we left we got clarification messages and updates, which we appreciated with our pups being around new people. We got updates each night on how the day went. Our pups got walks, given medications, and got play time. I’m the pictures we were sent they seemed incredibly happy! When we got home the house was tidy, the bedding had been washed and put in the dryer, and they left banana bread on the counter! We would certainly book again in the future.

Sitter Profile Image: Avery B.
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Sitter Profile Image: Avery B.
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10. Avery B.

Student who’s a HUGE animal lover!
Winnipeg, MB, R2M
3.6 km. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
11 reviews
3 repeat clients
from
$38
per night

Avery was amazing while sitting my dog buster for 5 days! She sent me lots of picture updates, he clearly felt comfortable with her. I will definitely be hiring her again!

Sitter Profile Image: Ingo L.
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Sitter Profile Image: Ingo L.
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11. Ingo L.

The Kind of Care Your Pets Deserve.
Winnipeg, MB, R3C
1.0 km. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
4 reviews
from
$50
per night

Ingo is very good with dogs. He treats them as if they were his own. He knows how to keep your dog busy. Max loved Ingo. I recommend that everyone should try Ingo for their own dogs you will not be disappointed. Thank you Ingo for being a really great dog care provider.

Sitter Profile Image: Megan G.
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Sitter Profile Image: Megan G.
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12. Megan G.

Animal lover, attention to detail!
Winnipeg, MB, R3J
7.5 km. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$45
per night

Megan is simply amazing with pets. She's caring, responsible, and goes above and beyond to ensure every animal in her care is happy and healthy. From toys to dietary needs, she covers it all, making sure each furry friend feels right at home. Megan takes the time to understand each pet's quirks and preferences, providing tailored care that truly sets her apart. Plus, she keeps pet owners in the loop with regular updates, giving them peace of mind. With Megan, you know your pets are in the best possible hands.

Sitter Profile Image: Varsha T.
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Sitter Profile Image: Varsha T.
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13. Varsha T.

When I Need A Friend, I Find A Paw.
Winnipeg, MB, R2R
5.6 km. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
6 reviews
from
$50
per night

Hello, I just wanted to let you know how satisfied we were with your service. Brody was overjoyed and playful when we returned. It's wonderful to know that someone cares enough to look for them while we're away.

Sitter Profile Image: Victor R.
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Sitter Profile Image: Victor R.
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14. Victor R.

Dogs are family to me!
Winnipeg, MB, R3L
0.9 km. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
9 reviews
4 repeat clients
from
$50
per night

Victor was amazing - great communication, gave updates, really cared about the pups, and was a pleasure to deal with. Pretty sure the house was cleaner when he was done than how we left it. 10/10 will hire again. Thanks Victor!

Sitter Profile Image: Pearl I.
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Sitter Profile Image: Pearl I.
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15. Pearl I.

Rover 101
Lover of furry friends!
Winnipeg, MB, R3K
4.5 km. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
7 repeat clients
from
$52
per night

Pearl took excellent care of my two cats as well as my very large balcony garden while I was away for about 5 days. I left detailed instructions for house sitting and the care of Leonard and Estelle, and she followed these to the letter. Pearl texted me regular pics and short videos and asked me questions as they came up. I appreciate her attentiveness and love she clearly showed to my place, plants, and pets. I came back to a clean house, the cats were relaxed, and I'll definitely reach out to Pearl again for future sittings. Thanks, Pearl!

Sitter Profile Image: Aambika S.
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Sitter Profile Image: Aambika S.
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16. Aambika S.

Tail-Wagging Pet Care
Winnipeg, MB, R3L
3.0 km. away
House Sitting, Drop-In Visits, Dog Walking
1 reviews
from
$40
per night

Aambika is one of the kindest people I know. She is very easy to get along with and has a vibrant energy that lights up any room. As a nurse, she’s very patient and smart and genuinely loves taking care of people, pets and her plant babies, too! She is the perfect person to take care of your pet as I know she will care for them as if they were her own.

Sitter Profile Image: Jordan W.
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Sitter Profile Image: Jordan W.
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17. Jordan W.

Cats and Dogs | LGBT+ 🏳️‍🌈🏳️‍⚧️
Winnipeg, MB, R3L
0.8 km. away
Boarding, House Sitting, Drop-In Visits
5.0 out of 5 stars
25 reviews
7 repeat clients
from
$75
per night

I can’t recommend Jordan enough. He was so professional and caring of our pets. While we were away the updates had me feeling like Pedro was hanging with his new best friend. House was well cared for as well.

Sitter Profile Image: Polina B.
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Sitter Profile Image: Polina B.
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18. Polina B.

Cat snuggle corner: play & purr
Winnipeg, MB, R3L
0.3 km. away
Boarding, House Sitting
5.0 out of 5 stars
10 reviews
2 repeat clients
from
$40
per night

Polina is very attentive, caring, and compassionate with animals. While I was away on vacation for almost two months, Polina looked after my feline friend Mr. Wiley, who is a one and a half year old shy little tubby cat who doesn't easily trust other humans; however, when Mr. Wiley met Polina, it was like Love at First Sight! he immediately approved of Polina's gentle and friendly energy and interaction. I would not hesitate to recommend Polina to care for your furry or canine friend. Wiley's Hooman

Sitter Profile Image: Ulyana K.
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Sitter Profile Image: Ulyana K.
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19. Ulyana K.

Treating ur fur babies w max TLC
Winnipeg, MB, R3B
1.6 km. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
5 reviews
from
$80
per night

Ulyana is very thoughtful. She's mindful of the pet's needs as she has a way of recognizing how your pet is faring and what your pet may be asking for in its own limited way. Ulyana was great with our little breed dog, patiently training him, helping him socialize with other dogs and with people.

Sitter Profile Image: Bradley M.
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Sitter Profile Image: Bradley M.
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20. Bradley M.

Good Guy. Loves Animals.
Winnipeg, MB, R3L
0.7 km. away
House Sitting, Drop-In Visits, Dog Walking
1 reviews
from
$40
per night

Bradley is fantastic! I hired Bradley to catsit for my cats for a week while I was on vacation. Bradley was kind, genuine, and responsible. It is clear that he loves animals and that my cats (including my shy cat) felt comfortable around him, probably because of his warm and caring demeanor. While away, Bradley sent photos of the cats which was nice to receive and my cats were relaxed and happy. I had complete peace of mind knowing that my cats were so well cared for. Bradley is my go-to anytime I need a catsitter.

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Winnipeg House Sitting ratings

Overall Rating:
4.9 out of 5 stars

House sitters in Winnipeg are rated on average 4.9 out of 5 stars based on 446 reviews.

Rover also offers House Sitting in:

Rover also offers other services in Winnipeg:

Book reliable house sitting in Winnipeg with Rover. The house sitters you’ll find on Rover provide services that let your pet relax in the environment they like best when you’re away—your home. It doesn’t matter if you’ll be gone for a night or several weeks, there’s a sitter right in your neighborhood who can’t wait to watch your dog. Other house sitting websites don’t offer the same level of ease, security, and friendliness you’ll find on Rover. Plus, booking with Rover gives you plenty of peace-of-mind protections, like pet insurance and a round-the-clock support team.

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