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: Simon O.
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Sitter Profile Image: Simon O.
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1. 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
20 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!

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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
66 reviews
23 repeat clients
from
$40
per night

Rp was fantastic with our herd of two cats and two large dogs, some of who require regular medications. Our house was tidy and clean and our pets were happy and healthy. We received regular updates and photos of everyone having a great time. RP made our vacation totally worry-free. Highly recommend RP!!

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Sitter Profile Image: Freya H.
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Sitter Profile Image: Freya H.
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3. 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
175 reviews
55 repeat clients
from
$65
per night

Freya was wonderful ever since I first contacted her! We were gone for two weeks and our animals and house were well cared for and she always sent us photos and updates of our three pets. Our dog and cat need medication daily and Freya have it to them without a hitch, particularly when we had to take our dog to the vet last minute for an ear infection and she required ear cleaning and drops. She was wonderful and made out dog comfortable enough to let her clean her ears. We are forever thankful to Freya for the great care she provided for our furry friends! We felt they were on great hands. I highly recommend her.

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Sitter Profile Image: Ellen P.
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Sitter Profile Image: Ellen P.
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4. 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
45 reviews
23 repeat clients
from
$75
per night

Ellen was amazing and took the stress of being away from my dog and home away. Would definitely use her in the future and recommend to others!

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Sitter Profile Image: Brena D.
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Sitter Profile Image: Brena D.
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5. 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
27 repeat clients
from
$45
per night

This was the second time Brena stayed in our home to spend the week with our dog and once again, we were so happy with how everything went. Our dog absolutely LOVES Brena!!

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Sitter Profile Image: Nicole D.
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Sitter Profile Image: Nicole D.
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6. 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
106 reviews
33 repeat clients
from
$56
per night

Always a pleasure coming home after Nicole has stayed with my dog Charlie. I was in Africa for almost 2 weeks and had absolutely zero worries while I was gone. The house was tidy when I got home and the dog was happy to see me. Can’t say enough good things about Nicole. She even dealt with mouse issues while I was away and stayed without complaining! Thanks again, I will be sure to book you in the near future.

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Sitter Profile Image: Charlene H.
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Sitter Profile Image: Charlene H.
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7. 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
4 reviews
from
$35
per night

I’ve had Charlene watch my mini dachshund several times when I have run appointments. He is a very anxious dog who has extreme separation anxiety, but he never hesitates to go with Charlene. She is extremely caring and energetic and loves to take him for a walk or to the dog park. I am extremely happy with her services.

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Sitter Profile Image: Avery B.
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Sitter Profile Image: Avery B.
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8. 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
9 reviews
3 repeat clients
from
$38
per night

Avery did a great job caring for our 5 senior animals with special needs. She also house sat for us and did an excellent job taking care of our house during a Winnipeg winter. She is our go to when we are on holiday or away from the house for an extended period of time.

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Sitter Profile Image: Pearl I.
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Sitter Profile Image: Pearl I.
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9. 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!

Confirmed availability: Victoria Day Weekend
Sitter Profile Image: Varsha T.
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Sitter Profile Image: Varsha T.
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10. 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
4 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: Jordan W.
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Sitter Profile Image: Jordan W.
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11. 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
24 reviews
7 repeat clients
from
$75
per night

Jordan took exceptional care of my dog. Lots of pics, a video and updates daily. He was kind and patient with her. I felt completely relaxed on my vacation as a result. My place was clean and tidy on my return. He's a positive, happy person in addition to all of the above.

Sitter Profile Image: Tierra B.
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Sitter Profile Image: Tierra B.
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12. Tierra B.

Kind and out-going animal lover
Winnipeg, MB, R3N
4.8 km. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat clients
from
$40
per night

We had Tierra come and stay for a week to watch our dog and 2 cats. Buzz fell in love with her immediately and I am sure he is missing her! Apollo is our senior dog and I was really worried about leaving him. But Tierra was awesome with him (and the cats).She sent us updates with pictures everyday while we were away which put us at ease knowing everybody was being taken care of. Woukd definately reccomend Tierra to anyone needing a pet sitter and will use her again!

Sitter Profile Image: Cathy H.
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Sitter Profile Image: Cathy H.
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13. Cathy H.

Dog's Best Friend
Winnipeg, MB, R3C
0.6 km. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
1 repeat clients
from
$40
per night

Cathy took great care of our 80lb Cane Corso in our rural home for 5 days, allowing us to have an absolutely worry free trip away, knowing she was in very good hands. Will 100% book Cathy again. Highly recommended.

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Sitter Profile Image: Mike & Alexandra O.
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Sitter Profile Image: Mike & Alexandra O.
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14. 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
1 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.

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Sitter Profile Image: Victor R.
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Sitter Profile Image: Victor R.
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15. 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!

Confirmed availability: Victoria Day Weekend
Sitter Profile Image: Polina B.
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Sitter Profile Image: Polina B.
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16. 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

Confirmed availability: Victoria Day Weekend
Sitter Profile Image: Andrei Joshua J.
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Sitter Profile Image: Andrei Joshua J.
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17. Andrei Joshua J.

I’ll keep their tails waggin’
Winnipeg, MB, R3E
2.7 km. away
House Sitting, Drop-In Visits, Dog Walking
1 repeat clients
from
$38
per night

Andrei is very responsible and loving towards pets. He has 2 of his own at their house, plus my dog. He takes them to the park often. He always make sure to play with them and take them on a walk or run with them. Whenever he comes over, my dog is all over him. Sometimes, I think my dog loves him more than me 🤣 My dog gets very excited and won’t leave his side cause my dog knows he will get all the love and attention.

Confirmed availability: Victoria Day Weekend
Sitter Profile Image: Holly E.
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Sitter Profile Image: Holly E.
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18. Holly E.

Eat. Play. Love.
Winnipeg, MB, R3L
0.6 km. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
8 reviews
3 repeat clients
from
$38
per night

Holly was punctual and polite. Holly communicated quickly and clearly. Our home was clean with a good vibe, upon return. Our pets were peaceful, and calm upon our return

Sitter Profile Image: Ingo L.
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Sitter Profile Image: Ingo L.
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19. 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.

Confirmed availability: Victoria Day Weekend
Sitter Profile Image: Julia G.
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Sitter Profile Image: Julia G.
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20. Julia G.

Very flexible schedule!
Winnipeg, MB, R3C
0.6 km. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
17 reviews
2 repeat clients
from
$20
per night

Julia looked after my cats for two weeks when I was away to Mexico! She did a wonderful job and my cats seemed happy to see her whenever she came by!

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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.

House Sitting