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
79 reviews
28 repeat clients
from
$45
per night

Brena was great to work with! Came for a house tour, communicated well, sent us photo updates. Even when we had to change plans and come home early there were no hiccups. We would happily book again in the future!

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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
67 reviews
23 repeat clients
from
$40
per night

Our second time booking Rp to care for our fur baby,Merlin. Providing he's available, we'll continue to use him whenever we travel! He's fantastic with Merln, we know he's safe and being well cared for when we're away!

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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
9 repeat clients
from
$38
per night

Simon is an amazing person who really cares about dogs 😊. You can count on him to look after your furry friend and take them for a walk each day.

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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 !

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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 was an excellent cat sitter! She is warm and welcoming, sent photos daily, and kept us in the loop if there were any issues that popped up with the house. Would highly recommend her!

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

Advanced Pet First Aid Cert. Sitter
Winnipeg, MB, R3L
2.2 km. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 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!

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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!

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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 attended to my rotti’s every need. They were taken care of exceptionally well and loved her. Highly recommend Nicole and will book her again.

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Sitter Profile Image: Avery B.
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Sitter Profile Image: Avery B.
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9. 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 took great care of our two cats. Our cats were fed, cared for per instructions, and got play and entertainment too. Avery kept our place just as or cleaner than we left it. Would book again.

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Sitter Profile Image: Ingo L.
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Sitter Profile Image: Ingo L.
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10. 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

We were fortunate to be connected with Ingo about a year ago and he has been a go to guy ever since. We refer to his place as "puppy camp". He loves dogs and interacts with them in creative ways. He is also an excellent trainer. We left our dog Shadow with him for a month in which time Ingo was able to significantly improve his behaviour.

Confirmed availability: Victoria Day Weekend
Sitter Profile Image: Tierra B.
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Sitter Profile Image: Tierra B.
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11. 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
5 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!

Confirmed availability: Victoria Day Weekend
Sitter Profile Image: Varsha T.
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Sitter Profile Image: Varsha T.
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12. 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

I was thrilled to encounter Varsha; she is a true dog lover who takes excellent care of my dog. I have no concerns about Varsha. Lacee wags her tail and travels with her without complaint. Varsha will text me a picture, leave me information on the finest treats for my pets, and care for each of them like I would. I never worry about Lacee when Varsh is present. Thank you so much for giving me "peace of mind" while I work. The Best Ever for Dog Lovers!!

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Sitter Profile Image: Chloe S.
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Sitter Profile Image: Chloe S.
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13. Chloe S.

Dogs > people
Winnipeg, MB, R2W
3.8 km. away
House Sitting, Drop-In Visits, Dog Walking
1 reviews
from
$35
per night

Chloe has been taking care of our dog for over 7 years now. We leave on holidays at least twice a year and she is always our go to to housesit and look after our dog. There has never been an issue and our dog loves her (I sometimes think he prefers her to me)! She is excellent with animals and you won’t regret hiring her.

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Sitter Profile Image: Pearl I.
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Sitter Profile Image: Pearl I.
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14. 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: Jordan W.
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Sitter Profile Image: Jordan W.
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15. 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

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: Victor R.
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Sitter Profile Image: Victor R.
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16. 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: Aambika S.
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Sitter Profile Image: Aambika S.
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17. 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.

Confirmed availability: Victoria Day Weekend
Sitter Profile Image: Kseniia B.
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Sitter Profile Image: Kseniia B.
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18. Kseniia B.

Store associate
Winnipeg, MB, R3B
2.2 km. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
3 reviews
from
$60
per night

Kseniia was so lovely and gently with our fur baby! She is the best! She became our go to for dog boarding, we recommend her to all our friends! She spends a lot of time with pets and sends lots of pictures and videos, which was great for us! Very good communication and great personality! We love you Ksenia❤️❤️

Confirmed availability: Victoria Day Weekend
Sitter Profile Image: Polina B.
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Sitter Profile Image: Polina B.
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19. 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: Juliana P.
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Sitter Profile Image: Juliana P.
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20. Juliana P.

Energetic, Playful and Ready!⚡️
Winnipeg, MB, R3C
0.8 km. away
House Sitting, Drop-In Visits, Dog Walking
3 years of experience
from
$45
per night

About: My happy place typically consists of two things: animals and nature. Growing up in a tropical environment surrounded by many animals and great people, i was taught how to care for our furry little friends beyond their basic needs🥰 I'm usually awake pretty early(5/6 a.m). Occasionally, I go on early morning jogs/walks and enjoy long evening strolls. Exercise is important to me and I can gladly extend this to your beautiful fur babies as well! I am patient with animals and people. On dog walks, I like to allow them to explore their senses and socialise with some of their furry friends. I pick up after them and always carry some treats and water incase they get thirsty! If I am dog sitting, I make frequent updates to ensure you that they're safe, well fed and happy!

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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