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: Rp S.
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Sitter Profile Image: Rp S.
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1. 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
72 reviews
24 repeat clients
from
$40
per night
Profile image

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!!

Sitter Profile Image: Brena D.
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Sitter Profile Image: Brena D.
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2. 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
86 reviews
29 repeat clients
from
$45
per night
Profile image

Brena did a fantastic job dog sitting for me, it was my first time ever using Rover or leaving my big guy with someone else he was more familiar with and she did an amazing job from the start. She addressed all issues and concerns i had, she was knowledgeable and caring during the whole process.She kept me up to date on her stay with my guy. The place was left clean and in shape, and my boy was happy the whole time which is the most important! I definitely recommend Brena, i have already booked another stay with her for my next time away!

Sitter Profile Image: Nicole D.
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Sitter Profile Image: Nicole D.
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3. 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
116 reviews
36 repeat clients
from
$56
per night
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Nicole was amazing! We were nervous leaving our 9 week old puppy for the night but she stuck to our routine perfectly. I also really appreciated the regular updates.

Sitter Profile Image: Charlene H.
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Sitter Profile Image: Charlene H.
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4. Charlene H.

Certified Pet Sitter 🐾 🎓 CPR+
Winnipeg, MB, R3L
2.2 km. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
27 reviews
6 repeat clients
from
$50
per night
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Charlene is a gift…she went over and above with our 2 dogs and 1 cat. She bought them toys, a doggy pool, a play tunnel and took them to the dog park. She kept us updated the entire weekend. I would definitely use her services again…our dogs are happy and so are we.

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
70 reviews
32 repeat clients
from
$75
per night
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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!

Sitter Profile Image: Amber A.
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Sitter Profile Image: Amber A.
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6. Amber A.

Professional Pet Sitter
Winnipeg, MB, R3X
7.5 km. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
30 reviews
10 repeat clients
from
$35
per night
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Amber is a fantastic sitter! Very thorough and conscientious. Rory my dog loved her and even my cat, Coco (who doesn’t like anyone) took to her. Definitely recommend!

Sitter Profile Image: Hannah M.
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Sitter Profile Image: Hannah M.
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7. Hannah M.

i love animals
winnipeg, MB, R3N
3.3 km. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
19 reviews
5 repeat clients
from
$40
per night
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Hannah did a great job sitting Zerk at our house. She took great care of him and kept us up to date with how he was doing each day. Will book her again in the future! Thanks!

Sitter Profile Image: Tatum H.
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Sitter Profile Image: Tatum H.
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8. Tatum H.

24/7 Pet Care! <3
Winnipeg, MB, R3P
5.6 km. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
3 repeat clients
from
$46
per night
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We are so pleased. We got home to a happy dog and a tidy home. Everything is exactly as we left it. We will definitely use Tatum’s services again. Highly recommend.

Sitter Profile Image: Tierra B.
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Sitter Profile Image: Tierra B.
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9. 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
10 reviews
3 repeat clients
from
$40
per night
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We had Tierra take care of our “girls” on two separate occasions and we couldn’t be happier. Our older girls didn’t skip a beat when they were together and seemed very relaxed when we came home and she quickly built trust with our new puppy who is very shy and high strung at times. We were concerned leaving our newest with a stranger for the first time but that will be the last time for concern as Tierra has not only built trust with our girls but with us as well.

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
5 reviews
1 repeat clients
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: Rebecca K.
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Sitter Profile Image: Rebecca K.
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11. Rebecca K.

Anything for your dog
Winnipeg, MB, R2M
6.5 km. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
20 reviews
11 repeat clients
from
$73
per night
Profile image

I can't say enough wonderful things about Rebecca. She loved on our dogs while we were away just like I would. Sent photos and videos, and was just so dang sweet and lovely. Your pets are in SUCH good care with her.

Sitter Profile Image: Princess O.
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Sitter Profile Image: Princess O.
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12. Princess O.

Rover 101
Let’s meet the fur besties!!
Winnipeg, MB, R2J
4.8 km. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
from
$50
per night
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Princess did a great job and was very easy to communicate with. She sent us picture and videos, which were appreciated! Our pet was well cared for.

Sitter Profile Image: Kaytlin W.
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Sitter Profile Image: Kaytlin W.
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13. Kaytlin W.

Caring & Active Female Dog Sitter
Winnipeg, MB, R3M
2.4 km. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$40
per night

I am incredibly grateful for Kaytlin‘s outstanding care of our beloved Bernese Mountain Dog Chicco. From the moment we met it was clear that Kaytlin has a genuine love for animals. Chicco requires a lot of attention and has specific dietary needs and Kaytlin handled everything perfectly. she was punctual reliable and kept us up-to-date with regular photos and messages which was very reassuring. Our home was spotless upon return, and it was clear that Chicco had been well cared for and was very happy. The bond they formed was heartwarming to see, and it gave us a great peace of mind to know that Chicco was in such good hands. Kaytlin went above and beyond by taking Chicco for extra walks and spending additional playtime with him. Her flexibility with scheduling was also much appreciated especially when our plans changed last minute. Overall we highly recommend Kaytlin to anyone looking for a trustworthy, caring pet sitter. We will be definitely booking her again in the future.

Sitter Profile Image: Ruth M.
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Sitter Profile Image: Ruth M.
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14. Ruth M.

I wanna love your fur-babies!
Winnipeg, MB, R2K
6.2 km. away
Boarding, House Sitting, Dog Walking
1 reviews
from
$40
per night

Ruth did an incredible job watching our massive Saint Bernese. Ruth was very prompt with communication and updates and we could tell our dog was very happy the entire time, which also gave us peace of mind while we were away. Ruth went above and beyond our expectations and we would absolutely love to have her as our dog sitter again, especially our dog who sat by the door waiting for Ruth to come back!

Sitter Profile Image: Holly E.
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Sitter Profile Image: Holly E.
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15. 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
$40
per night
Profile image

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: Ilse D.
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Sitter Profile Image: Ilse D.
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16. Ilse D.

Dog queen boarding
Winnipeg, MB, R3G
3.0 km. away
Boarding, House Sitting
4 reviews
from
$60
per night

Ilse is one of the few people I trust to watch my dog for extended periods while I'm away traveling. Her dog Leia get's along great with other dogs and loves to play with my dog. Ilse takes my dog (and hers) to the dog park often and her back yard is fenced in so there's no worries when it comes to bathroom breaks.

Sitter Profile Image: Andrew & Nicole P.
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Sitter Profile Image: Andrew & Nicole P.
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17. Andrew & Nicole P.

Trustworthy, reliable, & dedicated!
Winnipeg, MB, R3L
0.9 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

I can absolutely vouch for both Andrew and Nicole! Andrew has been my best friend since we were in 4th grade. He has always been an incredibly caring and compassionate guy. His love for his friends and family is so evident. That goes for both his own, and other's pets, which as we know are family as well! I have seen how dogs can sense kindness and good people. In that sense I have seen several dogs quite easily adjust to him being around and appear quite relaxed and at peace in his presence. He is a great guy and dogs can sense that too I believe. He recently dog sat my dog for an entire week and they had a marvelous time. I would trust him with any breed of dog anytime! The same goes for Nicole, while I haven't known her since childhood, I have got to know her over the past several years. She is incredibly nice and an animal lover through and through. A truly gentle, caring soul who would thrive with the task of taking care of anyone's pet. With the same kind of presence as Andrew, you can tell the animal is comfortable and will open up to her quickly. Which as a pet owner puts your mind at ease knowing that your animal will be happy while you are away. It is refreshing to know you don't have to worry because your pet is with excellent care and they are enjoying themselves. Both of these two are physically fit and active and could handle even the most active dogs! They have demonstrated to me they are clean and respectful of others homes and I can think of no two better candidates for your Rover service!

Sitter Profile Image: Julia G.
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Sitter Profile Image: Julia G.
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18. 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
19 reviews
6 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!

Sitter Profile Image: Victor R.
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Sitter Profile Image: Victor R.
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19. 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
Profile image

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: Polina B.
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Sitter Profile Image: Polina B.
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20. Polina B.

Cat snuggle corner: play & purr
Winnipeg, MB, R3C
1.0 km. away
Boarding, House Sitting
5.0 out of 5 stars
13 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

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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