Pet Sitting in Winnipeg

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
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To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Confirmed availability: Victoria Day Weekend
Sitter Profile Image: Ellen P.
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Sitter Profile Image: Ellen P.
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1. 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
48 reviews
24 repeat clients
from
$25
per visit

Ellen is reliable, punctual, and best of all Riley really likes her! He greets her with a full body wag, which is always a good sign. Thanks, Ellen!

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

Julia was great! Good communication before and during my trip. I was a bit nervous about doing drop in visits at my home, but everything went great and she was very reliable and punctual.

Confirmed availability: Victoria Day Weekend
Sitter Profile Image: Sophie R.
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Sitter Profile Image: Sophie R.
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3. Sophie R.

Caring & experienced dog trainer!
Winnipeg, MB, R3J
5.2 km. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
18 reviews
12 repeat clients
from
$20
per visit

Thank you so much Sophie, for coming to look after Sadie. Sophie spent extra time with Sadie while we were gone and she sent us updates. It’s always difficult leaving my dog behind but when I know she’s being taken care of, it gives me peace of mind. There were a lot of specific instructions with medications and kennelling, but it’s all about helping my dog with her anxiety. Thank you so much!!

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Sitter Profile Image: Cael R.
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Sitter Profile Image: Cael R.
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4. Cael R.

Rover 101
Wide range of experience
Winnipeg, MB, R2L
3.9 km. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
18 reviews
2 repeat clients
from
$22
per visit

Cael did a great job! Even sent a picture of our pups! Punctual, spent time with them, everything we could've asked for. Will definitely be using this service again, so easy and a great experience.

Confirmed availability: Victoria Day Weekend
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
79 reviews
28 repeat clients
from
$30
per visit

I’ve had Brena take care of my pack (2 dachshunds & 2 Scottish Folds) many times. She’s handled some pretty challenging situations with my senior dog (17.5yrs) with grace and care. I hesitate to say too many great things because she may get too busy. 😊 But honestly, I highly recommend Brena. 🌟 🌟

Confirmed availability: Victoria Day Weekend
Sitter Profile Image: Hannah M.
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Sitter Profile Image: Hannah M.
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6. 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
10 reviews
4 repeat clients
from
$25
per visit

Thank you Hannah! My cat seemed very happy and taken care of upon my return. Key hand-off was quick and easy!

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Sitter Profile Image: Nicolle A.
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Sitter Profile Image: Nicolle A.
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7. Nicolle A.

Highly rated cat sitter!
Winnipeg, MB, R3M
2.0 km. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
112 reviews
43 repeat clients
from
$25
per visit

Nicolle is wonderful. Our cats love her and she takes the best care of our fur babies when we are away. I highly recommend her. We will continue to use her services in the future.

Confirmed availability: Victoria Day Weekend
Sitter Profile Image: Nerissa M.
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Sitter Profile Image: Nerissa M.
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8. Nerissa M.

Doing it for the joy they bring!
Winnipeg, MB, R2J
4.5 km. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
29 reviews
8 repeat clients
from
$25
per visit

Nerissa loves all dogs and animals in the world. She takes such amazing care of them. They all become her best friends. She donate lots of her time to ensuring all the animals / dogs are happy putting them first. Please accept Nerissa for this position. As She is over qualified lol.

Confirmed availability: Victoria Day Weekend
Sitter Profile Image: Freya H.
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Sitter Profile Image: Freya H.
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9. 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
179 reviews
55 repeat clients
from
$35
per visit

Freya did an amazing job taking care of my Goose while I was away. She really helped put my mind at ease by sending excellent text updates and photos each day. We are so appreciative of the amazing care and will definitely contact Freya again if we need help in the future.

Confirmed availability: Victoria Day Weekend
Sitter Profile Image: Sonya D.
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Sitter Profile Image: Sonya D.
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10. Sonya D.

Rover 101
Pampered & Spoiled by Sonya
Winnipeg, MB, R2M
4.1 km. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
79 reviews
35 repeat clients
from
$28
per visit

This was the first time I've used a sitter to take care of my kitten. She was responsive and sent pictures of all visits. Would definitely recommend Sonya to anyone!

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Sitter Profile Image: Nicole D.
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Sitter Profile Image: Nicole D.
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11. 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
$28
per visit

Nicole always takes great care of my senior cat fritz! Fritz requires medication twice a day and I know he’s in good hands when Nicole’s taking care of him! The photos & updates are a nice peace of mind too!

Sitter Profile Image: Maria D.
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Sitter Profile Image: Maria D.
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12. Maria D.

Experienced Pet Sitter & Dog Lover
Winnipeg, MB, R3L
1.4 km. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
2 repeat clients
from
$21
per visit

Maria has come to take care of my cat many times and my cat loves her! She has played with him and has taken well care of his necesities. While I was away, Maria also has been sending me pictures of him which I appreciated. She is my person to go to when I need. She is very responsible, friendly and trustworthy. She has a lot of experience since she has have many pets in her care over the years. You won't regret having her as your beloved pet caregiver!

Confirmed availability: Victoria Day Weekend
Sitter Profile Image: Charlene H.
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Sitter Profile Image: Charlene H.
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13. Charlene H.

Certified Pet Sitter 🐾 🎓
Winnipeg, MB, R3L
2.2 km. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
from
$17
per visit

Charlene was able to drop in with my dog on very short notice, and she was very kind and got along with my dog at first sight... I think my dog is obsessed with her now! They went for a walk and she sent me photos which made my day. I will definitely rebook again.

Confirmed availability: Victoria Day Weekend
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
2 repeat clients
from
$30
per visit

Mike and Alexandra were great pet sitters. Good communication and updates. Definitely appreciated knowing my cat was in good hands. Would hire them again and recommend them to others.

Confirmed availability: Victoria Day Weekend
Sitter Profile Image: Kseniia B.
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Sitter Profile Image: Kseniia B.
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15. 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
4 reviews
from
$19
per visit

Kseniia took great care of my senior kitties and provided lots of updates and photos! It was so reassuring to see my cats being taken care of so well and Kseniia very accommodating in making things as smooth as possible. I will definitely be rebooting!

Confirmed availability: Victoria Day Weekend
Sitter Profile Image: Emma Q.
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Sitter Profile Image: Emma Q.
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16. Emma Q.

Well trained human for your pets!
Winnipeg, MB, R3L
1.3 km. away
Drop-In Visits, Dog Walking
2 reviews
from
$25
per visit

Emma is a close person friend and I would wholeheartedly like to recommend her as a pet sitter. Sadly I don’t have a dog anymore, but if I did, Emma would be my first call for any sitting or walking needs that I had. She is very responsible, loves all pets and understands how to train gently but effectively. If Emma took my dog out for a walk, I know he would have a great time and come back with slightly more manners every time! Highly recommended

Confirmed availability: Victoria Day Weekend
Sitter Profile Image: Amanda C.
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Sitter Profile Image: Amanda C.
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17. Amanda C.

Rover 101
Nervous/Anxious Pet? I Can Help!
Winnipeg, MB, R3G
0.9 km. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
5 repeat clients
from
$34
per visit

Great experience working with Amanda! She bonded well with my cat and I felt confident he was well-cared for in my absence. She provided very sweet visit updates and pictures. Highly recommend!

Sitter Profile Image: Courtney & Alexander S.
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Sitter Profile Image: Courtney & Alexander S.
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18. Courtney & Alexander S.

Gentle/caring animal enthusiast
Winnipeg, MB, R3C
0.6 km. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
8 repeat clients
from
$21
per visit

Courtney, is willing to look after all animals and shows them all the same love & attention, goes above and beyond to make sure the animals in her care are beyond comfortable and happy.

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Sitter Profile Image: Madelyn W.
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Sitter Profile Image: Madelyn W.
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19. Madelyn W.

Experienced Sitter: Friend to All!
Winnipeg, MB, R3C
0.4 km. away
House Sitting, Drop-In Visits, Dog Walking
15 years of experience
from
$18
per visit

About: Growing up on a farm has shaped my love for all types of animals. I have raise animals such as chickens, ducks, horses, goats, cats, and dogs. I understand the importance of attentive care and compassion for animals of all shapes and sizes. My experience with animals has taught me many valuable lessons about their general wellbeing, personality traits, and behaviours. I am committed to providing exceptional care for your furry family members no matter the shape, size, age, or breed! I am still seeking a part-time position for the summer, but as of right now I have time to look after your pets full time if needed. I live near several parks and enjoy being outdoors so your pet would have plenty of exercise. I will ensure the safety of your pet always and respect the requests of the owners.

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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
$20
per visit

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 Pet Sitting & Drop Ins ratings

Overall Rating:
5.0 out of 5 stars

Pet sitters in Winnipeg are rated on average 5 out of 5 stars based on 211 reviews.

Rover also offers Pet Sitting & Drop Ins in:

Rover also offers other services in Winnipeg:

Pet sitting in Winnipeg, MB is right around the corner with Rover. You’ll find pet sitters offering services like drop-in visits right in your neighborhood. Your pet gets the same one-on-one attention and personalized care you would give them. Whether you need a pet sitter on an ongoing basis or just occasionally, you’ll find your perfect match on Rover’s pet sitting website and free app. Read pet sitter reviews from other animal lovers to discover and book the right sitter for you.

Drop-In Visits