Dog Daycare in Winnipeg

Drop off your dog at your sitter's home in the morning, and pick them up in the evening.

End
Search

Every sitter passes an enhanced background check. Learn about RoverProtect

Top rated Winnipeg doggy day care sitters

Prices are estimates per day for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

1 / 1
Sitter Profile Image: Mandy D.
Verified Background Check
Mandy D.
Star Sitter
$56
total per day
5.0 out of 5 stars
45 reviews
12 repeat clients
27 years of experience
Winnipeg, MB, R2J

Wow! My dog had a great day. Mandy did all sorts of activities with him & made sure he was well take care of after his neuter. Will definitely book again with Mandy!

Profile image
J Alicia D.
Sitter Profile Image: Titiksha T.
Verified Enhanced Background Check
Titiksha T.
Star Sitter
$28
total per day
5.0 out of 5 stars
71 reviews
22 repeat clients
10 years of experience
Winnipeg, MB, R3C

Titiksha was so patient, kind and very flexible with our time for pick up and drop off. Thank you kindly for your time with our old guy!!

Profile image
erin f.
Sitter Profile Image: Courtney P.
Verified Background Check
Courtney P.
$36
total per day
5.0 out of 5 stars
51 reviews
15 repeat clients
13 years of experience
Winnipeg, MB, R3N

Courtney is so amazing with Barkley. Barkley gets so excited every time we drive down her street to play with her dogs and she comes home tired and well cared for! I would recommend her to everyone I know!

Profile image
Jayne S.
Sitter Profile Image: Arissa R.
Verified Background Check
Arissa R.
Star Sitter
$45
total per day
5.0 out of 5 stars
23 reviews
4 repeat clients
16 years of experience
Winnipeg, MB, R3L

⭐️⭐️⭐️⭐️⭐️ Arissa took such wonderful care of Jax! He’s always so excited to see her and sad to say goodbye. She was warm, attentive, and made him feel right at home- to the point where he barely noticed I arrived because he was too busy having fun and playing with toys. I’d absolutely recommend her to anyone looking for loving, reliable pet care.

Profile image
miranda
Sitter Profile Image: Tenille S.
Verified Enhanced Background Check
Tenille S.
$34
total per day
5.0 out of 5 stars
5 reviews
30 years of experience
Winnipeg, MB, R2H

Twnille was very welcoming. Our dog was so happy to stay with her! We will absolutely use her again ❤️

Profile image
Allie B.
Sitter Profile Image: Pamela H.
Verified Background Check
Pamela H.
Star Sitter
$34
total per day
4.9 out of 5 stars
45 reviews
14 repeat clients
14 years of experience
Winnipeg, MB, R2H

Pamela is a great communicator. She let me know she also had another dog that day to give me an option to find someone else. We went to the Canadian Human Rights Museum just 5 minutes away. We were very happy to have a safe place for our dog as we were travelling across Canada.

Profile image
RoxAnn E.
Sitter Profile Image: Anna S.
Verified Background Check
Anna S.
Star Sitter
$56
total per day
5.0 out of 5 stars
81 reviews
30 repeat clients
8 years of experience
Winnipeg, MB, R2L

Anna was so lovely and Roo had a heck of a time hanging with her and her son and lil pup! Knowing that Roo had a backyard to play in and a few other buddies was so nice.

Profile image
Ashley M.
Sitter Profile Image: REYCEL MAE A.
Verified Background Check
REYCEL MAE A.
$49
total per day
5.0 out of 5 stars
14 reviews
15 years of experience
Winnipeg, MB, R2H

Reycel took excellent care of my dog while I was away on June 2nd. She was very attentive, sent regular updates throughout the stay, and made sure he got out for walks and plenty of activity. It was great to see how comfortable he was with her, and he especially enjoyed spending time with Bokchoy, her dog. The updates and photos gave me peace of mind knowing he was happy and well cared for. I would definitely book with Reycel again and highly recommend her to anyone looking for a reliable and caring dog sitter!

Profile image
Ali d.
Sitter Profile Image: Iryna M.
Verified Background Check
Iryna M.
$28
total per day
5.0 out of 5 stars
27 reviews
5 repeat clients
7 years of experience
Winnipeg, MB, R2H

Iryna is amazing! Super friendly and understanding with my shy dog Frappy.. he was very shy with her at first but seemed to relax during the whole dogsit. She is consistent in keeping us updated by sending messages and sometimes a photo on how well he is doing. I would recommend :) Thank you for taking care of Frappy!

Profile image
jonelene J.
Sitter Profile Image: Dorotea F.
Verified Background Check
Dorotea F.
Star Sitter
$39
total per day
5.0 out of 5 stars
38 reviews
9 repeat clients
25 years of experience
Winnipeg, MB, R2C

I found Dorotea to be fantastic and quick repons to all messages from the start. Was able to accommodate my Pomeranian, Domo and also provided updates in form of photos and messages. I was working my first day at work and Dorotea healpd tremendously ease my worries. Very knowledgeable with care and easing anxiety separating from me. Thank you and highly I recommend. Will book again on my next shift!

Profile image
Tomasito N.
Sitter Profile Image: Mary Anne R.
Verified Enhanced Background Check
Mary Anne R.
Star Sitter
$39
total per day
5.0 out of 5 stars
32 reviews
13 repeat clients
50 years of experience
Winnipeg, MB, R3J

Mary Anne was wonderful. She made our nervous Bella feel right at ease. Mary Anne spent time learning all about Bella and Bella appeared comfortable roaming her home. Mary Anne has a great fenced backyard which I’m sure bella just loved. Thanks so much Mary Anne!!!!! Bella can’t wait to come back.

Profile image
Lauren M.
Sitter Profile Image: Kyla W.
Verified Background Check
Kyla W.
$23
total per day
5.0 out of 5 stars
3 reviews
3 repeat clients
16 years of experience
Winnipeg, MB, R3J

Kyla is a wonderful dog sitter with our dog Dillon.He got along with Floyd and Poppet.My wife and I would highly recommend Kyla as a very good dog sitter.

Profile image
Bradley W.
Sitter Profile Image: Danylo G.
Verified Background Check
Danylo G.
$28
total per day
5.0 out of 5 stars
5 reviews
1 repeat client
2 years of experience
Winnipeg, MB, R3B

Soooo good! My dog normally gets nervous around strangers. But Danylo is special! He is really considerate and very kind! Love him!

Profile image
Boyang S.
Sitter Profile Image: Victor R.
Verified Background Check
Victor R.
$50
total per day
4.9 out of 5 stars
15 reviews
7 repeat clients
15 years of experience
Winnipeg, MB, R3L

About: Nothing is more precious than your pet’s safety and well being and so is your peace of mind when you are away. Let me provide a home for your pet or keep him/her at home. Safe and well looked after. I have the time, the love and will to keep your pet safe and well looked after. That’s is a commitment you can trust. I am a previous dog dad and I’m able to care for puppies as well as senior dogs. Experienced at house breaking puppies and providing schedule and structure to their day. Over the years, I have looked after friends and families pets. Both short and long term. Sometimes up to 6 weeks in a row. I am retired and free to go anywhere.

Sitter Profile Image: Ellen K.
Verified Background Check
Ellen K.
$50
total per day
5.0 out of 5 stars
43 reviews
20 repeat clients
6 years of experience
Winnipeg, MB, R2H

About: I’ve loved taking care of animals for as long as I can remember and have had many pets over the years from mice, cats, dogs and even a llama and a sheep! I believe that effective training includes lots positive reinforcement and love and I don’t use negative reinforcement or punishment with my pets. I’m lucky enough to work from home, which allows me the time to spend with my own animals and provide walks and play sessions during the day. Given that my work schedule is flexible, I can usually accommodate any specific meal times, medication and walk schedules. My partner Jeren also helps with caring for our pets and guest pets when he is at home. We have a fenced in backyard and a friendly dog name Rory to play with your furry friend. I usually have 1 - 3 dogs staying with me at any time. Our place would be good for your dog if they are social and like other dogs and plenty of love from the two humans who live here. It’s an opportunity to become part of a little pack, which most dogs usually love!

Sitter Profile Image: Bibiana R.
Verified Background Check
Bibiana R.
Star Sitter
$43
total per day
5.0 out of 5 stars
36 reviews
11 repeat clients
16 years of experience
Winnipeg, MB, R3Y

Bibiana and Cesar have been great with our girl, Ziva. We had a last minute request for 3 days of daycare and they were available. Ziva took to them quickly and they enjoyed Ziva. We would definitely book with them again.

Profile image
Philippe K.
Sitter Profile Image: Autumn S.
Verified Background Check
Autumn S.
Star Sitter
$36
total per day
5.0 out of 5 stars
27 reviews
13 repeat clients
18 years of experience
Winnipeg, MB, R2W

Autumn is a wonderful caretaker when my little hyper pup was there to visit. Very welcoming patient and always keeping me updated! Very loving to my pup! Would recommend 10/10

Profile image
Jen D.
Sitter Profile Image: Lise D.
Verified Enhanced Background Check
Lise D.
$45
total per day
5.0 out of 5 stars
12 reviews
2 repeat clients
18 years of experience
Winnipeg, MB, R2H

Lise and her dog Hamiton were very nice to our Bailie. I would recommend them to anyone.

Profile image
Brian R.
Sitter Profile Image: Nerissa M.
Verified Background Check
Nerissa M.
Star Sitter
$62
total per day
4.9 out of 5 stars
89 reviews
26 repeat clients
20 years of experience
Winnipeg, MB, R2J

It was happy first day care visit! He went on two day care visits and was so excited to see Nerissa the next day. It made me feel good knowing he was comfortable and happy to be with her. She also kept me updated on happy all the time. Let me tell you he was happy :)

Profile image
Ashley C.
Sitter Profile Image: Kuljit & Titiksha S.
Verified Enhanced Background Check
Kuljit & Titiksha S.
$27
total per day
4.9 out of 5 stars
13 reviews
5 repeat clients
10 years of experience
Winnipeg, MB, R3C

About: Hi there! We’ve both been surrounded by animals for years, and our hearts are fully claimed by two adorable cats of our own. Titiksha has loved and cared for animals since her teens, from her family dog back home to countless cats she’s doted on over the years. Kuljit officially joined the cat club after meeting Titiksha’s sassy feline, and together we adopted another furball—now we’re happily wrapped around four tiny paws! We adore learning each pet’s quirks, giving them calm, cozy care, and making sure they feel loved, safe, and understood—purrs, head boops, and cuddles included. I (Kuljit) work in and out of house for few hours and my partner (Titiksha) is always home, so there’s always someone around to give your pet attention and care they deserve. Our apartment is spacious, filled with natural light, and has big windows perfect for birdwatching (aka "cat TV") and sunbathing. Your pet will also have two calm and friendly feline companion while staying with me. We also have experience caring for cats with medical needs-whether that's administering medication, special diets, or just a little extra TLC. If your fur baby needs any special attention, we’re more than happy to accommodate and provide the love and care they need to feel safe and comfortable. Your pet's happiness and well-being are our top priorities. We’d love to welcome them into my home and treat them like one of my own while you're away.

1 / 1
View more sitters

Over 665
pet parents in Winnipeg have booked doggy day care

Winnipeg dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Soooo good! My dog normally gets nervous around strangers. But Danylo is special! He is really considerate and very kind! Love him!

Profile image
Boyang S.
Doggy Day Care
5.0 out of 5 stars

Reycel took excellent care of my dog while I was away on June 2nd. She was very attentive, sent regular updates throughout the stay, and made sure he got out for walks and plenty of activity. It was great to see how comfortable he was with her, and he especially enjoyed spending time with Bokchoy, her dog. The updates and photos gave me peace of mind knowing he was happy and well cared for. I would definitely book with Reycel again and highly recommend her to anyone looking for a reliable and caring dog sitter!

Profile image
Ali d.
Doggy Day Care
5.0 out of 5 stars

Otto enjoys his visits with Jaspreet, Carlos, and, Diamond. Jaspreet is very responsive and keeps us updated on their day. This was our second visit and we’re planning more. Thank you!

Profile image
Antoinette T.
Doggy Day Care
5.0 out of 5 stars

Titiksha was so patient, kind and very flexible with our time for pick up and drop off. Thank you kindly for your time with our old guy!!

Profile image
erin f.
Doggy Day Care
5.0 out of 5 stars

Alexandria is such a kind and sweet girl, and whenever I leave Darchin with her, I feel totally at ease knowing he’s going to have a great time with her!

Profile image
Sahar S.
Doggy Day Care
5.0 out of 5 stars

Cannoli had the best time at Sarah’s. It was our first Rover experience and we felt so comfortable leaving her with Sarah’s. Communication was great and pick up/drop off was easy. We would absolutely leave Cannoli with her again :). Thank you!

Profile image
Lauren W.
Doggy Day Care
5.0 out of 5 stars

This was our first time with Rover and would 100 percent recommend Pamela. She sent lots of pictures and checked in with us regularly which help make us comfortable. Our dog also had a great time, and was tuckered out afterward!

Profile image
Tria D.
Doggy Day Care
5.0 out of 5 stars

I needed someone to care for my 15 year old pup Lucy, while I spent the day moving apartments and I am so happy that she had a great time at Claudia's! Claudia sent me photos and videos of Lucy during her stay, there were plenty of toys for her to sniff and play with and a fenced in yard for her to explore. I would definitely book with her again. Thank you Claudia!

Profile image
Abby C.
Doggy Day Care
5.0 out of 5 stars

Joshua was amazing. He has a really nice house with a yard where the dogs can be free and he is a very caring person. Our Luna was very happy with Joshua and she made friends too. Definitely will be coming back to Joshua again

Profile image
Ish
Doggy Day Care
5.0 out of 5 stars

Great communication and accurately described everything. Has a house in a very quiet neighborhood with a big fenced yard. My dog had a great time with our last minute booking and I look forward to having her stay with Paul again

Profile image
DDEITZ
Doggy Day Care
5.0 out of 5 stars

A caring, thoughtful, dependable, flexible, and completely trustworthy person to have left my dog Chloe with.

Profile image
Darwin R.
Doggy Day Care
5.0 out of 5 stars

Arissa is a wonderful pet sitter that gives my pup so many snuggles during her overnight stay. I enjoy receiving the pics and report card - and knowing she’s been well looked after.

Profile image
Lynda B.
Doggy Day Care
5.0 out of 5 stars

This was the first doggy day care booking with Towela. She has had great communication about Mollie prior to and during her care. It is obvious that she loves animals and knows how to be patient with gaining the trust of an anxious dog. Will definitely be booking with her again!

Profile image
Jen P.
Doggy Day Care
1 / 1
Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per day for doggy day care in Winnipeg is $38

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your dog sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Sitters in Winnipeg average 2
repeat doggy day care clients

Doggy Day Care FAQs

Frequently asked questions about Rover

Sitters on Rover are free to set their rates. The median cost to hire a sitter for doggy day care in Winnipeg on Rover as of Jun 2026 was about $38 per day, after factoring in Rover’s service fees. A sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.

As of Jun 2026, 141 sitters provided doggy day care in Winnipeg. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, sitters offering doggy day care joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 90% of Winnipeg sitters offering doggy day care respond in under an hour.

Sitters offering doggy day care with repeat customers have an average of 2 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Winnipeg.

Winnipeg doggy day care sitters are happy to take care of your dog while you’re at work or unavailable for the day. Book a one-time visit, or set up a regular rhythm with your favorite Winnipeg sitter. Drop off your dog at the sitter’s home and rest easy knowing they’ll get frequent potty breaks, plenty of playtime, and lots of love. Doggy day care is great for:

  • Puppies and high-energy dogs
  • Dogs with special needs, including seniors
  • Pet parents who work long hours
  • Dogs with separation anxiety

There are 141 sitters offering doggy day care in Winnipeg on Rover, so you’re sure to find the perfect match for your dog! We understand that each dog is unique and may require specific instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect doggy day care sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your doggy day care sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.