Dog Boarding Winnipeg
Find a loving dog boarder to watch your dog overnight at your sitter's home.
Over 1,936 pet parents in Winnipeg have booked dog boarding
Winnipeg, Find top rated dog boarding
Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“I found myself in need of someone to look after Livvy on pretty short notice. I was a little bit worried because she’s not the greatest on leash walker and she’s also never stayed with anybody but friends and family, so staying with a stranger is new to her. Richard and Melissa were great, the first night when she was showing signs of being a little bit anxious they insured that she got out for a decompressing walk and then they took her to an area of the house that was a little less stimulating so she could have some quiet time. Knowing that someone was picking up on her cues was really reassuring for Me and also for Liivvy. They were very communicative the whole time she was staying there making sure that I got photos and they let me know how she was settling in. I would have zero hesitations about recommending them or booking with them again.”
“Wanted to send a huge thank you to Melissa & her wonderful family for the care they gave to our dog Roxy this past weekend! Such a caring family! We knew Roxy was in great hands. Melissa sent daily messages with pictures to keep us posted on how Roxy was doing. Will definitely be using Melissa again!”
“We are very satisfied with Joshua! We were anxious as we have a 100lb dog who isn't friendly with strangers and dogs.Joshua very willingly had a meet and greet with us and he was happy to take care of Romeo and the next day we booked a day with Joshua and he handled Romeo extremely well, even when Joshua had his own dog Loki and knowing Romeo has never been with strangers previously.Joshua comes across as caring and responsible person who loves dogs.We are surely looking forward to leave Romeo in Joshuas loving care when we leave for our long vacation! Thank you Joshua.”
“Lorenzo really enjoyed his stay with Colleen ! She sent pictures and msg everyday to me . Lorenzo looked so happy going for walks and playing . I would definitely leave him with Colleen again . 💕🐶”
“Our dogs, Rex and Meg, are happy to stay at Mandy’s home where they can live their best life while we are away. Mandy understands each dog’s needs and provides expert care. We are updated with regular communication and pictures of them playing, resting and acting silly. Our dogs are exercised and engaged with activities to keep them fit and healthy. We are grateful for Mandy’s skill and commitment to animal care.”
“Pamela did so well with Mikai! She was very communicative and accommodating, it was greatly appreciated! Will definitely have Mikai stay with her again! Thanks again Pamela! ☺️☺️”
“Dorotea went above and beyond with my little Larry! She loved him like her own! He was so comfortable with his first stay away from home! I was very nervous and she put my mind at ease immediately! The updated pictures and videos were priceless. I would highly recommend Dorotea, you can tell she loves what she does. Larry will be looking forward to future visits with his new friend.”
About: Hello everyone! I recently moved to Winnipeg from Italy with my boyfriend and our beloved dog. I've already worked as a dog sitter in Italy and I can't wait to meet your pups here in Canada! My English isn't perfect yet, and I'm studying it diligently every day, but don't worry: the language of the heart and cuddles is universal! I guarantee that every instruction, need, or specific request for your dog will be listened to with the utmost attention and precision. Having a dog myself, I know exactly what it means to love them as family. I will treat your furry little ones with the same dedication, patience, and love I give my own. I'm improving my English, but I'm a very precise person and will use translation tools to ensure | follow all your instructions perfectly.❤️ Your dog will feel very stimulated at my house and will definitely have company, as he can play with my dog, who is very friendly with everyone. I also have a small balcony, so when the weather is nice, we could even sit outside for a bit. I'll let him play. It's also part of my building, and there's a small dog park, so we could easily go down and play a bit there. I also have a kennel and some toys for my dog at home, so everything is already set up to make him feel at home too.❤️ My home is a welcoming place. My apartment is pet-friendly. Pets are more than welcome, and I will, of course, give your pet the utmost attention.
“It was our first time using Rover. Bubbles stayed with Jayson & Lovely for a week. We were a bit apprehensive as it was Bubbles’ first time boarding & we weren’t sure if he’ll do alright. We had an initial meet & greet & that assuaged or fears. They are a very lovely 😁 couple. Their 2 pups are equally cute. We were comfortable leaving our Bubba knowing he’ll be in good hands. They sent us multiple pictures & texts updates daily. We clearly saw Bubbles was having a wonderful time. We will definitely use their services again in the future. Bubbles found new besties with Tiddak & Choychoy! Keep up the good work Jayson & Lovely!”
“We cannot say enough wonderful things about Danylo and his wife! From the moment we met, they were warm, professional, and great with our pets. We received regular photo updates that gave us total peace of mind while we were away. They even went above and beyond to buy wet food for my dog as they noticed she didn’t eat much. Thank you for taking great care of Kiwi and Pikachu. We will definitely book with you again soon!”
“This was our first time using Rover in Winnipeg, and we had a wonderful experience with Tejaswini and Saumik. They were quick to respond, communicative, and made us feel completely at ease during the meet and greet. Their pup, Stewart, is a sweetheart, and he and Happy got along really well. We had a few last-minute changes to the pickup time, and they were extremely accommodating and understanding. Throughout Happy’s stay, we received regular updates and messages, which reassured us that he was in great hands. It truly felt like Happy was treated as part of their family and was just as comfortable as he would be at home. When we came to pick him up, Happy was actually a little sad to leave Stewart and the other pup behind! We would highly recommend Tejaswini and Saumik to anyone looking for reliable, caring pet sitters who will treat your pet like their own. We’ll definitely be happy to leave Happy with them again in the future!”
“Polina took exceptional care of my cat during a 13-day stay. She provided regular updates with pictures and videos, making the entire process of boarding my pet for an extended period completely seamless and stress-free. She truly deserves her high rating, and I wouldn’t hesitate to use her services again. If you’re looking for someone to watch or check in on your pet, Polina is undoubtedly one of the best. Thank you again!”
“Mr. Anderson and Sir Norman clearly had a better vacation than we did. They were spoiled, loved and cared for like royalty (which, according to them, is simply the minimum standard).We came home to two cats who barely seemed to notice we'd been gone...which is probably the biggest compliment of all! Wouldn't hesitate to book with again. Thank you Titiksha for taking such amazing care of our boys!”
“Catherine was very respectful and well mannered. She watched my cat for me and was very responsive on the app and sent photos and asked questions and took great concern in my cat’s comfort and safety. She washed the bowls and litter box I provided and was super nice. I will definitely book with her again.”
“What a wonderful experience with Stephanie. She was very communicative, sent pictures and made Rosie feel soo welcomed and loved. She was taken care of so well and her personality was accepted and she got soo many cuddles. We will definitely be using her again. Thank you so much Stephanie and family!”
“Owen provided great communication & photos while I was away. He was very relaxed & took extra care regarding allergies for Wyatt. He is clearly very comfortable with dogs which made leaving Wyatt with him easy & stress free!”
“Kuljit and Titiksha were amazing hosts to our two cats! They took really good care of them, even with the our cat’s special diets. Highly recommended and would use again”
The median cost per night for dog boarding in Winnipeg is $45
Dog parents share their Rover experiences - Winnipeg
We had a wonderful experience with Ingo. He took excellent care of our dogs and kept us updated with photos throughout their stay, which we really appreciated. It was clear they were happy, well cared for, and enjoying plenty of walks and attention. They came home relaxed, content, and thoroughly tired from all the fun they had. Thank you, Ingo, for looking after them so well. We would not hesitate to recommend you to others and would be happy to book with you again. 🐾❤️ Thank you, Ingo, for taking such great care of our dogs. We loved receiving the photos and seeing how happy and comfortable they were with you. They clearly had a fantastic time, enjoyed lots of walks and attention, and came home pleasantly exhausted from all their adventures. Knowing they were in such caring hands gave us real peace of mind. We truly appreciate everything you did and would happily recommend you to other pet owners. 🐶😊
I couldn’t have asked for a better sitter! My dog was treated like family, and I could tell Danylo genuinely cared about making sure he was comfortable and happy. Communication was great, and I felt completely at ease knowing he was in good hands. Highly recommend! 🐶❤️
This was Tofu's second time staying with Joshua and Loki, and we are just as happy with the experience as we were the first time. Joshua went above and beyond to make sure Tofu was well cared for and loved. We especially appreciate the daily photos and updates. Seeing Tofu happy and relaxed made us glad we chose Joshua again. We will definitely continue booking with him because we trust that Tofu is always in the best hands.
Richard and Melissa have been absolutely amazing with Rex! 🥰 They take such great care of him, and I always feel completely comfortable leaving him with them. Rex is always happy to see them and clearly has the best time during his stays. They’re reliable, caring, and great with him. I couldn’t recommend them enough! ❤️🐾
Thank you Catherine for taking care of my grandparents dog. He got to have a fun stay with her, she sent me messages and photos which my grandparents really appreciated. She also was very very flexible with pick up and I really think that was amazing and made things far less stressful
Arissa did an amazing job looking after Louis, ensuring all of his needs were met. She went above and beyond to ensure i had photo & video updates. Louis was given the royal treatment by Arissa that he is used to receiving at home with me. I will definitely be booking with her again in the future and highly recommend her.
We had such a positive experience with Camila. Netley settled in quickly and we were provided with updates through out his stay. We were nervous about some of his behavioural issues, but she handled everything with ease. Thank you for taking such great care of our boy!
Wish I could pick 10 stars! Akosua is nothing short of fabulous! I have an old english bulldog (Star) who doesn't do heat well. It was very hot while I was away. Akosua would get up before the sun rose to take out Star and take her out again after the sun set, which meant Akosua put her sleep aside and put Star first. She sent me daily videos, pictures and texts, which put my mind at ease. This was the first time I left Star with someone other than family. Because of Akosua's loving care, I will next time book with Akosua instead of my family :). Star loved her so much she didn't want to come home. Akosua taught me how to be a better dog mom, which I so appreciate. I would highly recommend Akosua, she is a caring and loving person :)
Kuljit &Titiksha kept my 2 dogs for 9 days and they were so good with sending updates and photos of my pups out for walks, sleeping and cuddled up with them. They did a very good job at keeping my anxiety down about having to leave my dogs behind while on a trip for the first time. I would absolutely recommend and use them again in the future. Thank you so much for taking my dogs last minute and taking such good care of them. I truly appreciate it. 🤎🤎
D'Arcy was a wonderful host for my energetic lab. She took her to play fetch and to the dog park and made sure she was exercised regularly. Communication was seamless and she was very accommodating when asked if pick-up time could be pushed a couple hours later than anticipated. I'd definitely recommend D'Arcy to anyone looking for a trusted home away from home.
We always feel great about leaving Harley with Melissa and her husband. She is happy while she's with them and this drop off she ran to front door. We trust that she is getting the right amount of exercise, socialization and cuddles while we are away. It gives us peace of mind. We will always try to book with Melissa.
Tenille and family were wonderful hosts for Dexter. Great communication and pics. Their pup Abby (did I remember that correctly?) was so sweet and a welcoming doggie friend for Dexter. Absolutely would ask this fabulous family to look after Dexter again in the future ! thank you !!
Lise was amazing!! Pippin was such a happy a tired pup after staying there for a few days. Even though it was extremely hot, she was able to get him out for shorter walks during the cooler parts of the day. He was absolutely spoiled and loved it! She was so great at giving updates on how he was doing. Just an absolute treat!
When I thought she couldn’t get better she did! Benny remembered her and her husband and was so excited to be back. Leaving him for trips are so hard, but it puts my heart at ease knowing how much he loves them. On top of that I got so many pictures and updates. I always feel very confident that Benny is loved and cared for when staying here. Wouldn’t book any other sitter!!
We booked a two-night stay for my dog with Irina, and everything was wonderful! She sent regular video updates, so I could see that my boy was having a great time and was happy and well cared for. It gave me real peace of mind while I was away. I highly recommend Irina and will definitely book with her again! ❤️🔥
I had my dog Kru stay with Emily for 3 nights this past weekend. I hadn't used rover before so it was all new to me. She has a great fenced on yard and her own dog for mine to play with for the few days. I don't have another dog so it was great that mine was able to play and burn energy at her house. She gave me reassurance I could check-in at any point and sent daily updates and pictures, which helped me to relax knowing Kru was doing great. She seemed to know alot about dogs and was attentive to learning about what my dog needed. He came back sleepy and happy. I highly recommend Emily!!
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
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 sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Meet local sitters who will treat your dogs like family
1. Search
Browse profiles of sitters near you who offer dog boarding
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests for dog boarding - Winnipeg
Select a filter and find qualifying sitters offering dog boarding.Sitters in Winnipeg average 6 repeat dog boarding clients
FAQs for Boarding - Winnipeg
Frequently asked questions about Rover
The average cost for Dog Boarding in Winnipeg on Rover is $44.4 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .
As of September 2026, there are 200 sitters on Rover offering Dog Boarding across Winnipeg. Enter your postal code to see which available sitters are closest to your home.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Winnipeg home-away-from-home, we recommend packing:
- Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts
- Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you
- Special instructions such as a list of training cues, medical administration needs, or favourite hang-out spots in your Winnipeg
Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.
A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they do not have any disqualifying offences.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .
Yes, you can find sitters who have experience administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and request a Meet & Greet to walk your sitter through your expectations.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
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