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%.
“Blueberry has stayed with Titiksha from the very beginning and we couldn’t be happier. He always comes home looking well cared for, healthy and relaxed. We get regular photos and updates during his stays so that help a lot when we are missing him. Titiksha cares for him like he’s her own cat and it really shows. Thanks Titiksha!”
“Sugar had a great time with Richard and Melissa. She was a little nervous at first, but they gave her lots of TLC and she was soon feeling right at home. I received regular updates and some great photos. They were very patient and understanding and even invited Sugar to come back again. Thanks so much!”
“Colleen and her family were so wonderful while I was away for a week! she sent me updates and pictures almost everyday and my dog had a great time while in their care. their home is lovely and I felt she was so welcomed there immediately. I will definitely be using Colleen again!”
“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! ☺️☺️”
“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!”
“Elizabeth was amazing with my dog. She sent regular pictures and updates on how she was doing. She extended hazels stay every time I asked her and she even went out and bought her food. Amazing lady. Definitely recommend”
“Maya enjoyed a lot the stay with Cady and her husband, they were sending us a lot photos and videos to be more comfortable with our baby away. Thanks a lot Cady for all the take care and time with Maya.”
“We received daily updates on Pika’s experience. She received so much love while we were away and Jayson and Lovely accommodated our late pick up. We will book again!”
“Took good care of our dog Mocha! She also took excellent photos! No qualms the first time we did a meet and greet first. Totally trustable. For sure we will leave our dog Mocha with her again.”
“We are beyond grateful to Melissa and her wonderful family for taking such exceptional care of our beloved Milo. From the moment we dropped him off, we felt a deep sense of peace knowing he was in loving, capable hands. Throughout the entire week, Melissa kept us updated with sweet photos and thoughtful messages that truly put our hearts at ease. It was clear that Milo wasn’t just being looked after—he was being welcomed into their home like one of their own. Whether it was cozy snuggles, playtime, or peaceful walks, he looked happy, relaxed, and so loved. Their home is warm, calm, and filled with kindness—everything a pup could hope for when away from their usual surroundings. Milo returned to us happy, healthy, and with a wag in his tail that said it all. We feel so lucky to have found Melissa and her family. They are truly a rare gem in the world of dog-sitting. Thank you for giving Milo such a beautiful little vacation—we can’t wait to see you again!”
“Very responsible and accommodating! Polina provided the best care of my cat while I was away for 7 days. Her place is spacious and safe for a cat. She sent me daily updates with photos and videos, and I was able to communicate with her easily if I have questions. I would recommend Polina to anyone looking for boarding and I definitely would have her look after my cat in the future.”
“Our Heeler had never stayed with anyone else before and is typically a bit of a nervous / shy boy. We have a trip coming up and needed to find him a suitable family to stay with while we are away for a week. After our first meet and greet which went super well, we decided to book an overnight stay so our dog could get used to Tejaswini & Saumik's home before leaving him there for a week. I have nothing but positive things to say about Tejaswini & Saumik. From the moment I met them it was very obvious that they were very experienced with dogs. They knew how to properly and slowly introduce my dog to theirs. They were patient with mine and gave him space when he needed it. They took it slow and let him lead the speed. He was stressed out about being away from me (first time in his 4 year life) and confused. Saumik even went so far as to set up a bed for himself on the main floor so he could stay close to my boy to help get him more settled for the night ❤️. By the next day my boy was following Tejaswini everywhere and started to settle in. I know that with a bit more time he will enjoy his stay and will start to play with their dog Stewie (who is such a patient and good boy). Tejaswini & Saumik's home is well set up for caring for your dog. They have gates and panels that they can modify to keep the dogs safe and give them their own area/space as needed. They also have a large fenced in and escape proof yard. I was also happy with the communication and amount of updates I received from them. They're very quick to reply and sent videos and pictures regularly. I know that when my boy goes for his one week stay that he will settle in and be well taken care of which will really allow me to enjoy my trip with my husband and kids. Thank you Tejaswini & Saumik! I'm so glad we found you!”
“Anna is very nice with our Luke. She made sure that he had his own space to adjust since our cat is not use d to new environment. I will definitely ask her to lookenfor our Luke again.”
“We have had our dog board with Mandy as well as go to her house for daycare. Mandy genuinely loves & cares for our dog as if he was her own. She is reliable and organized as well. We have used Mandy for over a year and she has never once canceled on us. We highly recommend Mandy!”
“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.”
“Leaving your dog with someone can be nerve-wracking, but after Kendall and her family watched Stanley, every bit of anxiety I had completely disappeared. I felt so blessed knowing Stanley was in such a beautiful, loving home where he was truly treated like part of their own family. Kendall is incredible with young pups and all types of dogs, making sure every pet feels completely comfortable and cherished. They went so far above and beyond—taking Stanley to the lake, introducing him to her extended family, and letting him play to his heart's content with the other dogs. Stanley was in absolute heaven! The moment I knew just how much love he felt was when Kendall shared that Stanley slept right on her pillow, exactly like he does with me at home. On top of all that, Kendall kept me connected with daily texts, photos, and video updates; my heart was filled with so much love and gratitude every time a message popped up. Kendall and her family are remarkable, and I cannot recommend her highly enough to anyone looking for extraordinary care for their dog.”
The median cost per night for dog boarding in Winnipeg is $45
Dog parents share their Rover experiences - Winnipeg
We’re so happy with the care Danylo and his wife Alina gave our dog, Reggie. From the very beginning, I felt confident that he would be in good hands. They were incredibly kind and attentive in all of our communication, asked thoughtful questions, and were very flexible with everything. While we were away, they kept us updated with photos, and it was so nice to see Reggie looking relaxed, happy, and well taken care of. We could tell he was comfortable and enjoying his time with them. They are honestly some of the best dog sitters we’ve ever had, and we couldn’t be happier. I think Reggie might even miss them a little already!
Leaving your dog with someone can be nerve-wracking, but after Kendall and her family watched Stanley, every bit of anxiety I had completely disappeared. I felt so blessed knowing Stanley was in such a beautiful, loving home where he was truly treated like part of their own family. Kendall is incredible with young pups and all types of dogs, making sure every pet feels completely comfortable and cherished. They went so far above and beyond—taking Stanley to the lake, introducing him to her extended family, and letting him play to his heart's content with the other dogs. Stanley was in absolute heaven! The moment I knew just how much love he felt was when Kendall shared that Stanley slept right on her pillow, exactly like he does with me at home. On top of all that, Kendall kept me connected with daily texts, photos, and video updates; my heart was filled with so much love and gratitude every time a message popped up. Kendall and her family are remarkable, and I cannot recommend her highly enough to anyone looking for extraordinary care for their dog.
Lise was fantastic!! This was our first time using a dog sitter and it couldn’t have went better. Lise was a pleasure to work with and took excellent care of our dog Freddie who is high energy and can be a handful. She sent plenty of pics and updates along the way. Would recommend Lise 100%.
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. 🐶😊
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.
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.
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 !!
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!!
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 Dog 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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