Dog Boarding Winnipeg
Find a loving dog boarder to watch your dog overnight at your sitter's home.
Over 1,910 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%.
“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 are very caring and treated my dog like their own. They went above and beyond making sure she was comfortable during her stay. We got numerous updates and pictures during her stay. We will definitely be going back again soon!”
“Cady and her husband took exceptional care of our beloved pet during our time away. Their attentive approach ensured that Rex received not only the necessary care but also companionship and love. They consistently provided us with detailed updates, which offered a sense of reassurance that Rex was happy and secure in their hands. The way they communicated was impressive; they shared photos and messages that vividly illustrated Rex’s daily activities, making us feel connected and at ease. We truly appreciated their dedication and commitment to keeping our furry friend safe and content! Until next time!”
“I’ve booked with Gaia twice now, and both experiences have been wonderful! She was incredibly attentive and caring with my dog, and I always felt reassured knowing she was in good hands. She sent me regular updates and messages throughout the stay, which I really appreciated because it made being away so much easier. We even ran into a few sensitive situations with my dog (her eye acting weird, and her heat starting unexpectedly) but Gaia was so helpful and supportive! She was very responsive and clearly paid attention to my dog’s needs and comfort. Highly recommend! 😊”
“We had an amazing vacation time, because we knew Luna was well cared of. Dorotea was awesome, she sent us pictures and videos every day. We recommend her, and we'll definitely book with her again.”
“Jayson&Lovely are truly everything you can ask for in a sitter! It’s very hard finding someone you can trust to watch your fur babies so thankful I found them they provided amazing care for Marley, Marley had so much fun I don’t think she wanted to come home 😆 very grateful for them thank you both sooo much!!☺️”
“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.”
About: I have been a dog owner my entire life. From a chihuahua to a Labrador, we've had all shapes and sizes. You can count on lots of love and a daily dog park trip for your pup! I mainly work from home so I am able to give your dog lots of bathroom breaks throughout the day as well as walks and trips to the dog park near by. I have a fenced yard and a friendly 3 year old husky cross. I have two dog loving kids who know how to treat and respect dogs. We live a short ride from our local dog park.
“Amazing, as always. 10/10, Simone & Adam are some of the best humans I’ve had the privilege of meeting in my life. So having them care for my pup for extended periods of time is truly a blessing. I’m very thankful for them.”
“Diana’s was awesome with our two little babies 🦮🐶. She was the only reason we were able to stay calm while being away from them. She kept us informed by sending us photos, videos, and comments of every walk, or fun moment with them. She did a meet and greet previous the boarding which helped me and my husband to feel comfortable, and our doggies just fell in love of her and her beautiful family. I’ll always recommend her for her professionalism and the heart she puts into caring for animals. As long as she is able to, she will be our forever go to petsitter 😊”
“She has taken care of Theo multiple times for in house boarding when we go on trips, and always does a great job at keeping contact and sending photos and updates on how he is doing! Super Super great as always ❤️”
“Camila took great care of Zarco! He was energetic and happy when I picked him up. She made sure he followed his new diet (despite his protest) which we really appreciated. She also made sure he got lots of love and attention. It was great getting pictures and updates while we were away. We will definitely be using her again for future travels. It was also great that we picked him up and he was nice and tired out and ready for cuddles. He's a bit of a prince and doesn't like to go out in the cold so it is always a trick to keep him exercised when it's cold.”
“Our first time using Rover, and Julius and Glenda truly exceeded our expectations! They treated Bella like their own, giving her so much love, attention, and care. It gave us such peace of mind during our vacation knowing she was in such good hands. We couldn’t have asked for a better experience, highly recommend their service to anyone looking for trustworthy and caring sitters!”
“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.”
“Cathy was an exceptional care giver for my little 12 1/2 year old Yorkie. Rhylie was a happy girl from day 1. I was so pleased to receive daily updates, making my vacation stress free. I will certainly call on Cathy for my next trip.”
“Our dog (Alfie) had a great time with Noshin and her husband! They sent daily pictures and it was evident that Alfie was comfortable with them and was very well taken care of. Feel so happy to have found them! Thanks so much!”
“Karen was amazing!! This was my first time using Rover so I had a few questions she happily answered. She was easily available for dropping off and picking up my cat and the transition was very smooth. She sent pictures of my cat immediately so I knew she was in good hands. She continued to send at least one picture or video a day but usually sent a few throughout the day. I will definitely have Karen watch my cat again and recommend her to anyone looking for a cat sitter!”
The median cost per night for dog boarding in Winnipeg is $45
Dog parents share their Rover experiences - Winnipeg
I couldn’t have asked for better people to take care of my dog. They were so kind and attentive. My dog had the had the best time, especially getting to play with her new friend Archie! It truly felt like she was having her own little vacation while I was away. It means so much to know that my dog was well taken care of. I would highly recommend and rebook with Meghan and Marcus.
Kendall was truly wonderful with my elderly little guy Louie🥰 We had not left our 16 year old dog with anyone but my parents all these years but they had moved into an apartment where dogs are not allowed. We were very stressed about finding a place for him to stay while we travelled and I searched on River and found Kendall. We could not have picked a better sitter for him. Kendall is truly a dog lover and provided the best time for Louie who has gone blind from cataracts. She sent us photos of him having fun with her little dogs and romping in their enclosed garden. He was safe and happy. I am booking him in with her again in a few weeks. Thanks Kendall!!!
I can’t say enough wonderful things about Autumn and her husband, Drake! They took such amazing care of my dog, Molly, and I could tell right away that she was in loving and caring hands. They were incredibly attentive, kind, and patient with her. Molly can have some behaviors that require a little extra patience and understanding, and Autumn and Drake went above and beyond to work with her and make her feel comfortable. They didn’t just “babysit” her—they genuinely cared about her and took the time to understand her. It gave me such peace of mind knowing Molly was being treated with so much love and compassion while she was there. They did a phenomenal job, and I would absolutely trust them with Molly again. I highly recommend Autumn and Drake to anyone looking for someone who will treat their dog like family! ❤️🐾
Reycel was wonderful, she took good care of our Elliot during a challenging time as he progressively started showing parasitic symptoms during his stay. Watched over him closely and catered to his every needs and more….We are very grateful for her. Thank you so much Reycel!!!
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.
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.
How to book dog boarding
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 of Dog Boarding in Winnipeg is $44 per night as of October 2026. Most bookings cost between $33 and $61 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 200 sitters on Rover offering Dog Boarding across the city of Winnipeg. About 94% typically respond to requests within 60 minutes.
Enter your address and booking dates to see which sitters are available near you. You can also message multiple sitters to improve your chances of finding the right care.
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
<b>Tip:</b> 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 , which provides up to 25,000 in eligible veterinary care reimbursement.
A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our .
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 .
Yes, you can find sitters who have experience administering medication or managing dietary requirements. On Rover:
- 88% of sitters can help with special care needs
- 92% can help with giving oral medications or injections
- 95% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, 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 use the Meet & Greet to walk your sitter through your expectations.
sitters on Rover , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.
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