Dog Boarding Winnipeg
Find a loving dog boarder to watch your dog overnight at your sitter's home.
Over 1,985 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.”
“Melissa took wonderful care of Pepita while I was away. She was kind, responsible, and truly attentive to Pepita’s needs, and I could tell from the updates and photos that Pepita felt happy and comfortable with her. It’s clear that Melissa is not only great with pets but also a genuinely good person. I felt completely at ease knowing Pepita was with her, and I would definitely book with her again and highly recommend her to anyone looking for a caring and trustworthy sitter.”
“Mandy is fantastic. My dog Fergus was so well taken care of during his 15-day stay. When I dropped Fergus off at Mandy’s he had a sprained back leg. Mandy took great care of him and when I picked him up, he was all healed up. I highly recommend Mandy for your dog sitting and boarding needs. Thanks Mandy!”
“Joshua took really good care of my baby Tofu! They went on at least 2 walks a day and my dog was also really happy to spend time with his dog Loki. I got updates almost everyday which was very reassuring knowing that Tofu was having a good time. Definitely will book again with Joshua....a real star dog sitter!”
“Oh my gawsh, Colleen and her family took such great care of my poodle, it was her home away from home. Seriously the best folks to care for your fur baby! Thank you!”
“Pamela took excellent care of Pippa. She sent me a video or two everyday and I could see Pippa was playing and being well cared for. I would definitely rebook with 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.”
“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 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!”
“Awesome sitter! I had to drop off my kitten a little earlier than the drop off time and she was incredibly accommodating. Communication was great and I’ll definitely be using her again”
“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”
“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!”
“I highly recommend Tejaswini & Saumik for dog sitting. They are very capable people who have a passion for dogs including their own. Our dog Argo was in their care for 10 days. During that time they provided updates with photos & videos. Argo enjoyed playing & keeping company with there own dog. They got along so well & their backyard is very large, perfect for dogs to run around. They follow the instructions given & you can tell they have lots of experience. Our flight was unexpectadly cancelled. They were very accommodating & understanding. I would not hesitate to use their services again. 😇”
“Rosa was amazing with Sammy. I cannot thank you enough for making this easy for me and my family. It was my first time having my baby left with anyone other than family so I was very nervous but they were amazing with her.”
“Jerry seemed to be happy after spending couple days with Stephanie. Thank you very much for looking after our little Jerry. The conveniece of having him picked up was really helpful. Highly recommended!”
“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!”
About: I’ve taken care of dogs since I was in grade school as our family are dog lovers. I had my own first pet since 2016c her name is Lulu, I have taken care of her back home in the Philippines until she’s pregnant and her puppies. I’m currently working at home work 2days on weekdays and available on weekends so I have plenty of time playing and taking care of your pets. I am currently solo living in a pet friendly one bedroom apartment with minimal furnitures that surely will give your pet enough space to play and feel at home.
“Excellent service!! I am very happy that I chose you as Max's sitter, I received a large number of photos and videos showing the entire adaptation process, without a doubt Max was at home, he also managed to socialize very well with Meimei who is an excellent hostess . 100% recommended and I would definitely use it again.”
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.
The median cost per night for dog boarding in Winnipeg is $45
Dog parents share their Rover experiences - Winnipeg
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!!
Joshua is fantastic! He’s watch Kolsch a few times now and she always is so happy to spend time with him and Loki. I get plenty of pictures and updates. There was some really hot days during this stay and Joshua was mindful of making sure Kolsch was getting enough exercise still but not overheating, and sent me updates on how she was doing. Kolsch loves Joshua and has a blast every time she stays with him - and I know he is taking very good care of her :)
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! ❤️🔥
Burgess was incredible with our dogs! He sent us pictures and videos while they stayed with him. They had a fabulous time hanging with his dogs, they clearly all became besties. One of my dogs is afraid of the stairs but Burgess made sure to carry her down so she could have fun with the others. We will absolutely be using him 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 August 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 August 2026, there are 205 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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