Dog Boarding Winnipeg
Find a loving dog boarder to watch your dog overnight at your sitter's home.
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%.
“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!”
“Josh and Loki were excellent hosts. He kept us informed and took our dog on lots of walks and trips to the dog park. It was over Christmas and Santa even had a gift for her. We will definitely rebook again.”
“Colleen, Dean and Grace, Thank you for taking great care of Toby while I was away. He had a great time. I look forward to future bookings with you. You are an awesome family of sitters!”
“Anna and family are kindhearted and trustworthy caregivers. We met Anna for a meet and greet, and arranged one day of daycare, before leaving our 1-year-old poodle in her care for a week. Our pup had a wonderful holiday boarding with Anna and we enjoyed our trip knowing she was in great hands! Anna was very responsive when communicating and sent photos and messages throughout the stay. Anna is so kind and calm, which made us feel very much at ease. We'll absolutely be asking for Anna again next time we're away.”
About: I've had dogs since I was a kid, I'm used to big, high energy, and stubborn dogs of all ages! We've been fostering pups on and off for over a decade. We have a senior dog and an 11 month old puppy at home and have cared for 5 foster pups in 2026 alone. I'm currently off work with a disability and have been taking care of dogs and puppies on a volunteer basis/as a foster. I'm taking a break from fostering and figured I could do this in the meantime! Since I'm not currently working I can offer a lot of time, energy, training and care to a dog. We have a 11 month old female husky x puppy at our house who is incredible with other dogs and loves to play all day long! We have a fenced yard. I'm home all day, and my wife works from home so we can hang out with and keep an eye on your dog(s). We can crate your pooch if necessary overnight or if we need to pop out and we have small medium and xl crates at home. We have 2 kids at home 14 and 4 who love to help out and play.
“Cady and her partner set the bar! They were truly the best people and animal loving duo! Atlas had a fantastic time with them! He enjoyed every moment of it and the communication that they gave and the updates were truly amazing!! I couldn’t have asked for better people to watch our dog! I would recommend them to everybody and anybody!!”
“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.”
“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!!☺️”
“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! ☺️☺️”
“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”
“Booked with Shuangshuang for 6 days. Our puppy was very well taken care of. Highly recommended. She sent updates within 30 minutes of dropping of and would send multiple updates throughout the day! We will definitely book with her again!”
“We are incredibly grateful to Simone and Adam for the amazing care they gave our precious kitten, Skye. From the very beginning, we knew she was in loving and caring hands. Simone and Adam treated Skye like she was part of their own family. They gave her so much love, attention, and affection, and the regular updates and photos brought us great peace of mind while we were away. It was clear that Skye was happy, comfortable, and truly cared for. When Skye came home, she was healthy, relaxed, and full of her playful personality. We also want to thank Simone and Adam for the thoughtful gift—it was such a kind and generous surprise. Our children were so happy, and our whole family truly appreciated the gesture. We wholeheartedly recommend Simone and Adam to anyone looking for trustworthy, compassionate, and dedicated pet sitters. Thank you both for treating our little Skye with so much love and care. We couldn’t have asked for better people to look after her, and we will absolutely trust you with her again in the future!”
“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. 😇”
“Zeus had a great time with Paul. I received updates throughout each day. Zeus can be pretty shy and unsure at first, but seemed like he got comfortable right away. Will definitely be rebooking.”
The median cost per night for dog boarding in Winnipeg is $45
Dog parents share their Rover experiences - Winnipeg
We were nervous to drop off our dog. We were delighted when we met Arissa. She was kind patient and took to our dog right away. She met us at the park before our stay so that our dog could get to know her our dog felt calm and cared for. She administered medication, and showed great patience with our senior dog. To put us at easeshe sent us several photos during the day so we knew how our dog was feeling the whole time. We are appreciative and will certainly be back.
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.
Thank you so much for taking care of my dog! I really appreciated the updates, photos, and the care you gave throughout the stay. You made the whole experience stress-free and I could tell my dog was comfortable and well looked after. I’d definitely book with you again and recommend you to others!
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!!
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.
Autumn and friends were wonderful boarding my aggressively affectionate puppy this past weekend. She was flexible and understanding of time changes and kept us up to date with photos and videos of our pup. Her dog Anubis was a wonderful playmate with our pooch. I highly recommend Autumn for any type of boarding, daycare, ect. We will be booking with her again soon.
It was just a great decision leaving our baby Milo with Jeorge and Angelica. They are nice and dog loving people that really took the time to care for our boy. They made sure to update us with him, sent us pictures, asked us questions about him to be able to care for him the best they can. Milo came back to us with such a kind and calm demeanour. Recommend these couple to everyone. Thank you again and Milo misses you guys! 🐶❤️
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 Rover works
1. Search
Browse profiles of sitters near you who offer dog boarding
2. Meet & Greet
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 near you
Select a filter and find qualifying Winnipeg sitters!Sitters in Winnipeg average 6 repeat dog boarding clients
FAQs for Dog Boarding - Winnipeg
Frequently asked questions about Rover
As of June 2026, there are 214 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.
Connect anywhere with the Rover app
