Dog Boarding Winnipeg
Find a loving dog boarder to watch your dog overnight at your sitter's home.

Over 1,922 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.”

“Mandy truly loves my puppy and goes to great lengths to provide a stimulating, enjoyable environment for him. I recommend Mandy to anyone looking for excellent pet care.”

“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.”

“Gaia was a fantastic sitter for our corgi, Peanut. She took Peanut out for walks and took great care of him. She sent me updates and photos during his stay there to keep me updated.”

“Pamela gave our 13-year-old dog Maisie the best care we could have asked for. She is a warm, caring dog lover who understands what they need. Maisie had a great time going on walks and meeting other dogs under the calm watchful eye of Pamela. I highly recommend her.”

“Jessica was absolutely wonderful with Gypsy! Gypsy is a nervous dog who takes time to warm up to new people, and Jessica was incredibly patient and understanding with her. She gave Gypsy the time and space she needed to settle in, and it was lovely to see how quickly Gypsy started feeling comfortable with her. Jessica kept me updated throughout the stay with regular messages, updates and the most wonderful photos. It meant so much to see Gypsy being included in family life, going for walks, enjoying the park and getting all the cuddles and attention she deserved. I was nervous about leaving Gypsy, especially on such short notice, but Jessica made the whole experience so much easier. She was kind, accommodating and clearly genuinely cares about the animals in her care. I would happily book with Jessica again and highly recommend her to anyone looking for a caring, patient and trustworthy sitter. Thank you for taking such good care of my girl! ❤️”

“Jayson and Lovely are very warm and friendly, and very knowledgeable about small dogs. They took Shadow in like he was their own. They provided daily updates with pics and videos which we really appreciated. We knew Shadow was in good hands, we weren't worried at all!”

“This was our family's first time entrusting someone to care for our cat, so we were understandably a bit nervous. But Polina quickly put our minds at ease, she’s a fantastic sitter. We’ll definitely be turning to her again the next time we need someone to look after our furry family member. Thank you, Polina!”

“We couldn’t be happier with Shirley’s stay at Karen’s! From the start, Karen showed genuine care for our cat. She provided regular updates and photos, which reassured us that Shirley was having a great time. Karen was attentive to Shirley’s needs and when we picked her up, she was relaxed and content. We highly recommend Karen as a sitter and will definitely be using her services again.”

“Stephanie took great care of my two babies for almost a week. Anyone who’s looking for someone to take care of their fur babies should get her. Will recommend to everyone I know. Excellent job Stephanie!!!! You’re awesome. Will definitely go back!”

About: I've cared for pets, mostly dogs and understand how important it is to keep them comfortable while their owners are away. I know that makes them sad so I do my best to make them happy/cheer them up. I'll make sure your pet feels safe, happy, and well cared for. I'll also keep you updated with messages and photos so you know how they're doing. I work hybrid (some days from home some days in the office) so pet care fits well into my routine, and I enjoy making time for walks, playtime, feeding, and maybe some snuggles. I do my best to keep pets on their normal schedule so they feel comfortable and settled if doable with the schedule. Your pet's safety and comfort are my top priorities. I do my best to try and learn their personality and apply any special instructions before caring for them. Whether I'm looking after them in your home or mine, I'll provide a calm, safe environment and follow your directions closely. I'll treat your pet like they're my own and keep you updated along the way.

“Absolutely fantastical! I was in an emergency and autumn stepped up and helped me out. Absolute life saver. Sent me pics and videos of my lughead which she affectionately named meatball. He's definitely a meathead. Extended the duration when I wasnt sure what was happening with work. Without her I would have been S.O.L!!”


“Katie took care of our Bert really well! Bert even made friends with her dog Fletcher! I highly recommend if you’re in Wolesley area to book her. She was willing to accept us at the very last minute!”

“Aelin normally will be scared the first few days in a new space but from the photos i got she seemed completely comfortable right away clearly had a great time!! Kuljit and Titiksha were wonderful!!”

“Owen took care of our adopted 4 yr old Rottie who was very new to us. He communicated with us with pictures and updates every day, and was so patient with our dog who struggles with separation anxiety. Owen’s services were absolutely exceptional. I can’t thank him enough!”

“It was our first time using Rover and Pukker (9-month-old pup), and I had a great experience with Tenille and her family! Pukker is my first dog, and I may be a helicopter dog mum while learning about dog behaviour etc. After our meet and greet, I felt comfortable leaving Pukker with Tenille, who stepped in at the last minute for boarding. They were all very knowledgeable and caring! Pukker was very happy when I left her, and Tenille sent updates and pictures and gave my pup the best care. Although it was only a two-night stay, my partner and I have noticed Pukker is calmer and doing much better on leashed walks! We both agree that I made the right choice for our pup! I recommend Tenille and plan to book more pup staycations with her!”

About: I’ve taken care of different kind of pets all my life. My family has a German shepherd who I care for when needed for my parents and I am the standard pet sitter for all my friends. For everything from a bunny to a boxer! I also live in very close proximity to Kilcona dog park if your pet enjoys dog parks! I currently work full time but work from home one day a week. I do travel for work but when at home am done by 4 and have all weekends off. My schedule is very adjustable if needed. I am able to board on weekdays as long as your pet is able to be alone for approximately 8 hours on a weekday! I have a fenced yard and a pet safe home. I have no animals currently so your pet would get all my attention. I live in a two floor house so your pet is free to roam and I have a very dog friendly home as far as furniture goes!
“We went away on vacation and Sunisha provided amazing care for Roscoe - providing us multiple photos daily showing how he was settling down and getting comfortable in her home. And when we needed to make alternate arrangements for pickup, she was understanding and flexible. 10/10 would recommend”

“Cathy is amazing! She was very attentive to our dog’s schedule and personality, making sure he experienced as little disruption as possible in being away from home. We loved the frequent picture updates and the confidence that our dog was being showered with love.”

“My dog stayed for 5 days and got groomed. She sent me videos and pictures daily and he seemed super happy with her golden retriever and kids. Will definitely leave him with her again! Thank you!”

The median cost per night for dog boarding in Winnipeg is $45
Dog parents share their Rover experiences - Winnipeg
Jessica is really a six-star border. I was somewhat nervous with my first-time boarding, but after meeting I was at complete comfort knowing my dog would be in great hands and a loving home. Caring feedback and communication rounded out a great experience. Highly recommended.

They were able to accommodate me on very short notice and took care of my dog, Filly, as if she were their own. They also kept me updated throughout the stay, which gave me great peace of mind. I truly appreciate their care and kindness. Highly recommended to anyone looking for a trustworthy and caring place for their furry family members!

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. 🐶😊
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 November 2026. Most bookings cost between $32 and $60 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.
sitters in Winnipeg have an average of 14 years of experience. Each sitter has their own unique experience and skill sets for different types of pets. You can find details of each sitter’s potential certifications and abilities, such as pet first-aid or senior pet experience, listed on their profile. Look at other pet parent reviews and repeat pet parent booking rates for an idea of their pet care exp erience.
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.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
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.
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 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 tips for your first Meet & Greet.
You and your Winnipeg sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.










