Dog Boarding in Headingley

Find a loving dog sitter to watch your dog overnight at your sitter's home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
Calendar Recently Updated
1. Sonja

Charleswood Pet Sitter/ Dog Walker

winnipeg, MB

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: Hi there! Thanks for checking out my profile. My name is Sonja, I live in the Charleswood area in Winnipeg, MB. I'm a working professional for the ... (more)

Calendar Recently Updated
2. Shauna

I️mHome full time and love all dogs

Winnipeg, MB

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"shauna has looked after my dog while I'm at work. She takes him for walks over lunch hour and has house sat as well. I have also recommended her to friends... (more)"

Calendar Recently Updated
3. Erin

I only accept one dog at a time!

Winnipeg, MB

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

About: Hi!! My name is Erin and I am a huge dog lover. I had a wonderful Lhasa Apso named Coco for 16 years whom I miss very much. I was an animal car... (more)

Confirmed availability
This weekend
4. Brian

You get what you pay for.

Winnipeg, MB

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Brian was so accommodating and sent updates to me during Mekos stay with him, which put my mind at ease. Next time we are in Winnipeg we are most definitely ... (more)"

Calendar Recently Updated
5. Cassidy

Steps away from the Harte Trail

Winnipeg, MB

Dog Boarding

"Cassidy is an animal lover! She has had many throughout her life. She genuinely cares for them and would provide a safe and loving environment! (more)"

Calendar Recently Updated
6. Leslie

Full time care, with fenced yard.

Winnipeg, MB

Dog Boarding, Drop-In Visits, Doggy Day Care

"Leslie is very welcoming and caring. She is very interactive with the dogs and has a large fully fenced yard for them to run around in. While our dogs were i... (more)"

Calendar Recently Updated
7. Randi

Available for cuddles and walks!

WINNIPEG, MB

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Miss Randi was raised with and taught to properly care for her own familys' pets. She has an innate ability to communicate and positively interact with anima... (more)"

Calendar Recently Updated
8. Lauren

Dogs are family

Winnipeg, MB

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"I have not met a single person that is as excited to meet every dog that comes within eye sight as Lauren. She offers a kind and compassionate heart and a pu... (more)"

Calendar Recently Updated
9. Ross

Ross-Winnipeg City Dog Boarding

Winnipeg, MB

Dog Boarding, Drop-In Visits, Doggy Day Care

"Great place for your pets. Always a family member home and lots of care and cuddles. (more)"

Confirmed availability
This weekend
10. Joy

Home full time- small fenced yard

Winnipeg, MB

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Joy C is a wonderful pet owner who would look after your pet as if it was her own. She has 2 beautiful furgirls who would be awesome play mates for your pet.... (more)"

11. Karli

Fenced yard and close to dog park!

Winnipeg, MB

Dog Boarding, Dog Walking

"Molly had a ton of fun with Karli! Thank you!!! (more)"

Calendar Recently Updated
12. Kara

Vet Tech by Day-Dog Sitter by Night

Winnipeg, MB

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Kara is an amazing veterinary technician. She is smart, caring, hard working and extremely knowledgeable. You’re pet is in the safest hands possible with Kar... (more)"

13. Jo-Ann

Compassionate Care

Winnipeg, MB

Dog Boarding, Doggy Day Care, Dog Walking

"Jo-Ann watched my dog for me often over a 3-4 month period while i was employed full time so that my dog could get some socialization that i was too busy as ... (more)"

14. Irene

Serendipity's Pet Home Day Care

Winnipeg, MB

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Lambo loved staying at Irene’s! She is a fantastic furbaby mama and a furbaby babysitter! Lambo really enjoyed being at Irene’s with her two dogs and childre... (more)"

Calendar Recently Updated
15. Nick

Large Fenced Yard, Dog Playmate

Winnipeg, MB

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care

"From many trips to the dog park and visits to his house, I know that Nick is a huge dog lover. I would trust him with my fur baby if I ever went away, knowi... (more)"

16. Brittany

Passionate about animals

Winnipeg, MB

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: My two rescues Tigger & Goober are always looking for new friends. Adopted Tigger 5 years ago, hes my 80lb lab x. I foster failed with my 13th fost... (more)

17. Kendra

Home full time with big fenced yard

Winnipeg, MB

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Kendra is someone that you can rely on. We have seen first hand how she takes care of her pets. There is no limit for the love and the respect that she has f... (more)"

18. Jessika

Vet Assistant & Dog Sitter

Winnipeg, MB

Dog Boarding, Doggy Day Care

"Very compassionate and responsible with my little fur babies. I can trust they will always be well taken care of. She always gives them lots of cuddles ! (more)"

19. Olly

love dogs, have dog park closeby an

Winnipeg, MB

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: i have had 3 dogs in my life, years of experience with them. my home has a big yard and its all fenced so great for dogs to play in. have 1 dog j... (more)

20. Colin

care giver with tons experinever!

Winnipeg, MB

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

About: My name is Colin Burston, I am 20 years old., looking for part time or full time work. I have two golden retrievers(11yrs old and 5 months). Boths... (more)

Top Cities in Canada


Never beg a friend to watch your dog again, and no more dog kennels. With Rover, you can find your the perfect Headingley dog sitter in seconds. When you book dog boarding on Rover, your dog will enjoy a loving, relaxing stay in your dog sitter's home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers pet boarding for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care, right in their sitter's home. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers dog lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for you to reach dog sitters in Headingley, MB who can provide the care your dog needs, when they need it.

Looking for an on-demand solution to your dog boarding needs when you're short on time? Then you'll love the Rover dog boarding app. The Rover app features hundreds of highly-rated, trustworthy dog sitters, and you can scroll through the options or simply re-hire your regular dog boarder in no time. Your dog sitter can share real-time photo updates via the Rover dog boarding app, and with the app's cashless payment feature you'll be able to compensate your dog sitter quickly and safely, with no need for cash, checks or tips.

You'll also be able to relax when it comes to price, because the cost of dog boarding in Headingley, MB is surprisingly reasonable. No matter your budget or lifestyle, there's a dog sitter on Rover to match your wallet. Wondering how much most people pay for Rover dog boarding services? The average dog boarding rates will give you a good sense of what to expect before checking out the individual dog sitters' hourly rates.

In other words, when you use Rover to find Headingley dog boarding services, your pet is given the best in loving care and hands-on attention, and you don't need to miss out on that just because life got in the way.

Interested in what it's like on the other side? Do you think you have what it takes to become a dog sitter for Rover? We're always looking for people with a passion for pooches to join our dog boarding roster. If you've been thinking about starting up your own dog boarding business, or even if you've been doing it on your own for a while, you'll want to check out our easy application process and consider joining the hundreds of awesome dog lovers who use the Rover dog boarding platform. When you become a Rover dog sitter, you get access to great support, including premium pet insurance and immediate, cashless payment (no more worrying about whether you'll get paid on time). Why not apply today?