Dog Boarding in Headingley

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Bernard M.
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Sitter Profile Image: Bernard M.
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1. Bernard M.

I really like best friend company
Winnipeg, MB, R3J
10.0 km. away
Boarding
5.0 out of 5 stars
14 reviews
4 repeat clients
from
$40
per night

Bernard is great! Very accommodating friendly and great with dogs. Shyloh fell in love with him instantly and you could tell Bernard fell in love with her as well! Bernard sent me a couple pictures and let me know how things were going which helped with my anxiety about leaving Shyloh! But there was no need to worry Bernard took great care of her! Would definitely recommend Bernard to anyone and will hopefully be using him again in the future! :)

Sitter Profile Image: Cortney & Mark L.
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Sitter Profile Image: Cortney & Mark L.
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2. Cortney & Mark L.

Dog Loving Family with 2 Kids
Winnipeg, MB, R3K
7.9 km. away
Boarding
5.0 out of 5 stars
11 reviews
3 repeat clients
from
$40
per night

The best!! Very loving family who we instantly felt at ease with upon meeting. They took our dog to soccer games, cabin, beach — and our dog had the best time! They sent us updates as needed. We would leave our dog again with them if we have a chance! Thank you, Cortney and Mark, for extending your home! ?

Confirmed availability: Victoria Day Weekend
Sitter Profile Image: Stephanie O.
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Sitter Profile Image: Stephanie O.
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3. Stephanie O.

I Would Care For Animals As My Own!
Winnipeg, MB, R3J
13.6 km. away
Boarding
5.0 out of 5 stars
83 reviews
39 repeat clients
from
$48
per night

Stephanie is awesome! We were kept up to date about Bernie throught out his stay with messages, pictures and videos. It made us feel at ease that Bernie was sij good company. She was very prompt with answering questions and concerns. She is easy to work with. We will definitely continue to book with her in the future.

Confirmed availability: Victoria Day Weekend
Sitter Profile Image: OWEN H.
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Sitter Profile Image: OWEN H.
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4. OWEN H.

I like big mutts and I cannot lie
Winnipeg, MB, R3R
11.5 km. away
Boarding
5.0 out of 5 stars
10 reviews
3 repeat clients
from
$45
per night

Owen was wonderful with our dog Jules while we were away. She was treated just like one of the family. He sent updates and pictures which was perfect as we missed Jules so much while on vacation. We will definitely book again if and when we go away!

Confirmed availability: Victoria Day Weekend
Sitter Profile Image: Ana Maria & Johnathon F.
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Sitter Profile Image: Ana Maria & Johnathon F.
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5. Ana Maria & Johnathon F.

Hey, i'm Ana
Winnipeg, MB, R3R
6.6 km. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per night

Ana is experienced with all many different kinds of pets including Dogs Cats and Ferrets. She is a definite animal lover and is very intentive to their needs. there is no one who I would trust my dogs with more then Ana.

Confirmed availability: Victoria Day Weekend
Sitter Profile Image: Jayson & Lovely M.
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Sitter Profile Image: Jayson & Lovely M.
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6. Jayson & Lovely M.

Your baby will be in good hands
Winnipeg, MB, R2R
16.0 km. away
Boarding, Doggy Day Care
5.0 out of 5 stars
23 reviews
4 repeat clients
from
$35
per night

It was our first time using Rover. Bubbles stayed with Jayson & Lovely for a week. We were a bit apprehensive as it was Bubbles’ first time boarding & we weren’t sure if he’ll do alright. We had an initial meet & greet & that assuaged or fears. They are a very lovely 😁 couple. Their 2 pups are equally cute. We were comfortable leaving our Bubba knowing he’ll be in good hands. They sent us multiple pictures & texts updates daily. We clearly saw Bubbles was having a wonderful time. We will definitely use their services again in the future. Bubbles found new besties with Tiddak & Choychoy! Keep up the good work Jayson & Lovely!

Sitter Profile Image: Dawn S.
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Sitter Profile Image: Dawn S.
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7. Dawn S.

Care giving for your fur babies ❤️
Winnipeg, MB, R3J
13.4 km. away
Boarding, House Sitting
5.0 out of 5 stars
38 reviews
14 repeat clients
from
$35
per night

Dawn was amazing with Ivy , she took very good care of her. She sent nice pictures assuring me Ivy was having a good time. Would highly recommend dawn to anyone and will for sure be re booking.

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Sitter Profile Image: Ellen K.
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Sitter Profile Image: Ellen K.
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8. Ellen K.

Tail wagging olympics
Winnipeg, MB, R2H
20.8 km. away
Boarding, Doggy Day Care
5.0 out of 5 stars
9 reviews
2 repeat clients
from
$40
per night

Bella had such a wonderful stay!!!! Ellen, Jeren, and Rory made her feel right at home and helped ease all her nerves. Thanks so so much for taking such good care of her and always keeping us updated with messages, photos and videos. We appreciated them so much. She can’t wait to come back !!!

Confirmed availability: Victoria Day Weekend
Sitter Profile Image: Madison Y.
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Sitter Profile Image: Madison Y.
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9. Madison Y.

Loving animals since 1993 ❤️
Winnipeg, MB, R2R
16.1 km. away
Boarding
5.0 out of 5 stars
8 reviews
from
$50
per night

You can tell how much Madison loves and cares for dogs by the updates she sends. I’ve never doubted that my boy Duke was in the best of hands based on the messages I received. Multiple daily photos/videos of him being cuddled, walked, pet, played with, groomed, etc. She is knowledgeable and kind, and offers a lot of suggestions for care. Duke is a giant breed and she even knew how to watch out for medical emergencies I wasn’t aware of and how to avoid them in the first place. I’m amazed she’s ever available, and that she’s not a veterinarian as a career. I will continue to book Duke with Madison, as he receives 5 star treatment when he’s at her place.

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Sitter Profile Image: Denis & Stephanie V.
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Sitter Profile Image: Denis & Stephanie V.
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10. Denis & Stephanie V.

25 years in the vet industry!
Winnipeg, MB, R3V
21.0 km. away
Boarding, Doggy Day Care
5.0 out of 5 stars
23 reviews
4 repeat clients
from
$44
per night

Boo was happy and relaxed when I picked him up, so I know he enjoyed his time, and was well cared for. I hope to use their services again soon!

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Sitter Profile Image: Sade O.
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Sitter Profile Image: Sade O.
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11. Sade O.

I'd love to care for your lil loves
Winnipeg, MB, R3G
15.9 km. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
28 reviews
9 repeat clients
from
$45
per night

Sade and John were great with our dog. They are very nice, relaxed people. They were very accommodating to a few timing mix ups and delays on our trip. Sade send updates during our trip so we could see our dog enjoying himself. I highly recommend trusting them with your pet.

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Sitter Profile Image: Anna S.
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Sitter Profile Image: Anna S.
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12. Anna S.

Attentive care & a comfy stay!
Winnipeg, MB, R2L
23.3 km. away
Boarding, Doggy Day Care
5.0 out of 5 stars
23 reviews
9 repeat clients
from
$50
per night

I was so grateful that I was able to leave Mango to Anna’s family since I suddenly had to be away for a week. She updated with photos and messages about how Mango is doing on a regular basis. She was very kind and nice so I could tell Mango was settled in really well by photos. Thank you again!!

Confirmed availability: Victoria Day Weekend
Sitter Profile Image: Ying N.
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Sitter Profile Image: Ying N.
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13. Ying N.

really hope to have the opportunity
winnipeg, MB, R3Y
17.1 km. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat clients
from
$35
per night

Ying was amazing and super response. I can tell Willow really enjoyed her stay with her and had a lot of fun. On top of the great communication, she provided daily updates and pictures of Willow, which I really appreciated! Would definitely book again with her. Thank you so much for everything, Ying!

Sitter Profile Image: Zach-Victoria R.
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Sitter Profile Image: Zach-Victoria R.
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14. Zach-Victoria R.

your pups home away from home!
winnipeg, MB, R3Y
18.1 km. away
Boarding, Doggy Day Care
5.0 out of 5 stars
17 reviews
5 repeat clients
from
$40
per night

Our experience was awesome! I recommend leaving your pet with Zach! My dog was happy and well cared for when I picked her up. And Zach sent me pictures and updates each day. It was great to know that my doggie was enjoying her stay. Thanks Zach! I will book again soon!

Confirmed availability: Victoria Day Weekend
Sitter Profile Image: Paula C.
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Sitter Profile Image: Paula C.
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15. Paula C.

Rover 101
Care For Your Four-legged Friends!
Winnipeg, MB, R3M
18.1 km. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
72 reviews
24 repeat clients
from
$40
per night

Our pups love staying with Paula, Emma, and Taylor! Paula is our go-to any time we need to be away without our fur babies. She takes such great care of them and sends lots of pictures. Thanks again Paula and co!

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Sitter Profile Image: Brock & Nicole U.
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Sitter Profile Image: Brock & Nicole U.
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16. Brock & Nicole U.

No dog too big or too small
Winnipeg, MB, R2V
24.3 km. away
Boarding, Doggy Day Care
5.0 out of 5 stars
10 reviews
4 repeat clients
from
$55
per night

Our pups spent a week with Brock and Nicole and it couldn't have been better. Our little dog is usually very picky on who she likes and she immediately warmed up to them. They took them on walks and kept us constantly updated. We are so impressed we have already booked them again! Thank you guys for taking such great care of our fur babies!!

Confirmed availability: Victoria Day Weekend
Sitter Profile Image: Aisa & Daniel R.
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Sitter Profile Image: Aisa & Daniel R.
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17. Aisa & Daniel R.

Pawsitively Furtistic Care Couple
Winnipeg, MB, R3Y
17.5 km. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat clients
from
$34
per night

Leaving our dog with Aisa and Daniel always feels like leaving him with family. They are attentive, caring, and truly love what they do. Highly recommend them! - Sandor N.

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Sitter Profile Image: Mary Anne R.
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Sitter Profile Image: Mary Anne R.
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18. Mary Anne R.

Lover of All Animals Large or Small
Winnipeg, MB, R3J
14.2 km. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
9 reviews
4 repeat clients
from
$45
per night

As soon as we met Mary Anne, we (my furry friend and I) felt very comfortable. This was my family's first trip out of the home since the adoption and knowing that our puppy was in great hands made our little vacation that much more enjoyable. I would highly recommend Mary Anne and will definitely seek her out again!

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Sitter Profile Image: Shuangshuang H.
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Sitter Profile Image: Shuangshuang H.
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19. Shuangshuang H.

dog lover, love travelling with dog
Winnipeg, MB, R3P
14.1 km. away
Boarding, Doggy Day Care
5.0 out of 5 stars
12 reviews
1 repeat clients
from
$40
per night

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!

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Sitter Profile Image: Karen R.
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Sitter Profile Image: Karen R.
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20. Karen R.

Fully WFH: Cat Sitter
Winnipeg, MB, R3L
18.6 km. away
Boarding, Dog Walking
5.0 out of 5 stars
8 reviews
3 repeat clients
from
$20
per night

Will rebook again, and will definitely recommend to friends! Karen took care of our cat in such short notice, sending photos and updates regularly, making us feel less worried leaving for a few days. Our cat seemed really happy with her stay with Karen, she warmed up to her and got comfortable right away. Very satisfied👍

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Rover also offers Dog Boarding in:

Rover also offers other services in Headingley:


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?

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