Dog Boarding in Headingley

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

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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

I’m so happy with the care my two dogs received from this amazing family when I was away. They were never short of attention and got spoiled. I will be definitely book again and highly recommend.

Confirmed availability: Victoria Day Weekend
Sitter Profile Image: OWEN H.
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Sitter Profile Image: OWEN H.
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3. 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: Jayson & Lovely M.
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Sitter Profile Image: Jayson & Lovely M.
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4. 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

We highly recommend Jayson and Lovely. We were hesistant at first to leave our Kenzo but upon the meet and greet, we knew that they will be great temporary furparents for him. They were very consistent with communication. They kept on sending us pics and videos and kept us updated with everythiing. They made us feel secure that our Kenzo is being well taken cared of. They were also very accomodating. They agreed to adjust the drop off time even if it was too short notice since we had to make last minute changes to our trip plans. Thank you so much. Now we have somebody to trust to look after our Kenzo if we are away. We really appreciate it. Kenzo says hi to Tiddak and Choy choy.

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Sitter Profile Image: Stephanie O.
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Sitter Profile Image: Stephanie O.
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5. 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 was absolutely wonderful with my 5 month old puppy. It was my first time leaving Winnie, but Stephanie did a great job of treating her like family for the week. I was always sent photos and videos with daily updates. Stephanie was a great person for me to trust with Winnie.

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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6. 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.

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

We are so grateful to have found Dawn and leaving Charlie with her was like leaving her with family. We really appreciated the pics and updates on how Charlie was making herself at home lol

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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

My little guy adores coming to see Madison. Not only is she attentive and available to my booking requests, but she is the same when it comes to my dog. You can tell Madison loves dogs and taking care of them by the way she looks after these little ones. Super appreciative of her, and plus her prices are better than other kennels and you know your dog is safe and being looked after without 100 other dogs. Will continue to be a faithful client of Madison’s!

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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!

Confirmed availability: Victoria Day Weekend
Sitter Profile Image: Ying N.
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Sitter Profile Image: Ying N.
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11. 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 provides a very safe and loving environment and we could tell not only did our fur baby like her but was well taken care of. She provides plenty of communication about your fur baby, we saw and could tell he had plenty of exercise and his coat was clean and soft.

Confirmed availability: Victoria Day Weekend
Sitter Profile Image: Paula C.
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Sitter Profile Image: Paula C.
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12. 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

Paula and her family and pets were so welcoming. I felt comfortable leaving our dog with them for a kind trip. Paula was amazing at sending updates with lots of pictures and returned all messages super quickly. Our pup had a blast going to the dog park and playing with Paula’s dog. Paula was respectful of our routines and checked in if there were any questions. This was our first River experience and I cannot recommend Paula highly enough!

Confirmed availability: Victoria Day Weekend
Sitter Profile Image: Tim & Amber A.
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Sitter Profile Image: Tim & Amber A.
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13. Tim & Amber A.

Dog Fun, Play, and Stay
Winnipeg, MB, R2M
20.7 km. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
10 reviews
3 repeat clients
from
$48
per night

Both Tim & Amber were great! They were wonderful sending regular updates with photos & videos. We discussed a couple areas regarding certain habits about Argo. It was positive and showed that they are very caring.

Confirmed availability: Victoria Day Weekend
Sitter Profile Image: Karina E.
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Sitter Profile Image: Karina E.
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14. Karina E.

Rover 101
Highly experienced full time sitter
Winnipeg, MB, R3Y
17.6 km. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
95 reviews
37 repeat clients
from
$42
per night

Karina was such a sweetheart during the whole stay! She sent pictures and updates of our babies, and at the end I could say Honey and Deet had a great time too! This is not the first time I've booked with her, and will definitely not be the last, thank you for being so nice and thoughtful!

Sitter Profile Image: Zach-Victoria R.
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Sitter Profile Image: Zach-Victoria R.
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15. 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: Aisa & Daniel R.
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Sitter Profile Image: Aisa & Daniel R.
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16. Aisa & Daniel R.

Pawsitively Furtistic Care Couple
Winnipeg, MB, R3Y
17.5 km. away
Boarding, Doggy Day Care
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: Sade O.
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Sitter Profile Image: Sade O.
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17. 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 was so great with Ellie, she seemed very happy and comfortable there and came home tired! Great communication throughout and picture updates were much appreciated :). Will definitely bring Ellie for a visit again!

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Sitter Profile Image: Brock & Nicole U.
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Sitter Profile Image: Brock & Nicole U.
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18. 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

This was Phoenix second visit and just as wonderful as the first. He is loved and well taken care of. Communicate is excellent and we definitely will be back with Phoenix!

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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

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.

Confirmed availability: Victoria Day Weekend
Sitter Profile Image: Varsha T.
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Sitter Profile Image: Varsha T.
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20. Varsha T.

When I Need A Friend, I Find A Paw.
Winnipeg, MB, R2R
16.0 km. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
4 reviews
from
$44
per night

Hello, I just wanted to let you know how satisfied we were with your service. Brody was overjoyed and playful when we returned. It's wonderful to know that someone cares enough to look for them while we're away.

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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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