Dog Boarding in Headingley

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

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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! :)

Confirmed availability: Victoria Day Weekend
Sitter Profile Image: Stephanie O.
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Sitter Profile Image: Stephanie O.
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2. 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
$40
per night

Awesome! Stephanie took great care of my pup and sent me much appreciated photos and updates. She was very accommodating and made my pup feel very loved.

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Sitter Profile Image: Cortney & Mark L.
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Sitter Profile Image: Cortney & Mark L.
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3. 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! ?

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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.

Confirmed availability: Victoria Day Weekend
Sitter Profile Image: OWEN H.
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Sitter Profile Image: OWEN H.
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5. 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 is a trustworthy and attentive pet sitter. He truly cared for Gorly and took her on frequent walks, which Gorly absolutely loved. I was impressed by Owen’s fast responses to my messages for updating Gorly’s situation.

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Sitter Profile Image: Denis & Stephanie V.
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Sitter Profile Image: Denis & Stephanie V.
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6. 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

Denis and Stephanie watched my foster puppy overnight while I was working a night shift. They’re a very welcoming couple and made the puppy feel right at home at their place. Stephanie worked at a vet clinic for many years and they’re very knowledgeable about animals. I would definitely recommend them for boarding your animal!

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
8 reviews
1 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 !!!

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Sitter Profile Image: Shuangshuang H.
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Sitter Profile Image: Shuangshuang H.
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9. 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!

Sitter Profile Image: Cathy M.
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Sitter Profile Image: Cathy M.
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10. Cathy M.

Let me spoil your fur baby
Winnipeg, MB, R2Y
8.3 km. away
Boarding, Doggy Day Care
5.0 out of 5 stars
14 reviews
1 repeat clients
from
$45
per night

Cathy was an exceptional care giver for my little 12 1/2 year old Yorkie. Rhylie was a happy girl from day 1. I was so pleased to receive daily updates, making my vacation stress free. I will certainly call on Cathy for my next trip.

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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 was very accommodating and flexible with time. We had delays dropping off our pup but she was still very enthusiastic and responsive! She gave us photos of our pup while we were away and gave us updates throughout the day which was very reassuring!

Sitter Profile Image: Zach-Victoria R.
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Sitter Profile Image: Zach-Victoria R.
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12. 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

Highly recommended!! Zach took excellent care of our girl Sasha! She was very happy. You can tell he loves dogs. He kept us updated on her and sent us pictures of her. It was a peace of mind leaving our girl with him.

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
$30
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.

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Sitter Profile Image: Anna S.
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Sitter Profile Image: Anna S.
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14. 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: Bibiana R.
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Sitter Profile Image: Bibiana R.
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15. Bibiana R.

Dog Lover
winnipeg, MB, R3Y
17.6 km. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
8 reviews
1 repeat clients
from
$37
per night

Bibiana was an absolutely fantastic dog-sitter for Beckett. We got updates multiple times a day, he seemed to fit in beautifully at their place, and had access to a backyard, plenty of walks, and clearly loads of attention at their home. I would highly recommend Bibiana, and I know that Beckett is looking forward to seeing her 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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16. 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
71 reviews
24 repeat clients
from
$40
per night

We left Rocky with Paula for a week. She sent us updates every day and took great care of Rocky. I would definitely leave Rocky with her on my next vacation!

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Sitter Profile Image: Brock & Nicole U.
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Sitter Profile Image: Brock & Nicole U.
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17. 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!

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

Loving animals since 1993 ❤️
Winnipeg, MB, R2R
16.1 km. away
Boarding, Doggy Day Care
from
$50
per night

Madison is my go to first choice for watching my Wile E. Wile E. is a 12 year old Malamute and he can be a handful but I never worry when I leave him with Madison. Whether it's for the weekend or just while I'm working a double shift, I know I can trust Madison to take the best care of my Wile E.

Sitter Profile Image: Tim & Amber A.
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Sitter Profile Image: Tim & Amber A.
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19. 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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20. 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
93 reviews
34 repeat clients
from
$42
per night

I would definitely rebook and refer Karina with my friends. It was my first time being away with Pochi for that long and bringing him at dog sitter instead of pet hotels out there. And I loved it! Pochi enjoyed his stay with Karina. Karina and her husband took care of Pochi a lot. He got home and was really tired from havin fun and playing with them.

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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?

Boarding