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: Cortney & Mark L.
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Sitter Profile Image: Cortney & Mark L.
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1. 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

We felt so comfortable leaving Jack with Cortney and Mark and their kids. He had the best time and they were so good with sending pictures and updates. Will definitely be using them again :)

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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
78 reviews
38 repeat clients
from
$40
per night

Bella came home happy after spending a long weekend with Stephanie. Seems like they had a wonderful time! Thanks Stephanie for everything!!!!

Sitter Profile Image: Bernard M.
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Sitter Profile Image: Bernard M.
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3. Bernard M.

I really like best friend company
Winnipeg, MB, R3J
10.0 km. away
Boarding
5.0 out of 5 stars
13 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: 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
21 reviews
3 repeat clients
from
$35
per night

They took care of our Ziggy very well and care for him as he is part of their family. Ziggy had a great time with his stay. They were so understanding. They are very consistent in keeping us updated with photos. We come to pick him up very happy. Thank you again Ate Lovely and Kuya Jayson for taking good care of Ziggy. Highly recommended.

Sitter Profile Image: Cathy M.
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Sitter Profile Image: Cathy M.
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5. 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 absolutely amazing with my senior dog. She was so attentive and made him feel so at home. She sent me updates and made me feel so at ease I will definitely book Cathy again. Thank you so much!!!

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Sitter Profile Image: OWEN H.
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Sitter Profile Image: OWEN H.
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6. 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!

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Sitter Profile Image: Jane O.
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Sitter Profile Image: Jane O.
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7. Jane O.

Your pet is family!
Winnipeg, MB, R3J
13.4 km. away
Boarding
5.0 out of 5 stars
2 reviews
from
$24
per night

The cats had a great time and were well looked after. Juno and Piccolo will miss Jane and her family

Sitter Profile Image: Alison C.
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Sitter Profile Image: Alison C.
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8. Alison C.

Cuddles & Love for your Fur Babies
Winnipeg, MB, R3N
16.1 km. away
Boarding
5.0 out of 5 stars
18 reviews
2 repeat clients
from
$40
per night

Alison was great! She is a true cat lover! We, of course, were a little apprehensive about leaving our little kitten with someone we didn’t know, but Alison made us feel comfortable and responded to any questions we had. Our kitten had a large comfortable room to stay in, windows to look out of and Alison sent us videos and photos daily of her time spent there. We would totally use Alison again and highly recommend!

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Sitter Profile Image: Mary Anne R.
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Sitter Profile Image: Mary Anne R.
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9. 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!

Confirmed availability: Good Friday and Easter Weekend
Sitter Profile Image: Varsha T.
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Sitter Profile Image: Varsha T.
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10. 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
from
$40
per night

I was thrilled to encounter Varsha; she is a true dog lover who takes excellent care of my dog. I have no concerns about Varsha. Lacee wags her tail and travels with her without complaint. Varsha will text me a picture, leave me information on the finest treats for my pets, and care for each of them like I would. I never worry about Lacee when Varsh is present. Thank you so much for giving me "peace of mind" while I work. The Best Ever for Dog Lovers!!

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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
8 repeat clients
from
$45
per night

Sade and John take very good care of our dogs so that we can fully enjoy our trip without worrying our doggies. They sent us pics and kept us updated all times. Our dogs looked happy and enjoyed their stay ❤️

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Sitter Profile Image: Tim & Amber A.
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Sitter Profile Image: Tim & Amber A.
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12. 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

My pups were happy and very well cared for while I was taking care of some family things. These folks were generous with updates and pictures and very communicative. Thanks so much!!

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Sitter Profile Image: Denis & Stephanie V.
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Sitter Profile Image: Denis & Stephanie V.
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13. 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
22 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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14. 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 spent a month with our Bichon Coco and kept us informed of how things were going by sending us pictures and updates on a regular basis. We are always apprehensive in leaving our boy behind but Dawn’s experience with dogs was immediately obvious to us and reassuring that he was not only properly cared for but indeed loved as he is at home. Dawn went above and beyond what we expected and got his nails trimmed while we were away and she even drove over to our friends place to pick up new winter boots for Coco since his old ones were no longer usable and it was too cold to go walking without boots. Not only did she care for Coco but she also worked with him to change some of his less desirable habits which we hope to be able to also do now that we are home. Dawn truly cares about the dogs she looks after and Coco whimpered on his way home because he missed her. That’s when you know you found the perfect caregiver for your dog! Thanks Dawn and we hope that we can bring Coco over next time we travel.

Sitter Profile Image: Polina B.
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Sitter Profile Image: Polina B.
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15. Polina B.

Cat snuggle corner: play & purr
Winnipeg, MB, R3C
18.4 km. away
Boarding, House Sitting
5.0 out of 5 stars
9 reviews
2 repeat clients
from
$30
per night

Polina was wonderful! My cats really enjoyed their time with her, they are a bit sad to leave 🥲 I definitely recommend her services and would definitely ask for her help in the near future 🤍

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Sitter Profile Image: Ilana A.
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Sitter Profile Image: Ilana A.
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16. Ilana A.

Rover 101
Highly experienced dog lover
Winnipeg, MB, R3Y
18.8 km. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
82 reviews
28 repeat clients
from
$45
per night

Ilana is the BEST honestly!!! It was the first time our dog slept away from home and we can tell he absolutely enjoyed it. Ilana also provided very wholesome pictures and videos ??????

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Sitter Profile Image: Ellen K.
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Sitter Profile Image: Ellen K.
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17. Ellen K.

Tail wagging olympics
Winnipeg, MB, R2H
20.8 km. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
6 reviews
1 repeat clients
from
$35
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: Paula C.
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Sitter Profile Image: Paula C.
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18. 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
70 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: Roz D.
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Sitter Profile Image: Roz D.
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19. Roz D.

Your fur baby is welcome here.
Winnipeg, MB, R3Y
15.9 km. away
Boarding, Doggy Day Care
5.0 out of 5 stars
4 reviews
1 repeat clients
from
$42
per night

My dog had a great stay with Roz and her dog. They became pals and played well together. Roz took them for walks and to the dog park and gave them lots of love. This was my first time with Roz and I’d definitely book again.

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Sitter Profile Image: Oksana R.
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Sitter Profile Image: Oksana R.
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20. Oksana R.

Dog caring person with a big heart
Winnipeg, MB, R2R
16.9 km. away
Boarding, Doggy Day Care
from
$35
per night

Oksana was a great dog sitter for the whole week while we were away. She was sending us some pictures during their walks and play times. I would highly recommend Oksana as a dog sitter :)

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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