Pet Boarding in Headingley

Find a loving Headingley pet sitter to watch your cat or dog overnight at your sitter’s home.

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Top rated Headingley pet boarders

Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

1 / 1
Sitter Profile Image: Arleene Q.
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Arleene Q.
$34
total per night
5.0 out of 5 stars
11 reviews
4 repeat clients
20 years of experience
Winnipeg, MB, R2C

We had a great experience boarding our cat, Candy, with Arleene for 4 days. Everything went smoothly from start to finish. Arleene sent us daily updates with stories and photos, showing how Candy spent her day. She also spent lots of time playing with Candy, and it was clear that our cat was happy and well cared for

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Alexandra H.
Sitter Profile Image: Shuangshuang H.
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Shuangshuang H.
$54
total per night
5.0 out of 5 stars
29 reviews
9 repeat clients
8 years of experience
Winnipeg, MB, R3P

I felt that Eddy was very well cared for by Shuangshuang. I appreciated all of the pictures and videos that they sent me. I would definitely leave my dog with them again.

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Aubrey G.
Sitter Profile Image: Camila C.
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Camila C.
$50
total per night
5.0 out of 5 stars
8 reviews
10 years of experience
Winnipeg, MB, R3N

Camila was amazing. She gave updates daily on how Zeus was doing. She went above and beyond for my little guy, who can be a handful. He can be anxious when he’s not home/with me and she made sure he was as comfortable as she could!

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Carina H.
Sitter Profile Image: Karen R.
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Karen R.
Star Sitter
$23
total per night
5.0 out of 5 stars
45 reviews
14 repeat clients
8 years of experience
Winnipeg, MB, R3J

Karen did a fantastic job with our cat Buttons who is very shy around strangers at first. After a day or so Buttons warmed up to Karens gentle patient demeanor. Plan to use her in future when we require boarding.

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Kyle B.
Sitter Profile Image: Kyla W.
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Kyla W.
$39
total per night
5.0 out of 5 stars
3 reviews
3 repeat clients
16 years of experience
Winnipeg, MB, R3J

Kyla is the best sitter we have ever had for our dog Dillon.She cared for Dillon as though he was her own for the 16 days we were away fed him proper and gave him his medication when needed thank you Kyla.

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Bradley W.
Sitter Profile Image: Titiksha T.
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Titiksha T.
Star Sitter
$27
total per night
5.0 out of 5 stars
70 reviews
22 repeat clients
10 years of experience
Winnipeg, MB, R3C

I felt very comfortable leaving my cats with Titiksha, she was so sweet, and polite ❤️ She is a great communicator, answered all my questions before I had to drop them off. She sent me lots of pictures and videos while I was away. I am definitely using her again, when I go away! My cats didn’t wanna leave her house! 😂 I would definitely recommend her to anyone. She took such good care of my babies.

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Vanessa G.
Sitter Profile Image: Jaspreet & Carlos K.
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Jaspreet & Carlos K.
$45
total per night
4.3 out of 5 stars
6 reviews
3 repeat clients
3 years of experience
Winnipeg, MB, R3C

Very good with Communication, always quick updates and responses!

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Justice A.
Sitter Profile Image: Polina B.
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Polina B.
Star Sitter
$50
total per night
5.0 out of 5 stars
49 reviews
18 repeat clients
12 years of experience
Winnipeg, MB, R3C

Very responsible and accommodating! Polina provided the best care of my cat while I was away for 7 days. Her place is spacious and safe for a cat. She sent me daily updates with photos and videos, and I was able to communicate with her easily if I have questions. I would recommend Polina to anyone looking for boarding and I definitely would have her look after my cat in the future.

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HEA IN C.
Sitter Profile Image: Pamela H.
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Pamela H.
Star Sitter
$45
total per night
4.9 out of 5 stars
44 reviews
14 repeat clients
14 years of experience
Winnipeg, MB, R2H

We had a good and cooperative communication with Pamela. Obi was on the first time with a sitter and she managed to understand him and to have a great time together. We wish her all the best on this new year🤗.

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Carmen R.
Sitter Profile Image: April B.
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April B.
$50
total per night
4.8 out of 5 stars
34 reviews
8 repeat clients
15 years of experience
Winnipeg, MB, R3T

3rd stay with April and family. It is such a luxury to go away and have no concerns about the dogs. They love it at April’s. Couldn’t recommend more.

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Anthony W.
Sitter Profile Image: Taina D.
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Taina D.
$28
total per night
5.0 out of 5 stars
3 reviews
2 years of experience
Winnipeg, MB, R2Y

This was our first time using Rover and booking a pet sitter, and we’re so glad we chose Taina! Our pup clearly had a great time while we were away. We really appreciated the regular updates, photos, and videos. It gave us so much peace of mind. We’ll definitely be booking with Taina again for our next trip. 😊

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Jade O.
Sitter Profile Image: Lin L.
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Lin L.
$45
total per night
5.0 out of 5 stars
12 reviews
1 repeat client
17 years of experience
St.Germain South, MB, R5A

They took amazing care of our boy Mamba, very nice and humble people! Would definitely highly recommend ! I received pictures every day and have no doubt that he received the best care in the 3 weeks we were gone! Thank you so much.

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Diego J.
Sitter Profile Image: Amanda H.
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Amanda H.
$45
total per night
5.0 out of 5 stars
6 reviews
10 years of experience
Winnipeg, MB, R3T

About: Providing a loving place to stay for your pup while you’re away. Experienced pet loving family happy to provide a fun and cozy home away from home. My name is Amanda, I work from home full time and a mom of two animal loving daughters. Our pup Duke is a 2 year old Cavapoo, very submissive and loves to cuddle and play. We love to play fetch and chase in our fully fenced in backyard, go for walks to the park and hang out at home. A great environment for dogs like Duke who do not like being alone! Positive reinforcement, exercise and play have been key for us as pet parents to train and raise our pups. We provide a fully fenced in and secure back yard, strictly on leash in the front and for walks, and a clean homey environment inside. Our dogs have always been treated as family and that includes those we care for while their families are away.

Sitter Profile Image: Zayan Bin Z.
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Zayan Bin Z.
$28
total per night
5.0 out of 5 stars
1 review
15 years of experience
Winnipeg, MB, R3N

Zayan did a great job taking care of and attending to Skye. It was just for one night but was first time Skye stayed apart , so we were nervous as was skye. Zayan made her feel comfortable and safe. Took on walks and gave me regular updates/pics/videos. Recommended.

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Damith S.
Sitter Profile Image: Vladliena M.
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Vladliena M.
$45
total per night
12 years of experience
Winnipeg, MB, R3R

About: I grew up with dogs and never stopped. My own pups, friends’ dogs, they all got the same thing: long walks, playtime, and someone who actually listens to them. Dogs have always been a big part of my life. From my own pups to friends’ dogs, I’ve always loved spending time with them - whether that means long walks, a game of fetch, or just being there to give them the attention and companionship they deserve. Your dog will have plenty of space to run, play, and explore. I have a fully fenced backyard and several parks just around the corner, so there’s always room for exercise, fresh air, and fun. Safe, secure, and never boring!

Sitter Profile Image: Diana M.
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Diana M.
$38
total per night
15 years of experience
Winnipeg, MB, R3Y

About: I see dogs and cats as human babies. I have taken care of dogs and cats and learned that they know who you are in the next few seconds they see you. They can see beyond what we humans can read and I respect the abilities they have that we lack of. I have taken care of cats and dogs pretty much since I can remember but mostly couldn't leave behind my own dogs when I moved to Canada so we enjoyed a wonderful life together until their life exhausted. I understand their nuances, their language, that while not human, is beyond words. I believe every creature on earth and beyond, deserves a loving and respectful treatment and we as humans are called to protect them and care deeply for them. This is what I stand for. I have a home that is welcoming and can share some of this love with other furry friends. ❤️ I'm at home all day so I have time available to take care of your pets. The house has a backyard and I live in a nice neighborhood with plenty of trails to walk and enjoy the scenery of Bridgwater. The house has a backyard and I live in a nice neighborhood with plenty of trails to walk and enjoy the scenery of Bridgwater. I can play with them and feed them as per your schedule.

Sitter Profile Image: Sunisha M.
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Sunisha M.
$56
total per night
5.0 out of 5 stars
19 reviews
3 repeat clients
10 years of experience
Winnipeg, MB, R3Y

Sunisha took great care of my puppy! He is very energetic and can be nervous around new people but she handled him perfectly. She gave regular updates and had great communication.

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Alexandria W.
Sitter Profile Image: Oleksandr & Liudmila T.
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Oleksandr & Liudmila T.
$56
total per night
5.0 out of 5 stars
18 reviews
4 repeat clients
15 years of experience
Winnipeg, MB, R3R

Going away is so much easier when you know your pet is so well taken care of. My cat, Cooper, had a wonderful stay with Oleksandr and his family!

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Danit H.
Sitter Profile Image: Erin L.
Erin L.
Star Sitter
$76
total per night
5.0 out of 5 stars
9 reviews
3 repeat clients
25 years of experience
Winnipeg, MB, R3T

Erin was amazing. She provided lots of updates and made sure to communicate with me or ask questions if needed. She provided lots of exercise and mental stimulation as well. Was super accommodating, polite and just overall a pleasure. My pup had a great time and I would 100% book her again.

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Jennifer E.
Sitter Profile Image: Karina & Lucas E.
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Karina & Lucas E.
Star Sitter
$44
total per night
4.9 out of 5 stars
160 reviews
60 repeat clients
15 years of experience
Winnipeg, MB, R2N

Karina took excellent care of my very senior dog, gave her all the medication she needed, and showered her with so much love and attention. I couldn't have asked for better treatment for my dog and Karina will be my first choice any time I need someone to care for Bailey!

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Edwin Y.
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Pet Boarding FAQs

Frequently asked questions about Rover

Typically, pet boarding sitters on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your pet in no time!

Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Headingley.

Rover makes it easy to find Headingley pet boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet boarding is great for:

  • Dogs and cats of all ages and abilities, including puppies and kittens
  • Pet parents looking for a safe, loving alternative to a kennel or hotel
  • Pets who’d love to socialize with their sitter’s pets

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.