Doggy Day Care Headingley

Drop off your dog at your sitter's home in the morning, and pick them up in the evening.

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Over 12
pet parents in Headingley have booked doggy day care

Headingley, Find top rated doggy day care

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

1 / 1
Sitter Profile Image: Bibiana R.
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Bibiana R.
Star Sitter
$43
total per day
5.0 out of 5 stars
43 reviews
14 repeat clients
16 years of experience
Winnipeg, MB, R3Y

Bibiana was so good with our Piper. She sent a few updates with photos from their walks and she looked to be right at home in her care. Definitely would recommend her!!

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Kelly R.
Sitter Profile Image: Diana M.
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Diana M.
$39
total per day
5.0 out of 5 stars
20 reviews
1 repeat client
16 years of experience
Winnipeg, MB, R3Y

Diana took wonderful care of my fur babies. Her patience is phenomenal with my anxious pups, and she’s incredibly flexible with my constantly changing schedule. She keeps me updated with messages and pictures, which I really appreciate. Even her kids spend time with Basil and Kobe, giving them extra love and tummy rubs.If you’re looking for someone you can truly trust to look after your beloved babies, I wholeheartedly recommend Diana.

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Melina L.
Sitter Profile Image: Oleksandr & Liudmila T.
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Oleksandr & Liudmila T.
$27
total per day
5.0 out of 5 stars
19 reviews
4 repeat clients
15 years of experience
Winnipeg, MB, R3R

Thanks Oleksandr and Liudmila! A++.

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Josh H.
Sitter Profile Image: Mary Anne R.
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Mary Anne R.
Star Sitter
$40
total per day
5.0 out of 5 stars
32 reviews
13 repeat clients
50 years of experience
Winnipeg, MB, R3J

Was so sweet & gentle with my little guy. He seemed like he had a great time & was ready for a nap after some play time with his new furry friends. Thank you again! 💛

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Lissa P.
Sitter Profile Image: Candice E.
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Candice E.
$28
total per day
5.0 out of 5 stars
5 reviews
35 years of experience
Winnipeg, MB, R3R

Georgia was very comfortable with Candice and her home. It was great to receive pictures with updates so i could see she was content and happy during her stay. I would 100% recommend and we will be back :)

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Brenda W.
Sitter Profile Image: Jayson & Lovely M.
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Jayson & Lovely M.
Star Sitter
$34
total per day
5.0 out of 5 stars
60 reviews
15 repeat clients
5 years of experience
Winnipeg, MB, R2R

Our Loki is always excited to spend the day with Jayson & Lovely. We get photo and video updates throughout his stay and we can see that he feels at home.

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Doyle Felix A.
Sitter Profile Image: Melanie A.
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Melanie A.
$80
total per day
5.0 out of 5 stars
9 reviews
1 repeat client
40 years of experience
Winnipeg, MB, R3J

She cared for Nia with the same love and attention one would give to their own dog. Throughout her time with Nia, Melanie consistently kept us updated on her activities, which gave us peace of mind and confidence in the quality of care being provided. Melanie is exceptionally kind, has a natural love for dogs, and communicates with ease and clarity. Her professionalism, reliability, and genuine compassion make her an outstanding caregiver. I highly recommend Melanie to anyone seeking someone trustworthy and dedicated to the well-being of their pets.

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Ferdinand P.
Sitter Profile Image: Courtney P.
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Courtney P.
$36
total per day
5.0 out of 5 stars
51 reviews
15 repeat clients
13 years of experience
Winnipeg, MB, R3N

Courtney is so amazing with Barkley. Barkley gets so excited every time we drive down her street to play with her dogs and she comes home tired and well cared for! I would recommend her to everyone I know!

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Jayne S.
Sitter Profile Image: Obed & Funmi S.
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Obed & Funmi S.
Star Sitter
$50
total per day
5.0 out of 5 stars
44 reviews
8 repeat clients
10 years of experience
Winnipeg, MB, R3T

This was my first time leaving Darchin with Obed and Funmi, and they were absolutely lovely and kind. I would happily leave Darchin with them again!

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Sahar S.
Sitter Profile Image: Shuangshuang H.
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Shuangshuang H.
Star Sitter
$45
total per day
5.0 out of 5 stars
33 reviews
9 repeat clients
8 years of experience
Winnipeg, MB, R3P

We left our 5 month Bichon Frise with ShuangShuang and her partner. They took excellent care of her. We received lots of pictures and videos. She received lots of play time. We will definitely bring our pup back.

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Elissa W.
Sitter Profile Image: Elina A.
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Elina A.
Star Sitter
$45
total per day
5.0 out of 5 stars
121 reviews
23 repeat clients
20 years of experience
Winnipeg, MB, R3Y

We left our dog with Elina and her husband for a whole week and by the end of the week my dog couldn’t wait to see them again and was pulling me towards there door. They were great with communicating, sending photos and working with my schedule. Highly recommend!

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Shara K.
Sitter Profile Image: Mandy D.
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Mandy D.
Star Sitter
$56
total per day
5.0 out of 5 stars
49 reviews
13 repeat clients
27 years of experience
Winnipeg, MB, R2J

It was our first time leaving Oreo with someone other than family and was very anxious at first, but Mandy was AMAZING with Oreo!! We received lots of updates throughout the day. She did an amazing job meeting his needs plus more! I would definitely bring Oreo back 🤍.

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Sophia S.
Sitter Profile Image: Shubham & Mugdha K.
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Shubham & Mugdha K.
$50
total per day
5.0 out of 5 stars
7 reviews
2 repeat clients
10 years of experience
Winnipeg, MB, R3J

Shubham and Mugdha were fantastic with Nia. They were attentive, caring, and kept her happy and comfortable the whole time. Their updates gave me real peace of mind, and it was clear Nia felt right at home with them. She has a friend—Raisin, their adorable Goldendoodle—which made her stay even better. Highly recommended!

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Ferdinand P.
Sitter Profile Image: Simone & Adam M.
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Simone & Adam M.
$45
total per day
5.0 out of 5 stars
15 reviews
1 repeat client
10 years of experience
Winnipeg, MB, R3Y

About: We know how hard it is to trust someone with your baby and we don’t take that responsibility lightly. It even took us a whole year of knowing our own sitter (now friend) before we felt comfortable leaving our pets in their care. It's our duty to make sure your pets are always safe and happy under our care. FYI, we absolutely will use baby voices with your fur babies because we just can’t help ourselves, they’re soo cute! 🥰 Over the years, we’ve cared for many wonderful pets — including two closest to our hearts, a sweet cat named Cubs and an energetic pup named Peke— and we’ve loved every moment of it! Our home has baby gates, a fenced backyard and a cozy balcony, perfect for fresh air and supervised playtime. Cats and dogs make us laugh and smile every single day. Adam and I are always sharing funny and adorable pet videos with each other and we’d love to have another pet of our own someday, but for now, caring for yours feels like the next best thing ❤️. Please note: we’re currently accepting one pet at a time and no puppies at this time. Pets must be potty trained. I work from home and set my own schedule, I can give your pet lots of care, companionship, and supervision throughout the day. My husband Adam joins in the fun when he’s home from work. We’re a true pet-care team! Fexible drop-off and pick up times available. We’re also childfree, so our pets (and yours!) get all our attention. Our home has a fenced yard perfect for playtime. We have dog beds and comfy spots to rest on every floor and water, and plenty of toys to keep everyone entertained. Working from home on my own hours, I’m available 24/7. We also have a couple cameras installed in the house. 🏥👩‍⚕️We have a 24/7 vet clinic 2 minutes from our home in case of any emergency and we’d notify you immediately if anything were to occur. Our pets Hera and Aries are up to date on all of their shots💉. We know communication is key, so we’re happy to send updates, FaceTime videos, and plenty of pics. Whatever you need, whenever you need, to give you true peace of mind. Whether it’s cuddles, walks, or keeping your pet’s routine steady while you’re away, we’re here to make sure they feel loved. ❤️

Sitter Profile Image: Arissa R.
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Arissa R.
Star Sitter
$45
total per day
5.0 out of 5 stars
29 reviews
5 repeat clients
16 years of experience
Winnipeg, MB, R3L

Arissa was exceptional. She communicated often while my dog was with her and provides treats, walks and cuddles. I was a little worried about leaving her with someone I did not know but Arissa was fantastic. She is close to Museum for Human Rights if that is part of your visit to Winnipeg

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Alexandra E.
Sitter Profile Image: Richard & Melissa M.
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Richard & Melissa M.
$28
total per day
5.0 out of 5 stars
6 reviews
1 repeat client
20 years of experience
Winnipeg, MB, R3M

About: I've had dogs since I was a kid, I'm used to big, high energy, and stubborn dogs of all ages! We've been fostering pups on and off for over a decade. We have a senior dog and an 11 month old puppy at home and have cared for 5 foster pups in 2026 alone. I'm currently off work with a disability and have been taking care of dogs and puppies on a volunteer basis/as a foster. I'm taking a break from fostering and figured I could do this in the meantime! Since I'm not currently working I can offer a lot of time, energy, training and care to a dog. We have a 11 month old female husky x puppy at our house who is incredible with other dogs and loves to play all day long! We have a fenced yard. I'm home all day, and my wife works from home so we can hang out with and keep an eye on your dog(s). We can crate your pooch if necessary overnight or if we need to pop out and we have small medium and xl crates at home. We have 2 kids at home 14 and 4 who love to help out and play.

Sitter Profile Image: Dorotea F.
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Dorotea F.
Star Sitter
$39
total per day
5.0 out of 5 stars
48 reviews
12 repeat clients
25 years of experience
Winnipeg, MB, R2C

Dorotea was wonderful with our dogs. She sent us many pictures and videos to reassure us that the dogs were doing well. We would book her again in the future!

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Ange B.
Sitter Profile Image: Ranchelle O.
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Ranchelle O.
Star Sitter
$45
total per day
4.9 out of 5 stars
70 reviews
26 repeat clients
29 years of experience
Winnipeg, MB, R2R

Ranchelle is so awesome! He really took great care of Khal. He kept us updated with pictures and videos of Khal playing and having so much fun with his 2 furbabies. He made us feel so at ease. We’ll definitely book him again.

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Rochelle C.
Sitter Profile Image: Cara S.
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Cara S.
$56
total per day
1 repeat client
15 years of experience
Winnipeg, MB, R3K

About: Ive loved animals my whole life and Ive had dogs in my life for around 15 years. I love to train, play, walk and love dogs and you can guarantee that your fur babies will be in the best hands possible. I am currently without a job so i am free to be able to entertain and love your fur babies while you are unable to! I have a fenced in yard that will keep all dogs safe. I have a 13 year old shitzu who spends her time on the couch, a 2 year old goldendoodle who is so friendly and sweet and would love to play and go for walks. He follows a schedule of training and walks that he would love a buddy to join him or he is happy to stay at home while i walk your dog!

Sitter Profile Image: Nayeli L.
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Nayeli L.
$45
total per day
5.0 out of 5 stars
14 reviews
2 repeat clients
6 years of experience
Winnipeg, MB, R3T

Wonderful care for our beagle baby hunter. He enjoyed his time and we got a 2 in 1 because she's a fantastic groomer as well. 5 stars 💫 we hope to bring Hunter back soon.

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Sheree R.
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The median cost per day for doggy day care in Headingley is $38

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  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

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  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local sitters who will treat your dogs like family

  1. 1. Search

    Browse profiles of sitters near you who offer doggy day care
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
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Sitters in Headingley average 3
repeat doggy day care clients

FAQs for Doggy Day Care - Headingley

Frequently asked questions about Rover

The average cost for Doggy Day Care in Headingley on Rover is $27.75 per day (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Doggy Day Care easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Doggy Day Care. For more information on service fees, click here .

There are 140 sitters on Rover for Doggy Day Care in Headingley. About 90% of Headingley sitters can respond to requests in under 60 minutes. Whether you’re planning ahead for holidays, need last-minute care, or need same-day coverage for an urgent trip, you can message multiple sitters at once to find available care.

Once you find the right match, you can arrange a Meet & Greet to ensure they are a perfect fit for your pet’s personality before confirming.

Your dog’s first day care experience is a big milestone! To help your pup settle in comfortably, we recommend:

  • Food and treats portioned for the day, with feeding instructions
  • Your dog's leash and collar (ensure tags are up-to-date)
  • Any seasonal gear, such as paw-safe wax for winter or a cooling vest for the summer
  • Medication, if applicable, with clear dosage notes
  • Any special care instructions or training tips to help your sitter provide the most personalized care possible

Tip: Upload this information directly through the Rover app before drop-off. The more context you provide, the better your sitter can tailor the day to your dog.

Play groups can be an option when you book with a day care sitter through Rover. Many sitters do host a small number of dogs at the same time. Smaller dog packs are generally safer, more fun, and ideal for dogs who enjoy playtime but also want to relax throughout the day. When looking for your dog’s pack, check the sitter’s profile to see if they "Accept multiple clients" or have their own dogs. Then during the Meet & Greet, you can see whether your dog is a good fit for their social circle!

Sitters on Rover can offer flexible scheduling, so you can coordinate times that work best for you and your pet—whether that’s early drop-off or later pick-up to match your Headingley commute.

If your schedule changes, it’s best to let your sitter know through the app as early as possible. Many sitters can adjust pick-up and drop-off times when needed.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they do not have any disqualifying offences.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in MB ask that dogs be up to date on core vaccines such as the DHPP or DA2PP, Rabies, and Bordetella.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

Yes, you can find sitters who have experience administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and request a Meet & Greet to walk your sitter through your expectations.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

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