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 8
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: Candice E.
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Candice E.
$34
total per day
5.0 out of 5 stars
• 6 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: Richard & Melissa M.
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Richard & Melissa M.
Star Sitter
$34
total per day
5.0 out of 5 stars
• 41 reviews
12 repeat clients
20 years of experience
Winnipeg, MB, R3M

“Richard and Melissa were amazing! We dropped our 4 month old husky off for the afternoon and they provided tons of updates, pictures and even videos of him playing with our pup. Their dog is extremely well mannered and friendly. Amazing with younger puppies. Would highly recommend booking with them as I know I will book with them in the future as well!”

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Avery T.
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
• 50 reviews
17 repeat clients
50 years of experience
Winnipeg, MB, R3J

“We are thrilled to have found Mary Ann ❤️. Lilly was welcomed into her home and I could tell she felt comfortable immediately. We were confident leaving her in Mary Ann’s care and she took care of our senior lovingly. Thank you Mary Ann!”

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Elviera B.
Sitter Profile Image: Simone & Adam M.
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Simone & Adam M.
Star Sitter
$45
total per day
5.0 out of 5 stars
• 20 reviews
3 repeat clients
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: Elina A.
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Elina A.
Star Sitter
$45
total per day
5.0 out of 5 stars
• 128 reviews
24 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: Obed & Funmi S.
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Obed & Funmi S.
Star Sitter
$56
total per day
5.0 out of 5 stars
• 47 reviews
10 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: Mandy D.
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Mandy D.
Star Sitter
$56
total per day
5.0 out of 5 stars
• 59 reviews
14 repeat clients
27 years of experience
Winnipeg, MB, R2J

“Mandy did an amazing job watching our two dogs Sadie and Daisy. We received a lot of picture updates showing them having fun on walks and being relaxed and well taken care of back at her home. Thank you so much for the care and attention you gave to our two babies. Will definitely book with Mandy again and highly recommend her to everyone!”

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

“Dorotea was incredible. Amazing feedback and communication throughout the entire process. Would highly recommend!! Now our go to dog sitter :)”

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Stefan S.
Sitter Profile Image: Joy C.
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Joy C.
$37
total per day
4.9 out of 5 stars
• 12 reviews
3 repeat clients
40 years of experience
Winnipeg, MB, R3G

“Incredibly friendly and easy to book with. Her dog was great to keep Stella company and distracted. Stella was happy and tired for her morning play when we got home.”

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stefon i.
Sitter Profile Image: Jennifer & Christopher B.
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Jennifer & Christopher B.
$50
total per day
5.0 out of 5 stars
• 3 reviews
20 years of experience
Winnipeg, MB, R3G

“We were in Winnipeg for a short visit and Jennifer’s help in taking care of Aspen was a tremendous help to us. Communication with her was easy, quick, and always friendly. Jennifer was very accommodating to our schedule which helped a great deal. She sent us pics to let us see how things were going. It was really helpful that she took the dogs out for a walk shortly before we picked Aspen up since we had a long drive ahead of us. Thank you so much, Jennifer ❤️ Aspen was a happy puppy in your care 😊”

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Juliane V.
Sitter Profile Image: Sarit A.
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Sarit A.
$27
total per day
3 years of experience
Winnipeg, MB, R3G

About: I’ve done volunteering at Winnipeg Animal Service, washing dogs, walking them and being a little bit involved in their enrichment, such as simple training with rewards and playing with them. I’ve had two small dogs while growing up, and taken care of a Guinea pig once. I’m a full-time student, but most of the time classes and studying feels really overwhelming, so having something different to do in my afternoons, like pet sitting, would be a great new thing to add to my schedule. I’ve trained my dogs since very young ages and I’ve tried to adapt to whatever is healthier for them, but I’ll adapt to any requirements or conditions the puppies are used to.

Sitter Profile Image: Katie S.
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Katie S.
$28
total per day
5.0 out of 5 stars
• 3 reviews
5 years of experience
Winnipeg, MB, R3G

About: Life-long animal lover. I grew up with both cats & dogs. Currently have 3 cats and 1 dog who are much loved members of our household. I have fostered >70 animals over the past 5 years including ~10 dogs and >60 cats of all ages, from neonates to seniors as well as whelping mothers. Personally, have participated in many training sessions and workshops with my own dog and have helped train & socialize our numerous foster dogs. Overall, I’m an animal lover who has been caring for animals in my own home for years and, with a bit more time on my hands now, would like to extend services. Currently, have both weekdays and weekends available for walks/drop-in visits. Boarding for cats is available on an intermittent basis and depends on whether I have a foster cat at any point in time. Cat visitors in my home get their own bedroom outfitted with litter box, cat trees, and toys. We have a friendly, neutral resident dog and three resident cats.

Sitter Profile Image: Nayeli L.
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Nayeli L.
$45
total per day
4.7 out of 5 stars
• 17 reviews
4 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.
Sitter Profile Image: Maria D.
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Maria D.
$34
total per day
5.0 out of 5 stars
• 14 reviews
4 repeat clients
29 years of experience
Winnipeg, MB, R3L

About: I've been taking care of animals since I was 5 years old, and have continuously cared for many pets ever since! I used to work at Pet Valu, and am trained in health, diet, and grooming for dogs, cats, and small animals. I also have formal training for first aid and CPR, and am skilled in training puppies, ensuring well-behaved, happy pups! I work very close to home at Monday to Friday, 8-4, so I get to spend lots of time and attention with your pets when I'm off! My weekend are pretty much free so I have lots if time to spend with your fur-baby!! I live in an apartment accessible by one flight of stairs with lots of green space and walking opportunities at my doorstep, and I regularly take my French Bulldog 'Nugget' to a dog park only 10 minutes away. I also have access to a dog wash station should your pupper get particularly messy (or just want a nice cleaning)! I'll be sure to take many lovely pictures and videos of your pet loving life. Looking forward to meeting you and your fur baby😊

Sitter Profile Image: Burgess M.
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Burgess M.
$45
total per day
5.0 out of 5 stars
• 7 reviews
2 repeat clients
6 years of experience
Winnipeg, MB, R3G

About: I have over 7 years experience working with dogs. 4 years experience full-time dog walking and worked at a pet rescue shelter for 2 years. Your furry family member will be in good hands with me! I am currently working dog walking and am away 3 to 4 hours on weekdays. Otherwise I'm home with my dogs and yours. Dogs can be left out in home or crated depending on their training. I have a fully fenced in yard with room for your pup to play or relax with my 2 dogs. Your dog will be part of our family while staying in our home and treated as such.

Sitter Profile Image: Amanda H.
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Amanda H.
Star Sitter
$40
total per day
5.0 out of 5 stars
• 14 reviews
3 repeat clients
10 years of experience
Winnipeg, MB, R3T

“Amanda took great care of my beagle Nala who can be a lot to handle for some. She was very easy to talk to and understanding. I would recommend her without hesitation.”

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Kangwa C.
Sitter Profile Image: Autumn S.
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Autumn S.
Star Sitter
$36
total per day
5.0 out of 5 stars
• 34 reviews
18 repeat clients
18 years of experience
Winnipeg, MB, R2W

“Autumn is a wonderful caretaker when my little hyper pup was there to visit. Very welcoming patient and always keeping me updated! Very loving to my pup! Would recommend 10/10”

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Jen D.
Sitter Profile Image: Arissa R.
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Arissa R.
Star Sitter
$45
total per day
5.0 out of 5 stars
• 36 reviews
8 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: Joyce T.
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Joyce T.
$27
total per day
5.0 out of 5 stars
• 4 reviews
1 repeat client
2 years of experience
Winnipeg, MB, R3T

About: With over 2 years of pet care experience, I bring a wealth of expertise and a genuine passion for furry companions. What sets me apart from other sitters is my commitment to going the extra mile. Not only will I provide exceptional care for your pets, but I also offer house sitting services, ensuring that your home remains maintained and clean throughout your absence. From energetic puppies to playful younger dogs, I have ample experience and a deep understanding of their needs. I love taking pets for drives to parks, indulging in fun-filled play sessions, and creating memorable adventures. Additionally, I specialize in handling needy dogs, offering the patience, attention, and affection they require. Your beloved pets will receive top-notch care, companionship, and an abundance of tail-wagging joy in my capable and loving hands. While I may have obligations as a student, I make it a priority to allocate quality time and attention to each and every furry friend under my care. I devote myself entirely to the well-being and happiness of your beloved pets. Whether it's long walks, interactive play sessions, or simply providing them with the love and companionship they deserve, I ensure that they receive the utmost care and affection during our time together. Your lovely pets will never feel neglected or alone, as I strive to create a nurturing and engaging environment for them despite my schedule. Their happiness and comfort are always at the forefront of my mind, and I am dedicated to making every moment with them a joyful one. Safety, trust, and creating a secure environment are my top priorities when it comes to caring for pets, whether it's in my own home or at my clients' residences. I understand the importance of providing a nurturing and hazard-free space for our furry friends. In my home, I have taken extensive measures to ensure a safe and pet-friendly environment. I strive to create a space where pets can roam freely and play without worries. Additionally, I have a keen eye for maintaining a clean and sanitized environment, minimizing the risk of any allergies or infections. When caring for pets in their own homes, I treat their surroundings with the same level of care and respect. I make it a point to familiarize myself with their home setup, ensuring their safety by adhering to their specific routines and any instructions provided. I am dedicated to earning the trust of both the pets and their owners, providing regular updates and open communication to keep everyone informed and at ease. Rest assured that when your beloved pets are in my care, they will be surrounded by a secure, loving, and trustworthy environment where their well-being is my utmost priority.

Sitter Profile Image: Tenille S.
Verified Enhanced Background Check
Tenille S.
$39
total per day
5.0 out of 5 stars
• 6 reviews
30 years of experience
Winnipeg, MB, R2H

“Twnille was very welcoming. Our dog was so happy to stay with her! We will absolutely use her again ❤️”

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Allie B.
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The median cost per day for doggy day care in Headingley is $35

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How to book doggy day care

  1. 1. Search

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Popular requests for doggy day care - Headingley

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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 of Doggy Day Care in Headingley is $28 per day as of October 2026. Most bookings cost between $25 and $37 per day. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

There are 127 sitters on Rover for Doggy Day Care in Headingley. About 89% 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 to ensure they are a perfect fit for your pet’s personality before confirming.

Help your dog become familiar with the day-care environment before their first full day. Arrange a Meet & Greet so they can visit the sitter’s home, meet the sitter and any resident pets, and explore the space while you are there. This can make the environment feel more familiar and help you and the sitter confirm that the setup is right for your dog.

Pack anything you and the sitter have agreed your dog will need, such as:

  • Their usual food and approved treats, with feeding instructions
  • Medication, with clear dosage instructions, if needed
  • Their collar or harness and other walking equipment
  • Familiar comfort items, such as a blanket or favourite toy
  • Any seasonal gear they may need

On the day of the booking, keep your dog’s normal routine as consistent as possible, including their usual meal, toilet break, and some light exercise. Keep drop-off calm and brief, which may help make the transition easier.

If your dog is shy, nervous, or needs more time to adjust to unfamiliar places, ask whether a shorter introductory stay is possible before their first full day.

Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. Every sitter on Rover has their own routine and some may offer flexible activities suited for your dog. 94% of sitters in your city can provide daily exercise during dog boarding stays.

These activities are not automatically included with every booking, so ask the sitter what a typical day looks like. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

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 .

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 , which provides up to $25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our .

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. On Rover:

  • 84% of sitters can help with special care needs
  • 92% can help with giving oral medications or injections
  • 94% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, 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 use the Meet & Greet to walk your sitter through your expectations.

sitters on Rover , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

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

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