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

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Top rated Chester doggy day care sitters
Prices are estimates per day for 1 dog. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

“Kara was incredibly accommodating and so kind to our pup. She was able to look after our dog at the last minute when someone else cancelled due to illness. She took great care of Fig!”


“Em was amazing from the first moment I reached out! She and her family are dog lovers through and through. Em sent pupdates (but didn’t overwhelm us), and was super flexible with timing and logistics. We’re so happy to have found a second family to love our pups when we’re indisposed! Thanks so much, Em!”



“Our pup enjoyed her stay with Gina. They went out for lots of walks and exploring, and Dori came home very tired ( which is a great thing !) We received lots of photo updates , and communication was quick!”


About: Hi there, we are Fathima and Khan. We live in Middle Sackville in a beautiful community. We have a 1.6 year old male, adorable, goofy little (not so little) German Shepherd dog named Loki (yes, the Dog of Mischief) and a 2 year old beautiful calico house cat named Arya (House Stark!) who are looking for more furry friends to play with. Loki is extremely friendly, social and loves giving lots of kisses to anyone who enters the house and is eager to meet everyone. He enjoys his fetch and tug playtime the most. Miss Arya is the typical sassy queen cat who loves her own space upstairs and yet somehow manages to win everyone’s heart. Requested information about your pet: When you're ready to request a service, send us a message via this website and we will reply within the hour. When requesting a service please let us know the following about your fur babies: - Any behavioural/reactivity issues? - Does your pet have any separation anxiety? - Fully vaccinated? - Crate trained? - Spayed/Neutered? - Dog Friendly? - Pee pad trained? (Puppies only) - Allergies or medication? Me and my husband work from home, so we will be at our home all day with your pet. We will ensure your fur babies have a great time with lots of play, toys, puzzles and snuggles to go around. Since we have 2 fur babies, we know what it's like to leave them with someone else for a few days - so we will make sure that we send you lots of videos and pictures of them so you can enjoy your vacation/trip worry free. We have a big unfenced backyard where your pups can play, run around and have immense fun. We look forward to hosting your pups! 😊

About: I have many years of experience with animal care both as a pet owner and a volunteer, I love being around animals cause they bring me joy and as someone once said if you do something you love you'll never work a day in your life or something to that effect. I am able to do drop ins to spend time with either cats or dogs and feed them and give them attention or I am able to walk them individually or in small groups if that is something that you are interested in. I am attentive to each animals dietary needs and requirements and am available for both week days and weekends. I have a car so I am able to get around easily and can take your loved one to preferred locations if you have them.

About: I’ve been brought up in a dog household throughout my life, and I currently have a 2 year old doberman who loves both big and small dogs. I’m no stranger to the amount of care and responsibility in taking care of dogs. Evenings and weekends my schedule is very open and flexible and I can guarantee full attention to your dog on every stay that is confirmed. I am most often available during the weekends, but often I am also available during the week. Feel free to check with me to see if I am available on certain days and I can often make things work :) My world tends to revolve around my pup, and I take a great amount of care for him, and I look forward to treating your dog the same. I have a large home with ample space, with a fenced in yard. I often take my doberman to fenced in dog parks throughout the city and will gladly take your dog on trips, should you request. My pup is also fully vaccinated and treated monthly for preventative issues (heart worm, ticks, fleas). They are also gentle and love to play so will easily adjust to your dogs attitude and energy. We also have many dog beds and hundreds of dog toys for your dog to choose from. My home is smoke free, clean, and dogs are allowed on all furniture. Should your dog prefer privacy when sleeping or resting, we have a spare bedroom.

About: Presently I have one dog in my home.She is a 1 year old English Bulldog who loves all other animals and people.recently had to send our other two senior bulldogs over the rainbow bridge I’m comfortable with just having the one dog we have now but would love to look after other fur babies Open seven days a week and I do not require much notice.As stated above I do have a 1 year old bulldog who is full of love. I would not be able to accept aggressive dogs of any kind. We have a very large non fenced yard but lots of places to walk so your fur baby can have all the exercise they need. We don’t mind crating if it makes your dog more comfortable.Sleeping on the bed is always an option in our home

About: My name is Roney — I live in the heart of little Portugal in Toronto, I’m a filmmaker who works from home, I live in a comfy detached home with my roommate, Andrew, and we have an aptitude for having fun with furry friends. I was born and raised in beautiful British Columbia, where my family and I raised two stunning English Springer Spaniels. I moved to Toronto to play basketball for the Ryerson Women’s varsity team, and stayed because I fell in love with this city. I’m incredibly active, social, and caring. I love giving updates on how your doggo is doing, but I’m also very flexible with communication! There’s tons of great dog parks around me! I’m a great trainer so let me know what you need help with (examples: leading, stay, recall training, potty training, etc.) I work from home and I’m very involved in training and giving your pets plenty of exercise throughout the day. I’m usually up at around 6-630 every morning so I’m very flexible with your pups routine! I have a fenced home and I’m very close to dog parks. I have a car in case of emergency or if you want me to take your dog for a long hike outside of town!

About: I’ve owned dogs for 15 + years and walk mine twice or 3 times a day. I have dog sat for friends and family though Rover is my first foray into professional dogsitting. I’m also available for walks in and around my area. I work from home and live in a rural area so have plenty of time to hang out with and walk pups. Zorro is very friendly with other dogs and likes to play but also have a good snooze. I struggle finding good dog sitters so thought it was something I should try myself since I love dogs so much. I have a yard for pee breaks and can take dogs for unleashed walks with your approval once I know them. My home is safe and my dog is excellent company.

About: I’ve taken care of dogs, cats and birds for over 10 years from friends and family members. I am interested in all breeds, and as a researcher by day, I will learn about your loved one! I work from home 2-3 days a week and my schedule is very flexible. I enjoy taking regular hikes and walks, and love spending time with animals! I have a large apartment so your animal will not feel small. I have a wrap around deck, that is secure. I will also make sure that your space is clean and secured.
Loving doggy day care in your neighborhood
Search Results
Prices are estimates per night for 1 dog. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.


Kara W.Star Sitter

“Kara was incredibly accommodating and so kind to our pup. She was able to look after our dog at the last minute when someone else cancelled due to illness. She took great care of Fig!”


Emily W.Star Sitter

“Em was amazing from the first moment I reached out! She and her family are dog lovers through and through. Em sent pupdates (but didn’t overwhelm us), and was super flexible with timing and logistics. We’re so happy to have found a second family to love our pups when we’re indisposed! Thanks so much, Em!”


Jacqueline C.

“Thanks for taking such great care of Rio!! Love all the pictures and really appreciate that you kept in touch and obviously he had a great time ❤️”




Gina T.

“Our pup enjoyed her stay with Gina. They went out for lots of walks and exploring, and Dori came home very tired ( which is a great thing !) We received lots of photo updates , and communication was quick!”


Fathima & Zubair K.
“Faiza and Khan were great to deal with. They were warm and welcoming. Bane was very happy to spend time with Loki and playing in the yard together. I received regular updates from them; they sent photos and videos and made sure that Bane was a happy boy at the end of the day. Bane is already looking forward for his next visit and play session with Loki!!”


Jason L.
“Jason is an amazing dog walker. My Katie loves him and behaves better for him and is calmer than she is even with me. The walks help so much when I am working long hours and I am so grateful. Glad I found someone I can trust with my baby!”


Ruck P.
“Ruck is an exceptional dog caregiver. He has been taking care of my dogs for a while now and I couldn’t be happier with his service. He is very attentive to their needs and always goes above and beyond to make sure they are comfortable and happy. Ruck is very reliable and trustworthy, and I feel completely at ease leaving my dogs in his care. He is a true dog lover and it shows in the way he interacts with them. I highly recommend Ruck to anyone looking for a responsible and caring dog caregiver.”


Patric R.
“I can;t recommend Patric highly enough. He is wise, caring, sensitive, good humoured and a joy to be with. And he brings all of that to his relationships with dogs, who adore him. I’ve known Patric through his 3 Bulldogs, both as they lived and, with 2 of them, as they passed on. None could be a better dog parent, foster parent, or caregiver. I would and have trusted Patric with my life and with my dog’s life. And with all that going for him, he has no ego or vanity. He is self effacing. If you would like to hear more about Patric, I can be reached at Nlevine@mts.net. There is no one I know who is better suited to care for dogs. They are his passion. Naomi Z. Levine, LL.B., LL.D. Indian Harbour, NS”


Danielle R.
“Danielle has taken care of my dog Edgar on two separate occasions, both over 3 days/2 nights on a weekend. Communication about drop off/pick up times was easy and Edgar seemed to enjoy his stay with Danielle as he was very excited to see her when I dropped him off for the second visit. Will definitely be using Danielle's services in the future.”


Rivkah R.
About: I’ve owned dogs for 15 + years and walk mine twice or 3 times a day. I have dog sat for friends and family though Rover is my first foray into professional dogsitting. I’m also available for walks in and around my area. I work from home and live in a rural area so have plenty of time to hang out with and walk pups. Zorro is very friendly with other dogs and likes to play but also have a good snooze. I struggle finding good dog sitters so thought it was something I should try myself since I love dogs so much. I have a yard for pee breaks and can take dogs for unleashed walks with your approval once I know them. My home is safe and my dog is excellent company.


Claude H.

“Very flexible and convenient.”


Megi N.
“Megi is a very responsible and caring pet caregiver. She has lots of experience caring for pets of all ages, sizes, and breeds. She has a natural love of pets and she is always my top pick for caring my dogs in any capacity - whether it's dog sitting overnight, taking them for a walk, popping in to let them out to pee and feed, or watching them for an afternoon.”
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Doggy Day Care FAQs
Frequently asked questions about Rover
Sitters on Rover are free to set their rates. The median cost to hire a sitter for doggy day care in Chester on Rover as of Aug 2025 was about $45 per day, after factoring in Rover’s service fees. A sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.
As of Aug 2025, 7 sitters provided doggy day care in Chester. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, sitters offering doggy day care joining Rover must pass a background check for you and your dog’s safety.
Typically, sitters offering doggy day care on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your dog 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 Chester.
Chester doggy day care sitters are happy to take care of your dog while you’re at work or unavailable for the day. Book a one-time visit, or set up a regular rhythm with your favorite Chester sitter. Drop off your dog at the sitter’s home and rest easy knowing they’ll get frequent potty breaks, plenty of playtime, and lots of love. Doggy day care is great for:
- Puppies and high-energy dogs
- Dogs with special needs, including seniors
- Pet parents who work long hours
- Dogs with separation anxiety
There are 7 sitters offering doggy day care in Chester on Rover, so you’re sure to find the perfect match for your dog! We understand that each dog is unique and may require specific instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect doggy day care sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your doggy day care 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.
