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

Chester, 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%.
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!
“Megan was great! My Wife and I went to our daughter's graduation at Del and needed someone to take care of our 8 month old Siberian Husky, Eva. We are from a long distance away and were worried about who we could trust with Eva. After careful consideration, we decided to ask Megan as she would take Eva in her home, she has a beautiful dog of her own, and she has a good area to take the dogs outdoors. All day long Megan kept us very well update (with pictures) on how Eva was doing. I would definitely recommend Megan to anyone who is looking for a sitter. Also, Megan's dog is awsome! I would offer to take her anytime if Megan needed a sitter if she was in our area. Thank you Megan”


“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!”

“Renita was nothing but wonderful with our pup! She has a very warm presence that helped make him feel comfortable immediately. Renita has a great dog set up at home with access to a fenced in yard. She provides lovely pictures and updates throughout the day. We will definitely be returning soon! Thanks Renita :)”

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: I have sat cats, dogs, hamsters, and geckos. I have owned cats, a dog, a chinchilla, and guinea pigs. I have also volunteered in vet clinics and animal shelters. My family loves animals and I can send you lots of pictures and updates as well. I do currently have a dog, she loves people and has a friendly Demeanor. Please specify any specific care needs with your request. I currently work from home so I am available during the week or weekends. I have a dog who loves to go outside and have free play time. I like to work with your needs and desires, I won't agree to something I cannot deliver on. I understand the value of getting perspective on your family members day so I will definitely provide this!
About: I can provide a loving, structured, safe environment with a focus on positive reinforcement. I have experience with almost every kind of pet, but specialize in canines and kitties. As someone who is home all day, I am able to prioritize with the needs of your pets whether it be old age related health needs or young age related potty needs etc. I have a large partially fenced yard on a green belt. I have a dog line set up for brief outside uses but usually take dogs out in groups several times a day besides walks. For kitties, it is a three level home where cats are free to find their own spot/space. I feed all animals 1 to three times a day on a schedule for the most part. Dogs are allowed on some furniture with permission.
“We were visiting Nova Scotia from NE Ohio. We were staying in Amherst Shore but visiting the Halifax area and Peggy’s Cove for a day. We couldn’t leave the pup in the camper for that long but needed somewhere for him for a few hours while we went to the Maritime museum. Everything worked out perfectly from drop off to pick up. I felt very comfortable leaving him with Emily and he seemed very happy and comfortable when we picked him up. If we are ever back in the area would definitely consider leaving him with her again.”

“Simon's passion and care for dogs was evident throughout our interactions, asking lots of questions to ensure the best care possible. My Fozzie had a great time, got lots of walks and play time, and I got many updates throughout the day that were much appreciated.”

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: **Use my promo code to save $20 on your first booking! Message me to ask how!** I have a 4 year old golden retriever that is my world! I truly enjoy walking, playing and spending time cuddling dogs of all breeds! This is my passion! I love hitting the trails, throwing a ball & playing fetch and taking dogs that love the water for a swim! Very flexible! I have experience walking and looking after my sister's dog- a golden doodle and my friend's golden retriever- taking them out for walks and play. I am currently working full time from home Monday to Friday! I can do very early morning walks , lunch time walks and evening/weekend walks ! I will come to your house to stay or play or both! I can care for your pet in my home or in your home. Whatever is best for you and your dog! Pets are allowed on my furniture
About: I've been taking care of dogs since I was 15. I consistently make enrichment a top priority whether it's playtime, a healthy snack, and cuddles. I have a hybrid work from home job so I am able to keep your pets company and also can board dogs 7 days a week. I have a small fenced yard and also 3 wonderful and friendly dogs who would keep your pup company and can allow space if needed.
The median cost per day for doggy day care in Chester is $40
Book with peace of mind
- 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?
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Book and pay through Rover’s secured platform—no cash or checks required.
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.
How Rover works

1. Search
Browse profiles of sitters near you who offer doggy day care
2. Meet & Greet
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests near you
Select a filter and find qualifying Chester sitters!Sitters in Chester average 2 repeat doggy day care clients
FAQs for Doggy Day Care - Chester
Frequently asked questions about Rover
There are 80 sitters on Rover for Doggy Day Care in Chester. About 90% of Chester 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 Chester 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 NS 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.


