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
“It was my first time leaving my baby with anyone. Amy was very pleasant and my pup loved her the moment she came to greet him. He went crazy with her family and her own pups. I picked up a calm dog which is never the case with my baby, hes always extra excited to see me, so that means he was OK, he had fun and wasn't nervous/concerned while in her care which was a huge relieve for me. Looks like he had a good time there. Highly recommend.”
“If I could give Dawn 100 stars I would!! She was AMAZING taking care of my little Yeti. She was communicating and sending beautiful pictures of him all day. He never eats at strange locations, and he even ate with her. She has a sixth sense for animals!! I'd recommend her everyday.”
“Alexis was great with Piper and she took great care of her. Piper left there very happy. It was her first time in doggy daycare. Alexis took Piper on a nice walk and provided updates to us throughout the day. We will definitely be using her services again. Thank you for taking good care of our pup. 🙏🏻”
“We had a wonderful experience with Sandra, our Rover sitter! Our dogs were clearly well cared for, and the little extra touches made it even more special — they came home with a star and a goodie bag, which was such a thoughtful surprise. Communication was great, I received pictures and a video of their day. We would absolutely book again!”
“Chris was very chill, cool, and communicative. We were only gone for a few hours at the nearby Storm King Art Center but got plenty of photos and our puppy looked happy. She was smiling.”
“Julia was so amazing with my 4 month old puppy Hawthorne. She invited me into her home to show me the space and it made me feel so much more at ease. She was very communicative and shared lots of updates during his stay. I’m looking forward to booking with her again very soon!”
“Cindy was great! She was able to take wilson last notice and was very thorough making sure she knew his feeding and potty schedule. Her daughters were wonderful playing with him and petting him too! Highly recommend”
“David was great! We booked last minute and he was very accommodating and communicative. He sent me photos and updates of how they were doing. If we are in the area again I would definitely book with him again. My dogs enjoyed themselves and were well taken care of.”
About: I have 15+ years of experience boarding and caring for dogs of all sizes, breeds, ages, and personalities, providing a safe and loving environment for dogs has been a part of my life for many years. My family has a long history of boarding and breeding hunting dogs through established bloodlines in Scotland, giving me experience with dogs and their individual personalities from an early age. I intentionally board no more than three guest dogs at a time. Keeping our guest list small allows me to provide personalized attention and gives each dog the opportunity to settle into our home and become part of the family during their stay. 🏡 A true home-away-from-home: I don't routinely use cages or kennels. Our guests are welcome to freely roam and enjoy the home just like our own resident dog, Benji does. If your dog is crate-trained and you prefer that their normal crate routine be maintained, we're happy to accommodate that as well. 🐾Room to explore: My home sits on two acres with a beautiful pond, and walking trails offering plenty of interesting sights and smells for supervised outdoor adventures and potty breaks. 🌳Right on the Heritage Trail: I am fortunate to be located directly along the Heritage Trail, making it easy to incorporate leashed walks, fresh air, exercise, and plenty of sniffing into our guests' stays. 🐶 All shapes, sizes & personalities welcome: From little pups to gentle giants, energetic personalities to professional couch loungers, we understand that every dog is different. I do take the time to learn your dog's routine, personality, preferences, and comfort level. 📸 You'll receive photos and updates throughout your dog's stay, so you can see how they're doing and enjoy your time away with peace of mind. 🚗 Transportation is also available for an additional fee, depending on location, and I am happy to accommodate extended stays of 7+ nights. My goal is simple: provide a warm, comfortable place where your dog can enjoy their own little vacation while you're enjoying yours. Rest assured, during your pups stay they will be only with a familiar face, Benji the house resident and myself :)❤️🐾 Pet care is a natural part of our everyday routine. Because I welcome a maximum of only three guest dogs at a time, I'm able to give each pup plenty of individual attention throughout the day. Our guests enjoy regular leashed walks and potty breaks, including walks along the beautiful Heritage Trail located right by our home. There is plenty of time for play, exploring, naps, cuddles, and simply relaxing with us around the house. I do my best to maintain each dog's normal feeding, sleeping, walking, and medication schedule so their stay feels as comfortable and familiar as possible. I also welcome extended stays of 7+ nights and offer transportation for an additional fee when needed. My home is located on two beautiful acres with a pond and direct access to the Heritage Trail, giving your dog plenty of opportunities for supervised outdoor time, adventurous sniffs, and leashed walks. Inside, I provide a cage-free, home-style environment. Guest dogs have free roam of my home and are treated like part of the family rather than being kept in kennels. I will use a crate if an owner requests it because that is what their dog is accustomed to at home. I accept dogs of all sizes and personalities and take time to learn about each dog’s temperament, routine, habits, and individual needs before their stay. I limit boarding to a maximum of three guest dogs at a time so I can provide close supervision and personalized attention. With more than 15 years of dog-boarding and care experience, creating a safe, loving, and comfortable environment is always my priority. Owners also receive regular photos and updates while they’re away. I encourage clients parents to check in whenever they would like - even a facetime here and there would be nice!
About: I have over 16 years of hands-on experience caring for pets of all sizes, temperaments, and needs. I’ve supported dogs through daily care, feeding routines, long walks, playtime, medication administration, and providing comfort while their owners are away. I’m highly intuitive, attentive, and patient, making animals feel safe, calm, and cared for in their own environment. I understand that every pet has a unique personality and routine, and I take pride in adapting my care to meet their individual needs. Whether it’s an energetic pup who loves adventure or a more sensitive pet who needs a gentle presence, I create a nurturing, reliable experience for both pets and their owners. I offer a flexible schedule and am available for mornings, afternoons, evenings, and overnight care. I’m open to weekday and weekend bookings and can accommodate consistent routines or last-minute requests when needed. I provide an attentive, respectful care in clients’ homes, following routines closely, maintaining a calm environment, and ensuring pets feel safe, loved, comfortable, and secure.
“Annie was great! She was super responsive and helpful. I dropped Parker off at Puppy Paws while visiting Storm King, which is conveniently about 5 minutes down the road. The shop itself is super cute and Parker was very well taken care of.”
“We’ll definitely book with Morgan again. She was ready outside for us and took Beth right into the fenced-in backyard for an easy drop off for me and easy transition for Beth. She got to play with other dogs during her stay, and came home happy and tired. Morgan let me know how Beth was doing and took a photo for the end of the day. I felt confident Beth was safe and well caree for. I like that the house was at the end of a dead end on a side street.”
“I highly Recommend Alexis for your doggy daycare or boarding needs. My puppy Finneas absolutely loves going To Alexis’s home. When I come to pick him up he never wants to leave. He gets so much attention and exercise while with her. And I love the fact that he is getting to hang out with Other dogs. She genuinely loves to see Finneas and it is obvious she truly loves what she does.”
“Sonia did a wonderful job taking care of my dog. She is very patient, kind, and made sure my pup felt comfortable and happy. She also share photos during the day and walk our pup several times a day. I would definitely bring my dog back again and highly recommend their daycare!”
“David was wonderful and very loving to my pet dog Patches. He was kind and calm and Patches took to him immediately. My pet usually doesn’t want to eat with sitters but David got him to eat no problem. I would highly recommend him!!!! Thank you David!!”
“Weina was flexible with our drop off/pick up time for Finnegan which was much appreciated! She took our sweet pup out on three long walks over a 7+ hour period plus additional short potty and water breaks. She sent updates and photos throughout the stay. Quick to respond to our request and any additional outreach!”
About: In my home dog sitting available!! Allow me to take care of your dog as if it were my own, with love, any time you need. I have flexible availability with over 15 years experience raising and pet sitting dogs. Dogs have access to one acre of fully fenced in backyard for unlimited outdoor play with plenty of room inside to roam freely without being confined to a kennel. Small to medium sized dogs are welcome. Flexible drop off times and photos throughout the stay will be shared. Please reach out with questions. I'd love to meet you and your pup! Located in Goshen, NY in a quiet and safe neighborhood. I am at home throughout the day with flexibility to ensure your dog is fully cared for. With access to over an acre of fully fenced in backyard, your dog will be able to run freely, explore and not be confined to outdoor time limits nor a tiny caged area like in a kennel! Enjoy the peace, quiet, and beauty of Goshen, NY. I have a fully fenced in backyard that is over an acre in side. Dogs will have unlimited indoor and outdoor access to play and enjoy. I work from home and can provide loving attention throughout the day. I also have two small Jack Russel/Chihuahua’s that love to play!
The median cost per day for doggy day care in Chester is $45
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Meet local sitters who will treat your dogs like family
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Popular requests for doggy day care - Chester
Select a filter and find qualifying sitters offering doggy day care.Sitters in Chester average 4 repeat doggy day care clients
FAQs for Doggy Day Care - Chester
Frequently asked questions about Rover
As of August 2026, there are 873 sitters on Rover offering Doggy Day Care across Chester. Enter your ZIP code to see which available sitters are closest to your home.
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.
Think of doggy day care as your dog’s fun, supervised play date that happens to fit into your workday. Day care through Rover takes place in a real home. This offers a calmer and more personalized environment for your pup.
A typical day can include companionship, one-on-one attention, and same day pick-up and drop-off. Many sitters can also offer structured routines and exercise throughout the day. For recurring, weekly day care, sitters will include photo updates so you can see your dog in their element.
Here are tips for finding the ideal day care fit for your dog:
- For some small dogs: In-home day care can be the perfect fit. Look for sitters whose "can host" section only lists dogs weighing 0–7 kilograms and/or 7–18 kilograms. During your Meet & Greet, ask about play areas based on dog size and energy level.
- For high-energy dogs: The ideal doggy day care can offer scheduled breaks and outdoor spaces or activities. You can also find sitters who host multiple dogs to satisfy your pup’s socializing needs.
- For dogs who prefer human-only companionship: Use the filters "Doesn't own a dog" and "Only accepts one pet at a time" to find the right care.
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!
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 NY ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
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.
Yes, Rover is well-suited for finding sitters who can care for your pet within 24 hours. With 873 sitters in Chester, 88% respond to messages in under an hour.
You can message multiple sitters simultaneously to find the fastest available match. If you need care today or tomorrow, you can look for sitters with a "calendar last updated" notice on their profiles.
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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