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. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: Let your pups come play at Paws-A-Playin'. We are a pet safe and pet friendly home with a large fenced yard. There is plenty of toys and activities for your pups, and, of course, there are always plenty of friends! We offer overnight boarding for your pups in a home environment where they are one of the family. The lower level of our home is set up for the visiting pups to stay. We also offer day camps Tuesday through Friday and weekends, if space allows. We would love to help you with your pups! Contact me today! About this sitter: Welcome to Paws-A-Playin! My name is Jamie. My husband, Randy, and I run our business out of our home. Our kids are all older and we now have more time on our hands to fill with something that we enjoy...taking care of dogs! We are friendly, dependable, affordable and love what we do! Why I love dog sitting I have been a dog owner for many years. I have also been a dog sitter for many of my family members for many years. As a life long dog lover, I was never able to have a pup when I was a child. I always told my mother that I was going to have 20 dogs when I grew up. Now, I didn't go that far, but we do have quite a few lovely dog babies that we love with all our hearts! My experience administering medication I am comfortable administering oral medications or injections.
“Brianna has watched my puppy a few times and naturally, as puppies can be, she was pretty hyper and crazy, but Brianna did such a great job with her and my puppy was so happy when I went to pick her up! She’s very kind and I’ll definitely be using her again?”
“Kasey is absolutely incredible. As a first-time pet parent, I’m naturally a little anxious, but she made the entire experience seamless and reassuring from start to finish. Rosie had such wonderful, positive exposure to her two sweet dogs and even her kitty — which was so important to me. I could tell Rosie was not only safe, but genuinely thriving in a well-balanced, loving environment. The socialization alone is priceless. Kasey’s communication is top-tier. She sent consistent updates and videos that gave me total peace of mind. Seeing Rosie playing, exploring, and happily interacting made all the difference. She was also incredibly flexible and accommodating, which I truly appreciated. I feel so lucky to have found her and will absolutely be requesting her for all future needs. Highly, highly recommend! 🐾”
“Alice did an amazing job with Oreo! She was so kind, patient and gentle with her. She clearly communicated with me about how her day went and asked questions about her needs. Her utmost priority is safety of the dogs in her care, which also made me feel very comfortable! Thank you so much, Alice :)”
“Paige was WONDERFUL! Very communicative and personable. She asked that I come 15–20 minutes early to discuss Dakota's routine, ask any questions, and tour her home and backyard. It made me feel super comfortable, and I appreciated her willingness to help. I will definitely book with her again!”
“Melissa went above and beyond while taking care of my dog Amaya. She is an excellent caring person. I was nervous about the process because it is my first time on Rover. She helped me so much and put my mind at ease. I wholeheartedly recommend her.”
“Cori had a wonderful day hanging out at Victoria and Rishi’s place. He got to go on a nice long walk and came home a very happy (and tired) pup. We would definitely send him back for future visits.”
“Cody did a wonderful job providing day-care for our two dogs! Lots of pictures sent and they both came home and fell right asleep from all the fun they had. Definitely will be reusing and highly recommend!”
About: Hello! Welcome to my page ! My name is KellyAna or kelly for short is just fine, i am available 7 days a week for pet care, I love animals and have spent a lot of time around them growing up & while working for rover. During their stay with me, your fur baby will be looked after by me and my family in our home & treated as one of our own. we offer a nice sized & fenced in backyard where your Pet can run around and have as much zoomies as they’d like in a safe environment. We will provide you with pictures/videos & keep you updated about your pets well being & just to send over any cute pictures of course. Please feel free to reach out if you have any questions at any time! We get that sometimes your pet may be more comfortable in their own home which is perfectly fine! Can’t come to us? I can come to you! We offer house sitting/drop in visits/doggy daycare & walks ! Please feel free to let us know if you would rather have house visits so we can go over every detail when it comes to the safety of your pet & home ! My at home & work schedule is pretty flexible So I can always work something Out to Make proper accommodations & I also have family members with verified rover accounts if I ever need help We usually have anywhere from 1-3 pets with us a week and will make proper accommodations when planned accordingly, (please contact me a week in advance if you pet is to be kept alone/away from other pets)
“Thank you so much for taking such good care of George! Thanks also for understanding about our trip being cancelled, but we’re so relieved to have a place for George to stay if we decide to rebook this summer. He came home tired and happy! And thanks for the cute pictures of him through the day, we were relieved since it was his first time ever away from us ❤️”
“Deb is a true gem! She took such excellent care of my two little dogs and they came home after both days with her with happy faces and tired bodies from playing. My shy girl, Clover even snuggled and took a nap at her house! AMAZING sitter, highly recommend Deb. She has a house designed for pups and a beautiful, peaceful and huge backyard. She's home most of the time and just treats your dogs with genuine love and sweetness. I am moving too far to use her services again, but sad to say so, because our experience with her was just absolutely perfect. There may be sitters in the Battle Creek area that charge less, but having tried them with very mixed results - I assure you Deb is worth every penny!”
About: I am a retired registered nurse with a lifetime of caring for people. I have always had pets but, sadly, mine passed away recently. So, I look forward to sharing love to your pet! . Now that I am retired I have the time to spend each day showering your fur baby with love. I also like the exercise it gives when taking them for a walk. I am available all day to devote to your pet. I look forward to playing g outside with them. This is perfect activity for me and for your pet. I have an area off the garage that is fenced in for safety. I also have a big yard that allows us to play outside and a perfect area to walk your dog downtown in our little village.
“Very highly recommend: I dropped my deaf dog off unsure of how she would interact with others, as I typically try to keep her away due to my uncertainty. However, Sarah provided constant updates with pictures and videos of my pup interacting with others, which put my worries to rest. I very much loved having my pet here and I’m sure my pup did too.”
“Jessica exceeded expectations, and our experience was superb! My newfies were comfortable staying with her, and I was very happy to receive multiple updates with pictures and videos throughout the day! 5 stars!”
The median cost per day for doggy day care in Chester is $33
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?
Cashless payments
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.
Meet local sitters who will treat your dogs like family
1. Search
Browse profiles of sitters near you who offer doggy day care
2. Meet In Person
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3. Book & Pay
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Popular requests near you
Select a filter and find qualifying Chester sitters!Sitters in Chester average 5 repeat doggy day care clients
FAQs for Doggy Day Care - Chester
Frequently asked questions about Rover
As of July 2026, there are 203 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 MI 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 203 sitters in Chester, 89% 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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