Doggy Day Care 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

“Victoria & Rishi & their 4 pups were great! Penny is a submissive but social dog and loved her first day. They’re very communicative & flexible with their hours & we’re happy to have them as our weekly daycare.”


“Alice is the absolute best! She does a meet and greet with every dog before caring for them for the first time which made me feel so much comfortable! She has the best yard and is so friendly. I will definitely be using her again! ?”


“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!”


“Jason and Kristen have taken such great care of our dog Eddie. He usually has separation anxiety, but always RUNS to their door to be played with and cared for by this family. My requests and quirks are respected, photos are sent and communication response is as close to immediate as one can be. I rest easily knowing my dog is in responsible, caring hands!!”


“So very grateful to have found Val! She was able to accommodate a last minute request. My pups received the absolute best care. They came home completely exhausted and happy and healthy. Will most definitely return when in the area again and would absolutely recommend! Thank you!!!”

About: Hi *Spanish and English I’m a mom of 2 dogs (Husky and Golden Retriever) and 2 cats (adopted). I know how hard is find someone to take care of our babies like ourselves, that’s why I’m here. What to expect? -Before 15-20 min aprox 1. Meeting with me and my dogs. This meeting is just to start the trusting process. 2. Discuss what thing I need for your pet, like kennel, leash, food, treats, toys etc. -During 1. Love and hugs (if you pet like it). 2. Play with my dogs and kids. 3. Outside play time (fenced yard) 4. Walks if weather permits. 5. If you pet have a lot of fun and he gets dirty the bath is a gift for you 😅. 6. Feed with you pet food. 7. Treats (let me know if your pet have any allergies). 8. Pictures and updates. -Last day 1. Gift from my family to yours. Right now, I have plenty of time to take care of your baby or babies. I’m a homeschool mom, so I spend most of the time at home. 1. I have fenced yard. 2. I don’t have outside doors for cats or dogs. 3. My dogs loves cats and dogs. 4. Happy environment with a pet lover family ❤️

“I can’t say enough good things about Jessica! My boy went to doggy daycare for the day, she was very communicative. She worked with him on some training and sent videos and pictures of him playing, resting and doing some training. She went above and beyond! My pup came home happy and tired out!”


“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.”


“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?”


About: I love all kinds of animals! Growing up, I had dogs, chickens, birds and even turtles as pets! It gave me the experience and knowledge of being an animal care giver. I love to foster pups from different rescue groups from Michigan AND Puerto Rico (my home country). It is a great feeling to know you are somehow contributing to safe a life in desperate need. That’s how I adopted my recent baby girl Nova. She’s a tropical girl from Puerto Rico, just like mommy ❤️ I also adopted my baby boy kitty called Mishu, and from the photos you can tell he’s 100% a momma’s boy. Lol I’m open to handle your babies’ medicines or to complete any special task. Just let me know what you need. I’m here to help in any way I can! Working from home allows me to have a flexible schedule for potty breaks and playtime. Also, my baby girl, Nova would LOVE to have new friends to play with during the day. :) I have a big backyard which Nova loves. Even though it’s not completely fenced (2 sides out of 4 are fenced), we have been able to train Nova to stay around us. We also have a super long leash that we could use if you want, to make sure your pup doesn’t run away. Additionally, one of our great neighbors allows us to take Nova to her fenced backyard and have some playtime with her dogs as well. If you allow me, we could spend some playtime in our neighbor’s yard. :)

About: I have lots of experience with high energy working dog breeds. I also know puppy care and how to administer shots. I have multiple dogs myself, know how to handle high stress situations or dogs that may not like other dogs. I am an avid runner who loves to go hiking and walking in my free time. I always enjoy being outdoors and active in my free time. I have multiple dogs who all have various needs. some enjoy running with me, others enjoy swimming at the local lakes, some like hiking, and others just want to stay at home and cuddle. i am very adaptable to all different types of needs from dogs, and I do have experience with reactivity and resource guarding as well.

About: I have had a house full of animals since I was a child. We’ve had several different breeds and sizes of dogs and cats. Not only have I had my own animals, I often look after my friends and neighbors animals for extended stays and as needed. I love all animals and believe animals make the best family members. I work from home and have lots of breaks through the day to go on walks or have play time. I am available for boarding all week and check ins or walks after 6 ET M-F. I do not currently have any pets in my home so no need to worry about pets who don’t like other animals. I have a walking trail nearby that is perfect for stretching their legs and exercising. I do not typically crate animals but if you provide a crate for your animal, I would be happy to oblige. It’s important to keep as much structure as possible in new environments and I am willing to do whatever it takes to make the pet as comfortable as possible.

“Barnaby had a great time with Tara, Beth, and Dennis. I felt very confident and at ease leaving Barnaby in their care. Great to have found someone close by and caring for my dog. Would highly recommend them. Thank you!”


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.

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.
Loving doggy day care in your neighborhood
Search Results


Taya A.
Star Sitter


“Great communication and kept me updated with plenty of pictures and messages about how my dog was doing! Would definitely recommend to anyone.”


Victoria & Rishi S.
Star Sitter


“Victoria & Rishi & their 4 pups were great! Penny is a submissive but social dog and loved her first day. They’re very communicative & flexible with their hours & we’re happy to have them as our weekly daycare.”


Alice B.Star Sitter

“Alice is the absolute best! She does a meet and greet with every dog before caring for them for the first time which made me feel so much comfortable! She has the best yard and is so friendly. I will definitely be using her again! ?”


Paige L.Star Sitter

“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!”


Kasey K.
Star Sitter

“Kasey gave us great updates on our dog and was quick to respond to questions and requests for booking. We will definitely book with her again!”


Karen A.

“Karen was great with Max. Very caring and compassionate. She sends pictures periodically throughout his stay.”


Jason & Kristen S.Star Sitter

“Jason and Kristen have taken such great care of our dog Eddie. He usually has separation anxiety, but always RUNS to their door to be played with and cared for by this family. My requests and quirks are respected, photos are sent and communication response is as close to immediate as one can be. I rest easily knowing my dog is in responsible, caring hands!!”


Damoan B.

“Mocha always comes back happy. Also it’s fantastic that he comes back clean and smells good. I appreciate how Damoan takes good care of Mocha”


Valerie M.
“So very grateful to have found Val! She was able to accommodate a last minute request. My pups received the absolute best care. They came home completely exhausted and happy and healthy. Will most definitely return when in the area again and would absolutely recommend! Thank you!!!”


Ramaris O.
About: Hi *Spanish and English I’m a mom of 2 dogs (Husky and Golden Retriever) and 2 cats (adopted). I know how hard is find someone to take care of our babies like ourselves, that’s why I’m here. What to expect? -Before 15-20 min aprox 1. Meeting with me and my dogs. This meeting is just to start the trusting process. 2. Discuss what thing I need for your pet, like kennel, leash, food, treats, toys etc. -During 1. Love and hugs (if you pet like it). 2. Play with my dogs and kids. 3. Outside play time (fenced yard) 4. Walks if weather permits. 5. If you pet have a lot of fun and he gets dirty the bath is a gift for you 😅. 6. Feed with you pet food. 7. Treats (let me know if your pet have any allergies). 8. Pictures and updates. -Last day 1. Gift from my family to yours. Right now, I have plenty of time to take care of your baby or babies. I’m a homeschool mom, so I spend most of the time at home. 1. I have fenced yard. 2. I don’t have outside doors for cats or dogs. 3. My dogs loves cats and dogs. 4. Happy environment with a pet lover family ❤️


Jessica W.


“I can’t say enough good things about Jessica! My boy went to doggy daycare for the day, she was very communicative. She worked with him on some training and sent videos and pictures of him playing, resting and doing some training. She went above and beyond! My pup came home happy and tired out!”


Sarah C.

“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.”


Deb S.

“Deb was so great with Mikey!! We will definitely be back!”


Brianna E.

“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?”


Lisaura M.
About: I love all kinds of animals! Growing up, I had dogs, chickens, birds and even turtles as pets! It gave me the experience and knowledge of being an animal care giver. I love to foster pups from different rescue groups from Michigan AND Puerto Rico (my home country). It is a great feeling to know you are somehow contributing to safe a life in desperate need. That’s how I adopted my recent baby girl Nova. She’s a tropical girl from Puerto Rico, just like mommy ❤️ I also adopted my baby boy kitty called Mishu, and from the photos you can tell he’s 100% a momma’s boy. Lol I’m open to handle your babies’ medicines or to complete any special task. Just let me know what you need. I’m here to help in any way I can! Working from home allows me to have a flexible schedule for potty breaks and playtime. Also, my baby girl, Nova would LOVE to have new friends to play with during the day. :) I have a big backyard which Nova loves. Even though it’s not completely fenced (2 sides out of 4 are fenced), we have been able to train Nova to stay around us. We also have a super long leash that we could use if you want, to make sure your pup doesn’t run away. Additionally, one of our great neighbors allows us to take Nova to her fenced backyard and have some playtime with her dogs as well. If you allow me, we could spend some playtime in our neighbor’s yard. :)


julia c.
“Julia was the best pet sitter for my senior dog with special needs, Mr Peanut. He is diabetic, and required insulin shots twice daily, which she was able to administer successfully. He was also nearly blind, and she made sure he was acclimated to his surroundings and comfortable. He also got plenty of snuggles and play time, which he enjoyed!”


Chloe C.
About: I have had a house full of animals since I was a child. We’ve had several different breeds and sizes of dogs and cats. Not only have I had my own animals, I often look after my friends and neighbors animals for extended stays and as needed. I love all animals and believe animals make the best family members. I work from home and have lots of breaks through the day to go on walks or have play time. I am available for boarding all week and check ins or walks after 6 ET M-F. I do not currently have any pets in my home so no need to worry about pets who don’t like other animals. I have a walking trail nearby that is perfect for stretching their legs and exercising. I do not typically crate animals but if you provide a crate for your animal, I would be happy to oblige. It’s important to keep as much structure as possible in new environments and I am willing to do whatever it takes to make the pet as comfortable as possible.


Beth E.

“Barnaby had a great time with Tara, Beth, and Dennis. I felt very confident and at ease leaving Barnaby in their care. Great to have found someone close by and caring for my dog. Would highly recommend them. Thank you!”




Jamie H.
“Jamie is the definition of a dog lover! Her dogs always come first in her life and she treats them just like they are her children. I dog sat once for Jamie and she asked if we could facetime every night just so she could see her puppies and talk to them face to face. Jamie is an extremely friendly person that both you and your dog(s) can rely on! Jamie is also very flexible and is always willing to work with my schedule!”


Julie M.
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.
Popular requests near you
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The median cost per day for doggy day care in Chester is $30
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Sitters in Chester average 5 repeat doggy day care clients
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 $30 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, 120 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.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 87% of Chester sitters offering doggy day care respond in under an hour.
Sitters who provide doggy day care in Chester have an average of 17 years of experience. Sitters offering doggy day care with repeat customers have an average of 5 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters 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 120 sitters offering doggy day care in Chester on Rover, so you’re sure to find the perfect match for your dog! In Chester, 100% of sitters offer daily exercise, 100% offer medication administration, and 93% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care 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.
Note: If your doggy day care sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your doggy day care service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
