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

“Great sitter! Savvy loved her time here!”


“Our pup always has the best time at Ashley’s! Ashleys dogs are the sweetest and our dog loves playing with them, and Ashley is great with communication!”


“We left our dog with Jaimi while skiing for the day at Okemo and it went great. Our dog was a little nervous to go in, but Jaimi sent tons of photos of her relaxed and happy so we knew she was having a good time and being well cared for. Our dog came out happy at the end of the day!”


“Was extremely grateful that Hope could accommodate us last minute... Hope was very kind and easy to make arrangements with... she took great care of our cavalier, Mac, while we skied at Stratton for the day. A bit off the beaten path from Stratton, but worth it for Mac to have company for the day... would trust and recommend!!”


“Cody and Sarah were wonderful! They were very accommodating and flexible in response to my last minute booking requests, and they took great care of my elderly, blind pup, providing updates with photos along the way. Very kind people too. I would highly recommend them!”


About: I have had dogs for all of my life. Through the years I have had a Great Dane, a Doberman, and several mixed-breed dogs. I understand the unique needs of different breeds and am comfortable caring for dogs of all sizes and temperaments. Pet care fits seamlessly into my routine as I work from home, managing multiple online jobs. This allows me to be flexible and available throughout the day to give your pet attention, exercise, and any care they need, ensuring they feel comfortable and well-cared for while you're away. I live in a somewhat secluded area, which makes it easy to take dogs outside for walks or playtime, either on-leash or off-leash, depending on their comfort level and training. My home has plenty of space for dogs to play indoors, so they can stay active and entertained no matter the weather. I prioritize a safe, comfortable, and engaging environment for pets, both inside and outside.

“Tom was quick to respond and set up a meet and greet with my 14 week old golden retriever. We met him and his very well trained lab Ember and set up daycare for the following day. Very quickly you could see how happy my puppy was to be there as she opened up much quicker then normal. Tom made us feel very comfortable and sent us numerous pictures throughout the day. We will be using him consistently for a longe time!”


About: My lifelong aspiration has been to work with animals, a passion that blossomed during my childhood on a farm where I encountered a variety of animals. This rich experience has shaped my deep love for all creatures. Over the years, I've cared for a range of pets, from kittens to senior dogs! I have experience managing reactive dogs, having learned a great deal from working with one of my own and collaborating with a professional trainer. I'm eager to lend a hand with your pets whenever you need assistance, whether it's through drop-in visits or walks. I firmly believe that animals are part of the family and deserve the utmost love and attention. I look forward to meeting you and your beloved companions! I work at a nearby Urgent Care three days a week (Mondays, Tuesdays, and Wednesdays) and I'm eager to spend my days off enjoying some cuddles, playtime and exercises with your fur babies!! I want your fur babies to feel comfortable with me being in their home and in their spaces- I like to take things slow and see how your animal interacts with me and go from there. I want this to be a pawsitive experience for everyone!

“Mike and Laura cared for my pup like she was their own. My dog is a little anxious and overly excitable but Mike took that all in his stride. He sent photos throughout the day and I could quickly see she felt right at home. She had a long walk and lots of playtime with her favorite game of frisbee. The night before we had a big snow storm and Mike was excellent at keeping me up to date on the road conditions. I will be happy to go back another time.”


“Enzo loved his time at Joe’s for daycare. He came home super tired and played with the other pups quite a bit it seems. Lots of photos and info on his Rover card was awesome!”


“Briana made me feel so at ease leaving Moose, even on short notice. He was clearly relaxed, happy, and safe in her care. The thoughtful updates and outstanding photos meant the world. We’re so grateful—and will absolutely book again!”


“Sean and his wonderful family are so kind. My dog loves to visit with them and their dogs! I feel very comfortable that my girl is well loved when I’m absent.”


About: I have about 10 years of hands-on dog experience and a solid understanding of dog body language, behaviour, and psychology. I am also currently working on gaining my first dog training certification. My training specialty has landed on service dogs, but I still have experience with basic obedience, tricks, and behaviour modification. I’m also about to begin my journey in dog grooming! Currently this is my full time job, which means I am home nearly 24/7 to care for your dog. In the case I do need to step out it’s rarely for more than 3 hours. For dogs boarding with me, we start the day with a bathroom break and short play session (if interested). Then dogs are fed breakfast and given at least 30-45 minutes of down time. After that we may have daycare dogs join us. Then we adjust depending on the dogs’ personalities and preferences. We could spend the day playing, just hanging out, or a bit of both! Throughout the day we take at least 2 short breaks and 1 long break to ensure everyone stays hydrated and has a chance to rest. If anyone gets dirty I will rinse and dry them off before pick up to ensure they go home clean. As our yard is unfenced dogs go outside on a leash or long line unless e-collar trained. I also have two large crates as well as an x-pen on hand to ensure dogs have their own space for breaks, meals, and sleep. If for some reason a dog needs a muzzle (e.g. eats rocks) I have 1 on hand for a medium-large dog.

About: I have 100 acres of land for your pet to run on a long lead!! Exercise is included with playtime fun!! Provide bath time too I am retired and have 100% free time to provide to your Pet!! Mon thru Sunday, any time!! Playtime , bath time and exercise !! I will be adding a fence to my yard and have a dog already! Your furry friend can socialize and be safe in Fenced yard!!

About: I've always had a dog. We have a golden retriever and have been doing pet sitting and walking for years. We have an 11yr old golden retriever and a 7 year old child. I own a local company called Grantham Paws LLC and am fully insured. I have a flexible schedule.i will work around your needs. I also love sending photo messages of your pets to you while you are away. I prefer to watch your furry friend in our home however I'm happy to care for your pet in their home if needed. Just let me know if your animal gets along with another dog or a child.

“Letícia took great care of Juni and was very thoughtful about making sure Juni was comfortable. Letícia is very responsible and caring and capable. I will definitely be using Letícia again! Do not hesitate to book!”


About: I am a recently retired public school educator, having served as a psychologist and student service director. I retired to care full time for my mom, for two years. I am now looking for something meaningful, and fun, to do, and I believe caring for your pet(s) is it! I have had horses, dogs and cats in my lifetime. I have cared for the pets of family members and friends. I will be available from April thru October in the Keene area of NH and November thru March in the Dunedin area of Florida. My schedule is very open and flexible. I am available to care for your pet via drop ins, walks and boarding at your house, or mine depending on the circumstances. I have no pets currently, and no children in our home. I do not have a fenced in yard currently, but do abut a golf course in NH which is great for walks! In Florida, I do have a fenced in back yard.

“Laura was very welcoming and I felt confident leaving my anxious dog with her. Her property is a beautiful place for animals to spend the day. We had a nice conversation at pick up and I appreciate her kindness. My dog was very comfortable with her.”

“Remy absolutely loved going to daycare during our short stay in Brattleboro. She was attentive, kind and flexible for our needs! Highly recommended!”


About: As a true animal lover I’ve taken care of pets (cats and dogs) since I was a little girl. As the founder of pet club in secondary school, my love of furry friends never wavered! I went on to adopt my own little sausage after years of rescuing stray pets. I’m currently working from home 5 days a week and take allocated time to walk my little one! Here to help out 24/7 when you have to run an errand or take a trip. I walk Flori early in the morning and getting home to feed her for around 10. She then has dinner at 5 (with snacks and treats In between) and goes for a run around our local park. We have training days on Tuesday and Thursday so we can refresh our tricks/commands and learn new ones. I have a friendly sausage ready to play with your furry friends! She has her own play room in our conservatory that opens out into a fenced garden!
Loving doggy day care in your neighborhood
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1. Samantha L.

“Great sitter! Savvy loved her time here!”


2. Ashley M.

“Our pup always has the best time at Ashley’s! Ashleys dogs are the sweetest and our dog loves playing with them, and Ashley is great with communication!”


3. Jaimi L.

“We left our dog with Jaimi while skiing for the day at Okemo and it went great. Our dog was a little nervous to go in, but Jaimi sent tons of photos of her relaxed and happy so we knew she was having a good time and being well cared for. Our dog came out happy at the end of the day!”


4. Hope R.

“Was extremely grateful that Hope could accommodate us last minute... Hope was very kind and easy to make arrangements with... she took great care of our cavalier, Mac, while we skied at Stratton for the day. A bit off the beaten path from Stratton, but worth it for Mac to have company for the day... would trust and recommend!!”


5. Lars & Sarah C.

“Cody and Sarah were wonderful! They were very accommodating and flexible in response to my last minute booking requests, and they took great care of my elderly, blind pup, providing updates with photos along the way. Very kind people too. I would highly recommend them!”


6. Richard & Hope R.
“Richard has been renting from me for about six months and helping with the dogs I have here when I get busy. He has helped in the past when I have needed an extra helper with some of the dogs I have. He helps me to organize the feeding and sometimes brings them out for walks so we can get them out in a timely manner. He is a loving and responsible person who can be trusted with your dog as he has always had dogs in his life, getting his first dog (a Great Dane mix) when he was ten years old. He has cared for my dog Maebe numerous times and she loves him dearly.”


7. Tom D.


“Tom was quick to respond and set up a meet and greet with my 14 week old golden retriever. We met him and his very well trained lab Ember and set up daycare for the following day. Very quickly you could see how happy my puppy was to be there as she opened up much quicker then normal. Tom made us feel very comfortable and sent us numerous pictures throughout the day. We will be using him consistently for a longe time!”


8. Anna K.
“Both of my pugs love Anna. She spoiled them terrible. They get excited when ever they see her car. She's always bringing treats for them.”


9. Mike & Laura O.

“Mike and Laura cared for my pup like she was their own. My dog is a little anxious and overly excitable but Mike took that all in his stride. He sent photos throughout the day and I could quickly see she felt right at home. She had a long walk and lots of playtime with her favorite game of frisbee. The night before we had a big snow storm and Mike was excellent at keeping me up to date on the road conditions. I will be happy to go back another time.”


10. Joseph B.

“Enzo loved his time at Joe’s for daycare. He came home super tired and played with the other pups quite a bit it seems. Lots of photos and info on his Rover card was awesome!”


11. Briana L.

“Briana made me feel so at ease leaving Moose, even on short notice. He was clearly relaxed, happy, and safe in her care. The thoughtful updates and outstanding photos meant the world. We’re so grateful—and will absolutely book again!”


12. Sean D.

“Sean and his wonderful family are so kind. My dog loves to visit with them and their dogs! I feel very comfortable that my girl is well loved when I’m absent.”


13. Ellery D.
About: I have about 10 years of hands-on dog experience and a solid understanding of dog body language, behaviour, and psychology. I am also currently working on gaining my first dog training certification. My training specialty has landed on service dogs, but I still have experience with basic obedience, tricks, and behaviour modification. I’m also about to begin my journey in dog grooming! Currently this is my full time job, which means I am home nearly 24/7 to care for your dog. In the case I do need to step out it’s rarely for more than 3 hours. For dogs boarding with me, we start the day with a bathroom break and short play session (if interested). Then dogs are fed breakfast and given at least 30-45 minutes of down time. After that we may have daycare dogs join us. Then we adjust depending on the dogs’ personalities and preferences. We could spend the day playing, just hanging out, or a bit of both! Throughout the day we take at least 2 short breaks and 1 long break to ensure everyone stays hydrated and has a chance to rest. If anyone gets dirty I will rinse and dry them off before pick up to ensure they go home clean. As our yard is unfenced dogs go outside on a leash or long line unless e-collar trained. I also have two large crates as well as an x-pen on hand to ensure dogs have their own space for breaks, meals, and sleep. If for some reason a dog needs a muzzle (e.g. eats rocks) I have 1 on hand for a medium-large dog.


14. Nancy H.
About: I have 100 acres of land for your pet to run on a long lead!! Exercise is included with playtime fun!! Provide bath time too I am retired and have 100% free time to provide to your Pet!! Mon thru Sunday, any time!! Playtime , bath time and exercise !! I will be adding a fence to my yard and have a dog already! Your furry friend can socialize and be safe in Fenced yard!!


15. Brooke D.
About: I've always had a dog. We have a golden retriever and have been doing pet sitting and walking for years. We have an 11yr old golden retriever and a 7 year old child. I own a local company called Grantham Paws LLC and am fully insured. I have a flexible schedule.i will work around your needs. I also love sending photo messages of your pets to you while you are away. I prefer to watch your furry friend in our home however I'm happy to care for your pet in their home if needed. Just let me know if your animal gets along with another dog or a child.


16. Letícia B.

“Letícia took great care of Juni and was very thoughtful about making sure Juni was comfortable. Letícia is very responsible and caring and capable. I will definitely be using Letícia again! Do not hesitate to book!”


17. Tamara M.
“On several occasions I have used Tam for my Aussie/chow rescue. My dog is a fussy eater and takes his time getting to know people. Tam has given him loving compassionate care and I would highly recommend her for your dog. He seemed quite content and well cared for. The last time Tam came, she also had to care for my daughters high energy one-year old golden retriever. Tam was very comfortable with the care of two dogs and the high energy needs of the puppy.”


18. Laura T.
“Laura was very welcoming and I felt confident leaving my anxious dog with her. Her property is a beautiful place for animals to spend the day. We had a nice conversation at pick up and I appreciate her kindness. My dog was very comfortable with her.”


19. Adaylia S.

“Remy absolutely loved going to daycare during our short stay in Brattleboro. She was attentive, kind and flexible for our needs! Highly recommended!”


20. Cerisse G.
“Cerisse is amazing with animals. I have seen her with Florence her dog and others and she is incredible attentive and loving. I would trust her 1000%”
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1. Search
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Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away3. Book & Pay
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It doesn’t happen often, but if your dog sitter has to cancel, we’ll work with you to find a new sitter.
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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 Apr 2025 was about $50 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 Apr 2025, 30 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, 95% of Chester sitters offering doggy day care respond in under an hour.
Sitters offering doggy day care with repeat customers have an average of 4 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 30 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.
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.
