Doggy Day Care in Chester, MA

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

1. Rachael

Full time student part time dog nut

Cheshire, MA, 01225

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

6 repeat clients

"Rachael is a very kind young woman who clearly just loves dogs. Her home is filled with dogs, she's a dedicated dog agility trainer and my dog had a great t... (more)"

2. Kelly

Runner who loves dogs!

holyoke, MA, 01040

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

10 repeat clients

"Kelly and her husband do a great job Bleu always comes home happy and tired out from all the fun he has with them (more)"

3. Lindsay

Past dog trainer, forever dog lover

Enfield, CT, 06082

House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"I have left my dogs in Lindsay's care on several occasions. They were always well cared for. She did a competent and professional job. I have complete confid... (more)"

4. Charlie-Marie

Ambitious and active dog sitter

Pittsfield, MA, 01201

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"My dogs love Charlie-Marie. She has been dogsitting them for 2 years now. I feel bad leaving them during the day while I am at work or when I go on vacation... (more)"

5. Steve

I am a retired teacher/dog owner

Enfield, CT, 06082

Dog Boarding, Drop-In Visits, Doggy Day Care

16 repeat clients

"My dog loves going to Steve and Deb's. He gets so excited and runs right in. They take such good care of him and treat them like their own. They also are ver... (more)"

Available this weekend
6. Emily

Intuitive Care for High Energy Dogs

Conway, MA, 01341

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Emily came and watched my dog and two cats while I was on a trip and did a wonderful job! She was very flexible, sent me some pictures and updates, and Blue ... (more)"

7. Tammy

Dog loving family

Westfield, MA, 01085

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

4 repeat clients

"The whole experience was great. Tammy was easy to communicate with and Buddy was happy upon pick up. Next time I am in the area and require a dog sitter I ... (more)"

Available this weekend
8. Michael

work animals and pets for 25 years

South End, Springfield, MA, 01108

Dog Boarding, Doggy Day Care

"I'm a friend of Michael and his family, and I have been a Rover host for 3 years. I'm really happy that Michael has become a Rover host because when I am una... (more)"

9. Marysa

works at a zoo, energetic, ❤️ dogs

Feeding Hilla, MA, 01030

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: Hello I'm a responsible 20 year old college student that love dogs. I have a jack Russell/Pomeranian who is a ball of energy that I have taken care... (more)

10. Amanda

Fun, Trustworthy,Animal Lover,

Westfield, MA, 01085

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

1 repeat client

"Amanda is a very responsible person and a true pet lover. Her childhood was filled with many pets to love and care for, from dogs and cats, to rabbits and sh... (more)"

11. Brittany

Loving, responsible & attentive!

Pittsfield, MA, 01201

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

1 repeat client

"Brittany was super sweet and very accomadating! My puppy was happy and well cared for ? (more)"

Confirmed Easter Weekend Availability
12. Sandra

looking to love some little doggies

Chicopee, MA, 01020

Dog Boarding, Drop-In Visits, Doggy Day Care

"I am Sandra’s mother and growing up we always had dogs. Sandra was always great with our dogs and even when she moved out on her own she often took care of o... (more)"

13. Laura

Dog loving family, works from home

Westfield, MA, 01085

Dog Boarding, Doggy Day Care

3 repeat clients

"Laura and her family have been AMAZING dogsitters for my 3 dogs over the past 8 years. They truly take care of my dogs as if they were their own. They even... (more)"

14. Taylor

Animal loving College Student

Chicopee , MA, 01020

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: My name is Taylor and I'm interested in filling your position. I live in Chicopee MA and currently attend Elms College pursuing my degree in nursin... (more)

15. Nathan

I talk to my dog

Hadley, MA, 01035

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"My pup can get a little anxious at times and Nate is wonderful with her! I'm always a little worried that someone will push her to do things when she is nerv... (more)"

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

Learn About Premier

We've been there, cancelling meetings or plans with friends to make sure you can be there for your dog. Good news: You can easily find and book doggy day care in Chester on Rover. Whether you need a one-time daytime pet sitter or someone to take care of your beloved pet every weekday, we've got you covered. Care for your dog and peace of mind for you are just a few clicks away. If you already have a favorite overnight sitter, ask them if they offer day care too. Or, if you've never used Rover, this is the perfect opportunity to find a new best friend for your dog when you're at work. We can help you find a sitter who'd love to watch your dog.