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.

Available this weekend
1. Beth

Lots of fun and play!

Northampton , MA, 01060

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

13 repeat clients

"Beth and Chris were superb! Jesse had a wonderful day (which we got a glimpse of, thanks to picture updates). From initial communication, to drop-off and pic... (more)"

Available this weekend
2. Alegre

Moon Family Dog Care

South End, Springfield, MA, 01108

Dog Boarding, Doggy Day Care

12 repeat clients

"Alegre is very accommodating of my last minute requests. She is very attentive to Copper and I will gladly use her for daycare any time I am in the area for ... (more)"

3. Susan

Agawam-Loving home away from home

Feeding Hills, Feeding Hills, MA, 01030

Dog Boarding, Doggy Day Care

47 repeat clients

"We have used Sue and her family to care for our pup whenever we've gone out of town for the last year. This time she really helped us out by allowing us to s... (more)"

4. Kelly

Runner who loves dogs!

holyoke, MA, 01040

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

12 repeat clients

"Kelly and Logan are so great with our dog! We're so happy to have found them. I am super paranoid about our dog getting loose and they have been very underst... (more)"

5. Stephanie

Runner, hiker, home during day!

Agawam, MA, 01001

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

"Stephanie has always been a dog lover! She is extremely responsible and we always trust her to care for our dachshund and rescue dog when we are away. Our do... (more)"

6. 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)"

7. Tammy

Dog loving family

Southwick, MA, 01077

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

9 repeat clients

"My dog Iggy loves going over to play with Moose! Comes home clean and exhausted from playing! Great job Tammy!!! (more)"

8. Charlie-Marie

Ambitious and active dog sitter

Pittsfield, MA, 01201

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

"In the 7 years I have known Charlie, she always had a strong passion for animals, especially dogs. She can't pass by one at the store or out in public wit... (more)"

9. Lou

Lou's DoggyCare

South Hadley, MA, 01075

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

"Lou is great with animals. If your dog is high energy and/or need exercise, Lou is amazing. I travel a lot for work and I always feel at ease knowing Lou is ... (more)"

10. 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)"

11. Marysa

works at a zoo, energetic, ❤️ dogs

Feeding Hilla, MA, 01030

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

2 repeat clients

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

12. Melissa

Melissa lives at end of a dirt rd.

Russell, MA, 01071

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

"Great dog sitter! Melissa cared for our dog in her home for nearly two weeks and we were very pleased with the attention and care that she provided. She has ... (more)"

13. Ryan

The Doggie Dood - Pet Services!

Florence, MA, 01062

Dog Boarding, Doggy Day Care

6 repeat clients

"Excellent care. Maya really loved her time with Ryan and especially with his dog, Willow! She was quite happy and tired when I got her home. (more)"

Available this weekend
14. Janet

Home full time -love to walk

Longmeadow, MA, 01106

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

"Janet is a conscientious and caring pet-sitter. After owning a dog for about six years, she has gained a lot of great experience in dog walking, feeding, pla... (more)"

15. Brittany

Loving, responsible & attentive!

Lee, MA, 01260

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)"

16. Steve

I am a retired teacher/dog owner

Enfield, CT, 06082

Dog Boarding, Drop-In Visits, Doggy Day Care

23 repeat clients

"Our Ginger was very anxious and shy about staying with new people and meeting new dog friends. Steve, his wife, and his dogs were patient and welcoming and ... (more)"

17. Katherine

A Dog's Paradise

Longmeadow, MA, 01106

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

About: Hello! My name is Katherine, and I'm just finishing my freshman year of college. I will be spending the summer with my mom in her 2 story house in ... (more)

18. 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 caring person who loves animals . As a child she took care of her horse , dog & her cat . She has been house sitting for us for five years n... (more)"

19. Laura

Dog loving family, works from home

Westfield, MA, 01085

Dog Boarding, Doggy Day Care

4 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)"

20. Jesse

Your dog is my little buddy!

Granby, CT, 06035

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

"I've had the pleasure of Jesse dog sitting for my Beau on several occasions. Jesse is responsible and took great care of Beau while I was away. He also sent ... (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.