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. Beth

Lots of fun and play!

Northampton, MA, 01060

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

20 repeat clients

"Was working 2 twelve hour shifts this past weekend and was in a pinch for dog care for Josie... Beth was really great taking her in on short notice. Jo is al... (more)"

Confirmed President's Day Availability
2. Sandra

home all day to care for your dog

Chicopee, MA, 01020

Dog Boarding, Drop-In Visits, Doggy Day Care

4 repeat clients

"Amazing with my dog, friendly and someone I trust to watch him (more)"

3. Lori

Safe Home with Fenced-In Yard

Ludlow, MA, 01056

Dog Boarding, Doggy Day Care

14 repeat clients

"Bean had a wonderful stay at Lori's. He was so tuckered out when I picked him up; it was clear he spent lots of time playing outside with the other dogs. L... (more)"

4. Jamie & Meaghan

Dog Loving Family ready to serve!

West Springfield, MA, 01089

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

"Jamie is happily married and has four young sons. He and his family are responsible, reliable and fun loving. Any dog at their house will receive tons of p... (more)"

5. Kristin

Home full time, 4 acres yard space

Goshen, MA, 01032

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

2 repeat clients

"I was passing through the area and Kristin was very accommodating about fitting my dog into her home for the few hours in the afternoon and evening that I ne... (more)"

6. Susan

Agawam-Loving home away from home

Feeding Hills, Feeding Hills, MA, 01030

Dog Boarding, Doggy Day Care

52 repeat clients

"This was our first time using the site and leaving our dog. Was great to have all information upfront and have all questions answered before hand. Nora's sta... (more)"

Available this weekend
7. Heather

Dog owner that’s gone full time!

Chicopee, MA, 01022

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

"Heather is a very reliable and loving caregiver. With her level of safety awareness you can be sure your pet is in very good hands. (more)"

8. Alegre

Moon Family Dog Care

South End, Springfield, MA, 01108

Dog Boarding, Doggy Day Care

30 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)"

Confirmed President's Day Availability
9. Deanna

Experienced dog lover/owner/rescuer

Pine Point, Springfield, MA, 01109

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

21 repeat clients

"Deanna greeted us at her front gate and introduced us to the other dogs one by one so that my boy Colt could get his bearings. She didn't make a peep when I... (more)"

10. Erik J. and Chris

Experienced Animal Enthusiasts!!!

Winsted, CT, 06098

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

"Thank you for taking great care of our dogs while we enjoyed the day on the river. They were very accommodating. Our doges were well taken care of and loved. (more)"

11. Alexandria

Training and TLC, Ph.D.

Florence, MA, 01062

Dog Boarding, Doggy Day Care, Dog Walking

"When your dog is a member of the family, you don't leave them with just anybody. That what sets Dr. Lexi apart from other dog sitters. She has actual qualifi... (more)"

12. Paulina

Home full time, dog lover

Amherst, MA, 01003

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

About: My name is Paulina S. and I am a dog lover! I have lived with dogs all my life. I love being outdoors and just hanging out with them all day long. ... (more)

Confirmed President's Day Availability
13. Kelly

Runner who loves dogs!

holyoke, MA, 01040

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

17 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)"

Confirmed President's Day Availability
14. Kassandra

Dog Trainer & future Vet

Chicopee, MA, 01013

Dog Boarding, House Sitting, Doggy Day Care, Dog Walking

About: Hey there pet parents! I am a licensed dog trainer who's currently in college to one day be a veterinarian! Whenever you need me I will be there to... (more)

15. Ryan

The Doggie Dood - Pet Services!

Florence, MA, 01062

Dog Boarding, Doggy Day Care

10 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)"

16. Melissa

Melissa lives at end of a dirt rd.

Russell, MA, 01071

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

"It is my pleasure to recommend Melissa as a caregiver for your furry family member/s. Her care and consideration for an animals individuality and needs is ex... (more)"

17. Rachel

Home full time on campus, will run!

Northampton, MA, 01060

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

"I understand that Rachel has had pet dogs most of her life. and they were all black, but that is a random bit of trivia! She adores animals and takes specia... (more)"

Confirmed President's Day Availability
18. Emma

Responsible, experienced dog lover!

Amherst, MA, 01002

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

3 repeat clients

"Emma watched my 10 year old cockapoo Darby. She did a great job taking care of him. She took him for walks and was very loving. Darby has to take quite a bit... (more)"

Confirmed President's Day Availability
19. Amanda

Fun, Trustworthy,Animal Lover,

Westfield, MA, 01085

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

1 repeat client

"I have known Amanda for 15 years now, and she is the most compassionate animal lover I know! She is very empathetic towards animals and is very protective o... (more)"

20. Stephanie

Runner, hiker, home during day!

Agawam, MA, 01001

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

"Stephanie is a very hard working young lady with an unquestionable love for dogs. She is very trustworthy and caring with both humans and dogs alike! I highl... (more)"


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.