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. Alegre

Moon Family Dog Care

South End, Springfield, MA, 01108

Dog Boarding, Doggy Day Care

21 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)"

2. Lydia

I'll go on adventures with your dog

Northampton, MA, 01060

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

3 repeat clients

"Lydia provided day care for our six month old puppy for three days while we visited Northampton. Lydia is professional, kind and shows a quiet confidence wit... (more)"

3. Kelsey

Home Full Time Pet Sitter

Pittsfield, MA, 01201

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

4 repeat clients

"Kelsey was great. We were staying nearby at Stockbridge and Kripalu and needed our big English Mastiff looked after for the evening. He had a perfect stay ... (more)"

4. Niko

I love dogs of all shapes and sizes

Amherst, MA, 01002

House Sitting, Doggy Day Care

1 repeat client

"Nico is always great with our Sheriff! He can be a very nervous dog, and Nico has the skills that he is safe and happy! (more)"

5. Sandra

looking to love some little doggies

Chicopee, MA, 01020

Dog Boarding, Drop-In Visits, Doggy Day Care

3 repeat clients

"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)"

6. Kelly

Runner who loves dogs!

holyoke, MA, 01040

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

15 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)"

7. Kristin

Home full time, 4 acres yard space

Goshen, MA, 01032

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

1 repeat client

"Our puppy had so much fun with Kristin and her family, including her dog. Playing all day and spending lots of time outside was great for our dog. Kristin wa... (more)"

8. 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 was very accommodating with our schedule. She took great care of Piper. Piper needs to take medication at noon which Deanna was great about giving h... (more)"

9. Ryan

The Doggie Dood - Pet Services!

Florence, MA, 01062

Dog Boarding, Doggy Day Care

9 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)"

10. Mark

Reliable & home full time

Ludlow, MA, 01056

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

"Mark started watching my dog, Mifflin when he was only 10 weeks old. Mark and Diane are extremely professional and LOVE dogs. I highly recommend booking them... (more)"

11. Laura

Pup-Venture at Forest Park

Forest Park, Springfield, MA, 01108

Dog Boarding, Doggy Day Care

7 repeat clients

"Laura is very nice, felt comfortable leaving Daisy with her. Daisy and her dog Patsy got along right away. I would highly recommend her to anyone and bring D... (more)"

Available this weekend
12. Jamie & Meaghan

Dog Loving Family ready to serve!

West Springfield, MA, 01089

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

"Jamie has been an excellent dog owner!!! He loves dogs and is very experienced with them. He has a good home for dogs with lots of running space and a GREA... (more)"

13. 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)"

14. Danielle

10 years of excellent dog boarding!

Pittsfield, MA, 01201

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

About: My name is Danielle and I have been watching dogs forever. I am currently a manager at a local dog daycare and the citys muncipal animal shelter a... (more)

15. 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)"

16. Silas

Fenced yard, home during the day

Florence, MA, 01062

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

"Silas is so great with my high energy dog! My dog gets so excited when we tell him Silas is coming. He is also very patient and flexible with my schedule... (more)"

17. 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)"

18. Jane

Walk or Run, it will be done!

Westfield, MA, 01086

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

About: On a brief background knowledge, I study early childhood education in college. I am twenty years old and have my own car. I have had a soft spot i... (more)

19. 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)"

20. Chelsea

Multiple daily walks & fenced yard!

Amherst , MA, 01002

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

"Chelsea is truly a wonderful and kind person. She has babysat my daughter as well as watched my two dogs and my house. She is conscientious, dependable, an... (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.