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. Alegre

Moon Family Dog Care

South End, Springfield, MA, 01108

Dog Boarding, Doggy Day Care

17 repeat clients

"Alegre is amazing! She is very reliable and loving. Always sending me updates of my boy when I'm away. My dog is always well taken care of and spoiled when a... (more)"

2. Lou

Lou's DoggyCare

South Hadley, MA, 01075

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

1 repeat client

"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)"

3. Susan

Agawam-Loving home away from home

Feeding Hills, Feeding Hills, MA, 01030

Dog Boarding, Doggy Day Care

51 repeat clients

"Sue has hosted Dewey a number of times in the past several months and we've always had a great experience. She and her family truly love dogs, and understa... (more)"

4. Anna

Fun reliable duo for furry friends!

Northampton, MA, 01060

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

"Anna and Sri are my go to dog walkers. They (more)"

5. Steve

I am a retired teacher/dog owner

Enfield, CT, 06082

Dog Boarding, Drop-In Visits, Doggy Day Care

29 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)"

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. Silas

Fenced yard, home during the day

Florence, MA, 01062

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

"Silas has watched my dog, Odin (a 4 year old Norwegian Elkhound), several times since I've owned him. He would actually come to my house during work hours wh... (more)"

8. Kristin

Home full time, 4 acres yard space

Goshen, MA, 01032

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

About: Have owned dogs for over 20 years, pet sit for friends, family, and neighbors. I am over cautious and protective when it comes to animals, I'm also... (more)

9. 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)"

10. 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)"

11. 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)"

12. 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 nineteen years old and have my own car. I have had a soft spot... (more)

13. Luis

I love dogs they are family to me.

suffield, CT, 06078

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

About: I am a retired correction officer I have owned dogs my whole life. I sometimes think I love dogs more than people. I would like to let you know tha... (more)

14. 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)"

15. 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)

16. 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)"

17. 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 many years and she has been an animal lover from day one. No animal big or small presents a challenge for her. She adores all creat... (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.