Dog Walkers in Chester, MA

Book a dog walker to give your dog a 30-minute walk around your neighborhood.

Available this weekend
1. Taylor

The animals always come first.

Granville , MA, 01034

House Sitting, Drop-In Visits, Dog Walking

"Taylor is a very smart and caring woman who loves caring for all types of pets. She has a sweet disposition and has a lot of experience that allows her to ca... (more)"

2. 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)"

3. Molly

Responsible and caring

Granby , CT, 06035

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"I am so happy to write a testimonial for Molly H. We have a 14 year old Italian Greyhound who is as dear to us as our 2 legged children. Denali has never b... (more)"

4. Collins

Walker and Sitter for all dogs!

South Hadley, MA, 01075

House Sitting, Drop-In Visits, Dog Walking

About: I'm a student at a local college looking for part-time work taking care of your animals! I've been pet sitting (mostly dogs of various breeds and... (more)

5. Victoria

I go above and beyond, every time.

Westfield, MA, 01085

House Sitting, Drop-In Visits, Dog Walking

About: For over 8 years, I have cared for all ages, sizes, breeds, and temperaments of dogs. Keeping your pet happy, healthy, comfortable, exercised, fed,... (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

3 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. Emily

Happy-Hiker Home-Worker Hound-Lover

Suffield, CT, 06078

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

2 repeat clients

"Cole loves going over Emily's. He and her dog Shadow seem to get along well and they tire each other out. The first day I picked up Cole he didn't even care ... (more)"

8. Kelly

Runner who loves dogs!

holyoke, MA, 01040

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

4 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)"

9. 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)"

10. Tammy

Dog loving family

Westfield, MA, 01085

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

3 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)"

11. Desiree

Animals always come first! (;

Easthampton, MA, 01027

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

"Desiree is one of the most passionate person when it comes to animals!! Especially dogs!! She will give them more than 100% attention and keep that tail wagg... (more)"

12. Brittany

Loving, responsible & attentive!

Pittsfield, MA, 01201

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

1 repeat client

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

13. Ava-Lena

Loving, reliable and attentive!

Pittsfield, MA, 01201

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

"Ava is a dream with our boys! She made them so happy in our home and consistently kept in touch. Our pups were well cared for and so was our home. We are so ... (more)"

Available this weekend
14. Ryan

The Doggie Dood - Pet Services!

Florence, MA, 01062

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

2 repeat clients

"Ryan is the best dog sitter we have ever used. So professional and accommodating. He has been taking care of our high energy dog at least once a week for abo... (more)"

15. 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)"

16. Laura

Dog loving family, works from hom8

Westfield, MA, 01085

Dog Boarding, Doggy Day Care

1 repeat client

"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)"

17. Steve

I am a retired teacher/dog owner

Enfield, CT, 06082

Dog Boarding, Doggy Day Care

8 repeat clients

About: We have a lifetime of experience of raising and providing for our own pets. I am now retired and have plenty of time to provide a loving space for ... (more)

18. Meredith

Petting, play, or pooping? Got it!

Pittsfield, MA, 01201

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

"I have known Meredith for several years as she finished college and began working in the Greenville area. She is pleasant and dependable. So when I needed ... (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: rushing home during every lunch break to take the dog for a quick walk around the block. Good news: You can easily find and book Chester dog walking services on Rover. Whether you need a one-time dog walker or someone to take your dog for a stroll every day, we've got you covered. Exercise for your dog and peace of mind for you are just a few clicks away. Every walk is covered by premium pet insurance, at no extra cost to you. You can even ask your dog walker to send you a photo update. Whether you already have a favorite pet sitter on Rover or you're new to the site, we'd love to connect you with a dog walker in Chester the next time you're unavailable. We're confident you and your dog will love it.

Wondering what you should be paying for a walk? Check out our standard dog walking rates for a comparison.