Dog Walkers in Chester, MA

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

1. Jennifer

love to see dogs happy!

Enfield, CT, 06082

House Sitting, Drop-In Visits, Dog Walking

"Great!! Stanford and Henri loved it!! (more)"

2. Haley

Leave your dog in caring hands!

Southwick, MA, 01077

House Sitting, Drop-In Visits, Dog Walking

About: With having a puppy of my own I know what comes with it and I love everything about having a dog. Not only do I have expierence, but I treat every ... (more)

3. 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)

4. Kate

The best "chuck it arm"in town!

Northampton, MA, 01060

House Sitting, Drop-In Visits, Dog Walking

About: Hello! I'm new to the Rover world of pets and owners, but have plenty to offer. I actively walk and play with a few different dogs in the area but ... (more)

5. 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)"

6. 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)"

7. 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)"

8. Meagan

Difficult Dog? You can trust me!

Greenfield, MA, 01301

House Sitting, Drop-In Visits, Dog Walking

"Meagan has taken care of our 5 dogs and 2 cats on two separate occasions and I can;t think of anyone better qualified of more trustworthy. Meagan has a a wo... (more)"

9. 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)

10. 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)"

11. Laura

Your pet and home are in good hands

South Hadley, MA, 01075

House Sitting, Drop-In Visits, Dog Walking

"I can't say enough about Laura! We have had excellent experiences with Laura taking care of our dog. We set up a meet/greet and she left us notes when we ret... (more)"

Available this weekend
12. Olivia

Responsible and Trustworthy.

Pittsfield, MA, 01201

House Sitting, Drop-In Visits, Dog Walking

"We have been using Olivia for over a year now as a pet sitter as well as a house sitter after losing our long time "sitter" - she has worked out wonderfully!... (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.