Dog Walkers in Chester, MA

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

1. Emily

Intuitive Care for High Energy Dogs

Conway, MA, 01341

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

3 repeat clients

"Emily has been great with my very energetic and active labs. She has taken both dogs out on long walks and swims and also cared for them when I've been away... (more)"

2. 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)"

3. 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)"

4. 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)"

5. Rachael

Full time student part time dog nut

Cheshire, MA, 01225

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

5 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)"

6. Kelly

Runner who loves dogs!

holyoke, MA, 01040

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

11 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. Kaitlin

School Counselor who LOVES dogs :)

Suffield, CT, 06078

Dog Boarding, Doggy Day Care, Dog Walking

"Kaitlin is a true animal lover, she is a loving and nurturing pet owner. I have personally witnessed her love and devotion to all types of animals. She is kn... (more)"

8. Emily

Intuitive Care for High Energy Dogs

Conway, MA, 01341

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

3 repeat clients

"Emily is a compassionate person who takes care of the details in her work. She loves animals and treats them with incredible respect and love. Emily loves ... (more)"

9. Charlie-Marie

Ambitious and active dog sitter

Pittsfield, MA, 01201

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

"In the 7 years I have known Charlie, she always had a strong passion for animals, especially dogs. She can't pass by one at the store or out in public wit... (more)"

Available this weekend
10. Ryan

The Doggie Dood - Pet Services!

Florence, MA, 01062

Dog Boarding, Doggy Day Care

4 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)"

11. Michael

work animals and pets for 25 years

South End, Springfield, MA, 01108

Dog Boarding, Doggy Day Care

"I'm a friend of Michael and his family, and I have been a Rover host for 3 years. I'm really happy that Michael has become a Rover host because when I am una... (more)"

12. Steve

I am a retired teacher/dog owner

Enfield, CT, 06082

Dog Boarding, Drop-In Visits, Doggy Day Care

16 repeat clients

"Our Ginger was very anxious and shy about staying with new people and meeting new dog friends. Steve, his wife, and his dogs were patient and welcoming and ... (more)"

13. Tammy

Dog loving family

Southwick, MA, 01077

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

4 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)"

14. 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)"

15. Marysa

works at a zoo, energetic, ❤️ dogs

Feeding Hilla, MA, 01030

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

1 repeat client

About: Hello I'm a responsible 20 year old college student that love dogs. I have a jack Russell/Pomeranian who is a ball of energy that I have taken care... (more)

16. Brittany

Loving, responsible & attentive!

Lee, MA, 01260

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

1 repeat client

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

17. Katherine

A Dog's Paradise

Longmeadow, MA, 01106

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

About: Hello! My name is Katherine, and I'm just finishing my freshman year of college. I will be spending the summer with my mom in her 2 story house in ... (more)

18. Laura

Dog loving family, works from home

Westfield, MA, 01085

Dog Boarding, Doggy Day Care

3 repeat clients

"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)"

19. 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)"

20. 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)"

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.