Dog Walkers in Chester, MA

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1. Beth

Lots of fun and play!

Northampton , MA, 01060

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

13 repeat clients

"Beth and Chris were superb! Jesse had a wonderful day (which we got a glimpse of, thanks to picture updates). From initial communication, to drop-off and pic... (more)"

Available this weekend
2. Alegre

Moon Family Dog Care

South End, Springfield, MA, 01108

Dog Boarding, Doggy Day Care

12 repeat clients

"Buddy knew he was going to have a great time when we drove up to drop him off - Alegre was happy to reconnect with him - and kept us updated for the few hou... (more)"

Available this weekend
3. Susan

Agawam-Loving home away from home

Feeding Hills, Feeding Hills, MA, 01030

Dog Boarding, Doggy Day Care

47 repeat clients

"This was our first time using the site and leaving our dog. Was great to have all information upfront and have all questions answered before hand. Nora's sta... (more)"

4. Kelly

Runner who loves dogs!

holyoke, MA, 01040

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

12 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)"

5. Rachael

Full time student part time dog nut

Cheshire, MA, 01225

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

6 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. Tammy

Dog loving family

Southwick, MA, 01077

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

7 repeat clients

"My dog Iggy loves going over to play with Moose! Comes home clean and exhausted from playing! Great job Tammy!!! (more)"

7. Lindsay

Di Miceli Dog Care

Holyoke, MA, 01040

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

2 repeat clients

"Lindsay has plenty of experience with dog sitting. She was knowledgeable and even reminded me of a thing or two while she watched our poodles while we were a... (more)"

8. 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)"

9. Katrin

Large fenced yard - walking trails!

Haydenville, MA, 01039

Dog Boarding, Doggy Day Care, Dog Walking

"Katrin is a very responsible dog caregiver who loves all kinds of dogs and is particularly great with big dogs. She had dogs herself her entire life. Her bea... (more)"

Available this weekend
10. Lou

Lou's DoggyCare

South Hadley, MA, 01075

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

"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)"

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. 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)

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

"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)"

Available this weekend
14. Ryan

The Doggie Dood - Pet Services!

Florence, MA, 01062

Dog Boarding, Doggy Day Care

6 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. 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)"

16. 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 responsible person and a true pet lover. Her childhood was filled with many pets to love and care for, from dogs and cats, to rabbits and sh... (more)"

17. Laura

Dog loving family, works from home

Westfield, MA, 01085

Dog Boarding, Doggy Day Care

4 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)"

18. 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)"

19. Kyanna

Inhome/Traveling Loving Sitter

westfield, MA, 01085

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

"I have known kyanna for about 6 years now. I see her always with her animals, she treats them like actually babies. She is always kind, and is always trying ... (more)"

20. Ava-Lena

Loving, reliable and attentive!

Pittsfield, MA, 01201

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

"Ava-Lena is one of the few people in the world who managed to befriend our nervous little rescue dog--and many have tried! We have a two year old daughter an... (more)"

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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.