Dog Walkers in Chesterfield, MA

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

1. 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)

Available this weekend
2. Kelsey

Home Full Time Pet Sitter

Pittsfield, MA, 01201

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

1 repeat client

"Kelsey was great. We were staying nearby at Stockbridge and Kripalu and needed our big English Mastiff looked after for the evening. He had a perfect stay ... (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

"I was passing through the area and Kristin was very accommodating about fitting my dog into her home for the few hours in the afternoon and evening that I ne... (more)"

Available this weekend
4. Lydia

I'll go on adventures with your dog

Northampton, MA, 01060

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

2 repeat clients

"Lydia provided day care for our six month old puppy for three days while we visited Northampton. Lydia is professional, kind and shows a quiet confidence wit... (more)"

5. 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)"

6. Niko

I love dogs of all shapes and sizes

Amherst, MA, 01002

House Sitting, Doggy Day Care

1 repeat client

"Niko has dog-sat for me for the four years that I have had my dog. He is reliable and dependable and very obviously an animal person. I have never had to use... (more)"

7. Adriana

Adriana's Doggie Care

North Amherst, Amherst, MA, 01002

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

2 repeat clients

About: Hi! I'm an animal lover missing the presence of four legged friends in my life while i'm at school. I love to play with dogs and cats and snuggle u... (more)

8. Haeree

Day & Night Care - Vet Tech

Amherst, MA, 01002

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

1 repeat client

"Haeree took care of my pup (Lily) for a week and Lily absolutely feel in love with her. It was incredibly nice and comforting to have an aspiring Veterinari... (more)"

9. Jaymie

Dog Cuddler and Vet Tech

Amherst, MA, 01002

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

3 repeat clients

"Jaymie did a great job watching my elderly cat and my young dog. She charges a fair price and even bought my dog a new toy! We have had her services twice fo... (more)"

10. 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
11. Maria

I love playing outdoors w/dogs!

Hadley, MA, 01035

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

About: I absolutely love animals, dogs especially. I have 12 years of experience in caring for dogs.I started by watching my neighbors Rhodesian Ridgeback... (more)

12. 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)"

13. Devin

Trustworthy outdoor adventures

Hadley, MA, 01035

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

About: I have had a special place in my heart for dogs ever since I can remember. My dogs Honey and Fritz were the first true friends I had as a child; I ... (more)

14. 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)"

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

"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)"

16. Desiree

Animals always come first! (;

Easthampton, MA, 01027

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)"

17. Silas

Fenced yard, home during the day

Florence, MA, 01062

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

"Silas is so great with my high energy dog! My dog gets so excited when we tell him Silas is coming. He is also very patient and flexible with my schedule... (more)"

18. Amanda

Fun, Trustworthy,Animal Lover,

Westfield, MA, 01085

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

1 repeat client

"Anyone who knows Amanda knows she is a die hard animal lover, from cats and dogs to fish, rabbits, and horses. She's the type of person that can read animal... (more)"

19. 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)"

20. Chelsea

Multiple daily walks & fenced yard!

Amherst , MA, 01002

Doggy Day Care

"Chelsea is responsible, caring, loving to all animals, and extremely flexible with her time. She is always so open to communication with pet owners as well. ... (more)"

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

Learn About Premier

We know you can't always be there, and it's our goal is to connect you with sitters in your neighborhood who can help take care of your pet. With Rover, it's easy to find and book Chesterfield dog walkers who will give your dog the exercise they need. Book a 30-minute walk one day, once a week, or even every day. That way, you can take care of what you need to do and know your dog is getting the love they deserve. No matter how often you need a sitter or dog walker, we're here for you. We're proud to offer complimentary premium insurance with dog walking services booked through Rover. The next time you're looking for a dog walker in Chesterfield, MA, visit Rover to search for the perfect dog walker, set up a Meet & Greet, and book a walk anytime you need it. All you have to do after that is sit back and relax: your dog's in good hands.

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