Dog Walkers in Chesterfield, 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

1 repeat client

"Emily used to take care of our dog, Ellie, when we were away. She is the best dogsitter we've ever had. Each time Emily took care of her, Ellie would come b... (more)"

2. Keyata

Patient, loving and fun pet sitter!

Northampton, MA, 01060

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Keyata has been pet sitting my little Bella for the past three months and she is amazing. She takes Bella to the groomers, feeds her while I am away and take... (more)"

3. Kayla

animal lover and owner of many pets

Northampton, MA, 01060

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Kayla is AMAZING..! She was incredibly accommodating about timing (and even location!) for pick-up/drop-off, incredibly responsive over messaging and did ... (more)"

4. Alli

Dog loving active college student!

Amherst, MA, 01002

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Alli is a caring responsible girl who has spent a lot of her youth caring for and loving her pets. Over the years, her family has had five dogs two cats and... (more)"

5. Charles

I'll get your dog nice and tired.

Hadley, MA, 01035

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Charles is great with dogs. He loves to play with my dog and has lots of loving energy to give. He is also very responsible. (more)"

6. Katie

Friendly, loving pet sitter!

chicopee, MA, 01020

House Sitting, Drop-In Visits, Dog Walking

About: I am Katie and have ten years of pet sitting experience, as well as being responsible, loving pet owners, as well. I have reliable, and open commun... (more)

7. Lauren

I Treat You & Your Pets Like Family

Wilbraham, MA, 01095

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

1 repeat client

"Lauren is amazing with dogs, spending time with her tends to make a good dog even better. There are a lot of us that love our animals like family, for those ... (more)"

8. Mikayla

(experienced) dog lover!

Northampton, MA, 01063

House Sitting, Drop-In Visits, Dog Walking

"One of the hardest things about having pets is finding accommodations for them when you need to go out of town and don't want to put them in a kennel facilit... (more)"

9. Meagan

Difficult dog? I got it!

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)"

Available this weekend
10. Deanna

Experienced dog lover/owner/rescuer

Pine Point, Springfield, MA, 01109

Dog Boarding, House Sitting, Doggy Day Care

6 repeat clients

"Bailey had a great stay and I would highly recommend Deanna. Bailey's first time away from home was with Deanna while I worked. She sent photos througho... (more)"

11. 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 was very accommodating and willing to take on my Sadie for a few in the middle of the day and evening, fitting my dog into her schedule with very lit... (more)"

Available this weekend
12. 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)"

13. Emily

Intuitive Care for High Energy Dogs

Conway, MA, 01341

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

1 repeat client

"Emily came and watched my dog and two cats while I was on a trip and did a wonderful job! She was very flexible, sent me some pictures and updates, and Blue ... (more)"

14. Charlie-Marie

Ambitious and active dog sitter

Pittsfield, MA, 01201

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

"My dogs love Charlie-Marie. She has been dogsitting them for 2 years now. I feel bad leaving them during the day while I am at work or when I go on vacation... (more)"

15. 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)"

16. 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)"

17. 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)"

18. 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)

19. Sarah

Reliable and cares for all dogs

Amherst, MA, 01002

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

1 repeat client

"Sarah is by far the best dog walker and pet sitter I have ever met. She takes such great care of all animals and loves them so much. She is so caring and kin... (more)"

20. Lorelei

I am a animal lover and a student

Pine Point, Springfield , MA, 01109

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

"Lorelei is the ultimate animal lover, especially dogs. She is loving caring and has a great personality, really knows how to get along with any animal. She h... (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.