Dog Walkers in Chesterfield, MA

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

1. Kourtney

LOVE is a four legged word

Chicopee, MA, 01020

House Sitting, Drop-In Visits, Dog Walking

"We were worried our pup would be too much for a dog walker...turns out kourtney was great with her. I got an update when they were out for a walk and picture... (more)"

Available this weekend
2. Emily

Intuitive Care for High Energy Dogs

Conway, MA, 01341

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

"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)"

3. 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)

4. 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)"

5. 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)"

6. Kayla

animal lover and owner of many pets

Northampton, MA, 01060

House Sitting, Drop-In Visits, Dog Walking

"I trust Kayla with my German shepard Princess a few days a week. She takes her for long walks, knows how to keep Princess in check and gets her energy out be... (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 was my dog walker for 2+ years until she moved away. She treats all the dogs in her care as if they were her own and they love her right back. My dog ... (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. Deanna

Experienced dog lover/owner/rescuer

Pine Point, Springfield, MA, 01109

Dog Boarding, House Sitting, Doggy Day Care

5 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)"

10. 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 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)"

11. Kelly

Runner who loves dogs!

holyoke, MA, 01040

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

10 repeat clients

"Kelly and her husband do a great job Bleu always comes home happy and tired out from all the fun he has with them (more)"

12. 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
13. Emily

Intuitive Care for High Energy Dogs

Conway, MA, 01341

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

"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. Tammy

Dog loving family

Westfield, MA, 01085

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)"

15. Ryan

The Doggie Dood - Pet Services!

Florence, MA, 01062

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

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. Jessamy

Energetic dog lover with experience

Amherst , MA, 01002

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

"I have never seen anyone work with dogs with as much passion as Jessamy. I was afraid of dogs until I met her. She is one of a kind and I would trust no one ... (more)"

17. Marysa

works at a zoo, energetic, ❤️ dogs

Feeding Hilla, MA, 01030

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

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)

18. 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)"

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. Brittany

Loving, responsible & attentive!

Pittsfield, MA, 01201

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)"

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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.