Dog Walking in Pittsfield

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

1. Brooke

DOGS=FAMILY

Pittsfield, MA, 01201

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

About: I've had my older dog, Bianca since she was a pup. She's almost 10 now. We just adopted Suki in February of 2016. They're both good dogs, house tra... (more)

2. 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

"I feel completely confident leaving our dog, Jansen, in Rachel's care. She is trustworthy, thoughtful and obviously knows dogs. She responded within minutes ... (more)"

3. 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)"

4. Collette

College Kid Wants to Love Your Dog

Pittsfield, MA, 01201

House Sitting, Drop-In Visits, Dog Walking

About: As a kid, I couldn't wait to visit my grandparents house so that I could play with and help take care of their dogs, Sandy and Kibbles. Since we di... (more)

5. Madilyn

Dog treats and pretty walks.

Great Barrington, MA, 01230

House Sitting, Drop-In Visits, Dog Walking

About: I love to take care of and spend time with animals. I've been around animals my entire life. I've taken care of my own dog for the past three years... (more)

6. Meredith

Petting, play, or pooping? Got it!

Pittsfield, MA, 01201

Drop-In Visits, Dog Walking

"We love Meredith! And so do our puppies. She was so thoughtful with both our pets and our home while we were away. She is incredibly kind and reliable, an... (more)"

7. Kayla

Attentive dog lover will travel

Northampton, MA, 01060

Drop-In Visits, Dog Walking

"Kayla and dogs go together like peas and carrots! She is the epitome of responsibility, and I know when I leave my dog with in her care he'll have a great ti... (more)"

8. Samantha

Caring Dog Sitter Here to Help :)

Lanesboro, MA, 01237

House Sitting, Drop-In Visits, Dog Walking

"Samantha is a very dependable, friendly, and caring person, who really took great care of our 3 dogs when we went on vacation. Whether it was just for the we... (more)"

9. Lydia

Animal loving caregiver!

Troy, NY, 12180

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

2 repeat clients

"Lydia was great with Lola our high energy high strung Jack Russell. She sent us a picture of Lola and the make shift bed she assembled for her. When we pic... (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 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)"

11. Catherine

Doggy Trails is where we like to Go

New Lebanon, NY, 12125

Dog Boarding, Doggy Day Care

"Catherine is great with all animals but most importantly with dogs!!! I have 6 dogs and it's always been a challenge to find a pet sitter that is trustworthy... (more)"

12. Bryan

Dog lover with big farm

Averill Park, NY, 12018

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

"My dogs were very happy! A perfect setting, and Bryan clearly loves dogs (especially mine!). I highly recommend this place. (more)"

13. 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)"

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. 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. Danielle

Large Property- Loving Family

Hillsdale, NY, 12529

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

About: Over 20 years experience. From House sitting pet families, daily walks to at home care, I have done it all. Dogs warm up to me immediately. I can ... (more)

17. 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)"

Experience exceptional service and a personalized match

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

Learn About Premier

Dog owners love Pittsfield dog walkers on Rover. 7,958 owners have reviewed walkers in Massachusetts, giving them an average rating of 4.9/5.

Want to be added to this list of walkers in Pittsfield? Become a pet sitter or dog walker on Rover.

Rover is the simple, savvy way to find and book a dog walker. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for dog owners throughout the U.S. to reach sitters who offer dog walking. Just like you, dog walkers on Rover are dog lovers too. Many of our sitters offer dog walking services and would love to take care of your dog when you can't be there. Book a 30-minute walk anytime you need it, and discover just how many of your neighbors are dog lovers too. You'll be glad to know dog walking booked on Rover is covered by the same great benefits as overnight sitting, including premium pet insurance, photo updates, and 24/7 support.

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