Dog Walkers in Berkshire, MA

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

1. 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

"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)"

2. Brooke

DOGS=FAMILY

Pittsfield, MA, 01201

Dog Boarding, Drop-In Visits, Dog Walking

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

Available this weekend
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. Samantha

Caring Dog Sitter Here to Help :)

Lanesboro, MA, 01237

House Sitting, Drop-In Visits, Dog Walking

"I have found Samantha to be a very knowledgable and careing dog lover that is very conscious of my dogs needs and desires . Samantha has taken care of my... (more)"

5. Luke

3/5 barn builder, 2/5 dog walker

Pittsfield, MA, 01201

House Sitting, Drop-In Visits, Dog Walking

About: Hey! I'm Luke! I've cared for dogs all my life. My dog now, Chai Chai, is a sassy princess but we all still love her. Honestly, I can't have enough... (more)

6. Kerry

I get along with all dogs!

Stockbridge, MA, 01262

House Sitting, Drop-In Visits, Dog Walking

"Kerry is fantastic with dogs! She is enthusiastic, gentle and patient. She is a responsible individual who keeps commitments and goes above and beyond for ot... (more)"

7. Darian

Should've been a dog myself!

Pittsfield, MA, 01201

House Sitting, Drop-In Visits, Dog Walking

About: I am currently a resort staff member at an awesome boarding facility. There, I have learned just how special each and every dog is. With personalit... (more)

8. Meredith

Petting, play, or pooping? Got it!

Pittsfield, MA, 01201

House Sitting, 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)"

9. 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)"

10. Melani

Vet Student for Your Furry Friend

williamstown, MA, 01267

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

About: Hey there! My name is Melani, currently a student attending Williams College and I am here to tend to your furry, feathered, or scaly friends every... (more)

Available this weekend
11. 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)"

12. Bryan

Dog lover with big farm

Averill Park, NY, 12018

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

"I have been close friends with Bryan since the late 80's... He is one of the kindest, most generous soles I've ever met, and remains my best friend to this d... (more)"

13. Brittany

Loving, responsible & attentive!

Pittsfield, MA, 01201

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

1 repeat client

"Brittany was super sweet and very accomadating! My puppy was happy and well cared for ? (more)"

14. Ava-Lena

Loving, reliable and attentive!

Pittsfield, MA, 01201

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

"Ava is not just a good pet-sitter but an EXTRAORDINARY one. I've know her for 20+ years and when she was still in high school my husband and I entrusted her... (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 Berkshire 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 Berkshire, 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.