Dog Walking in Pittsfield

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

Confirmed Memorial day Availability
1. Samantha

Caring Dog Sitter Here to Help :)

Lanesboro, MA, 01237

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

"Our girl has a home <3 away from home! She is very loved and cared for by Samantha! :) Thank you again for taking her short notice! 5 star & beyond <3 (more)"

Confirmed Memorial day Availability
2. Danielle

10 years of excellent dog boarding!

Pittsfield, MA, 01201

Dog Boarding, Drop-In Visits, Dog Walking

About: My name is Danielle and I have been watching dogs forever. I am currently a manager at a local dog daycare and spent 8 years managing the city’s m... (more)

Confirmed Memorial day Availability
3. Kelsey

Experienced Pet Care Provider

Pittsfield, MA, 01201

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

7 repeat clients

"My dogs loved her from the very first time they met! My corgi is a high maintenance dog, she was able to assistwith his needs. She sent photos and both of my... (more)"

Available this weekend
4. Heather

Home Full-Time Flexible Hours

Pittsfield, MA, 01201

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

2 repeat clients

"I have had a wonderful experience with Heather watching my lovable and high energy golden retriever, Sadie. Heather really cares about animals and cares for ... (more)"

5. Melissa

Home often, love dogs, fenced yard!

East Greenbush, NY, 12061

Dog Boarding, Doggy Day Care

"Melissa is great with our family dog Buddy and her dog Charlie. She feeds them, takes them for walks and definitely cares for them and makes sure they are h... (more)"

6. Bryan

Dog lover with big farm

Averill Park, NY, 12018

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

6 repeat clients

"Bryan did an awesome job taking care of my puppy, Obi. He was very accommodating with my arrival time in the morning and Obi was always ready to go when I go... (more)"

Confirmed Memorial day Availability
7. Kelsey

Experienced Pet Care Provider

Pittsfield, MA, 01201

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

7 repeat clients

"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)"

8. Katie

Need a Furry Friend

Williamsburg, MA, 01096

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

3 repeat clients

"I highly recommend Katie as a dog sitter for she is one of the most mature, responsible, hardworking individuals I know, with a commitment and drive for exce... (more)"

9. Siobhan

Biscuits and Belly Rubs

Kinderhook, NY, 12106

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

3 repeat clients

"I’m beyond grateful to have found Siobhan. Kona is treated like a family member and loves their dog Rosie so much. It brings such comfort to know she’s havin... (more)"

10. Melinda

I love dogs!

Pittsfield, MA, 01201

Dog Boarding, Doggy Day Care

"Melinda is a very experienced dog trainer, handler, and owner. Because of her expertise, people ask her for help in resolving issues with their dogs. She ... (more)"

11. Kelly

love spending time with dogs!

Great barrington, MA, 01230

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

2 repeat clients

About: My history would be that I've grown up with dogs my whole life. There has never not been a dog in my household and if i could spend all of my time ... (more)

Confirmed Memorial day Availability
12. Hannah

Treat your fur babies like family

Troy, NY, 12180

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

About: Friendly and experienced dog sitter. I truly love all dogs and will always treat your dogs like they are one of my own. I love spending time outsi... (more)

13. Christian

BIG fenced in yard - love to play!

Troy, NY, 12180

Drop-In Visits, Doggy Day Care, Dog Walking

About: I have a 1yr 6mo old Rat Terrier mix who loves to play with any dogs! Huge fenced in yard and I love to run around and play with doggo's! I am avai... (more)

14. Emma

Responsible, experienced dog lover!

Lee, MA, 01238

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

6 repeat clients

"Emma has recently taken care of my French bulldog, Beatriz, and was amazing! Beatriz always looks forward to her walks and play time with Emma. She provides ... (more)"

15. Mattie

Fun and friendly dog lover

Lee, MA, 01238

Drop-In Visits, Doggy Day Care, Dog Walking

1 repeat client

"Mattie is amazing with animals! She can care for all sorts of different reptiles as well as dogs and cats. I would definitely recommend Mattie for pet sittin... (more)"

16. Abby

The best care for your best friend

West Stockbridge, MA, 01266

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

"Put plainly, ABYY LOVES DOGS! Abby is a kind, friendly and responsible person. She has watched our dog, Benson, on many occasions and he is always happy to ... (more)"

17. Melissa

Melissa lives at end of a dirt rd.

Russell, MA, 01071

Doggy Day Care

"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)"

Available this weekend
18. Nathan

I'll take your dog to the park

Weststockbridge, MA, 01266

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

About: I love animals I'm kind and friendly I am respectful and responsible. I will keep your dog happy and we will become friends. I've had dogs througho... (more)

Confirmed Memorial day Availability
19. 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)

Confirmed Memorial day Availability
20. Kody

Reliable and flexible dog lover!

North Adams, MA, 01247

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

1 repeat client

"Where do I begin. Kody is a special kind of person. A truely unique blend of kindness, care, and selflessness that isnt frequently found these days. I own a ... (more)"


Are you a dog lover who wants to know more about how to turn your passion into profit? There's lots of opportunity to earn money as a dog walker in Pittsfield, MA. If you're not sure where to start, visit our page about how to become a dog walker. We're always happy to include new dog walkers in our dog walking service listings, and the simple review process means you can start your own dog walking business in no time. We also take the hassle out when it comes to paperwork, because all our Rover dog walkers have access to premium pet insurance, a third-party background check, and cashless payment feature, so you don't have to worry. Join our pack today!

When you use Rover to discover dog walking services in Pittsfield, MA, you'll be surprised at how easy it can be to find a dog walker who's the ideal match for you, your dog, and your schedule. If you're the sort of dog parent who doesn't like to miss a minute of your puppy's day, your dog walker can send you dog walking updates including the time they started and stopped the walk, a map showing the distance and route of their outing, details on food and bathroom breaks, and real-time action shots of your dog's experience. And to give you even more peace of mind, each Rover-booked dog walk includes premium pet insurance, 24/7 support, and a reservation guarantee.

If you're the sort of person who likes to book services when you're out and about, you'll love the Rover dog walking app. In minutes, you'll be able to view hundreds of experienced dog walkers no matter where you are, or re-book on-demand with your puppy's favorite dog walker. You'll get to check in in real-time to see how your dog's day is going. And if you hate carrying cash or calculating tips, you'll love the Rover app's cashless payment feature which enables fast, secure payment for your dog walker without money needing to change hands.

Speaking of payment, the cost of dog walking in Pittsfield, MA may surprise you - in a good way. That's because there's a dog walker on Rover for nearly every price range and lifestyle. Curious about how much you can expect to pay for dog walking on Rover? Check out our average dog walking rates to get an idea before you start a conversation with an individual dog walker.

When you need dog walking services in Pittsfield, MA, you'll be amazed at how easy it is to find the ideal dog walker with Rover.com. We take the guesswork out of selecting the perfect Pittsfield dog walking services for your needs. The dog walkers listed on Rover have been reviewed and approved, and - most importantly - they love dogs. In fact, 95% of reviewed stays and walks have a perfect five-star rating. When a dog walker in Pittsfield, MA joins our site, they complete a background check. You'll be able to see that they've passed the background check when you view their individual dog walker profile. No matter what level of support you're looking for, you're sure to find a great fit for all your dog walking needs in Pittsfield, MA with Rover's dog walking services, whether it's a one-time emergency or a daily appointment.

In short, when you use Rover to find a dog walker in Pittsfield, you can rest easy knowing that your dog is having a great time.