Dog Walking in Pittsfield

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

Confirmed 4th of July Availability
1. Samantha

Caring Dog Sitter Here to Help :)

Lanesboro, MA, 01237

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

"We have known Sam for many years and she has taken care of our beagle Emmy for the past two years She's is extremely reliable, took the time to get to kno... (more)"

Confirmed 4th of July Availability
2. Magdelin

Flexible availability!

Dalton, MA, 01226

Drop-In Visits, Dog Walking

"I NO MAGDELIN WOULD MAKE A WONDERFUL DOG SITTER SHE IS VERY VERY RESPONSIBLE VERY LOVING PERSON AND LOVES DOGS THEY ARE TRULY A PART OF THE FAMILY SHE KIND G... (more)"

Confirmed 4th of July Availability
3. Danielle

10 years of excellent dog boarding!

Pittsfield, MA, 01201

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

4. Kelsey

Experienced Pet Care Provider

Pittsfield, MA, 01201

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

"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)"

5. Heather

Home Full-Time Flexible Hours

Pittsfield, MA, 01201

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

"I cannot say enough about how happy we are with Heather! Heather is a caring and responsible young lady and has loved animals for as long as I have known he... (more)"

6. Bryan

Dog lover with big farm

Averill Park, NY, 12018

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

"Archie had a blast. He came back pooped. We received pictures and videos during Archie’s stay. So happy we found someone who loves animals like we do! (more)"

7. Katie

Need a Furry Friend

Williamsburg, MA, 01096

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

"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)"

8. Kelsey

Experienced Pet Care Provider

Pittsfield, MA, 01201

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

"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)"

Confirmed 4th of July Availability
9. 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)"

10. Paige

I already know I’ll love your dog!

East Chatham, NY, 12060

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

"Paige was great! Very responsive and sent lots of updates. Our dog really liked her and came home tired out. We will definitely be booking with Paige again i... (more)"

11. Siobhan

Biscuits and Belly Rubs

Kinderhook, NY, 12106

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

"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)"

12. Melissa

Home often, love dogs, fenced yard!

East Greenbush, NY, 12061

Dog Boarding, Doggy Day Care

"Melissa enjoys playing and walking with my dog and my dog is always happy to see her. She has a great love for dogs. I would recommend her as a dog sitter. (more)"

13. Kelly

love spending time with dogs!

Great barrington, MA, 01230

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

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)

14. Ava

Home full time - Parks nearby!

Williamsburg, MA, 01096

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

About: My name is Ava and I am a college student home for the summer. I’m hoping to buy a car soon and am looking to save up some money. Once I graduate I... (more)

15. Emma

Responsible, experienced dog lover!

Lee, MA, 01238

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

"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)"

16. Mattie

Fun and friendly dog lover

Lee, MA, 01238

Drop-In Visits, Doggy Day Care, Dog Walking

"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)"

Confirmed 4th of July Availability
17. Danielle

10 years of excellent dog boarding!

Pittsfield, MA, 01201

Dog Boarding, Drop-In Visits, Doggy Day Care, 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 4th of July Availability
18. Michelle

Ive been a dog person ny whole life

Wynantskill, NY, 12198

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

"Michelle has walked my 4 chihuahuas in the past they were very happy & she did an amazing job I would highly recommend her to dog sir your dog(s) for you whi... (more)"

Available this weekend
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)

20. Kody

Reliable and flexible dog lover!

North Adams, MA, 01247

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

"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.