Dog Walkers in Cheshire, MA

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1. Kelsey

Experienced Pet Care Provider

Pittsfield, MA, 01201

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

5 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)"

2. Kristin

Home full time, 4 acres yard space

Goshen, MA, 01032

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

2 repeat clients

"Our puppy had so much fun with Kristin and her family, including her dog. Playing all day and spending lots of time outside was great for our dog. Kristin wa... (more)"

3. Katie

Friendly & dependable pet care!

North Adams, MA, 01247

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

1 repeat client

"Katie was wonderful: easygoing, flexible, accommodating and considerate. She took first-rate care of our dog, Pip, and made our visit to Mass MoCa not only p... (more)"

Confirmed President's Day Availability
4. Angela

I live as a full time doggie mom.

Troy, NY, 12182

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

"Thank you Angela! Luna was great when we got her back, calm and tired, just like she needs to be in the office. (more)"

5. Bryan

Dog lover with big farm

Averill Park, NY, 12018

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

4 repeat clients

"Koda had a great time. Im a first time dog mom so i was worried about koda and Bryan sent me pics and updates everyday. Thank you so much. Koda cant wait to ... (more)"

6. Rachael

Home often - large fenced yard

Rensselaer, NY, 12144

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

"Rachael is a caring and compassionate dog lover. She loved growing up around dogs and became an avid animal lover. She especially loves taking them for long ... (more)"

7. Katrin

Large fenced yard - walking trails!

Haydenville, MA, 01039

Dog Boarding, Doggy Day Care, Dog Walking

"Katrin is a very responsible dog caregiver who loves all kinds of dogs and is particularly great with big dogs. She had dogs herself her entire life. Her bea... (more)"

8. Kody

Reliable and flexible dog lover!

North Adams, MA, 01247

Dog Boarding, 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)"

9. Molly

fun, energetic and love dogs!!!

Troy, NY, 12180

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

"Molly grew up with dogs and therefore is very experienced. She especially loves her pitbull Kiya. She is responsible and especially enjoys going for walks.Sh... (more)"

10. Talia

I come with belly rubs and cuddles!

Troy, NY, 12180

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

About: I love dogs of all sizes and am here to make sure your dog is as happy as they deserve to be! I'm a graduate student with a flexible schedule in ... (more)

11. Ryan

The Doggie Dood - Pet Services!

Florence, MA, 01062

Dog Boarding, Doggy Day Care

10 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)"

12. 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)"

13. 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)"

14. Ana

Home full-time large fenced in yard

Rensselaer, NY, 12144

Dog Boarding, Drop-In Visits, Doggy Day Care

"Ana is a wonderful dog sitter and dog owner. She has been reliable and friendly. Always sending photos and videos! I plan to always use Ana in the future. (more)"

15. Erin

Let's go for a walk

Florence, MA, 01062

Drop-In Visits, Doggy Day Care, Dog Walking

"I highly recommend Erin for any job having to do with caring for dogs. She is AMAZING, reponsible, loving to dogs, and simply an absolute pleasure to work wi... (more)"

16. Kelly

love spending time with dogs!

Great barrington, MA, 01230

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

1 repeat client

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)

17. Ava-Lena

Loving, reliable and attentive!

Pittsfield, MA, 01201

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

1 repeat client

"Ava-Lena was a wonderful pet sitter to Chuck Norris, our big, loving Saint Bernard. As a pet sitter, Ava was patient, loving, and especially caring to Chuck ... (more)"

18. Nicole

Nicole's Doggie Resort

Wilmington, VT, 05363

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

"Nicole is a very caring and responsible person and pet owner. I've never met someone more dedicated to the care and happiness of animals. She's great! (more)"

19. Siobhan

Biscuits and Belly Rubs

Kinderhook, NY, 12106

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

1 repeat client

"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)"


When you need dog walking services, we doubt you'll find a better experience than through Rover. Thanks to our wide selection of dog walkers in Cheshire, MA, you'll find that you're able to work with a dog walker who fits in with you, your dog, and your needs. With our start-to-finish approach, your walker can supply you with real-time dog walking updates with start and stop times, a GPS map of their walk, info about any bathroom, food, and water breaks, and pictures of what your dog's been up to. And on top of that, each Rover dog walking booking includes premium pet insurance, 24/7 support, and a reservation guarantee.

Looking for a quick solution to your dog walking needs when you're short on time? Then you'll love the Rover dog walking app. The Rover app features hundreds of highly rated, trusted dog walkers, and you can scroll through the options or simply rebook your regular dog walker in seconds. Your dog walker can share real-time photo updates via the Rover dog walking app, and with the app's cashless payment feature you'll be able to compensate your dog walker quickly and safely - no need for cash, checks or tips.

Speaking of payment, the cost of dog walking in Cheshire, 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 Cheshire, 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 Cheshire 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 Cheshire, 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 Cheshire, MA with Rover's dog walking services, whether it's a one-time emergency or a daily appointment.

In other words, when you use Rover to find Cheshire dog walking services, your pet is given the best in loving care and hands-on attention, and you don't need to miss out on that just because life got in the way.

Do you think you have what it takes to become a dog walker for Rover? We're always looking for people with a passion for dogs to join us as a dog walker! If you've been thinking about starting up your own dog walking business, or even if you've been doing it on your own for a while, you'll want to check out our easy sign-up process and consider joining the hundreds of awesome dog lovers who use the Rover dog walking platform. When you become a Rover dog walker, you get access to great support, including premium pet insurance, cashless payment (no more worrying about whether you'll get paid on time), and a third party background check to demonstrate your trustworthiness to prospective clients. Join our pack today!