Dog Walkers in Cheshire, MA

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1. Bryan

Dog lover with big farm

Averill Park, NY, 12018

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

2 repeat clients

"I contacted Bryan at the last minute after my former arrangement bailed. He was quick to respond and easy to communicate with. His farm is about 30 minutes a... (more)"

Available this weekend
2. Kelsey

Home Full Time Pet Sitter

Pittsfield, MA, 01201

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

1 repeat client

"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)"

3. Kristin

Home full time, 4 acres yard space

Goshen, MA, 01032

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

"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)"

4. 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)"

5. Angela

I live as a full time doggie mom.

Troy, NY, 12182

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

"Angela was very accommodating 2 my last minute frantic search. Sent me texts and my little puppy came home and slept 12 hours! Thanks and see what I'm raving... (more)"

6. Melani

Vet Student for Your Furry Friend

Williamstown, MA, 01267

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

"Melani was terrific. She was super accommodating on drop-offs and pick-ups, and our pup, River, took to her immediately. You can tell that she's an experienc... (more)"

7. Madeline

Flexible schedule, I love walks

Troy, NY, 12180

Dog Boarding, Doggy Day Care

2 repeat clients

"Madeline is a phenomenal dog mom and would make a perfect pet sitter for your precious pooch! She recently adopted her own fur baby and he is the king of the... (more)"

8. Lydia

Animal loving caregiver!

Troy, NY, 12180

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

2 repeat clients

"Lydia is fantastic! Very easy to communicate with and super flexible. She is great about sending photos of your dog while your pup is on vacay, too, which wa... (more)"

9. Katrin

Large fenced yard - walking trails!

Haydenville, MA, 01039

Dog Boarding, Doggy Day Care, Dog Walking

"Katrin took care of my little shih tzu, Gizmo, for almost a week when I was away and I couldn't be happier with the care and affection my puppy received at h... (more)"

10. 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 the citys muncipal animal shelter a... (more)

11. Bridget

Home all day- fenced yard!

Wynantskill, NY, 12198

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

"We have used Bridget and her family numerous times to dog sit. We have 2 dogs and they are like our babies! We have used Bridget for years and they have watc... (more)"

12. 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)"

13. Bethany

Big or small, I've done it all.

Pittsfield, MA, 01201

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

1 repeat client

About: I was raised in a family that broke horses and trained dogs. I have worked at multiple doggie daycares, and am not intimidated by any dog ... or nu... (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. Debby

Loving attention in our home

Wilmington, VT, 05363

Drop-In Visits, Doggy Day Care, Dog Walking

1 repeat client

"My dog loved his stay with Debby! At the end of the day he came back tired and content, after a day of swimming, hiking and hanging out outside at her beauti... (more)"

16. Janette

At home Mom and dog lover!

Castleton, NY, 12033

Drop-In Visits, Doggy Day Care, Dog Walking

"Stop your search for a pet sitter now! You've just hit the jackpot with Janette for your furry friend! She cares for pets as if they are her own, and isn't t... (more)"

17. Silas

Fenced yard, home during the day

Florence, MA, 01062

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

"Silas is a true dog whisperer. He has such a big heart for all animals, especially dogs, and takes care of them all like they are his own. Our sweet Blue (ol... (more)"

18. Ava-Lena

Loving, reliable and attentive!

Pittsfield, MA, 01201

Dog Boarding, 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)"

19. Siobhan

Biscuits and Belly Rubs

Kinderhook, NY, 12106

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

About: What could be better than puppy play dates? Dogs of all ages will enjoy brisk walks and play yard romps with me and my friendly, fun-loving pooch. ... (more)

20. Monique

Dog Trainer-Works from Home

Rensselaer, NY, 12144

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

"We have had the pleasure of having Monique train our dog on two different occasions. She treated our Gracie as if she was her own dog! She has a love for do... (more)"

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Learn About Premier

No more begging your friends to take your dog for a walk when you can't make it home in time. With Rover, you can find a loving Cheshire dog walker who'd love to take your dog for a 30-minute stroll or jog around the neighborhood. Book a dog walker for one day or all week, just tomorrow, or every Tuesday. We're proud to bring you dog walkers who've built dog walking businesses right here on Rover. No matter how much exercise your dog needs, we can help you find the perfect dog walker in Cheshire, MA. And just like overnight services booked on Rover, dog walking booked on Rover includes premium insurance, photo updates, and 24/7 support. Someone nearby can't wait to walk your dog, and it's easier than ever to find them.

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