Dog Walkers in Cheshire, MA

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Confirmed Thanksgiving Availability
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. Bryan

Dog lover with big farm

Averill Park, NY, 12018

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

3 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)"

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)"

4. 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

"I was passing through the area and Kristin was very accommodating about fitting my dog into her home for the few hours in the afternoon and evening that I ne... (more)"

5. Melani

Vet Student for Your Furry Friend

Williamstown, MA, 01267

Dog Boarding, House Sitting, Doggy Day Care, Dog Walking

1 repeat client

"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)"

6. Jenna

Hiking+Walks+Boarding+Day Care

Pittsfield, MA, 01201

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

"Jenna has been a part of our pet family since she gave us advice on the best breed for our family. She came to our home the first night we got Gemma with dog... (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)"

Confirmed Thanksgiving Availability
8. Madeline

Flexible schedule, I love walks

Troy, NY, 12180

Dog Boarding, Doggy Day Care

6 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)"

Confirmed Thanksgiving Availability
9. Nicole

Nicole's Doggie Resort

Wilmington, VT, 05363

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

"Nicole makes an excellent dog sitter. I having been using Nicole as my sitter for 5 years. She truly cares about your animals.. Nicole is very Loving. My... (more)"

10. Ana

Home full-time large fenced in yard

Rensselaer, NY, 12144

Dog Boarding, Drop-In Visits, Doggy Day Care

"Ana and her family are the best! They took such great care of our Ridgeback Maverick several times (just for the day and overnights). I knew Maverick would f... (more)"

11. Melissa

Melissa lives at end of a dirt rd.

Russell, MA, 01071

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

"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)"

Confirmed Thanksgiving Availability
12. Debby

Loving attention in our home

Wilmington, VT, 05363

Drop-In Visits, Doggy Day Care, Dog Walking

1 repeat client

"Debbie was a life saver and was able to watch Charlie last minute after my other booking cancelled. She was flexible in meeting us near our location and brou... (more)"

Confirmed Thanksgiving Availability
13. 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)"

14. 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)

15. 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)

16. 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)"

17. Siobhan

Biscuits and Belly Rubs

Kinderhook, NY, 12106

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

1 repeat client

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)

Confirmed Thanksgiving Availability
18. 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)"

Confirmed Thanksgiving Availability
19. Brooke

Brooke's Dog Sitting

East Greenbush, NY, 12061

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

16 repeat clients

"This was our second time using Brooke. She's been very responsive and attentive, sending us multiple updates and pictures throught the day. She's very friend... (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!