Dog Walkers in Cheshire, MA

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

1. Angela

Large Yard for Big Play Times!

Shelburne falls, MA, 01370

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

"Our family has know Angela for years. We travel several times a year for at least a week and always ask her to take care of our animals. We have a dog, two ... (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

4 repeat clients

About: Have owned dogs for over 20 years, pet sit for friends, family, and neighbors. I am over cautious and protective when it comes to animals, I'm also... (more)

3. Lauren

Home full time, tons of land!!

Johnsonville, NY, 12094

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

"My experience with Lauren has been great! She's a wonderful pet sitter and my dogs love her. They were well cared for and I don't think they even missed me! (more)"

4. Emily

Intuitive Care for High Energy Dogs

Greenfield, MA, 01301

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

3 repeat clients

"Emily has been great with my very energetic and active labs. She has taken both dogs out on long walks and swims and also cared for them when I've been away... (more)"

5. Nicole

Dog Lover!

North Adams, MA, 01247

Drop-In Visits, Dog Walking

"Nicole is a responsible, smart, & an animal loving young lady; she and her family have had pets her entire life. She comes from a multi-household pet home w... (more)"

6. 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)

7. Ashley

Comes with love

Montgomery, MA, 01085

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Ashley was very reliable when taking care of our three dogs while we were away! The dogs loved her and you can tell she is a genuine dog lover. We are very h... (more)"

Confirmed Memorial day Availability
8. Cassidy

full time animal lover

Nassau, NY, 12110

House Sitting, Drop-In Visits, Dog Walking

About: Growing up i've always been surrounded by animals which really sparked my love for all animals. And since i was 12 i've pet sat for neighbors and f... (more)

9. Claudia

Runs, walks, socialization!

Troy, NY, 12180

House Sitting, Drop-In Visits, Dog Walking

"Claudia is an incredibly kind and responsible individual. She is a great dog owner and very trustworthy. I will always feel comfortable with her looking afte... (more)"

10. Carolyn

IT'S ALL ABOUT THE SNUGGLE

Jacksonville, VT, 05363

House Sitting, Drop-In Visits, Dog Walking

"I have known Carolyn for over 40 years. She is one of the most compassionate, attentive animal lovers I have ever met. She genuinely loves all animals and tr... (more)"

Confirmed Memorial day Availability
11. Samantha

Caring Dog Sitter Here to Help :)

Lanesboro, MA, 01237

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

"Samantha is a very dependable, friendly, and caring person, who really took great care of our 3 dogs when we went on vacation. Whether it was just for the we... (more)"

12. Brooke

Brooke's Dog Sitting

East Greenbush, NY, 12061

Dog Boarding, Drop-In Visits, Dog Walking

22 repeat clients

About: ****Send your pup on vacation while you travel :)*** I offer dog sitting in your home as well as mine and I have discounted doggie walks **** Hell... (more)

13. Maggie

Observant and Loving Care-giver

Northampton, MA, 01060

Dog Boarding, House Sitting, Dog Walking

1 repeat client

"Maggie is dog whisperer! She's watched my dog for long periods of time when I'm away on work or vacation trips. She's like a second Mom to my sweet Pepper. I... (more)"

14. Annemarie

Daragan's walks/expert dog care

Sixteen Acres, Springfield, MA, 01118

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

About: I am a dog breeder and have bread Gold Retrievers for five years. In addition, I have trained aggressive dogs with excerise, trust and by working ... (more)

15. Millie

I will love yours like I love mine!

Altamont, NY, 12009

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

1 repeat client

"Millie has cared for my three dogs and cat, flawlessly, several times now. She is diligent with their care, checks-in with me regularly and respects my home.... (more)"

16. Kelsey

Experienced Pet Care Provider

Pittsfield, MA, 01201

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

6 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)"

17. Lauren

Training and care experience!

Greenfield, MA, 01301

House Sitting, Drop-In Visits, Dog Walking

About: I worked with a service dog organization for over 2 years and still work with them occasionally. During my time with the organization, I raised two... (more)

18. Mary

Experienced and Knowledgable Sitter

Amherst, MA, 01002

House Sitting, Drop-In Visits, Dog Walking

About: If you chose me to be the care taker of your dog you will have peace of mind knowing that they will be well cared for and happy when you come home.... (more)

19. Taylor

The animals always come first.

Granville, MA, 01034

Drop-In Visits, Dog Walking

"Taylor is a very smart and caring woman who loves caring for all types of pets. She has a sweet disposition and has a lot of experience that allows her to ca... (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!