Dog Walkers in Chester, MA

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

Confirmed President's Day Availability
1. Marcea

48 years Loving Other People's Pets

West Hartford, CT, 06110

House Sitting, Drop-In Visits, Dog Walking

14 repeat clients

"Marcea is amazing with Dexter! He was so happy to see her! It is comforting knowing she is there and I love the pictures she posts so we can see how happy he... (more)"

2. Kara

Dog lover and hiking enthusiast

Easthampton, MA, 01027

House Sitting, Drop-In Visits, Dog Walking

About: Rain or shine. Warm or cold. I will take care of your dog. I love dogs of all sizes. I will do whatever I can to make your dog as comfortable as... (more)

3. Briana

Got a big one? Experienced XL breed

Russell, MA, 01071

Drop-In Visits, Dog Walking

"Hello I'm Michael one of Bri's closest friends and I want to assure you why Bri is perfect for the job as a dog handler. She is a dog lover in specific and a... (more)"

Confirmed President's Day Availability
4. 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)

5. Charlie-Marie

Ambitious and active dog sitter

Pittsfield, MA, 01201

House Sitting, Drop-In Visits, Dog Walking

"In the 7 years I have known Charlie, she always had a strong passion for animals, especially dogs. She can't pass by one at the store or out in public wit... (more)"

6. 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

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)

7. Samantha

Flexible schedule!

Chicopee, MA, 01013

Drop-In Visits, Dog Walking

About: I am currently a dog mom of 2 puppies who are a year old. I am very caring, loving and attentive to animals. If I could save them all I would. I cu... (more)

8. 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)

9. 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)"

10. Simone

Work from home, love to run & hike

Hadley, MA, 01035

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Simone is an incredible pet-parent and the most animal-loving person I know. She is inseparable from her cat, Hazel, and has come through in a pinch to care ... (more)"

11. Brittany

Always here for you & your kiddo!

Florence, MA, 01060

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"I have had Brittany babysit my 12 year old cocker spaniel / poodle mix on numerous occasions. He is somewhat fragile and can be quite sensitive to being touc... (more)"

12. Madeleine

Love dogs and they love me

Northampton, MA, 01063

Drop-In Visits, Dog Walking

About: I took care of a cat for at least 8 years and have taken care of my friends dogs before. This summer I have been helping my friend pet sit and almo... (more)

Confirmed President's Day Availability
13. Amanda

Third Year Pre-Veterinary Student

Granby, CT, 06035

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Amanda is the perfect candidate to take of your dogs! As a future vet, her first love is animals. Amanda has great experience with dogs, she volunteers at a ... (more)"

14. Lisa

Avid walker and pet- lover

Northampton, MA, 01060

House Sitting, Drop-In Visits, Dog Walking

"I have known Lisa for 12 years, and through different hair styles and music preference, one thing has stayed constant: her passion for animals. Her face ligh... (more)"

Confirmed President's Day Availability
15. Amanda

Fun, Trustworthy,Animal Lover,

Westfield, MA, 01085

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

1 repeat client

"Amanda is a very responsible person and a true pet lover. Her childhood was filled with many pets to love and care for, from dogs and cats, to rabbits and sh... (more)"

16. Sarah

Dog lover and Caretaker

Riverton, CT, 06065

House Sitting, Drop-In Visits, Dog Walking

"Sarah is an amazing pet lover and care taker when my husband and I went away she made sure our dogs were taken care of. (more)"

17. Sarah

love to walk and play with your dog

Chicopee, MA, 01013

House Sitting, Drop-In Visits, Dog Walking

About: I have 4 dogs of my own, I train, feed, walk, and play with them. I am an animal lover and enjoy them. I changed my major to veterinary science and... (more)

18. Shane

I'm the guy to help with your dog

dalton, MA, 01226

House Sitting, Drop-In Visits, Dog Walking

About: I have had dogs my whole life: large, medium and currently two small dogs, who I love a lot. I enjoy spending time with dogs: playing, relaxing...... (more)

Confirmed President's Day Availability
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)"

20. Victoria

I go above and beyond, every time.

Westfield, MA, 01085

House Sitting, Drop-In Visits, Dog Walking

About: For over 8 years, I have cared for all ages, sizes, breeds, and temperaments of dogs. Keeping your pet happy, healthy, comfortable, exercised, fed,... (more)


What if you're a dog lover who's looking for dog walking jobs? You'll want to check out our information about how to become a dog walker. We're always excited to add new dog walkers to our dog walking service, and our process makes it simple to get your own dog walking business up and running. When you become a Rover dog walker, you benefit from great features including premium pet insurance, a third party background check, and our cashless payment feature for ease and peace of mind. Why not sign up today?

When you're looking for dog walkers near Chester, MA, Rover.com is the simple, smart way to find and book dog walking services. Our Chester dog walkers are dog lovers first and foremost, and 95% of reviewed stays and walks have received a perfect five-star rating. Every new Rover dog walker in Chester, MA must complete a background check. You can see the background check badge on your dog walker's profile, so you know your pet is in safe hands. Whether you need to hire a dog walker for a single outing or want someone to go on regular dog walks with your pet, you're sure to find a great fit for all your dog walking needs in Chester with Rover's dog walking services.

And even better: the price of dog walking in Chester, MA might not be as much as you thought. Whatever your price range, you'll find a dog walker on Rover for almost any budget. Interested in finding out what the typical Rover dog walker expects as a dog walking fee? Visit our average dog walking rates to see the general fees before checking out an individual dog walker's rates.

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.

When you book dog walking services on Rover, you'll be able to connect with a dog walker who's a good fit for you, your dog, and your lifestyle. Your walker can provide dog walking updates with start and stop times, a map of their walk with total distance, info about pee, poo, food and water breaks, and photos of your dog in action. Every walk booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee.

In short, when you book Chester dog walking on Rover, your dog gets the loving care they deserve, and you get to relax knowing that your pet is in good hands.