Dog Walking in Winchester

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

1. Genta

Home full time - A Fuzzy Vacation

Malden, MA, 02148

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

23 repeat clients

"Genta did a fantastic job looking after Roxy and Charlie while I was away. Her communication was great and I felt confident that they were in good hands. (more)"

2. Alan

Providing awesome care for your dog

Arlington, MA, 02476

Drop-In Visits, Dog Walking

1 repeat client

"Great communication, thanks! (more)"

3. Aurora

PET LOVER! Cambridge Resident!

North Cambridge, Cambridge, MA, 02140

House Sitting, Drop-In Visits, Dog Walking

"My name is Arielle Burgos, I am Aurora's younger sister, we have lived together in a house full of animals. We have had four dogs, two cats, two rabbits, and... (more)"

4. Brendan

Very experienced and responsible!

Melrose, MA, 02176

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

2 repeat clients

"Brendan was amazing with Rocco, our new dog who was a rescue from a shelter. Brendan was so kind about all Rocco's super specific routines and very patient w... (more)"

5. Sereena

Guaranteed to love your dog

Medford, MA, 02155

House Sitting, Drop-In Visits, Dog Walking

"Sereena and her family have been our neighbors forever and we always loved to bring our dog Jack over to play with their dog Rosie. Since she was little Sere... (more)"

6. Mary

Pawsitively the biggest dog lover!

Somerville, MA, 02145

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Mary is great. Our pupper has a blast with her and she is able to handle his fairly boundless energy. She is very good at providing updates, extremely respon... (more)"

7. Danielle

Home Full-Time, Dog Lover

Stoneham, MA, 02180

Dog Boarding, Drop-In Visits, Dog Walking

"I have had the pleasure of living with Danielle and her dogs (and occasionally cats) off and on over the last 10 years. She is a loving and enthusiastic pet... (more)"

8. Dani

For the love of dogs!

Malden, MA, 02148

House Sitting, Drop-In Visits, Dog Walking

"I have known Dani since before she was born, I know her parents well. I also know how she was brought up being taught to care and be a responsible human bein... (more)"

9. Juanita

Woodland walks @end of road

Medford, MA, 02155

Dog Boarding, Drop-In Visits, Dog Walking

"Juanita is the most loving and caring person. She has watched my dog for almost two years on and off and I think he likes her more than me now! She feeds... (more)"

10. Madison

Above and Beyond for your Pup

Malden, MA, 02148

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

6 repeat clients

"Madison has been amazing with my two mini shih tzus! I know they look forward to their walks with her. She's incredibly response to any requests, and I feel ... (more)"

11. Willa

I'll be your dog's new best friend!

Medford, MA, 02155

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

"Willa was so wonderful with my dog! She is reliable, very sweet, and showed my dog so much love. I absolutely recommend Willa to anyone looking for someone f... (more)"

Available this weekend
12. Nick

I'll walk your dog to the park!

Medford, MA, 02155

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

"I have 4 dogs and they all love Nick! He is very sweet to them and they’re always so excited to see him! He has watched them for me while I go away and will ... (more)"

13. Sarah

The Puppy Playhouse

Medford, MA, 02155

Dog Boarding, Doggy Day Care, Dog Walking

38 repeat clients

"Sarah has been wonderful with our dog Stan this week! She has helped us both with daycare and walking. Sarah's home is a warm and welcoming place to leave ou... (more)"

14. Kerri

Happy Dogs & Cats Make My Day!!!

Malden, MA, 02148

Drop-In Visits, Dog Walking

"You couldn't ask for a better person to care for your pet!!! Dog owner who also loves the outdoors and will treat your pet as her own. Responsible person wit... (more)"

15. Tracy

Active and Loving Pet Sitter!

arlington, MA, 02474

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Tracy has been great with our dog, who is quite a handful. She actually tires her out, which is not easy to do! Tracy has also been really nice about sending... (more)"

16. Emmy

the charlie brown to your snoopy

Medford, MA, 02155

House Sitting, Drop-In Visits, Dog Walking

"Emmy is such a fantastic friend and caregiver to our pup “S”! Twice this year, we’ve taken trips of longer than a week. During both trips, Emmy stayed at our... (more)"

17. Brigid

Passionate about pets!

Medford, MA, 02155

Drop-In Visits, Dog Walking

About: Hi there, I'm Brigid! I'm currently in my second year of grad school at MassArt studying fashion design. Ultimately, I want to work in the industry... (more)

18. Callie

All Dogs Welcome!

Somerville, MA, 02166

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

1 repeat client

"Callie was great! Let me know when she'd stopped by, and gave an update on Wilder. He seemed happy to have had a mid-afternoon walk with her when I got home ... (more)"

19. Emily

Gingerplum Home Away Pet Services

Stoneham, MA, 02180

Drop-In Visits, Dog Walking

"Emily is a fantastic dog walker! She has been the only walker Henry has had and has always taken the best care of him. She is extremely reliable and responsi... (more)"

20. Julie

Belly rubs & puppy massages

Stoneham, MA, 02180

Drop-In Visits, Dog Walking

"I have known Julie Orsillo for over a year and cannot say enough positive things about her. Julie is amazing not only will she love your dog when walking or... (more)"


Are you a dog lover who wants to know more about how to turn your passion into profit? There's lots of opportunity to earn money as a dog walker in Winchester, MA. If you're not sure where to start, visit our page about how to become a dog walker. We're always happy to include new dog walkers in our dog walking service listings, and the simple review process means you can start your own dog walking business in no time. We also take the hassle out when it comes to paperwork, because all our Rover dog walkers have access to premium pet insurance, a third-party background check, and cashless payment feature, so you don't have to worry. Join our pack today!

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.

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 Winchester, 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 Winchester, 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 Winchester 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 Winchester, 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 Winchester, MA with Rover's dog walking services, whether it's a one-time emergency or a daily appointment.

In short, when you use Rover to find a dog walker in Winchester, you can rest easy knowing that your dog is having a great time.