Dog Walking in Winchester

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

Confirmed Holiday Availability
1. Danielle

Responsible Animal Lover

woburn, MA, 01801

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Danielle was very responsive. She was able to get Cosmos harness on which is a feat all on its own. She sent updates and pictures. I will rebook for sure and... (more)"

2. Genta

Home full time - A Fuzzy Vacation

Malden, MA, 02148

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

20 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)"

3. Maria

Wagging Tails & Peace of Mind

Stoneham, MA, 02180

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

6 repeat clients

"Maria is certainly a dog lover. She takes very good care of both our dogs on a daily basis, including our 83 pound American bulldog and our 12 pound mixed br... (more)"

4. Chris

Dog lover extraordinaire!

Watertown, MA, 02472

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

3 repeat clients

"Chris is very reliable and took great care of my mini Schnauzer, Lulu. I would absolutely recommend him and will not hesitate to book him again! (more)"

5. Mary

Pawsitively the biggest dog lover!

Somerville, MA, 02145

House Sitting, Drop-In Visits, Dog Walking

"Mary was great! Super responsive to a last minute request, and wonderfully caring for our little guy. Can't wait to have her back! (more)"

6. Candice

Love to teach old dogs new tricks

Somerville, MA, 02144

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

18 repeat clients

"Can't recommend Candice highly enough! Our dog clearly loves her (and Candice loves her too) which is so comforting when leaving your pet in someone else's c... (more)"

7. Susana

Trustworthy and loving pet sitter!

Medford, MA, 02155

Drop-In Visits, Dog Walking

4 repeat clients

"We were delighted with the entire experience. We developed confidence in rover.com and Susana at the outset with the way she handled the coordination of this... (more)"

Confirmed Holiday Availability
8. Natasha

While you're away your pet can play

Woburn, MA, 01801

Drop-In Visits, Dog Walking

"I'm very glad to have Natasha walking my dog, she was very kind to come to my house on a last min call to meet me and my dog before she start working for u... (more)"

9. Teagan

Your dog's safety is number one!

North Cambridge, Somerville, MA, 02144

Drop-In Visits, Dog Walking

"Teagan took my two dogs on long walks while I was away and they were healthy and happy when I returned from my trip. I will definitely book Teagan again. (more)"

10. Monica

Available anytime: best belly rubs

Someville, MA, 02144

House Sitting, Drop-In Visits, Dog Walking

"Monica is already a professional dog spotter, and I know she'll be a professional, responsible caretaker for your doggos! As a Rover sitter myself who's had ... (more)"

Confirmed Holiday Availability
11. Mike

Dog and Sport Enthusiast

Woburn, MA, 01801

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"Mike is a reliable and trustworthy dog walker. I would definitely recommend him! (more)"

12. Christine

Home full time. Vet Tech experience

Somerville, MA, 02144

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Chris has been looking after all my pets over the course of 2 decades. She is completely trustworthy and she is a huge animal lover. Plus, she is a certified... (more)"

Confirmed New Years Availability
13. Sophia

Loving Dog Sitter and Trainer

Somerville, MA, 02144

House Sitting, Drop-In Visits, Dog Walking

19 repeat clients

"Sophia is great. You can count on her to show up and give your dog a walk. If something does happen, she is very good at contacting you and keeping you up to... (more)"

14. Shannon

Nursing Student/Dog Lover :)

Medford, MA, 02155

Drop-In Visits, Dog Walking

"Shannon is a dog lover. She's watched and cared for my dogs several times and always does a great job. I have 2 chihuahuas that take a while to warm up to pe... (more)"

15. Tumaree

Caring trustworthy animal lover

Somerville, MA, 02144

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"I have known Tumaree for years she has been there for my pets through thick and then and has taken great care of my dogs and cats emotionally and physically ... (more)"

16. Aimee

I love a good walk in the park

Arlington, MA, 02474

Drop-In Visits, Dog Walking

About: Hi! The short version of my dog care background: I had a Yorkshire, chihuahua, Lapso mix growing up that I adored and took the responsibility of ca... (more)

17. Angela

studying obedience training

Melrose, MA, 02176

House Sitting, Drop-In Visits, Dog Walking

"Angela Estes has provided safe, smart and loving care of my two young pit-bulls, my older collie mix, my cat, and my rabbit for the past two years. Her exube... (more)"

18. Rachel

I will love your pet as my own!

Arlington, MA, 02474

House Sitting, Drop-In Visits, Dog Walking

"Rachel was amazing with my dog. While he is a pretty large golden doodle, she was able to control him and keep him at her side throughout the walk. She let m... (more)"

19. Sara

Experienced & Loving Enthusiast!

Stoneham, MA, 02180

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

1 repeat client

"Sara was wonderful to work with. She came over to meet our bulldog Clark and ensured she had all the information she needed to care for him. When the time ... (more)"

20. 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)"


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.