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

21 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. Maria

Wagging Tails & Peace of Mind

Stoneham, MA, 02180

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

6 repeat clients

"I love my dogs. Very much so. But I also know that both my dogs are difficult in each their own unique, at times infuriating, ways. One shuts himself in t... (more)"

3. Collins

Lover of woofers big and small

Medford, MA, 02155

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"First week having Collins walk Baxter & Sam has been great! (more)"

Confirmed Thanksgiving Availability
4. 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)"

5. Candice

Love to teach old dogs new tricks

Somerville, MA, 02144

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

15 repeat clients

"Candice did excellent work getting the sometimes-timid Sadie to come out of her shell, and showed her a great time the two weeks she walked our pup. We were ... (more)"

Confirmed Thanksgiving Availability
6. Jenna

Responsible & Dependable Dog Lover

Everett, MA, 02149

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

2 repeat clients

"Jenna is great with our six month old, 45 pound pup. She comes over during the day and walks her for 30 minutes reliably. She is extremely responsive, always... (more)"

Confirmed Thanksgiving Availability
7. Susana

Trustworthy and loving pet sitter!

Medford, MA, 02155

Drop-In Visits, Dog Walking

4 repeat clients

"Susana did a great job with Charlie. She was on time, found and put back everything. Checked food and water, and did a nice walk with our dog. Charlie was ha... (more)"

Available this weekend
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. Jenna

I'll bring the lint roller!

Burlington, MA, 01803

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Jenna takes good care of our dog, Jackie. She is professional, accessible, and kind. I strongly recommend her, you won't be disappointed! (more)"

Confirmed Thanksgiving Availability
10. Mary

Pawsitively the biggest dog lover!

Somerville, MA, 02145

House Sitting, Drop-In Visits, Dog Walking

"My dog can be temperamental with humans he's never met before and Mary handled it perfectly and everything went very smooth. She was stern when needed, a cru... (more)"

11. Margaret

Dog-loving grad student w/ backyard

Somerville, MA, 02144

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

1 repeat client

About: Ever since my first pet dog at age eleven, I have been hooked on dogs. I have worked with rescue organizations and have pet-sat for my friends and ... (more)

12. 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)"

Confirmed Thanksgiving Availability
13. Sara

Experienced & Loving Enthusiast!

Stoneham, MA, 02180

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

"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)"

14. 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)"

15. Claudia

Active, Fun Sitter - Work From Home

SOMERVILLE, MA, 02144

House Sitting, Drop-In Visits, Dog Walking

10 repeat clients

"Claudia has been a great match for us and our schnauzer/scotty. She brings him on a half-hour walk down our local bike path a couple times per week and gives... (more)"

Confirmed Thanksgiving Availability
16. Sophia

Loving Dog Sitter and Trainer

Somerville, MA, 02144

House Sitting, Drop-In Visits, Dog Walking

18 repeat clients

"Sophia was very communicative and sent some nice pictures of our dogs during their walk. She spent quality time with them after their walk. Happy pups. (more)"

17. Shannon

Nursing Student/Dog Lover :)

Medford, MA, 02155

Drop-In Visits, Dog Walking

"Shannon is great with dogs! She has taken care of our dog Rupert many times. Shannon is very caring and attentive to Rupert's needs. She always kept us up... (more)"

Confirmed Thanksgiving Availability
18. 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)"

19. Teresa

Home full-time- Always outside

Arlington, MA, 02474

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

"Teresa is an excellent dog walker. She showed up on time and left clear notes about each walk on the Rover card and through texts to me. (more)"

20. 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)"


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.