Dog Walking in Winchester

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

1. Ang

Providing extra treats and snuggles

Woburn, MA, 01801

House Sitting, Drop-In Visits, Dog Walking

"Angela is an amazing dog sitter. It is obvious that she loves animals. My dogs are always excited to see her and she is so patient with them. (more)"

2. Drew

I'm there for your dog when needed

Malden, MA, 02148

House Sitting, Drop-In Visits, Dog Walking

"Drew has always been a huge animal lover and watched dogs in the neighborhood growing up. He has a flexible schedule and grew up with a rescue dog and golden... (more)"

Confirmed Memorial day Availability
3. Alan

Keeping your dog happy and fit

Arlington, MA, 02476

Drop-In Visits, Dog Walking

2 repeat clients

"Great communication, thanks! (more)"

4. Dawnielle

TLC for your pup -walks, runs, play

Medford, MA, 02155

House Sitting, Drop-In Visits, Dog Walking

"You and your dog will love Dawnielle. She has cared for my pets numerous times and I would recommend her highly. Also so would my dog. She's the best! (more)"

5. Stefanie

Nurse you can trust :)

Medford, MA, 02155

Drop-In Visits, Dog Walking

"Stefanie is a great dog walker/care taker. Not only did Stef walk our beloved Yager twice a week but we also had her dog sit for us several times so that we ... (more)"

6. Heather

I’ll run with your dog!

Winchester, MA, 01890

House Sitting, Drop-In Visits, Dog Walking

About: 1+ year of kennel experience with dogs of all sizes and temperments Past experience with house sitting and pet sitting for cats Nail trimming exp... (more)

7. Sthephanie

I'll walk, run, play with fun!

Stoneham, MA, 02180

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

About: Being a sitter is rewarding, so I try to do everything to make it better for animals. I’ll Try to pass the maximum tranquility possible to the anim... (more)

8. Genta

Home full time - A Fuzzy Vacation

Stoneham, MA, 02180

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

27 repeat clients

"Genta has been walking our 6th month old pup daily for about a month. We love her! She always lets us know how Charlie did and sends great pics! (more)"

9. Sarah

The Puppy Playhouse

Medford, MA, 02155

Dog Boarding, Doggy Day Care, Dog Walking

43 repeat clients

"Great! Sarah was great with my sometimes grumpy old pup, patiently working through his nervous growls with treats. :) . I will absolute use her for my furb... (more)"

Available this weekend
10. Cara

Flexible, energetic, & responsible!

Medford, MA, 02155

House Sitting, Drop-In Visits, Dog Walking

About: I am a life-long dog lover and owner, and look forward to the chance to care for your canine family member(s)! I am currently pursuing my master's... (more)

11. Geneva

Boston's Dog Whisperer: available!

Arlington, MA, 02474

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

"Our energetic Portuguese Water Dog, loves Geneva, as do we! He jumps for joy when she arrives for his walks. In addition to being great with dogs, Geneva ... (more)"

12. Juanita

Woodland walks @end of road

Medford, MA, 02155

Dog Boarding, Drop-In Visits, Dog Walking

3 repeat clients

"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)"

13. Sophia

Loving Dog Sitter and Trainer

Somerville, MA, 02144

House Sitting, Drop-In Visits, Dog Walking

22 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)"

14. Alexa

Dog-less dog lover looking for dog!

Medford, MA, 02155

Dog Boarding, Doggy Day Care, Dog Walking

About: Hi! I grew up with dogs (an italian greyhound and a miniature Yorkie), and for the last 8 years of living in Boston, I have been a regular dog watc... (more)

15. 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)

16. Callie

All Dogs Welcome!

Somerville, MA, 02166

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

4 repeat clients

"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)"

17. Kate

Home Full -Time Large Fenced Yard

Woburn, MA, 01801

Drop-In Visits, Dog Walking

About: I have three fur-babies of my own ranging in ages from 1 year to 15 years old. Caring for three four-legged children may sound like a task but I f... (more)

18. Rose

Belly Rub Guarenteed

Arlington, MA, 02474

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

About: I have a flexible schedule that can easily accommodate you and your pets needs! I’m available for quick drop ins or for long walks, either way I wo... (more)

19. Hannah

Care and fun hikes for your dog!

Stoneham, MA, 02180

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

About: I’m a musician,violin teacher, pet sitter and dog walker. I love and respect all animals. I grew up with pets my whole life, at some point I had 8 ... (more)

20. Anna

Love to run and play with dogs!

Medford, MA, 02155

Drop-In Visits, Dog Walking

"Anna has walked, feed and cared for Sophia my 77lb old English stubborn 3yr old bulldog. She’s responsible & reliable. Sophia is very happy when she comes... (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.