Dog Walking in Winchester

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

1. Anna

Walk Hike or a Fabulous Staycation!

Melrose, MA, 02176

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

11 repeat clients

"Anna has acclimated my dog, who is frightened of everything, so well that he can now take walks with other dogs! I never thought that would happen! (more)"

2. Genta

Home full time - A Fuzzy Vacation

Malden, MA, 02148

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

19 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. 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)"

4. 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

"Our dog is older and fussy and generally does not like new people, but he liked Candice as soon as he met her. He was super happy to see her for their first ... (more)"

5. Maria

Wagging Tails & Peace of Mind

Stoneham, MA, 02180

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

4 repeat clients

"Maria's love for all animals is what I think makes her a perfect pet caregiver. She has been caring for my pets (and home), for several years. I travel with ... (more)"

6. 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)"

Available this weekend
7. Jenna

Responsible & Dependable Dog Lover

Everett, MA, 02149

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

"I cannot say enough good things about Jenna. She was absolutely fantastic! She responded so quickly to our request and was really flexible when we needed to ... (more)"

8. Emma

Responsible, compassionate, fun!

Belmont, MA, 02478

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Emma was wonderful and I could tell she really cared for and loved my dog. She would take my dog for mid day walks multiple times a week while I was at work ... (more)"

9. Tumaree

Caring trustworthy animal lover

Somerville, MA, 02144

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"My name is Tonya Lewis and I have known Tumaree Dewart for years, and know that Tumaree is a kind loving person, as well as being a loveable care giver to an... (more)"

10. LauraLynn

I'm obsessed with all dogs!!!!!

Wakefield, MA, 01880

Drop-In Visits, Dog Walking

2 repeat clients

"Laura Lynn walks our Kinnser twice a week. Kinnser loves her and she always flexible to work with my al2ays changing schedule. (more)"

11. Jessica

Responsible, experienced, dog LOVER

Somerville, MA, 02144

Drop-In Visits, Dog Walking

1 repeat client

"Jessica was extremely helpful when we were in a pinch for someone to walk our young puppy. She made time to stop by and get to know him prior to the walk and... (more)"

12. Cassandra

Tons of love! Active walker/sitter

North Cambridge, cambridge, MA, 02140

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

1 repeat client

"Cassandra was so patient with our timid rescue dog and took her step by step so she didn't get nervous. Sadie was a very happy and relaxed pup when we got home! (more)"

13. Christine

Home full time. Vet Tech experience

Somerville, MA, 02144

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Christine has been our cat sitter for over ten years. She is highly skilled, observant , totally trustworthy and a great caretaker. We usually have 6 to 8... (more)"

14. Sophia

Loving, Responsible Dog Sitter

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)"

15. Margaret

Dog-loving grad student w/ backyard

Somerville, MA, 02144

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

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)

Available this weekend
16. Matthew A. & Ally

Best Job Ever!

Arlington, MA, 02476

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

About: Hello, I'm Allison and my assistant's name is Matt. We live in the Greater Boston Area based in Arlington. We would love to care for your pet. ... (more)

Available this weekend
17. 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)"

Available this weekend
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. Allie

Avid dog lover and dog mom!

Medford, MA, 02155

Drop-In Visits, Dog Walking

1 repeat client

"Our dog loves Allie!! Whenever I come home from work, Dizzie is sound asleep - I'm so glad she can get out for a quick walk and bathroom break during the day... (more)"

Available this weekend
20. Danielle

Responsible Animal Lover

woburn, MA, 01801

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Danielle has been walking and taken of care of our black lab for about 8 years now. She is very reliable and responsible. She has spent many of nights at our... (more)"

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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.