Dog Walking in Winchester

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
Which dates do you need?
What size are your dogs (lbs)?
To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Calendar Recently Updated
Samantha D.
I’m safe, trustworthy and reliable!Lynn, MA, 01904
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Samantha has been so great with our golden retriever, Levi! She responded so quickly and was able to help us out in a time crunch. She even took him to the dog … (more)

from
$21
per walk
Confirmed availability: Christmas and New Year
Erin F.
2.
Enthusiastic, flexible pet lover 😊Woburn, MA, 01801
Drop-In Visits, Dog Walking

About: I’ve always been an animal lover and have cared for my own pet since 2015. I love getting outdoors to walk on nice days but I also love belly rubs on… (more)

from
$20
per walk
Calendar Recently Updated
Alice C.
3.
Caring, professional animal-loverWinchester, MA, 01890
House Sitting, Drop-In Visits, Dog Walking
12 years of experience

About: I’ve taken care of dogs since I was 12 years old and I’ve cared my dog until his passing after 15 amazing years together. I’m very passionate about p… (more)

from
$20
per walk
Confirmed availability: Christmas and New Year
Courtney J.
Energetic animal loverMalden, MA, 02148
House Sitting, Drop-In Visits, Dog Walking

Courtney came through and walked our dog while we were getting married. Communicative when something came up and the scheduled time had to change a bit. (more)

from
$20
per walk
Confirmed availability: Christmas and New Year
Steven G.
5.
Fun , loving and caringWoburn, MA, 01801
Drop-In Visits, Dog Walking

Steven is a very reliable and loving and caring person to all animals I have had Steven take care of my dog on many occasions. you will not be disappointed on… (more)

from
$25
per walk
Fuzzy WalkerMalden, MA, 02148
House Sitting, Drop-In Visits, Dog Walking

Joannie is a friend who has helped with my two dogs. She has walked them and stayed with them while I have been away. She has always been very respectful of m… (more)

from
$30
per walk
Calendar Recently Updated
Responsible Walker & SitterWest Cambridge, Cambridge, MA, 02138
Dog Boarding, Dog Walking

Klaudia was wonderful! Super communicative, on time, and so kind with my dog, Winnie. Winnie was so sad when Klaudia left that she waited by the door for her to… (more)

from
$20
per walk
Confirmed availability: Christmas and New Year
8.
Kai 
Verified Enhanced Background Check
Sweet older gentleman who loves petBelmont, MA, 02478
Drop-In Visits, Dog Walking

About: I've taken care of my family cat for 10 years that was a gift for my daughter. We have provided our cat with tons of love and care until the end of h… (more)

from
$20
per walk
Calendar Recently Updated
9.
Reliable, caring, and trustworthyCambridge Highlands, Cambridge, MA, 02138
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Meghan has grown up with dogs. She is very thoughtful of our pets, plays with them and has trained two of these dogs to do tricks showing patience. (more)

from
$20
per walk
Calendar Recently Updated
10.
Reliable, Flexible & CompassionateMelrose, MA, 02176
Drop-In Visits, Dog Walking

Melissa was a great walker for Bo! She was very responsive, timely and obviously cared for Bo. Would definitely use her services again and recommend her to othe… (more)

from
$20
per walk
11.
Loving dog/cat mama.Woburn, MA, 01801
Drop-In Visits, Dog Walking

Beth is an amazing woman! Not only is she a hard worker, she is kind, patient and reliable. She has a love for animals that is undeniable. (more)

from
$35
per walk
Confirmed availability: Christmas and New Year
12.
Dog and animal lover extrodinaireWoburn, MA, 01801
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Stupendous! Burkus was happy to see her new friend Rebecca and go on a long walk with her. Love the photos so good to see her while I’m at work. (more)

from
$30
per walk
Confirmed availability: Christmas and New Year
13.
Amy 
Verified Enhanced Background Check
I treat all pets like my ownMedford, MA, 02155
Drop-In Visits, Dog Walking

Amy is so careful and caring with her own dog, and would make sure to be extremely caring for others dogs! Not only would she be conscious of your pets needs, b… (more)

from
$19
per walk
Confirmed availability: Christmas and New Year
14.
Your pet will be loved like my ownMelrose, MA, 02176
Dog Boarding, Doggy Day Care, Dog Walking
5 years of experience

About: I love taking care of dogs and cats. I assure your pet will be loved and taken care of while you’re away. I administer medicine and I would gladly ta… (more)

from
$25
per walk
Confirmed availability: Christmas and New Year
15.
Vet tech & dog lover here for you!Burlington, MA, 01803
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Kristen’s passion for animals is clear both in her work and her personal life! She is someone I can trust to help me with any concerns for my own pets health. S… (more)

from
$22
per walk
Confirmed availability: Christmas and New Year
16.
Four-legged Friend EnthusiastNorth Cambridge, Cambridge, MA, 02140
Dog Walking

Daniel was great. He was professionally and on time - even coming in early - and my puppy gave him kisses at their first meet which isn't something she usually … (more)

from
$20
per walk
Calendar Recently Updated
17.
Animal Lover Who Also Loves to WalkMalden, MA, 02148
House Sitting, Drop-In Visits, Dog Walking

As Emma's mother, I can well attest to the fact that she is a lover of pets and an extremely responsible pet caregiver. The entire time she and her brother wer… (more)

from
$20
per walk
Calendar Recently Updated
18.
Fitness goals! Pet More dogs!Malden, MA, 02148
House Sitting, Drop-In Visits, Dog Walking

Erin is great. She is professional, prompt, and friendly. Our dog can be challenging and aggressive toward other dogs, so Erin walked Lyuba without other dogs. … (more)

from
$22
per walk
Calendar Recently Updated
19.
Wanna hang out with a trainer? FUNStoneham, MA, 02180
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

About: The doggie in my picture is Percy, my BF's dog, I've taken care of him to feed, bath, play and even teach him some new tricks (play dead is my favori… (more)

from
$30
per walk
Calendar Recently Updated
20.
Ready to treat your pet like my ownWinchester, MA, 01890
Drop-In Visits, Dog Walking

Matthew has been watching my dog, Junior for the past 9 months and has even a godsend! Junior absolutely adores him (sometimes to a point where he doesn't want … (more)

from
$20
per walk

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.

Dog Walking