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Find Trusted Dog Walkers Near Me in Winchester, MA

Explore background-checked dog walkers in Winchester, MA and find loving care for your furry friend.

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Browse Dog Walkers in Winchester, MA

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Courtney W.'s Photo

Courtney W.

Winchester, MA

from
$17/hr
1 year experience
Pet walking
pet sitting
pet transportation
I grew up with two dogs and have loved taking care of dogs since. I work with Rover on occasion walking, feeding, and occasionally boarding dogs in my home. I have had experience walking and caring for dogs for years.
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Emily C.'s Photo

Winchester, MA

from
$18/hr
10 years experience
Pet walking
pet sitting
Hi there! My name is Emily and I am a 23-year-old recent graduate looking to help out some families with their pets! I have tons of experience pet sitting, walking and caring for animals. I've worked with dogs, cats, birds, rodents, reptiles, and lots of other exotics. I would love to help out with any care you might need!
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Rumy P.'s Photo

Part Time Animal Lover Available!

Winchester, MA

from
$18/hr
5 years experience
Pet sitting
dog training
administration of medicine
pet walking
I have experience with many small and large dogs and am comfortable with all god breeds. I have enjoyed working with many pets providing needed walks, food, play time, pet sitting, and pet boarding. I am currently working on improving my dog training skills and would be happy to talk to you about your training goals. Let me know...
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Alma M.'s Photo

Part-Time/Occasional Pet Sitter

Winchester, MA

from
$25/hr
5 years experience
Daily feeding
pet walking
boarding
pet sitting
I'm a part-time nanny who loves pets. Unfortunately, I can't have pets on my own because I live in an apartment and pets are not allowed, but I had a lot of pets when I was in my country (Panama) I had dogs, birds, rabbits, hamsters, turtle and etc. I believe that it would be fun to have the opportunity to spend some time with...
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Aidan A.'s Photo

Winchester, MA

from
$18/hr
2 years experience
Pet walking
pet sitting
pet transportation
I'm an animal lover who isn't afraid to clean up or drive your four legged child to scenic walks
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Paige H.'s Photo

Winchester, MA

from
$15/hr
Pet walking
pet sitting
pet transportation
Here to offer any assistance you may need with your pets. I can help with walks, bathroom breaks, feeding or a pet sitter.
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Aanika S.'s Photo

Winchester, MA

from
$15/hr
Pet walking
pet sitting
Have had a dog for 8 years and had plentiful experience in walking, feeding, and play time. I have also dog sat a couple times before and had great experiences. I love dogs and am very happy to spend time caring for them.
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Aidan A.'s Photo

Teaching The Love Of Learning

Winchester, MA

from
$30/hr
2 years experience
I teach Children and Teens of all backgrounds and learning levels with passion and excellence. I emphasize healthy study/work habits and strive to unleash the full potential of your child! I'd describe my personality as Calm, Supportive, and Proactive I like tutoring because I want people to be the best versions of...
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Maryellen B.'s Photo

Dog Walking and Care While You Go Away

North Reading, MA

5.0(1)
from
$15/hr
10 years experience·
Hired by 1 families in your area
Boarding
pet sitting
pet walking
administration of medicine
pet transportation
+ 1 more
I currently have three dogs, two cats and fish. I've been around pets my whole life. I enjoy running with my dogs (three miles). I also like walking my dogs, going for car rides, going on hikes in the woods or on trails, swimming in my pond with my dogs and snuggling with them (when I'm not snuggling with my two children and...

Marianne P. says "Mary Ellen provided walks for our beagle-mix 2-3times/day over a 2 week period while we were away. She was reliable, experienced and knowledgeable...

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Julia M.'s Photo

Chelsea, MA

5.0(1)
from
$15/hr
7 years experience·
Hired by 2 families in your area
Pet sitting
pet transportation
boarding
pet walking
I'm looking for one time or reoccurring dog walking or boarding. I am available for pack walks or one on one time if your animal prefers to be cared for separately. I'm available for overnights, one off walks or regular scheduled care. With the pack we take hikes and socialize. One on one sessions are slower and individualized...

Khadija B. says "Julia is just fantastic with our dog. It has been almost 2 years that she takes care of our puppy and we we are so happy we found her. She is very...

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Claudia R.'s Photo

In my work as babysitting I also have taken care the dog. I dont mind doing that because I love pets

Medford, MA

5.0(1)
from
$15/hr
1 year experience·
Hired by 1 families in your area
Pet sitting
pet transportation
daily feeding
pet walking
Responsibilities: walking the dogs and feeding them.

Heather M. says "Claudia has been an important part of me and my dog's lives for five years! I found her here on Care.com in 2016. She would sometimes bring the children...

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Kyle W.'s Photo

Pet Sitter With Experience

Lynn, MA

5.0(1)
from
$25/hr
10 years experience·
Hired by 5 families in your area
Pet sitting
administration of medicine
pet walking
I'm an experienced animal care professional with 10+ years of dog walking and animal care experience. I have previously worked in the pet resort at New England Veterinary Clinic and The Feline Hospital in Salem. I have plenty of experience with walking, feeding, handling, playing with and administering medications if needed for...

Tara M. says "Kyle is awesome. Very calm demeanor and showed up prepared. He was great with the dogs."

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Megan M.'s Photo

Pet Care Provider

Reading, MA

5.0(0)
from
$10/hr
1 year experience
Pet sitting
administration of medicine
pet walking
I absolutely love animals. Puppies and dogs are my favorite. I feel as though walking and playing with dogs is the perfect way to get exercise, have fun, and benefit the animals as well. I will treat any animal as if it is my own and handle your pets with great care. I am also willing to do the dirty work and pick up after the...
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Kathy R.'s Photo

Lexington, MA

5.0(1)
from
$15/hr
10 years experience·
Hired by 3 families in your area
Pet walking
administration of medicine
pet transportation
I am an absolute animal lover of all creatures. If you need walking for a dog at night or feeding the the family pet or while away on vacations, Please feel free to let me know. I have care for all reptiles of all kinds. I love dogs, cats, rabbits etc. Warmly Kathy

Marcia P. says "I hired Kathy with little warning due to unexpected travel. She is extremely reliable and flexible, and kept me updated daily on my two cats with videos...

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Sophia R.'s Photo

Help With Your Fur Babies!

Medford, MA

5.0(1)
from
$15/hr
5 years experience·
Hired by 1 families in your area
Pet walking
pet sitting
Hi! My name is Sophia! I'm a current college student returning to Baltimore for my junior year:) I am pursuing a double major in clinical psychology and photography. While I'm at school, I love staying busy! Care. com has connected me with so many amazing families in the area! While I have mainly stuck to babysitting through...

Jena P. says "Sophia was amazing with Paisley! She was very communicative and sent me a bunch of cute pictures. She took care to make sure Paisley didn't overheat and had...

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Shannon G.'s Photo

Caring Animal Lover To Suit All Of Your Needs With Plenty Of Experience!

Malden, MA

5.0(0)
from
$30/hr
5 years experience
Pet sitting
pet transportation
daily feeding
pet walking
I have been a pet care taker for about 5 years now. I have cared for, cleaned up after, and played with 9 newborn puppies at a time, with 3 big dogs at the same time. I have also walked dogs throughout the summer daily, and have two cats of my own that I take care of and love dearly. I am willing to provide any care and love for...
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Shelly S.'s Photo

Medford, MA

5.0(0)
from
$22/hr
5 years experience
Pet walking
pet sitting
I'm Shelly, a 23-year-old recent college grad who adores animals! The health, safety, and happiness of all pets in my care is always my number one priority. I am willing to pet sit in your home and walk dogs.
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Alyssa C.'s Photo

Reliable And Trustworthy Pet Sitter Who Loves To Play

Allston, MA

5.0(1)
from
$16/hr
5 years experience
Pet walking
pet sitting
pet transportation
Hi there! I'm Alyssa, a certified pet sitter with experience. I love animals of all shapes and sizes, and I'm committed to providing your furry friends with the best possible care. I'm available for dog walking, pet sitting, and house sitting. I'm also happy to provide additional services such as medication administration and...

Margaret B. says "Alyssa has dog-sat for us a few times. She is kind, caring, and responsible. She always has a big smile and is so gentle and sweet with our pup. I'm so...

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Kayleen H.'s Photo

Pet Sitter, Walker And Lover

Watertown, MA

5.0(1)
from
$15/hr
2 years experience·
Hired by 1 families in your area
Pet walking
pet sitting
I have a dog and cat since I was young. I am always the one to walk the dog and look after the pets.

Bijit K. says "Kayleen is so great with our girls (5,3). When she is with them, 100% of her attention is on them. Dependable, punctual, communicative, and caring. She is...

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Showing 1 - 20 of 60

  • 60 dog walkers are listed on Care.com

  • The average post rate is $19.00/hr as of April 2026

Recent dog walker reviews from local parents in Winchester, MA

Dog Walkers in Winchester, MA are rated 0.0 out of 5 stars based on 0 reviews of the 60 listed dog walkers

Maryellen B.

Mary Ellen provided walks for our beagle-mix 2-3times/day over a 2 week period while we were away. She was reliable, experienced and...

- Marianne P.

Julia M.

Julia is just fantastic with our dog. It has been almost 2 years that she takes care of our puppy and we we are so happy we found her. She...

- Khadija B.

Claudia R.

Claudia has been an important part of me and my dog's lives for five years! I found her here on Care.com in 2016. She would sometimes bring...

- Heather M.

Common questions about dog walkers in Winchester, MA

A dog walker in Winchester, MA provides scheduled walks and exercise to help keep dogs healthy and active throughout the day. Many pet owners compare walker profiles based on experience, availability, and reviews to find the right fit. Some also explore related services like dog sitters or structured care options such as doggy day care depending on their needs.

Dog walkers in Winchester, MA typically provide daily walks, exercise, feeding, and drop-in visits to ensure pets stay active and cared for while owners are away. Some walkers may also offer additional services such as basic grooming support or coordination with dog groomers for ongoing pet care needs.

The average rate for dog walkers in Winchester, MA on Care.com as of April, 2026 is $19.00 per hour. Rates can vary depending on the length of the walk, number of dogs, and frequency of service. Many pet owners compare typical dog walker costs when evaluating their options.

Choosing between a dog walker and doggy day care in Winchester, MA depends on your dog’s energy level, schedule, and social preferences. Dog walkers provide one-on-one exercise and routine, while day care offers more social interaction with other dogs. Many pet owners compare doggy day care vs dog walkers to determine the best fit.

Yes, many dog walkers in Winchester, MA offer recurring daily or weekly walking schedules to help maintain a consistent routine for your dog. This is especially helpful for busy pet owners or dogs that require regular exercise during the day. Some families also combine walking services with options like dog boarding when they are away for longer periods.

When hiring a dog walker in Winchester, MA, it’s important to ask about experience, handling different dog behaviors, walk routines, and emergency procedures. Many pet owners also schedule a meet-and-greet to ensure a good fit. Reviewing guidance on how to interview a dog walker can help you make a confident decision.

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