Care.com logo
Log inJoin now

Find Trusted Dog Sitters Near Me in Winchester, MA

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

​
Get started

All caregivers with this badge are background checked.

Hero image

Available Today!

IllustrationSmallPetCare image
Rumy P.'s Photo

Rumy P.

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...
See profile
Catherine R.'s Photo

Catherine R.

Winchester, MA

from
$15/hr
2 years experience
Pet walking
pet sitting
I provide dog sitting in my home or your home. I am an experienced dog sitter, and am happy to provide references.
See profile
Iliana P.'s Photo

Iliana P.

Caring Animal Lover

Winchester, MA

from
$25/hr
Pet walking
pet sitting
I have experience with dogs and cats. I've been an animal lover my entire life. I can provide pet sitting in your home or walk your dog.
See profile
Amber B.'s Photo

Amber B.

In Home Pet Care And Dog Walking

Winchester, MA

from
$25/hr
10 years experience
Pet walking
pet sitting
Hi! I am a certified veterinary technician since 2006. I am also a volunteer foster dog mom. And a pet photographer. I am kind of a pet whisperer. I do in your home pet sitting because this is where your babies thrive and have their own routines. I'd describe my personality as peaceful, responsible, detail oriented I'm...
See profile
Emily C.'s Photo

Emily C.

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!
See profile
Alma M.'s Photo

Alma M.

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...
See profile
BS

Bree S.

Winchester, MA

from
$17/hr
6 years experience
Pet sitting
Hi! I'm Bree - a bubbly, responsible pet lover who will absolutely talk to your pets like they're people. I've cared for dogs, cats, and small animals for years, and I'm great at matching any pet's vibe - from high-energy playtime to chill cuddle sessions. I'm attentive with routines, meds, and communication, and I always send...
See profile
Sophia R.'s Photo

Sophia R.

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...

See profile
Merri-anne S.'s Photo

Merri-anne S.

Pet Care

Boston, MA

5.0(1)
from
$22/hr
6 years experience·
Hired by 1 families in your area
Pet sitting
administration of medicine
pet walking
I have been a dog walker for 5 yrs now of 2 labradoodles. I have also cared for cats and administered medications to them. I am also willing to learn to care for other animals too, They keep me active and I also house sit for them too. I can do overnights and if needed with advanced notice I maybe able to bring them to my home....

Leslie B. says "We had two large dogs that needed to be walked together and she had no problems handling them both. They loved their time with Merri-anne."

See profile
Lesley F.'s Photo

Lesley F.

Fun Pet Sitter Available!

Brighton, MA

5.0(1)
from
$35/hr
10 years experience·
Hired by 7 families in your area
Daily feeding
pet walking
administration of medicine
pet sitting
pet transportation
I have cared for a variety of animals, including dogs, cats, birds, chickens, and fish. I have experience administering insulin shots to cats, running errands, cleaning litter boxes, light housekeeping, etc. I can spend quality time overnight with your animal friends if needed and am happy to keep you posted on how they are...

Jessica H. says "Lesley was such a huge help with my cat, Ravioli, over a long weekend. I especially appreciated how flexible she was when my travel plans changed. My cat...

See profile
Maryellen B.'s Photo

Maryellen B.

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
administration of medicine
daily feeding
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...

See profile
Maxie G.'s Photo

Maxie G.

South Boston, MA

5.0(1)
from
$15/hr
2 years experience·
Hired by 6 families in your area
Pet sitting
pet transportation
boarding
pet walking
I just moved to South Boston June 1st. I do have a full time job in Healthcare, from 9-4 in Wilmington MA. I am comfortable with dogs of all sizes. I grew up with a long haired black cat and a fox hound dog! I live right across from Carson beach in South Boston, which is perfect for dog walking. I have done many dog/house...

Brittany C. says "Maxie has watched our dog, Archie (Great Pyrenees mix) multiple times and Archie loves her so much! It gives us such comfort going out of town knowing...

See profile
Kyle W.'s Photo

Kyle W.

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."

See profile
Shelly S.'s Photo

Shelly S.

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.
See profile
Maria V.'s Photo

Maria V.

About Me

Cambridge, MA

5.0(1)
from
$16/hr
2 years experience·
Hired by 1 families in your area
Hello! My name is Maria. I have 2+ of pet care experience. I'm comfortable with small/big, young/older dogs. I'm also comfortable giving medication to cats and dogs as scheduled. My services range from dog walking and drop-ins to extended stays for pet sitting/housesitting (up to 2 weeks). Aside from dog/cat sitting, I also have...

Alysia M. says "Maria was dependable, caring, and really put our mind at ease. She took care of our house as well. Would highly recommend her."

See profile
Makenzie R.'s Photo

Makenzie R.

Kenzie And Kitties

Woburn, MA

5.0(0)
from
$12/hr
7 years experience
Pet walking
pet sitting
I am a 3rd grade teacher in Peabody, MA. I recently bought a house in Georgetown, MA. My husband and I would be happy to board your pet at our house or travel to your house to watch them. We love cats and dogs! We have been cat and dog sitting for multiple families for the last 7 years.
See profile
Cathy F.'s Photo

Cathy F.

Part Time Dog Walker/pet Sitter

Somerville, MA

5.0(1)
from
$15/hr
10 years experience·
Hired by 1 families in your area
Pet walking
I have had dogs and cats my whole life. I love animals and have been a distributor for holistic pet food for 15+years. I have been a dog walker off and on for the past 12+years. I have been a pet sitter for my neighbor for the last 16 years. I take care of their cats when they go on vacation every June for a week. They have at...

Maria S. says "Cathy has been responsible for my pets when I have been away on vacation for a week or just a few days for over the past 16 years. Over these years, I have...

See profile
Kayleen H.'s Photo

Kayleen H.

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...

See profile
Nisha D.'s Photo

Nisha D.

Your Loyal Hireable Pet Caregiver

Allston, MA

5.0(1)
from
$20/hr
2 years experience·
Hired by 1 families in your area
Pet sitting
boarding
pet walking
-HAS CAR -OPEN TO BOARDING -EXPERIENCE WITH ADMINISTERING MEDICATION -FULLY VACCINATED My name is Nisha. I am a 22-year-old Boston University Grad Student. A little bit more about myself, I'm a local resident in the Allston/Brighton area. I have my own vehicle & willing to travel. I have a clean driving record and have no...

Lora P. says "Nisha cared for our very nervous 13 year old dog Henry in our hotel in Boston during Christmas Eve & day. Each day, she arrived on time and sent us picture...

See profile
Corinne M.'s Photo

Corinne M.

Responsible And Reliable Dog Walker

Brighton, MA

5.0(1)
from
$15/hr
3 years experience·
Hired by 1 families in your area
Pet transportation
pet walking
Reliable and responsibe dog walker/pet sitter/ pet transportation. I have cared for family, friend, and client's dogs, varying in breed, from boarding to walking. As a former college athlete, I am excited about the opportunity to walk and care for dogs for you and your pets desired distance! Please inquire with any questions.

Mariela L. says "Corinne was a great pet sitter and walker for our 4-month old puppy! She was very communicative throughout the day and I felt completely at ease knowing...

See profile

Showing 1 - 20 of 60

  • 60 dog sitters are listed on Care.com

  • The average post rate is $20.43/hr as of December 2025

Recent dog sitter reviews from local parents in Winchester, MA

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

Sophia R.

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...

- Jena P.

Merri-anne S.

We had two large dogs that needed to be walked together and she had no problems handling them both. They loved their time with Merri-anne.

- Leslie B.

Lesley F.

Lesley was such a huge help with my cat, Ravioli, over a long weekend. I especially appreciated how flexible she was when my travel plans...

- Jessica H.

FAQs for finding dog sitters near you in Winchester, MA

Dog sitters near you in Winchester, MA can provide a really valuable service to dog owners, especially ones with busy work, social, and travel schedules. A good dog sitter can not only take care of your dog when you can’t be home with them, they can also provide them with social engagement that can keep them feeling happy, entertained, and stimulated. Lots of dogs love playing with their dog sitters.

You can review a variety of Care.cm dog sitter profiles near you in Winchester, MA to learn more about what each individual dog sitter charges. To give you a more general idea of what to expect, the average hourly rate for dog sitters near you in Winchester, MA is $20.43.

Yes, you can hire a dog sitter near you in Winchester, MA. When you review dog sitter profiles on Care.com, look for profiles that highlight the fact that they offer overnight care services. Many dog parents don’t want their dogs to be home alone at night, so overnight care is a popular service that many dog sitters offer.

To safely hire a dog sitter near you in Winchester, MA we strongly recommend you do your own research to keep your dog safe. For example, you can interview multiple candidates, can request references from other clients, and can run an independent background check on any dog sitters you’re considering hiring. As a jumping off point, we do ask all dog sitters listed on Care.com to complete an annual background check called a CareCheck. Look for profiles that include a badge sharing the date they completed this background check.

To quickly hire an in-home dog sitter near you in Winchester, MA, you can turn to Care.com for assistance. Care.com makes it easy to review the profiles of different dog sitters that are available to hire. You can learn more about the services they offer, their rates, and their experience working as a dog sitter.

Dog Sitter Articles

How to stop cat bullying at home

How to stop cat bullying at home

December 10, 2025 - When my American shorthair Linus first met his new cat brother Theodore, things went far better than expected. They were introduced slowly, and within less t...

Flight nanny for pets: How to hire care for a furry companion on-the-go

Flight nanny for pets: How to hire care for a furry companion on-the-go

December 10, 2025 - Our pets are capable of a trove of amazing feats, from protecting our homes to spearheading heroic rescue missions. One task they’re not quite...

How to tell if a dog is pregnant: 6 signs she’s expecting

How to tell if a dog is pregnant: 6 signs she’s expecting

December 9, 2025 - Do you have babies on the brain? We’re referring to the fluffy, cuddly, puppy kind that squeak when hungry and make your cold heart melt in an instant....

Additional Dog Sitter Services

  • Dog Sitters in Arlington, MA
  • Dog Sitters in Woburn, MA
  • Dog Sitters in Stoneham, MA
  • Dog Sitters in Medford, MA
  • Dog Sitters in Lexington, MA
  • Dog Sitters in Belmont, MA
  • Dog Sitters in Melrose, MA
  • Dog Sitters in Burlington, MA
  • Dog Sitters in Malden, MA
  • Dog Sitters in Cambridge, MA
  • Dog Sitters in Wakefield, MA