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Find Trusted Home Pet Sitting Near Me in Winchester, MA

Compare 60 in-home pet sitters in Winchester offering overnight care, drop-in visits, and daily pet care. Compare rates and reviews to find the best fit.

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Hire Pet Sitters in Winchester, MA

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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.
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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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Merri-anne S.'s Photo

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."

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Lauren H.'s Photo

Summer Nanny And Pet Caretaker

Brighton, MA

5.0(1)
from
$20/hr
10 years experience
Pet sitting
administration of medicine
pet transportation
grooming
pet walking
I provide pet sitting in your own home and I am accommodating to your pet's individual needs. I have 15+ years of experience with great references. I love all pets and I'm comfortable with all sizes and breeds. I will care for your pet as if it were my own.

Robin D. says "Lauren is the kind of person whose smile lights up a room. Babies, kids, and all animals feel comfortable with her. She is kind and gentle and fun! I...

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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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Cathy F.'s Photo

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...

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Katie S.'s Photo

Company For Your Companion

Arlington, MA

5.0(1)
from
$30/hr
9 years experience·
Hired by 10 families in your area
Pet sitting
I am comfortable with almost all animals and have been around all sorts of creatures since I was very young. I volunteered and worked for five years at a humane society which sheltered cats and dogs in need of a forever home. At the humane society, I was responsible for the socialization, feeding, cleaning, exercize and...

Stacy W. says "Katie was super professional and made us feel significantly less guilty about leaving our precious kitties :). Would absolutely hire her again!"

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Makayla T.'s Photo

Revere, MA

5.0(0)
from
$15/hr
Pet sitting
administration of medicine
pet transportation
pet walking
I provide dog sitting in your own home. I love dogs of all sizes and ages. Can also perform baths and light grooming. I also have a love for cats!
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Julia B.'s Photo

Part-time Pet Caregiver Available

Medford, MA

5.0(0)
from
$15/hr
Pet walking
pet sitting
I'm an experienced pet sitting, that provides dog/cat sitting in your own home. I've been around of every type of dog, I owned since small dogs to very big ones. I'm really attached to animals, specially dogs, I simply love their soul. I love to watch how they play, I always used to do fun games with my dogs, with toys, as...
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Lauren R.'s Photo

Dog Lover, Walker, Sitter, And Trainer

Billerica, MA

5.0(1)
from
$40/hr
20 years experience·
Hired by 9 families in your area
Dog training
pet walking
pet transportation
To me, pets are our kids. We would do anything for them! In my case I spoil them rotten! I have been dog walking/sitting/ and training for the past 20 years. I am AKC CGC certified. I offer in home services.. I also have experience with exotics including birds and reptiles. I currently own a Yellow Lab, a Beardie and Lop bunny....

Jacqueline R. says "Amazingly trustworthy and dependable."

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Tallulah K.'s Photo

Pet Helper!

Somerville, MA

from
$18/hr
Pet walking
pet sitting
I am a 22-year-old living in Somerville. I grew up with many animals in my home, and would love to help your furry friend get home exercise/fun! I have experience dog sitting and walking, and am tall enough to handle a larger dog!:)
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Acacia L.'s Photo

Winthrop, MA

from
$15/hr
Pet walking
pet sitting
I can provide dog or cat sitting in-home. I love walking and being active and would love to walk dogs. I grew up with big dogs (German Shepherds, Greyhounds, Huskies) but also have experience with small dogs like Chihuahuas and Yorkies.
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Hannah S.'s Photo

Dog Lover Available Part-time For All Types Of Care

Somerville, MA

from
$15/hr
4 years experience
Pet sitting
administration of medicine
pet walking
I can provide dog sitting right in your own home. I love dogs of all sizes and ages. I grew up with a field spaniel and two toy poodles that I walked, fed, and took care of every day. I also have experience dog-sitting for two golden retrievers, a Lab, and a Bernese Mountain Dog for extended periods of time. I can walk, or even...
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Deborah A.'s Photo

Part Time Pet Care

Watertown, MA

from
$15/hr
1 year experience
Pet walking
pet sitting
My name is Debbie and I live in Belmont. I love animals and have taken care of dogs in my home and in their home. I have cared for cats in their home. I am very reliable and trustworthy. I am available for pet sitting, feeding and walking. I run 4 times a week at fresh pond so I am available for running also.
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Mila L.'s Photo

Friendly, Attentive, And Caring

Brighton, MA

from
$20/hr
3 years experience
Pet sitting
boarding
grooming
pet walking
For 17. 5 years I helped to take care of a family dog. Now, I own my own pet who is almost 3 years old. I have also experienced pet sitting since I was in high school for family and friends. Some of the dog care skills I have are bathing, senior care, puppy care, and the ability to administer medicine. I adore dogs and will make...
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Madison C.'s Photo

Boston, MA

from
$15/hr
6 years experience
Pet walking
pet sitting
pet transportation
Hi! My name is Maddie, and I'm a lifelong animal lover with over 15 years of pet-sitting experience. I grew up in a home with French Mastiffs and cats, which gave me early hands-on experience caring for both large dogs and cats of all personalities. I currently own two cats, so I understand firsthand how important it is to find...
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Brooke S.'s Photo

Cambridge, MA

from
$15/hr
4 years experience
Pet walking
pet sitting
I absolutely love animals! I have two cats and two dogs at home! I am happy to do dog/cat sitting or dog walking in the Boston area!
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Maria C.'s Photo

.

Lynnfield, MA

from
$15/hr
Pet sitting
boarding
pet transportation
pet walking
I am a dog owner and understand how important our pets mean to us. I understand the anxiety they have when we leave the house. I am available to walk sit take the dog to my home or just play for a bit.
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Leslie A.'s Photo

Cambridge, MA

from
$15/hr
Pet walking
pet sitting
I provide dog sitting in your own home. I'm an experienced former vet tech with great references and 10+ years of experience. I love dogs of all sizes and ages.
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Olga A.'s Photo

Part-time Pet Caretaker

Boston, MA

from
$12/hr
Pet sitting
daily feeding
pet walking
I provide dog sitting in your own home and will be able to make sure your pet still feels loved and taken care of.I am also capable of dog walking and feeding. I grew up with several pets, so I understand the amount of responsibility and care that goes into the care of a beloved pet. I love animals of all sizes and ages. I am...
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Showing 1 - 20 of 60

  • 60 home pet sitting are listed on Care.com

  • The average post rate is $15.00/hr as of April 2026

Recent home pet sitting reviews from local parents in Winchester, MA

Home Pet Sitting in Winchester, MA are rated 0.0 out of 5 stars based on 0 reviews of the 60 listed home pet sitting

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.

Lauren H.

Lauren is the kind of person whose smile lights up a room. Babies, kids, and all animals feel comfortable with her. She is kind and gentle...

- Robin D.

What to know about home pet sitting in Winchester

The average cost for in-home pet sitting in Winchester, MA as of April 2026 is $15.00 per hour. However, pricing can vary widely depending on the type of care you need. Drop-in visits are typically priced hourly, while overnight stays or extended care may be offered at a flat nightly or daily rate. Costs can also be influenced by the number of pets, type of animals, special care needs such as medication, and how frequently visits are required.

In-home pet sitters in Winchester, MA can provide a range of services tailored to your pet’s routine. Common services include feeding, walking, playtime, cleaning litter boxes or cages, and providing companionship. Many sitters also handle more specialized needs such as administering medication, caring for senior pets, or following detailed care instructions. Some providers offer overnight stays or multiple daily visits to ensure pets receive consistent attention while you're away.

To find a reliable in-home pet sitter in Winchester, MA, many pet owners compare providers based on experience, verified reviews, availability, and the types of pets they care for. It’s common to schedule a meet-and-greet before booking to see how the sitter interacts with your pet and to walk through routines and expectations. Asking about past experience, emergency handling, and communication preferences can also help ensure you’re choosing someone you trust in your home.

In-home pet sitting can be a better option for pets that are more comfortable staying in their own environment. It allows them to maintain their normal routine, diet, and surroundings, which can reduce stress and anxiety—especially for older pets or those with special needs. Boarding may be a good fit for more social pets, but in-home care offers a more personalized, one-on-one experience tailored to your pet’s habits and comfort.

Yes, many in-home pet sitters in Winchester, MA offer overnight care. This typically means the sitter stays in your home while you’re away, providing continuous supervision, feeding, walks, and companionship. Overnight care is especially helpful for pets that require more attention, have separation anxiety, or need consistent monitoring due to age or medical conditions.

Before hiring a pet sitter in Winchester, MA, it’s helpful to ask about their experience with your specific type of pet, what services are included, and how they handle emergencies or unexpected situations. You may also want to ask about availability, cancellation policies, and whether they are comfortable administering medication or handling special care routines. Many pet owners also ask how often updates will be provided, such as photos or check-ins, to stay informed while they’re away.

Additional Home Pet Sitting Services

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