Find Trusted Pet Sitters in Winchester, MA
Explore 60 trusted local pet sitters in Winchester, MA. Browse and compare profiles to find a sitter who fits your pet’s needs.
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Pet walking
My passion for animals drives my commitment to providing exceptional care for your dogs. With three years of experience, I prioritize your pet's comfort and happiness above all else. I specialize in pet walking and day care, ensuring that every dog feels loved and secure within their own familiar environment. My approach centers...
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...
Administration of medicine
pet sitting
pet walking
My name is Tina. I have grown up with pets my whole life. I have general experience with caring for dogs. These needs include dog walking, exercising, solicaizing, and basic training.
I love all animals but have a special spot for dogs. Right now I am not able to have a dog of my own but would love to bridge that gap of...
Pet sitting
pet walking
I provide dog sitting in my home or your home. I am an experienced dog sitter, and am happy to provide references.
Pet sitting
pet walking
Very passionate about animals! Experienced in pet care and sitting for over 3 years! Grew up with all types of pets. Flexible schedule and availability!
- from
- $15/hr
5 years experience·
Hired by 1 family in your area
Pet sitting
pet walking
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...
- from
- $15/hr
10 years experience·
Hired by 1 family in your area
Administration of medicine
boarding
pet transportation
daily feeding
pet sitting
+ 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...
- from
- $25/hr
10 years experience·
Hired by 5 families in your area
Administration of medicine
pet sitting
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."
- from
- $15/hr
3 years experience·
Hired by 2 families in your area
Administration of medicine
boarding
dog training
daily feeding
pet sitting
+ 1 more
I work as nanny and housekeeper in Charlottesville and I would like to find occasional Pet sitter jobs. I am committed to service excellence and I do my best to meet my customers expectations. I am very flexible, reliable, animal lover. I have my own car and I can provide you references and background check.
I am looking...
Pet sitting
pet walking
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.
- from
- $15/hr
2 years experience·
Hired by 1 family in your area
Pet sitting
pet walking
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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- $20/hr
2 years experience·
Hired by 1 family in your area
Boarding
pet sitting
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...
Boarding
pet sitting
pet transportation
pet walking
Responsible and caring pet sitter!! From walking to feeding I can do it! I can provide references!
- from
- $20/hr
10 years experience·
Hired by 1 family in your area
Administration of medicine
pet sitting
pet walking
To Whom It May Concern: I am pleased to meet you and I thank you for allowing me the opportunity to apply for a position as a Cat Sitter and/or Dog Walker/Sitter I would be excited to work for a client/owner of a cat/s or dog/s I am an ideal candidate for this position for the following reasons: I am an animal lover and have...
Suman M. says "Live dogs and cats, take care of our pets like family."
- from
- $30/hr
10 years experience·
Hired by 41 families in your area
Administration of medicine
daily feeding
pet walking
pet sitting
I have been a pet lover my entire life and have personally owned a variety of pets. Additionally I've professionally cared for dogs, cats, various kinds of birds, fish, geckos, frogs, bunnies, guinea pigs, bearded dragons, chameleons, gerbils, axolotls, mice, hamsters, rats, ferrets, chinchillas, snakes, degus and turtles. I...
Care Member says "Hollie was the best! knowledgeable, reliable, and accessible!"
- from
- $25/hr
5 years experience·
Hired by 3 families in your area
Administration of medicine
pet sitting
pet walking
pet transportation
grooming
Hi! My name is Shannon and I am 26 years old. I graduated from Plymouth State University in 2020 with degree in Public Health. I have multiple years of experience with dogs, cats, etc. I love animals and I have two dogs of my own. With that being said, I understand how important it is to have your pet in the care of good hands,...
Linden M. says "Shannon was such an amazing caretaker of my cat, Luna! I'll definitely be using her services in the future."
- from
- $15/hr
5 years experience·
Hired by 1 family in your area
Administration of medicine
pet sitting
pet transportation
pet walking
I have many years experience dog sitting and dog walking.
I love dogs of all breeds, I have 2 dogs myself (both giant german shepards), but I love small dogs just as much.
I have 5+ years of dog sitting, dog walking, and taking care of other animals such as fish, cats, and rodents.
I would absolutely LOVE the chance to help...
- from
- $15/hr
Pet sitting
pet walking
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...
Pet sitting
pet walking
pet transportation
Hi! I am a hardworking, reliable part time nanny/pet sitter with a passion for animals. I have 6+ years paid experience, and grew up doing animal transports to save them from high kill shelters. I have always had animals growing up, and now have a dog and cat of my own.
Casey Z. says "Madi did an amazing job caring for my flock of chickens for three weeks while I was out of state. She kept the coop tidy, and fed/ watered the hens and...
- from
- $40/hr
20 years experience·
Hired by 9 families in your area
Pet walking
dog training
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."
Showing 1 - 20 of 60
60 pet sitters are listed on Care.com
The average posted rate is $16.00/hr as of November 2026
Recent pet sitter reviews from local parents in Winchester, MA
Pet Sitters in Winchester, MA are rated 0.0 out of 5 stars based on 0 reviews of the 60 listed pet 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.
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.
Kyle W.
Kyle is awesome. Very calm demeanor and showed up prepared. He was great with the dogs.
- Tara M.
What to know about pet sitters in Winchester, MA
How much does a pet sitter cost in Winchester, MA?
The average cost of hiring a pet sitter in Winchester, MA is $16.40 per hour as of November, 2026. Rates often vary based on the number of pets, the length of each visit, and the level of care required, such as administering medication, providing extra playtime, or supporting pets with special routines. Some sitters also offer fixed daily or overnight pricing for families needing extended coverage. For a broader view of typical pricing, you can review average pet sitting costs and use the Care.com cost calculator to help estimate your expected expenses.
What types of pet sitting services are available in Winchester, MA?
Pet sitters in Winchester, MA offer a range of services tailored to different types of pets and care routines. Common options include in-home pet sitting, drop-in visits, feeding and medication support, dog walking, and daily companionship while you’re away. You can also find caregivers who provide broader pet care services for a variety of animals, including dogs, cats, rabbits, guinea pigs, and birds. Each sitter’s profile typically outlines their experience, comfort level with different species, and the specific tasks they are able to provide.
What dog sitting or dog walking services can I find in Winchester?
Dog sitters in Winchester can support your dog’s daily routine with a variety of services, including dog walking, feeding, playtime, and overnight care. You can also find dog sitters who offer drop-in visits for quick check-ins or longer stays for dogs that benefit from extra attention or companionship. Many caregivers are experienced with administering medication, caring for puppies, or helping maintain training routines. Each dog sitter’s profile provides details about their background, comfort with different breeds, and activity level preferences.
What cat sitting services are available in Winchester?
Cat sitters in Winchester typically offer services such as feeding, litter box care, medication support, and daily check-ins while you’re away. You can also find caregivers who specialize in cat sitting for households that need more frequent visits or extended support. Some sitters understand the grooming needs of long-haired or senior cats and may feel comfortable with light cat grooming tasks as part of their routine. Profiles often include information about experience with shy, senior, or special-needs cats so you can find a sitter who matches your cat’s temperament and care needs.
What should I look for when choosing a pet sitter in Winchester, MA?
When choosing a pet sitter in Winchester, MA, it helps to look for experience with your type of pet and comfort with the specific routines you need support with, such as feeding schedules, medication care, walks, or daily check-ins. Many pet parents value sitters who communicate clearly, provide updates, and have positive reviews from others in the community. It can also be helpful to understand the different pet care options available so you can decide which type of support fits your situation. Some families use a set of common interview questions to learn more about a sitter’s experience, approach to emergencies, and compatibility with their pet’s habits. Asking whether a sitter offers a meet-and-greet can also help you see how they interact with your pet before booking.
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