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Find Trusted Pet Sitters in Chester, MA

Explore 60 trusted local pet sitters in Chester, MA. Browse and compare profiles to find a sitter who fits your pet’s needs.

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Hire pet sitters near you in Chester

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Brynn S.'s Photo

Brynn S.

A Companion For Your Companion

Chester, MA

from
$25/hr
8 years experience·
Hired by 5 families in your area
Boarding
pet walking
daily feeding
pet transportation
pet sitting
+ 1 more
Hello, pet parents! I have been professionally pet sitting for over eight years, serving a wide range of animals, including dogs, cats, and small mammals. I believe that pets are not just animals; they are cherished members of the family. That's why I ensure they receive the utmost love, attention, and care while you're...
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Tiffany A.'s Photo

Chester, MA

from
$15/hr
Pet sitting
pet walking
pet transportation
With a lifetime of experience caring for various animals, I offer reliable and loving pet sitting services, from playtime to medication administration.
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Melanie W.'s Photo

Overnight/vacation Pet Sitting And House Sitting

Lee, MA

from
$20/hr
6 years experience
Administration of medicine
dog training
pet sitting
pet walking
I have worked with many family pets over the years, mainly dogs but also enjoy cats! I love how they have such good hearted energy (for the most part). I myself used to have a dog with behavioral challenges and have a lot of experience with that. I have done dog walking and stayed with dogs overnight over the past 6 or so...
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Heather M.'s Photo

Lee, MA

from
$15/hr
2 years experience
Pet sitting
pet walking
pet transportation
I am an animal lover of all types. Currently have three kitties and a pup of my own, but also have had and cared for birds, guinea pigs and rabbits. My heart truly belongs to any horse I am lucky enough to get to know! Looking for any small jobs from walks to feeding or pet sitting while you are away.
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Justine F.'s Photo

Attentive Mature Pet Sitter

Otis, MA

from
$20/hr
Administration of medicine
pet sitting
pet walking
I am an animal lover. I have had dogs and cats all my life. Currently I have a dog. I love cats and all animals.
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Cory L.'s Photo

Pet care

Huntington, MA

from
$20/hr
1 year experience
Daily feeding
pet transportation
pet sitting
pet walking
I have grown up with pets my whole life; cats, dogs, birds, reptiles, fish, all that so I have naturally grown a strong passion for them and working with them. I previously worked at a dog kennel for a couple months before it closed down, and I have done pet sitting in the past. I have a love for all animals and enjoy time spent...
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Ava-lena S.'s Photo

Dog Sitter/Walker

Pittsfield, MA

5.0(0)
from
$15/hr
8 years experience·
Hired by 1 families in your area
Administration of medicine
pet sitting
boarding
daily feeding
pet walking
I have been pet-sitting for about 7 years. I have cared for puppies, full-grown dogs of all sizes, and cats. I love dogs; I had one of my own!
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Acadia B.'s Photo

Northampton, MA

5.0(0)
from
$15/hr
1 year experience·
Hired by 1 families in your area
Pet sitting
pet walking
pet transportation
Hi! My name is Acadia, I live in the Northampton area. I have been pet sitting for over 3 years now as well as occasional babysitting for kids. I love animals and would love to take care of yours!
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Wendy N.'s Photo

Pet Sitter

Westfield, MA

5.0(0)
from
$28/hr
5 years experience
Pet sitting
pet walking
pet transportation
Hi! As a dog mom to 3, you can feel comfortable knowing your dogs are in good hands. I also have experience with small dogs and cats. I have cared for dogs who needed medicine like insulin, and special diets. I have prepared food for pets, taken them to grooming or vet appts. I have no issues with walking, feeding or spending...
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Susan W.'s Photo

Pet Sitter

Lenox, MA

5.0(0)
from
$15/hr
Administration of medicine
pet sitting
pet walking
I am happy to provide pet sitting in your own home. Thoroughly enjoy being around animals since I worked as a vet tech for years. II am retired now so my schedule is flexible.
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Paige H.'s Photo

Experienced Pet Sitter Available

Florence, MA

5.0(1)
from
$20/hr
10 years experience
Administration of medicine
pet sitting
boarding
pet transportation
daily feeding
+ 1 more
I have been around animals my entire life. I have plenty of experience with your normal household of dogs and cats but also with farm animals and horses. Available for overnight pet sitting as well.

Christine A. says "Paige is the best! She is dependable, conscientious and the most wonderful person you would want to watch your pets and home! She always goes above...

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Faith P.'s Photo

Dog Walker And Pet Sitter

Southwick, MA

5.0(1)
from
$25/hr
10 years experience·
Hired by 4 families in your area
Pet sitting
pet walking
pet transportation
I'm Faith a 30-year-old. I am very active and outdoorsy person. I have many years of experience with all sizes and behaviors of dogs and cats. I have 3dogs & 4cats one of my dogs has epilepsy. I've had dogs & cats all my life with all different needs. I have been to many dog obedient schools an have obtained the skills to walk...

Lisa H. says "Faith is an ideal pet care provider. She is excellent with animals. I highly recommend her."

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Amelia W.'s Photo

Hi There!

Easthampton, MA

5.0(1)
from
$25/hr
10 years experience·
Hired by 2 families in your area
Boarding
grooming
pet sitting
pet transportation
pet walking
+ 1 more
Hi! My name is Amelia and I've been training and caring for dogs since I was 11 years old. I started out training service dogs before working with rescues. I now own a dog walking and training business called Pomeroy Pup Pack, which has enriched my dog experience with different sizes, ages, breeds, and temperaments. From your...

Nicole S. says "Amelia has done wonderful work with my puppy! He has learned so much on his midday training walks with her. She is warm, friendly, attentive to my pup's...

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Dana D.'s Photo

Northampton, MA

5.0(1)
from
$27/hr
8 years experience·
Hired by 3 families in your area
Administration of medicine
pet walking
boarding
pet sitting
pet transportation
Hello! My name is Dana. I'm a recent graduate of UMass Amherst with a Bachelors of Science degree in Animal Science and Pre-Veterinary medicine. I have worked as a veterinary technician at a local vet clinic for 4 years. I have been pet sitting for 7+ years with many happy clients who can attest to my work. I have interned at a...

Sara B. says "Dana took great care of my older kitty. She was dependable and responsive. She was also great with administering medication. I highly recommend her!"

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Stephanie N.'s Photo

Cat Sitter

Northampton, MA

from
$17/hr
5 years experience
Pet sitting
grooming
Hello! I provide daytime cat sitting for the Northampton/Florence, Easthampton, Williamsburg area. I have had many cats of my own and have references I can provide about my experience. I have also volunteered with an organization Hands Helping Paws to help foster kittens and get stray cats fixed.
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Abriell D.'s Photo

Pet Sitting

Southampton, MA

from
$15/hr
Pet sitting
Hi! My name is Abby I've been doing pet sitting for a while now! I mainly do drop ins and overnights! I'd love to spend time with your furry friends! Message me for any more information you may want!
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Taylor H.'s Photo

Part-Time Animal Sitter

Southfield, MA

from
$25/hr
10 years experience
Administration of medicine
pet sitting
pet walking
I am an animal lover of all kinds! I am particularly known as a cat whisperer but am happy to be in the company of all sorts of pets. I have been a member of Trusted Housesitters since 2014, partaking in home and animal care in exchange for accommodation around the world. I grew up with animals, have volunteered at the Humane...
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Mae R.'s Photo

Northampton, MA

from
$15/hr
9 years experience
Boarding
pet sitting
pet walking
I work as a pet/house/farm-sitter with experience caring for dogs, cats, lizards, fish, rodents, rabbits, goats, chickens, turkeys, ducks, sheep, donkeys, pigs, and cows. I have been helping to care for animals and working on farms for the last 9 years and have been working as a house/farm sitter for the last 4 years. I have...
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Isabel N.'s Photo

Westfield, MA

from
$15/hr
Pet sitting
pet walking
pet transportation
Hi I'm Izzy, I would love the opportunity to help care for your pets. I have past experience cat and dog sitting for local families. I'm very familiar with feeding and providing your pet with much love while your family is away. I really enjoy spending time with animals and giving them lots of attention. I'm willing to help...
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Rozlyn K.'s Photo

Dog Sitter

Florence, MA

from
$15/hr
Pet sitting
pet walking
I have dogs, cats, chickens, and ducks and have been around animals my whole life. Happy to animal sit and help out!
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Showing 1 - 20 of 60

  • 60 pet sitters are listed on Care.com

  • The average post rate is $20.00/hr as of December 2025

Recent pet sitter reviews from local parents in Chester, MA

Pet Sitters in Chester, MA are rated 0.0 out of 5 stars based on 0 reviews of the 60 listed pet sitters

Paige H.

Paige is the best! She is dependable, conscientious and the most wonderful person you would want to watch your pets and home! She always...

- Christine A.

Faith P.

Faith is an ideal pet care provider. She is excellent with animals. I highly recommend her.

- Lisa H.

Amelia W.

Amelia has done wonderful work with my puppy! He has learned so much on his midday training walks with her. She is warm, friendly, attentive...

- Nicole S.

What to know about pet sitters in Chester, MA

The average cost of hiring a pet sitter in Chester, MA is $20.00 per hour as of December, 2025. 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.

Pet sitters in Chester, 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.

Dog sitters in Chester 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.

Cat sitters in Chester 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.

When choosing a pet sitter in Chester, 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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