Care.com logo
Log inJoin now

Find Trusted Dog Sitters Near Me in Chester, MA

Explore background-checked dog sitters in Chester, 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
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
Daily feeding
boarding
pet transportation
grooming
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...
See profile
Melanie W.'s Photo

Overnight/vacation Pet Sitting And House Sitting

Lee, MA

from
$20/hr
6 years experience
Pet sitting
administration of medicine
pet walking
dog training
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...
See profile
Justine F.'s Photo

Attentive Mature Pet Sitter

Otis, MA

from
$20/hr
Pet sitting
administration of medicine
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.
See profile
Cory L.'s Photo

Pet care

Huntington, MA

from
$20/hr
1 year experience
Pet sitting
daily feeding
pet walking
pet transportation
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...
See profile
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
Boarding
administration of medicine
pet walking
daily feeding
pet sitting
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!
See profile
Wendy N.'s Photo

Pet Sitter

Westfield, MA

5.0(0)
from
$28/hr
5 years experience
Pet walking
pet sitting
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...
See profile
Paige H.'s Photo

Experienced Pet Sitter Available

Florence, MA

5.0(1)
from
$20/hr
10 years experience
Boarding
administration of medicine
pet transportation
pet walking
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...

See profile
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 walking
pet sitting
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."

See profile
Amelia W.'s Photo

Hi There!

Easthampton, MA

5.0(1)
from
$25/hr
10 years experience·
Hired by 2 families in your area
Pet sitting
boarding
pet transportation
dog training
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...

See profile
Dana D.'s Photo

Northampton, MA

5.0(1)
from
$27/hr
8 years experience·
Hired by 3 families in your area
Boarding
administration of medicine
pet transportation
pet sitting
pet walking
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!"

See profile
Madison T.'s Photo

Southampton, MA

from
$15/hr
2 years experience
Pet walking
pet sitting
pet transportation
Hello! My name is Madison and I am a responsible and caring pet lover! I have experience taking care of both cats and dogs and have also done house sitting. I cared for pets for the same family for about two years, making sure they were fed, walked, played with, and comfortable while their owners were away. I'm reliable,...
See profile
Mae R.'s Photo

Northampton, MA

from
$15/hr
9 years experience
Pet sitting
boarding
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...
See profile
Isabel N.'s Photo

Westfield, MA

from
$15/hr
Pet walking
pet sitting
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...
See profile
Rozlyn K.'s Photo

Dog Sitter

Florence, MA

from
$15/hr
Pet walking
pet sitting
I have dogs, cats, chickens, and ducks and have been around animals my whole life. Happy to animal sit and help out!
See profile
Heather B.'s Photo

Dog Lover And Pet-sitter With Energy To Spend With Your Pup!

Westfield, MA

from
$15/hr
2 years experience
Boarding
administration of medicine
pet transportation
dog training
pet sitting
+ 1 more
Hi there, I am a Doctoral Candidate and Instructor at UMass Amherst with a soft spot for pups (and student loans to pay off). I have puppy sat for pay for two years, but have have dogs and dogs at for family my entire life. In my free time, I foster dogs and volunteer for local dog rescues. I offer -Overnight dog sitting (in...
See profile
Caitlin M.'s Photo

Part-Time Pet Care Professional

Holyoke, MA

from
$20/hr
10 years experience
Pet walking
pet sitting
grooming
pet transportation
I provide pet care in your home or outdoors. I am an experienced young professional with 28 years of pet owner experience, and a great list of references from over 10+ years of pet sitting work. I love cats, dogs, and farm animals. I love to take doggos on walks, cuddle, play, and perform light grooming.
See profile
Rebecca S.'s Photo

Animal-Loving Graduate Student

Florence, MA

from
$15/hr
Pet walking
pet sitting
Hi there! My name is Becca, and I love all pets. I do lots of dog-sitting and dog-walking for my friends, and have a cat myself :) Please message me with any scheduling questions or concerns!
See profile
Nina G.'s Photo

Westfield, MA

from
$15/hr
10 years experience
Pet walking
pet sitting
pet transportation
Hello all! My name is Nina I have been doing on and off pet sitting since I was 16. I can either come to you or they can come with me. I do have a 2-year-old German short hair pointer he is very friendly with people and other dogs, as long as that is okay with you. I can do anything with them whether it be staying inside and...
See profile
Amanda D.'s Photo

Lenox Dale, MA

from
$21/hr
6 years experience
Pet sitting
boarding
pet transportation
dog training
pet walking
+ 1 more
Hi! I'm Amanda, and I'm a huge dog lover. I spent three years working as a receptionist at a vet clinic, where I gained a lot of valuable knowledge. For over seven years, I've been dog sitting, providing plenty of love, walks, and affection--I treat every dog like they're my own! I can offer boarding, but I prefer to care for...
See profile
Erin B.'s Photo

Safe, Active, Playful Caretaker Of Your Furry Friend

Easthampton, MA

from
$15/hr
4 years experience
Boarding
administration of medicine
pet transportation
pet walking
daily feeding
+ 1 more
I have been a caretaker of mostly dogs and cats on rover. com and wag for four years, completed almost 200 jobs which included boarding dogs in my own home. House sitting, dogwalking, drop ins and day care. I have 70 reviews on rover with and average of 4. 5 stars. I have decided to branch out from just rover but rover does...
See profile

Showing 1 - 20 of 60

  • 60 dog sitters are listed on Care.com

  • The average post rate is $25.00/hr as of January 2026

Recent dog sitter reviews from local parents in Chester, MA

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

FAQs for finding dog sitters near you in Chester, MA

Dog sitters near you in Chester, 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 Chester, 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 Chester, MA is $25.00.

Yes, you can hire a dog sitter near you in Chester, 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 Chester, 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 Chester, 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

Additional Dog Sitter Services

  • Dog Sitters in Huntington, MA
  • Dog Sitters in Otis, MA
  • Dog Sitters in Lee, MA
  • Dog Sitters in Monterey, MA
  • Dog Sitters in Easthampton, MA
  • Dog Sitters in Lenox Dale, MA
  • Dog Sitters in Southampton, MA
  • Dog Sitters in Westfield, MA
  • Dog Sitters in Leeds, MA
  • Dog Sitters in Florence, MA
  • Dog Sitters in Haydenville, MA
About Care.com
  • About us
  • Careers
  • Terms of use
  • Privacy policy
Care.com does not employ any caregiver and is not responsible for the conduct of any user of our site. All information in member profiles, job posts, applications, and messages is created by users of our site and not generated or verified by Care.com. You need to do your own diligence to ensure the job or caregiver you choose is appropriate for your needs and complies with applicable laws.
Care.com® HomePay℠ is a service provided by Breedlove and Associates, LLC, a Care.com company.
Care.com is a registered service mark of Care.com, Inc. 2007-2026 Care.com, Inc. All rights reserved.