Cat Sitting Chester

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Over 1
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Chester, Find top rated cat sitting

Prices are estimates per visit for 1 cat. Pricing may vary based on your search and includes a booking fee of 11%.

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Sitter Profile Image: Taylor W.
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Taylor W.
Star Sitter
$19
total per visit
5.0 out of 5 stars
19 reviews
7 repeat clients
20 years of experience
Lee, MA, 01238

Taylor was new to our two cats. Even though they were shy, she stayed to help them meet a new person. Taylor was very thoughtful to check the house for safety as well. I would definitely book Taylor again!

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Patricia S.
Sitter Profile Image: Kelly H.
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Kelly H.
$73
total per visit
5.0 out of 5 stars
66 reviews
31 repeat clients
14 years of experience
Otis, MA, 01253

As always, our dogs were SUPER excited to see Kelly!

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Eric L.
Sitter Profile Image: Trista S.
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Trista S.
$16
total per visit
5.0 out of 5 stars
20 reviews
7 repeat clients
30 years of experience
Pittsfield, MA, 01201

Trista was wonderful! She sent great pictures of all the pets. They all look so happy and well cared for. Great communication and followed all instructions. You can tell she really cares for your pets. We would highly recommend! 😊

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Alana L.
Sitter Profile Image: Wendy A.
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Wendy A.
$16
total per visit
5.0 out of 5 stars
5 reviews
1 repeat client
30 years of experience
Westfield, MA, 01085

Wendy was punctual, communicative and reliable with our last minute request on a holiday. Really grateful for her service and adorable pictures of our dog, Shadow. We will definitely use her in the near future.

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Colin & Maria G.
Sitter Profile Image: Hailey P.
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Hailey P.
$30
total per visit
4.8 out of 5 stars
5 reviews
1 repeat client
7 years of experience
West Springfield, MA, 01089

About: I’m a graduate student with a bachelors of science in Biology and a concentration in pre-vet, working towards a career in veterinary medicine with years of hands-on experience caring for animals. I’ve worked in a clinical hospital and an animal shelter with both cats and dogs, gaining experience with a wide range of temperaments, ages, and needs. I’ve also taken multiple animal-focused college courses that strengthen my understanding of proper care, behavior, and health. In addition, I’ve provided pet sitting and dog walking for friends, family, and neighbors for several years. I’m comfortable caring for pets of all ages and make sure every animal feels safe, loved, and well cared for. I’m currently working part-time, but I have as much time as I can give for your fur baby! I coach softball so I’m away part of July but other than that my schedule is pretty open. I prioritize pet safety by following routines closely, maintaining clean spaces, and respecting your home. I ensure pets are supervised, secure, and comfortable at all times.

Sitter Profile Image: Julie G.
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Julie G.
$18
total per visit
5.0 out of 5 stars
7 reviews
1 repeat client
4 years of experience
Holyoke, MA, 01040

About: The family for my last petsit said this: "[Our dog] had nothing but wonderful things to say about you, she was very happy when we got home, that means she didn't feel upset at all. Yay!!! Thank you again!! " I've cared for households with multiple pets, including cats, dogs, multiple cats, multiple dogs, and a combination of the above. I've often had people reach back out to me to sit for them again. I love to follow your instructions as closely as possible to help out your animals with the stress of owner absence. I find it important to take time to play with and sit with animals. I'm familiar with giving pets medication, whether through pill pockets, food, or other methods. If your kitties are particular about litter cleaning, I am happy to provide that more frequently as well. I work with energy and empathy in my other jobs, so I am able to bring a calm presence for animals and pay attention to their energy when caring for them. I value consent-based interaction, so I allow animals to warm up to me before petting them. I have flexible work, so I can arrange to stay with your pets or drop in at your convenience. One of my jobs works well with being at home, so I can stay put. I tend to lock doors, being familiar with city living. Integrity and trust are paramount to me, so you can trust that I will treat your home well and honor any areas you don't want me to be in. I know it's a lot to trust a stranger in your home while you are away -- I am happy to provide references and other information to make you feel safe. You know your pet best, so I pay attention to how you make sure your pets stay inside to keep it that way. I am always happy to text updates and pictures :)

Sitter Profile Image: Amad E.
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Amad E.
$29
total per visit
5.0 out of 5 stars
33 reviews
7 repeat clients
15 years of experience
Northampton, MA, 01060

This is the second time that I used Amad to care for my cats, he has been great, will stay and play with them, easy to reach and will quickly respond . Overall we highly recommended .

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Fabiola C.
Sitter Profile Image: brisa u.
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brisa u.
$26
total per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
6 years of experience
Lenox, MA, 01240

About: As a dog and cat owner myself, I’m happy to treat any pets as my own. I have two pets, an elder dog and a cat who both have unfortunately needed medication throughout the years, so I’m experienced in administering medicine to pets. I’ve also fostered dogs and cats with all types of different personalities, and love running along with dogs and cats alike. 😸🐶 I’m a college student and have finished all my classes for the semester, meaning I have plenty of time to help out with fur babies. I’m used to incorporating my own pets into my routine, so any pet schedule works with my own! I’ve fostered both dogs and cats before, so I’m experienced with crating and transporting dogs or cats. Whatever you need for your pets in your home I’m happy to offer!

Sitter Profile Image: Jessica M.
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Jessica M.
$20
total per visit
5.0 out of 5 stars
17 reviews
4 repeat clients
10 years of experience
South Hadley, MA, 01075

About: As a child, I owned almost every pet imaginable - from house cats to Rottweilers to lizards to ferrets! Bless my poor mother's heart - we practically had a small zoo at our house! As an adult I owned a cat for 5 years and also "dog /cat sat" for friends and families many times. I'm an all-around animal lover who is comfortable with many different types of pet care. I'm a stay-at-home mom with a four year old. Please be advised that if I pet-sit overnight at your home, my daughter will most likely be accompanying me for at least part of the job assignment. If you aren’t comfortable having well-behaved, well-supervised children at your home, then unfortunately I’m not a good fit your you. I have plenty of flexibility on both weekdays and weekends to provide care for your pets. I live in a pet-friendly house with a fenced-in back yard. The neighborhood is quiet and safe for walks. I also have access to a nearby park.

Sitter Profile Image: Ace G.
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Ace G.
Star Sitter
$26
total per visit
5.0 out of 5 stars
68 reviews
22 repeat clients
9 years of experience
Chicopee, MA, 01020

Ace is an incredibly attentive, thoughtful, and caring sitter. We booked her to care for our two older cats and she was so communicative and kind to the little guys. One of our cats needs a subcutaneous injection daily, and she did a wonderful job delivering it - even when he was being difficult. I couldn’t recommend Ace enough, and am definitely going to book her again in the future.

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Matthew M.
Sitter Profile Image: Clara M.
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Clara M.
$46
total per visit
5.0 out of 5 stars
17 reviews
3 repeat clients
11 years of experience
Tyringham, MA, 01264

Clara was so wonderful with our animals, very responsive, trustworthy, and friendly. She made it so our trip away (during a snowstorm nonetheless) was as stress free as possible. We were nervous about the weather and her access to the property and the added challenges the storm brought, but she handled it no problem. We are really excited to have someone we can rely on in the future to take care of our furry friends while we’re away.

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Shawn M.
Sitter Profile Image: Desiree S.
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Desiree S.
$22
total per visit
20 years of experience
Westfield, MA, 01085

About: I have always been drawn to animals and loved to be around them and care for them. I have owned a variety of pets over the years and would love to grow and learn with your pets. I have experience working in a kennel that boarded dogs. I have bathed and done basic grooming. I am home with children during the week days and regularly have weekend spots available. I have plenty of time to care for furry friends in my home or yours. I am flexible during the day and able to walk and play with your furry friends. I have a fenced in yard. I have a dog and cat in the home. My children are animal lovers just like myself and we try to have a safe and comfortable home environment.

Sitter Profile Image: Matt L.
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Matt L.
Star Sitter
$20
total per visit
4.9 out of 5 stars
77 reviews
19 repeat clients
32 years of experience
Hadley, MA, 01035

Wonderful visit and walk. My pet seemed very happy and he was very accommodating to book last minute. My pet instantly liked him, like he has a way with pets.

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Jimi O.
Sitter Profile Image: Jesse L.
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Jesse L.
$16
total per visit
9 years of experience
Northampton, MA, 01062

About: I have been the proud dog dad of Franklin, a rescue 14 year old terrier mix, for over 9 years, who suffers from separation anxiety. More recently, I have cared for him through eye removal surgery as well as terminal joint and heart issues. As a result, I have experience giving oral, ocular and topical medications. I have this experience with other dogs as well, as I am always quick to volunteer for any opportunity to walk or babysit a friend or families dog - even going so far as to visit dogs rather than people at family weddings. I'm currently unemployed, so 100% of the time I'm not with my dog I can and want to spend taking care of your dog! Please check my schedule or reach out. First and foremost, I care for animals by showing them love and respect. When it comes to caring for your pet, I will conscientiously follow all instructions you provide and never put your pet in any danger.

Sitter Profile Image: Saige G.
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Saige G.
$23
total per visit
4.9 out of 5 stars
37 reviews
13 repeat clients
11 years of experience
Easthampton, MA, 01027

Great to have watched my buddy . Will have here again

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John S.
Sitter Profile Image: Melanie D.
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Melanie D.
$17
total per visit
5.0 out of 5 stars
12 reviews
5 repeat clients
14 years of experience
Southwick, MA, 01077

Melanie has cat sat for us multiple times & she is the best! She is trustworthy, responsive, and keeps us informed daily with Rover report cards!! We will hire her again! Lots of paws and thumbs up! 5 stars all the way!

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Simone B.
Sitter Profile Image: Laci M.
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Laci M.
$26
total per visit
5 years of experience
Dalton, MA, 01226

About: I’ve taken care of cats and dogs for about five years now and I have a lot of experience. I’ve worked anywhere from doggy daycare‘s to overnights to boarding dogs in my own home. I’ve always considered myself an animal person and I just love to care for them. I’m currently in cosmetology school so Monday through Friday, I’m in School from 9 o’clock until 430. After that, I plan to stay where I’m dog sitting for so that they get the most love and attention when I am able to be there. I really like to take it on the owners terms. I always prefer to meet the animal I’m caring for first however, if that’s not possible then it’s totally fine, however I like to listen to what the animal tells me, what boundaries it’s giving me, but I love to be able to play with them take them outside as much as possible feed them when necessary and give extra treats because they’re such good babies. I just appreciate the owners letting me know what they do and don’t want from me as a host.

Sitter Profile Image: Emma S.
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Emma S.
$16
total per visit
8 years of experience
Westfield, MA, 01085

About: I grew up taking care of my dogs. The first thing I did when I woke up was feed and play fetch with my German Shepherd. I absolutely love exercise, especially with a dog by my side:) I’m currently working as a high school health teacher. I have afternoons and weekends off each week. I would love to have something to do in my free time:) I will not be taking dogs in my own home but I am a quick learner and could easily use materials in your home to take care of your animals.

Sitter Profile Image: Reymon B.
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Reymon B.
$20
total per visit
5.0 out of 5 stars
2 reviews
20 years of experience
Pittsfield, MA, 01201

About: Working in various Grooming/Training facilities. I'm currently working with Bumblebee Pet Care with 5 of my own clients. My conversations with the pets are amazing. I'm currently walking dogs 2 days out of the week looking for more to work with within the week. I have an open schedule and interested. I have separate spaces available for each animal. In my care at anytime, I will use provided equipment for transportation. Your pet safety is number one.

Sitter Profile Image: Laila S.
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Laila S.
$20
total per visit
5.0 out of 5 stars
34 reviews
1 repeat client
3 years of experience
Southampton, MA, 01073

Laila is a wonderful sitter, Clover is always so excited to spend time with her and has so much fun! She makes sure Clover always gets a walk and plenty of play time!

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Lydia D.
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The median cost per visit for cat sitting in Chester is $25

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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local sitters who will treat your cats like family

  1. 1. Search

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Popular requests for cat sitting - Chester

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Sitters in Chester average 5
repeat cat sitting clients

FAQs for Drop-In Visits - Chester

Frequently asked questions about Rover

The average cost for Cat Sitting in Chester on Rover is $33.3 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Cat Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Cat Sitting. For more information on service fees, click here .

As of July 2026, there are 527 sitters on Rover offering Cat Sitting across Chester. Enter your ZIP code to see which available sitters are closest to your home.

Cat sitters on Rover care for your cats’ needs and can spend quality time with them, including activities like feeding, playing, and refreshing their water and litter boxes. Depending on your arrangement, you can schedule as many visits per day as your cat needs or find a sitter who can stay at your house overnight. Some sitters also board cats in their home.

House sitting can be ideal for cats who need socialization or care that lasts longer than a few hours. Your cat stays in their own home, on their own schedule, with care based on what you and your sitter agree on together.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a short introductory meeting between you, your cat, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Yes, you can find sitters who have experience with handling special pet needs in Chester. On Rover:

  • 93% of sitters can help with special care needs
  • 97% can help with giving oral medications or injections
  • 96% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

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