Cat Sitting Chester

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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
9 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: Wendy A.
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Wendy A.
Star Sitter
$16
total per visit
5.0 out of 5 stars
5 reviews
3 repeat clients
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: 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 was wonderful with our kitty. Attentive, caring, and communicated a lot along the way. Didn’t shy away from having to give him insulin. I would absolutely use them again for cat sitting!

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Johanna W.
Sitter Profile Image: Hailey P.
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Hailey P.
$30
total per visit
4.8 out of 5 stars
6 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
10 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: Trista S.
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Trista S.
$26
total per visit
5.0 out of 5 stars
21 reviews
9 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: Amad E.
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Amad E.
$29
total per visit
5.0 out of 5 stars
34 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: Lauren S.
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Lauren S.
$26
total per visit
15 years of experience
Lenox, MA, 01240

About: While working as a travel nurse, I had the privilege of staying in many homes with pets of all personalities and needs, giving me experience adapting to different routines and environments. I bring a calm, grounded, and intuitive presence that helps animals feel safe and at ease. I'm naturally nurturing (a mama to my own two kitties), attentive to the little details, and I truly enjoy building trust with every animal. My goal is for your pet to feel loved, comfortable, and well cared for while you're away, and for you to have complete peace of mind. I genuinely enjoy starting and ending my day with walks, playtime, feeding, and quality time with animals. My schedule is flexible, allowing me to provide dependable care while giving pets the attention, exercise, and companionship they deserve. I love being outdoors, so daily walks are something I truly look forward to, and I always make time for cuddles, enrichment, and keeping pets comfortable in their own routine. My parents have an elderly cockapoo who has taught me the importance of patience, gentle care, and paying attention to the little changes that come with aging. My husband and I also have two cats, so I'm familiar with their daily routines, from feeding and litter box care to playtime, affection, and respecting each cat's unique personality. I understand that every pet has different needs, and I strive to make them feel safe, comfortable, and loved every day.

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

Jessica has taken care of our cat on two separate occasions now. She always sends a thorough update with pictures each time she drops in. Jessica gives us great peace of mind while we are away that our cat will be well cared for!

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Natalie B.
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

This is the second time we had Melanie take care of our four cats - she gets a 16 (out of 16) paws up from the 4 cats! We came home to very clean food bowls and litter boxes. Food was also left organized! She had great communication. She even accommodated a special diet and feeding cats in two locations. Will use again! Top ratings for Melanie!

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Simone B.
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 wonderful! If you’re looking for someone who is responsible and great with animals, then Clara is the right choice. We were away all day so Clara came by to walk and hang out with our very energetic yellow Labrador named Lulu. She did a great job and Lulu was nice and calm when we got back home! Thank you Clara!

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Lisa
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: 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

Lovely, high energy, reliable Dog Sitter! Looking forward to having Reymon again.

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Elizabeth S.
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: Tammie M.
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Tammie M.
$26
total per visit
5.0 out of 5 stars
1 review
24 years of experience
Westfield, MA, 01085

About: Hello! I always helped care for animals for as long as I can remember. Growing up, I was able to help care for litters of puppies. Most who went to the state of MA for agencies to train to help find missing people. I also grew up with cats and many reptiles. Currently I have two cats and three tortoises. I have professional experience as well from working for a local veterinarian clinic. Currently I travel for home health/health care worker within the area. I am always a drive away from my apartment to give potty breaks and walks for my new furry friends. I also have experience with dog obedience as I have a friend who owns/runs a local business. I have many resources for all animals. Currently I travel to my clients. Most of them are 5 to 20 minutes away from my apartment. I am able to make my own hours to take your fur baby out and spend time with them. I will take your dog out on leash for potty breaks and walks. I am able to take your dog to areas that are safe to take your dog off leash to run energy such as dog parks if you approve. If I am coming to you, I would want to learn everything you do to make your pet comfortable. I have many years of experience with all sorts of pets and farm animals if that’s growing up with pets and learning. Or if it’s in the vet med field or on the farm. First off everyone if different and that’s important to know how to make your pet most comfortable while they are being cared for. Going by your schedule and routine is very important for your pet so they are happy and comfortable while their family is away. I am able to help in anyway you request.

Sitter Profile Image: Jeanicia S.
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Jeanicia S.
$17
total per visit
10 years of experience
Pittsfield, MA, 01201

About: I have years of animal care experience. Starting with watching my GSD and American Husky as a teenager. I personally own a cat and an American Staffordshire Terrier mix. I have experience with large dog breeds, medium, and small. I currently am in school asynchronously, therefore allowing me full time scheduling for pet care needs. I also have a work from home position outside of Rover that allows me to adjust my own hours. 1. As a responsible dog sitter, I prioritize the well-being and happiness of your furry friend by ensuring regular walks, playtime, and affectionate attention throughout the day. 2. Your dog's comfort and safety are my top priorities, maintaining a clean and welcoming environment while following any specific care instructions or dietary needs provided. 3. With frequent updates and photos, I aim to provide peace of mind to pet owners, reassuring them that their beloved companion is in good hands and receiving the care and attention they deserve.

Sitter Profile Image: Michael B.
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Michael B.
$19
total per visit
5.0 out of 5 stars
3 reviews
24 years of experience
Deerfield, MA, 01342

About: I’ve had pets since I was about 4 years old, and am experienced with caring for cats and dogs. Any needs they have, I will take care of them all - from simple company when you're at work, to walks, giving meds and overnight stays! I have experience training puppies too, from potty training to the classic "stay", "sit", "come", "leave" etc. commands. I have a large dog myself so size of your pet is no issue. Anything you're unsure about, shoot me a message! I work full time at a school but am free weekdays after 2pm until around 10pm. On weekends I am free from Friday afternoon until Monday morning so I can do overnight stays too if needed. Depending on the care required, I will feed pets, give them meds, take them outside, play games/fetch/etc., brush them, empty litter boxes and so on. I have had several cats and dogs of my own and cared for many more, so I am comfortable with adjusting to their different personality types.

Sitter Profile Image: Kristin B.
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Kristin B.
$39
total per visit
5.0 out of 5 stars
15 reviews
4 repeat clients
20 years of experience
Goshen, MA, 01032

About: Have owned dogs for over 20 years, pet sit for friends, family, and neighbors. I am over cautious and protective when it comes to animals, I'm also active so love walking dogs, throwing a ball for them, or taking them to our local lake for a swim. I have tons of patience for shy dogs, I have dealt with rescue dogs and know when to get close or not to an animal. I have never had an incident where I have had a dog become aggressive with me. I have taken my own dog to obedience school a few times and learned a few key trips for working with difficult dogs or puppies. I have taken care of puppies within the past three years and am comfortable with the extra care they require. I have a solid connection with our local vet and emergency animal hospital and am able to handle dogs who need shots or medications administered. I work from home and have several pets already needing care. Bathroom breaks, walks, ball throwing, catnip time, all of it already happens in my home. We have several pet fences within our home and a puppy proof first floor. If a pet is okay of leash then we walk them around our 4 acres throwing a ball or whatever the pet likes. If a pet is not okay off leash, then we just walk them on a leash on our land every 1.5 or 2 hours or as needed. Water bowls are everywhere, no chemicals are on site within reach of curious puppies, and no cars move very quickly on our driveway and everyone who does arrive at our home knows we have several pets and need to slow down. We have owned dogs for over 25 years and have never had any of our pets get injured.

Sitter Profile Image: Kenna Y.
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Kenna Y.
$20
total per visit
6 years of experience
Williamsburg, MA, 01096

About: I’ve grown up around dogs and cats my whole life, and as a family we fostered and rescued multiple dogs. I’ve personally taken care of dogs for years, for family and friends. I’ve done overnights, feeding, walking, etc. Also super comfortable with cats! I’m currently studying to take the NPTE and have plenty of time to help take care of your furry friends! Weekdays are best but I am available weekends as needed. Currently living with my lovely dog Kona. Unfortunately, she is a very jealous and anxious senior pup who does not get along well with other dogs therefore I cannot offer services at my home.

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

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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 August 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 August 2026, there are 525 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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