Cat Sitting Cheshire

Book a cat sitter to stop by your home to feed and play with your cat.

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Over 1
pet parents in Cheshire have booked cat sitting

Cheshire, 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: Olivia S.
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Olivia S.
Star Sitter
$16
total per visit
5.0 out of 5 stars
• 40 reviews
15 repeat clients
1 year of experience
Adams, MA, 01220

“Olivia is the best. She stopped by twice a day to feed and spend time with my cat. My cat absolutely loved her. Olivia went above and beyond by getting my mail and stopping by an extra time to change out a food bowl because my cat didn’t like that particular bowl. Cats…. 🙄 am I right? Thank you Olivia! I will definitely be contacting her in the future.”

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Kaitlin S.
Sitter Profile Image: Alyson V.
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Alyson V.
Star Sitter
$23
total per visit
5.0 out of 5 stars
• 29 reviews
14 repeat clients
11 years of experience
Dalton, MA, 01226

“Alyson stopped in each day to feed and spend a little time with our 4 month old cat, Luna. As new cat owners, we were very apprehensive leaving someone to take care of her. Alyson was the perfect choice and we will definitely be using her again!!”

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Sara S.
Sitter Profile Image: Beth M.
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Beth M.
$16
total per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
45 years of experience
Williamstown, MA, 01267

“Beth was awesome! She was very proactive in asking questions and communicating. Our dogs warmed up to her quickly. She was thoughtful about following instructions, being on time, and really put my mind at ease. We will definitely connect with Beth again when we need care for our pups!”

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Rita F.
Sitter Profile Image: Kellie H.
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Kellie H.
$28
total per visit
5.0 out of 5 stars
• 13 reviews
5 repeat clients
10 years of experience
Dalton, MA, 01226

“Kellie was so professional and I came home to very happy, calm cats!”

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Erin D.
Sitter Profile Image: Zoey L.
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Zoey L.
$23
total per visit
5.0 out of 5 stars
• 2 reviews
10 years of experience
Cheshire, MA, 01225

About: I have pet/house sat multiple times over the past several years for friends and family, and have worked with several types of animals from small critters like guinea pigs and ferrets, cats, and even large dog breeds. I also have 2 years experience volunteering for a local shelter in socialization and vet transport, 3 years experience working for a doggy daycare and boarding facility, and I currently work part time for another local animal shelter. I am an experienced owner of dogs, cats, ferrets, chickens, guinea pigs, and more. I also have experience as a wedding dog handler, and would be happy to offer this service if requested so your furry companion can accompany you or someone you know on yours or their special day without any added stress, please let me know if this is something you'd be interested in! I currently work part time so I have lots of time to play with your pup, and hopefully can build savings towards a larger space to meet more people's needs! I am always looking to learn, grow, and provide better care for animals. Animal welfare is very important to me. At this point in time, due to the space I'm only able to accommodate smaller breeds that generally can get along with others. I do have a small fenced in yard, but I also have the bike trail and nearby hiking trails readily available, your dog will need to be on leash at all times when outside on walks/hikes, I do not provide "off-leash" trail experience as a safety precaution, thank you for your understanding! I am happy to provide pictures and updates of your pup whenever requested, please never be afraid to reach out!

Sitter Profile Image: Tara D.
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Tara D.
$28
total per visit
5.0 out of 5 stars
• 16 reviews
5 repeat clients
30 years of experience
Pittsfield, MA, 01201

“Tara did a wonderful job taking care of my skittish cat this weekend! She even deep-dived under my couch to look for him and ensure that he was safe, braving dust kitties and lots of toys! I plan on asking her to come back again, and I would definitely recommend her to care for furry loved ones. !”

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Donna C.
Sitter Profile Image: Leona O.
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Leona O.
$19
total per visit
4.8 out of 5 stars
• 13 reviews
3 repeat clients
10 years of experience
North Adams, MA, 01247

“Leona was wonderful with Romeo - he was really calm and happy when I returned. She communicated well, sent updates with photos and left my home better than she found it. I’m booking her for another cat/housesit right now!”

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Elizabeth V.
Sitter Profile Image: McKenna P.
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McKenna P.
Star Sitter
$34
total per visit
5.0 out of 5 stars
• 403 reviews
153 repeat clients
8 years of experience
Lenox, MA, 01240

“Knowing that our cat is under McKenna’s care has given us complete peace of mind! She has demonstrated to be thorough, reliable, and friendly. Thank you McKenna for your work!”

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Carolina J.
Sitter Profile Image: Iris F.
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Iris F.
$19
total per visit
4.9 out of 5 stars
• 58 reviews
16 repeat clients
10 years of experience
North Adams, MA, 01247

“Iris is wonderful. Always on time and communication with her is great. She has taken such good care of our boys. They will miss her so much. Definitely will be using Iris again.”

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Liesl T.
Sitter Profile Image: Trista S.
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Trista S.
$26
total per visit
5.0 out of 5 stars
• 23 reviews
10 repeat clients
30 years of experience
Pittsfield, MA, 01201

“Trista has been great with all our pets and very communicative. We are so appreciative of how reliable she is, even on such short notice! Thank you again 😊”

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Alana L.
Sitter Profile Image: Lindsey S.
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Lindsey S.
$12
total per visit
5.0 out of 5 stars
• 1 review
25 years of experience
Cheshire, MA, 01225

About: I've grown up with dogs & cats. I am very involved in rescuing & fostering & have plenty of experience with all sizes, ages, temperaments & am experienced with most medical issues/medicating regimens. My schedule for work is Monday- Friday 7:30-4 pm. I'm available from 5-10 pm weekdays for drop ins and walks. I have open availability for weekends to house sit, go on walks and do drop in visits. I am currently in the process of relocating to New Hampshire permanently. I work full time Monday through Friday and offer pet care on evenings during the weekday, and full time on weekends :) I'm experienced with providing care for difficult dogs and cats and have no issues being able to give medications.

Sitter Profile Image: Caitlin H.
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Caitlin H.
$26
total per visit
5.0 out of 5 stars
• 17 reviews
3 repeat clients
4 years of experience
Pittsfield, MA, 01201

“Caitlin took great care of our three little guys while we were away for the weekend!”

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Darcy J.
Sitter Profile Image: Aubrey H.
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Aubrey H.
$29
total per visit
5.0 out of 5 stars
• 12 reviews
9 repeat clients
21 years of experience
North Adams, MA, 01247

“Aubrey took great care of my 3 cats while I was away for a week. I'll certainly turn to her first the next time I need some catsitting.”

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Emily B.
Sitter Profile Image: Jessie L.
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Jessie L.
$36
total per visit
5.0 out of 5 stars
• 8 reviews
4 repeat clients
17 years of experience
Adams, MA, 01220

About: My name is Jess! Thank you for stopping by! ☺️ I’m 30 and work from home in Adams, MA. I have a fairly flexible schedule and am a classic Berkshire native. I have been a pet owner and lover my entire life! My boyfriend and I currently have two cats, Binx & Titan. Who are the loves of our lives. My family has always been pet lovers! We’ve recently lost our two havanese pups. We were pervious owners of a chocolate lab and a poodle mix. I’ve spent my life around different breads of dogs, big and small. As well as lots of cats! I will care for your pets just as you would and am happy to provide in home care in their own space to provide the best comfort. I am confident in handling all types of breds and needs of pets. I’ve been an experienced dog sitter for over 15 years! I started doing this when I was a teenager and never stopped. I love caring for animals. Please consider me for your pets next walk, meal, or sleepover! I currently work from home full time! I prefer to chat to see if the conditions work for both myself and the pets! Always open to questions/concerns/inquiries! My message box is always open. I prefer to care for pets just as you would! I love to understand their current routine and try to keep things as normal as possible for them to prevent anxieties.

Sitter Profile Image: Bella G.
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Bella G.
$20
total per visit
5.0 out of 5 stars
• 13 reviews
2 repeat clients
10 years of experience
lanesborough, MA, 01237

“I can’t recommend Bella enough! From the moment I met her, I knew my pups were in great hands. She took the time to get to know my dogs and their routines, which made me feel so at ease. Throughout my time away, Bella sent me daily updates and adorable photos of my pups playing and enjoying their time. Each picture captured their happiness—tails wagging and big smiles! It was such a relief to see them so content and well cared for. She truly went above and beyond, providing not just care but also love and attention. I will definitely be booking Bella again for future trips. If you’re looking for someone reliable and caring, look no further!”

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Bonnie V.
Sitter Profile Image: Mariana F.
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Mariana F.
$16
total per visit
5.0 out of 5 stars
• 3 reviews
10 years of experience
North adams, MA, 01247

About: ive had a couple of dogs growing up in my childhood, a sweet old black lab and a super crazy dingo.. in my free time after school and during summer i used to walk them, no amount of walking could satisfy my dingo..! id have her pull my bike to get all her energy out since we didnt have any closed in areas she could run off in.. ( i dont do this anymore! i realize its not very safe! she absolutely loved it for sure though) i love pups big and small old and energetic theyre all very unique and id love some new friends to get me out of the house. id ask you beforehand of course if youd be okay with them swimming, theres a pond i can bring them to after walking to cool off at. i have two cats, so id like to know how your dog reacts around small creatures, if they cant be in contact i can always but them into a room while the dog is over. most likely theyd be outside keeping me company! lots of shade and id keep em well hydrated and happy :3 i currently have been on a job hunt since what feels like forever, my schedule is very. very open.. since i dont have a car, but I have an electric scooter thanks to a helpful couple I babysat for! drop off would be ideal, if youre close enough to walk to i can do that too! my cats get their waters filled and cleaned almost daily, lots of love of course and are very spoiled. i dont have any dogs at the moment, so of course id love to chat about what youd expect and need for your lovely pup! im good with communication and friendly, special needs id be extra attentive to. im very good at remembering small things, though id still write em down incase!

Sitter Profile Image: Kelsey R.
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Kelsey R.
$28
total per visit
5.0 out of 5 stars
• 72 reviews
31 repeat clients
12 years of experience
Pittsfield, MA, 01201

“This was my first time using Rover and Kelsey. She was great! She did everything I asked for my 2 cats twice-a-day feeding and care. This allowed my kitties to stay home in the environment they are comfortable with. I will definitely use her again.”

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Betsy K.
Sitter Profile Image: Skylar R.
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Skylar R.
$46
total per visit
5.0 out of 5 stars
• 16 reviews
7 repeat clients
15 years of experience
North Adams, MA, 01247

“Skylar was great taking care of my cats and bearded dragon when I was away. She sent pictures and let me know how everything was going. Definitely recommend her!”

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Liz M.
Sitter Profile Image: Reymon B.
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Reymon B.
$28
total per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
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: Christina D.
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Christina D.
$36
total per visit
5.0 out of 5 stars
• 6 reviews
20 years of experience
Pittsfield, MA, 01201

“Christina took wonderful care of my kitties - Lucy, Fox and Billie. From the initial contact and through the duration of my trip, her communication was excellent, visits were prompt, photos were very nice to see and she kindly did everything the way I like it to be done. She is professional, reliable and caring. I highly recommend Christina as a sitter.”

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Betsy G.
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The median cost per visit for cat sitting in Cheshire is $25

Cat parents share their Rover experiences - Cheshire

1 / 1
5.0 out of 5 stars

Morgan was very kind and understanding when it came to my cat, Finlay, and was very good at keeping me informed. Finlay isn't good with strangers at all and hid the entire time. However, Morgan's updates on Finlay's eating/drinking reassured me that she was doing ok. I'm so thankful for Morgan and will definitely go through her again.

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Erin S.
Drop-In Visits
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Popular requests for cat sitting - Cheshire

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Sitters in Cheshire average 7
repeat cat sitting clients

FAQs for Cat Sitting - Cheshire

Frequently asked questions about Rover

As of October 2026, there are 351 sitters on Rover offering Cat Sitting across Cheshire. 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet .

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

  • 94% of sitters can help with special care needs
  • 98% can help with giving oral medications or injections
  • 98% 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 contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

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

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