Cat Sitting in Chesterfield

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Top rated Chesterfield cat sitters

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: Ash T.
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Ash T.
Star Sitter
$20
total per visit
5.0 out of 5 stars
114 reviews
43 repeat clients
12 years of experience
Florence, MA, 01062

Ash was wonderful! Super responsive to my last minute booking, took really good care of my very social cats, giving them extra pets and attention, and very communicative throughout. They were also super helpful and flexible when our travel plans changed due to a family medical emergency. I will absolutely be reaching out to Ash for pet care again next time.

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Corinne G.
Sitter Profile Image: Emily L.
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Emily L.
$14
total per visit
4.9 out of 5 stars
20 reviews
4 repeat clients
7 years of experience
Cummington, MA, 01026

Emily is amazing! She made friends with our standoffish scaredy-cat right away and has proved to be incredibly competent and responsive when we need her. We don't know what we would do without her!

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Teri B.
Sitter Profile Image: Rose L.
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Rose L.
$28
total per visit
5 years of experience
Williamsburg, MA, 01096

About: I’ve spent the last 5 years working in professional dog kennels in Berlin, MA, and I currently work at a local kennel here in western MA. During that time, I’ve cared for dogs of every size, age, and personality. From shy seniors who need gentle patience to high energy wiggle butts who never slow down. As a kennel supervisor, I’ve handled dogs with medical needs, administered medications safely and on schedule, and monitored behavior to keep every pup calm and comfortable. I’ve also been trusted to run the kennel independently, managing feeding routines, cleaning, enrichment, and safety from open to close. Now, I’m excited to bring that same level of professional, loving care into your home. Whether your dog needs a simple walk, extra patience, medication support, or someone who treats them like family, I’m here to make sure they feel safe, happy, and loved one walk, one wag, one kiss at a time. I just graduated from college and I’m working hard to save for my first home! This means I’m going to spend my days doing something I genuinely love, which is caring for pups. My schedule is flexible and I’m available almost every day of the week. I offer plenty of walking and drop‑in options throughout the week, and I’m always happy to work with you to find times that fit your dog’s routine. Whether your pup needs a quick potty break, a long walk, or some extra love while you’re away, I’m here to help. Availability: • Most weekdays: mornings, evenings, and some mid‑day slots depending on my kennel shifts • Weekends: flexible around my kennel shifts • Nearly every day available with advance request! Now that school is behind me, I’m able to take on more walks, drop‑ins, and extended care. I love what I do, and I’m committed to giving your pets reliable, loving, stress free care every single visit. <3 When I’m caring for pets in your home, my goal is to keep their routine as normal, comforting, and stress‑free as possible. I follow your instructions closely and make sure your pet feels safe, loved, and understood while you’re away. Here’s what you can expect: Routine‑Focused Care: I stick to your pet’s usual feeding, walking, play, and medication schedule so everything feels familiar and calm. Clear Instructions Welcomed: Written instructions, whether on paper or by text, are always helpful. I’m happy to follow detailed routines, special notes, or anything that keeps your pet comfortable. Open Communication: I keep communication easy and consistent. If anything comes up or you’d like updates, I’m always reachable and responsive. Photos Included: I send pictures and check ins so you can see how your furry family member is doing and feel connected while you’re away. Walks & Outdoor Time: I tailor every walk to what your dog enjoys, whether it’s relaxed neighborhood strolls, peaceful nature walks, or extra sniff‑time to burn off energy. Medication & Special Care: In my personal and professional experience, I am very comfortable with pets (cats or dogs!) who have medical conditions, including administering medications safely and on time (even insulin). Clean & Comfortable Spaces: I keep litter boxes clean, fluff up dog beds, refresh water bowls, tidy feeding areas, and make sure your pet’s space stays cozy and stress‑free. Behavior Awareness: With my kennel background, I’m trained to read body language and keep pets comfortable, especially shy, senior, or anxious animals. My goal is simple to make sure your pet feels safe, happy, and loved until you’re home again.

Sitter Profile Image: Shawna B.
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Shawna B.
$35
total per visit
5.0 out of 5 stars
9 reviews
4 repeat clients
15 years of experience
Westhampton, MA, 01027

Shawna did a wonderful job caring for our 17 year old, blind and ailing old cat as well as caring for our farm. We were able to relax and not worry. We received pictures and updates from each visit, which was a huge comfort. We recommend highly and without reservation!

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Susanna W.
Sitter Profile Image: Abigail S.
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Abigail S.
Star Sitter
$23
total per visit
5.0 out of 5 stars
7 reviews
3 repeat clients
4 years of experience
Conway, MA, 01341

Abigail was so sweet and responsible. She even went back to check on the feeder that had some issues. I cannot ask for more. I'm really glad to have her

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Juha L.
Sitter Profile Image: Fiona B.
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Fiona B.
$26
total per visit
15 years of experience
Huntington, MA, 01050

About: My family owns and operates a Labrador breeding business and kennel, located in a small slice of heaven in the hill towns. I have been living, breathing, and loving dogs for my entire life and find immense joy simply being around them! I have several years of experience at a boarding facility where I was able to expand my knowledge on any different breed, size, age, temperament and disabilities! I am comfortable with all dogs at any life stages, ranging from a few hours old to sweet elderlies. I am also able to react quickly to any situation and have a solid history of preventing and intervening real fights safely between several dogs. I am available at you and your pets desire! I am able to stay in home and/or overnight, or simply check in! My car is my main way of travel, and has safely transported many pups to their playdates! Care in my clients home includes purely love and sticking to the routine that your pet knows the best! My client will also receive the utmost amount of reassurance and open communication because I understand on a personal level how difficult it is to leave your baby in someone else's hands.

Sitter Profile Image: Matt L.
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Matt L.
Star Sitter
$20
total per visit
4.9 out of 5 stars
75 reviews
18 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: Alexis K.
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Alexis K.
$39
total per visit
5.0 out of 5 stars
100 reviews
41 repeat clients
30 years of experience
Northampton, MA, 01053

Alexis went above and beyond to make sure our two cats were happy and cared for while we were on vacation for the week. Loved the daily updates. We felt so relaxed knowing our guys were in great hands! Thanks for everything Alexis!

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Adrien L.
Sitter Profile Image: Jaclyn P.
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Jaclyn P.
Star Sitter
$39
total per visit
5.0 out of 5 stars
15 reviews
4 repeat clients
15 years of experience
South Deerfield, MA, 01373

Jaclyn took excellent care of our cat and was easy to work with. Good experience!

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James I.
Sitter Profile Image: Ryan C.
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Ryan C.
$26
total per visit
5.0 out of 5 stars
2 reviews
6 years of experience
Williamsburg, MA, 01096

About: I’ve Taken care of my personal pets (4 dogs 1 cat) since they came to us. Providing Meals, Daily exercise, and a Loving Environment for them to live in. In more recent years i have house and dog sat for a majority of my family and friends, Providing Exceptional care to their Homes and Four legged Friends, I’m currently working part time so House and Pet sitting is no problem at all, Walks are also easily convenient to fit into my day Providing a loving and safe presence whilst being with your pets is my number 1 priority, also making sure they are well cared for during the duration of the stay

Sitter Profile Image: Caitlin J.
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Caitlin J.
$18
total per visit
20 years of experience
Windsor, MA, 01270

About: I've loved animals forever and have cared for everything from a cockatiel to a chameleon, Great Pyrenees to Pekapoo. I currently have 1 Goldendoodle and 1 chocolate tabby cat in my home with fenced area and walking trails. I'm currently homeschooling my children at our 10+ acre home with fenced area and walking trails. We have a light schedule and are home more often than away. We currently walk our Goldendoodle daily and pet care is our love, in addition to our responsibility. I have a fenced area and multiple indoor secure areas where animals can get healthy time in a safe home without overstimulation. I have 1 Goldendoodle and 1 chocolate tabby cat who are the best of friends and are supportive to newcomers.

Sitter Profile Image: Meghan C.
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Meghan C.
$20
total per visit
10 years of experience
Northampton, MA, 01062

About: Have experience with puppy’s, adult dogs, kittens, and adult cats. I have 3 cats and 2 dogs of my own that I enjoy spending my free time with. This will be something I do on the side of my main job. I am available throughout the day 7 days a week for quick visits and check ins or walks. I’m also available on the weekend full time for sitting. Am able to care for dogs and cats with instructions. I love to be outside whether that be playing in the yard or going for a walk.

Sitter Profile Image: Christian M.
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Christian M.
$20
total per visit
5.0 out of 5 stars
17 reviews
9 repeat clients
10 years of experience
Greenfield, MA, 01301

Christian was very friendly, responsible and dependable. I’d definitely use him again to care for my elderly cat.

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Kenneth K.
Sitter Profile Image: Jonathan A.
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Jonathan A.
$16
total per visit
5.0 out of 5 stars
14 reviews
4 repeat clients
30 years of experience
Northampton, MA, 01062

About: I've had a a dog in my life on and off since I was born. I've had 4 dalmations while living with my family. One at a time and then a golden retriever and then adopted a pit/boxer mix a few years ago and then my mom 'stole' him. :-) I'm a huge fun of dogs and adore large breeds like pits, rotties, boxers, etc...and I'll still love to be with your little one if you have that too. I've sat for my friends female pittie a couple times and it's gone very very well. Apparently she doesn't like men too well however we got along terrifically. I miss playing and hanging out with my dog, "bueller" who my mom now gets to spend time with so that's why I'm here on this site. To get my 'doggie fix'. ;-) I feel I'm very aware of my surroundings while with my dog and also aware of the body language of the dog I'm with as they usually give a heads up if they are worried, anxious, fearful, etc... before something might happen. I have a flexible schedule and love to spend time with your furry loved ones. I'm cool with a super energetic pet or one that is more 'chill' I am presently unable to host/board your pets in my home, however I'm able to take care of them in your home or apartment if requested.

Sitter Profile Image: Ace G.
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Ace G.
Star Sitter
$20
total per visit
5.0 out of 5 stars
68 reviews
22 repeat clients
9 years of experience
Chicopee, MA, 01020

Ace was super gentle and patient with my anxious shy guy! He took a liking to Ace quickly— not the norm for my dog. Ace was communicative and took great pics of my boy. Thank you Ace!! Will 100% book again soon ☺️

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Stephanie H.
Sitter Profile Image: Saige G.
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Saige G.
$23
total per visit
4.8 out of 5 stars
31 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: Emily W.
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Emily W.
$36
total per visit
5.0 out of 5 stars
27 reviews
8 repeat clients
27 years of experience
South Deerfield, MA, 01373

Emily did a great job of watching over all of our pets while we were gone. She sent lots of photos and was very responsive. We'd definitely book her again.

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Stephen C.
Sitter Profile Image: Amad E.
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Amad E.
$29
total per visit
5.0 out of 5 stars
31 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: 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: Olivia H.
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Olivia H.
$20
total per visit
5.0 out of 5 stars
3 reviews
26 years of experience
Northampton, MA, 01060

Olivia was easy to deal with and very reliable. I would highly recommend her.

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Debra N.
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The median cost per night for cat sitting in Chesterfield is $23

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Sitters in Chesterfield average 6
repeat cat sitting clients

Cat Sitting FAQs

Frequently asked questions about Rover

Cat sitters on Rover are free to set their rates. The median cost to hire a cat sitter in Chesterfield on Rover as of May 2026 was about $23 per night, after factoring in Rover’s service fees. A cat sitter’s rate may also change as you customize your booking to fit your and your cat’s needs.

If you’re searching for a Chesterfield cat sitter for the first time, visit the cat sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a cat sitter before, learn more about how to do this in the Rover app or on your computer.

As of May 2026, there are 176 cat sitters in Chesterfield. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect cat sitter near you. As a reminder, cat sitters joining Rover must pass a background check for you and your cat’s safety.

Rover makes it easy to reach out to multiple cat sitters about your booking. Typically, 88% of Chesterfield cat sitters respond in under an hour.

Cat sitters in Chesterfield have an average of 16 years of experience. Cat sitters with repeat customers have an average of 6 repeat clients. Experience can vary from cat sitter to cat sitter, but you can view reviews, years of experience, and number of repeat clients when you compare cat sitters in Chesterfield.

Do you simply need someone to stop by and play, feed, and scoop? Chesterfield cat sitters are happy to take care of your cat while you’re at work, on vacation, or unavailable for the day, even if all you need is a quick drop-in! Your cat sitter will stop by to feed, play with, and snuggle your cat as many times a day as you like. And the best part? Your cat gets to stay on their home turf.

There are 176 cat sitters in Chesterfield on Rover, so you’re sure to find the perfect match for your cat! In Chesterfield, 95% of cat sitters offer daily exercise, 98% offer medication administration, and 88% have experience with senior cats and cats with special needs. We know each cat is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect cat sitter near you. As a reminder, cat sitters joining Rover must pass a background check for you and your cat’s safety.

Yes! Cat sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your cat sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your cat sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your cat is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your cat sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your cat sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your cat sitter’s cancellation policy.