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

Thanks for taking such great care for drop in! Definitely will use Abigail in the future!

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Meaghan M.
Sitter Profile Image: Ash T.
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Ash T.
Star Sitter
$20
total per visit
5.0 out of 5 stars
119 reviews
50 repeat clients
12 years of experience
Florence, MA, 01062

Ash was my (very large) puppy Winston's first sitter/walker. They responded quickly to the booking request, were flexible and gave me many updates. I felt confident that Winston was not only being well cared for but that Ash was enjoying him. I'll absolutely be booking with her in the future!

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Aidan N.
Sitter Profile Image: Mickala S.
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Mickala S.
$16
total per visit
5.0 out of 5 stars
2 reviews
1 repeat client
8 years of experience
Hadley, MA, 01035

Mickala is terrific!. Freya was well cared for with timely check-ins and excellent communication from Mickala every visit. Our trip was stress free and we came home to a happy cat.

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Felicia F.
Sitter Profile Image: Trista S.
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Trista S.
Star Sitter
$16
total per visit
5.0 out of 5 stars
17 reviews
6 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: Saige G.
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Saige G.
$23
total per visit
4.8 out of 5 stars
33 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: Matt L.
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Matt L.
Star Sitter
$20
total per visit
4.9 out of 5 stars
76 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: Emily L.
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Emily L.
$14
total per visit
4.9 out of 5 stars
21 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: 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: Jaclyn P.
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Jaclyn P.
Star Sitter
$39
total per visit
5.0 out of 5 stars
17 reviews
5 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: Caitlin J.
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Caitlin J.
$18
total per visit
5.0 out of 5 stars
4 reviews
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: Sonya M.
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Sonya M.
$20
total per visit
5.0 out of 5 stars
6 reviews
3 years of experience
Northampton, MA, 01060

About: I have experience and love for dogs of all sizes, breeds, personalities, and ages. Though my schedule fluctuates, I can usually provide potty breaks, outdoor time, and walks up to two times a day, in addition to morning and bedtime feeding and other miscellaneous requests. I look forward to getting to know and love your dogs! I work a part time, flexible schedule, so with enough notice, I can be around for much if not all of the day, and stay overnight where necessary. I care for pets in their homes, but I unfortunately do not offer boarding or pet services in my home at this time. I will always treat your home environment with the respect and care it deserves. It is always my goal to leave your home the same or better than I found it, and leave your pets feeling happy, loved, and safe upon departure.

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: Betsabee T.
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Betsabee T.
$16
total per visit
5.0 out of 5 stars
10 reviews
5 repeat clients
20 years of experience
Easthampton, MA, 01027

About: I’m a reliable, patient, and pet-loving caregiver based in Western Massachusetts. With years of experience caring for cats and dogs of all sizes and personalities, I understand that every pet has unique needs- and I treat each one like family. Whether it’s a long walk, playtime, medication, or just some extra snuggles, I’m here to provide compassionate and attentive care while you’re away or busy. I’m comfortable with seniors, high-energy breeds, and special instructions, and I always prioritize safety, communication, and keeping your pet happy and healthy. I’m also happy to bring in mail, water plants, or help with other small tasks while you’re away. Let’s set up a meet and greet! I’m currently pursuing my masters degree full time online. This gives me a flexible schedule to accommodate pet sitting or walking. My schedule is pretty open. Whether I’m caring for your pet in my home or yours, I treat every animal with kindness, patience, and the same level of care I’d give my own. I follow your instructions closely, maintain your pet’s routine, and make sure they are loved, and comfortable while you’re away. I’m respectful of your home, tidy, and trustworthy. I’ll always leave things as I found them. I’m also happy to take care of small tasks like bringing in mail, watering plants, or taking out the trash. Your pet’s well being and your peace of mind are my top priorities.

Sitter Profile Image: Meghan C.
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Meghan C.
$20
total per visit
5.0 out of 5 stars
2 reviews
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: Brianyn M.
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Brianyn M.
$24
total per visit
15 years of experience
Amherst, MA, 01002

About: Animals have been a part of my life for as long as I can remember. Growing up, my mother ran an animal rescue, and I was fortunate to spend my childhood helping care for, socialize, and train animals of all kinds; primarily dogs and cats. This experience taught me not only how to understand animal behavior, but also the patience, compassion, and consistency that every pet deserves. I am comfortable caring for pets with a wide range of personalities, energy levels, and needs. Whether your pet is playful and energetic, shy and reserved, or requires extra patience and attention, I strive to provide a calm, safe, and loving environment where they feel secure and cared for. As a pet sitter and walker, I treat every animal as an individual and make their comfort, safety, and well-being my top priorities. You can expect reliable communication, attentive care, and someone who genuinely enjoys spending time with animals. I look forward to meeting you and your pets and becoming someone you can trust whenever you need an extra helping hand. Experience Highlights * Raised in a family-run animal rescue environment * Experience caring for and handling dogs and cats of all ages * Familiar with basic training and positive reinforcement techniques * Comfortable with shy, anxious, senior, and high-energy pets * Patient, gentle, and attentive to individual needs * Reliable communication and dependable care As someone who works from home, I have the flexibility to incorporate pet care naturally into my daily routine. This allows me to give pets plenty of attention, companionship, exercise, and supervision throughout the day. Whether your pet enjoys long walks, play sessions, or simply having a calm presence nearby, I can provide care tailored to their individual needs. I take pride in being reliable, responsive, and treating every pet as if they were my own. I provide calm, attentive, and individualized care based on each pet’s routine, personality, and needs. In a client’s home, I make it a priority to follow all instructions closely so pets can stay comfortable in their familiar environment with minimal disruption. This includes feeding schedules, walks, playtime, medication (if needed), and plenty of companionship and affection. I pay close attention to body language and behavior so I can respond appropriately to each pet’s comfort level; whether they are energetic, shy, anxious, or senior. I aim to create a safe, relaxed atmosphere where pets feel secure and cared for. If caring for pets in my own home (when applicable), I ensure a quiet, clean, and supervised environment with consistent routines, regular outdoor breaks, enrichment, and lots of attention. Safety is always the top priority, and I only introduce new animals in a controlled and compatible way. Overall, I treat every pet as if they were my own, with patience, respect, and genuine care.

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: Nina S.
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Nina S.
$26
total per visit
5.0 out of 5 stars
3 reviews
1 repeat client
4 years of experience
Williamsburg, MA, 01096

Nina is a good communicator!

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Jane Roy B.
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

Clover always has a great time with Ace! Ace is always respectful, communicative and sends great photos and summaries of the visits! Highly recommend!

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Lydia D.
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.
Sitter Profile Image: Rachel B.
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Rachel B.
$20
total per visit
4.0 out of 5 stars
4 reviews
2 repeat clients
18 years of experience
westfield, MA, 01085

Friendly, careful and polite! Thank you for bonding with Rudi!

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Mrs V
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The median cost per night for cat sitting in Chesterfield is $20

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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 Jun 2026 was about $20 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 Jun 2026, there are 10 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, cat sitters on Rover respond in under an hour.

Experience can vary widely from cat sitter to cat sitter, but you can view reviews, years of experience, and number of repeat clients when comparing cat sitters available 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 10 cat sitters in Chesterfield on Rover, so you’re sure to find the perfect match for your cat! We understand that each cat is unique and may require specific 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.