Pet Sitting West Chesterfield

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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West Chesterfield, Find top rated pet sitting

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

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Sitter Profile Image: Janet M.
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Janet M.
Star Sitter
$34
total per visit
4.9 out of 5 stars
• 18 reviews
9 repeat clients
53 years of experience
Chesterfield, MA, 01012

“Janet was very communicative & understanding of my shy girl. You can tell right from the meet & greet she is very sweet and caring with animals. She was available at a last minutes notice and followed detailed instructions. Will definitely have her back! Thanks Janet!”

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Sarah D.
Sitter Profile Image: Ash T.
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Ash T.
Star Sitter
$26
total per visit
5.0 out of 5 stars
• 146 reviews
66 repeat clients
12 years of experience
Northampton, MA, 01060

“Another great month of Ash visiting our needy cat Lucy Stoner! Ash is reliable, communicates in detail, and goes beyond the basics in every gig.”

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John W.
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: Sarah H.
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Sarah H.
$17
total per visit
16 years of experience
Easthampton, MA, 01027

About: I have taken care of dogs since I was in elementary school. I would pet sit for friends and neighbors, along with work at vets office for a few years in college. I currently have a black lab named York with my partner. I work an 8-4 job Monday thru Friday, so I am available for early morning, afternoon, and evening check ins. Along with overnights and weekend availability. My focus is to treat your pet like they are my own. Which means good play time and making sure they get their meals on time. I am able to do walks, handle administration of medications, dietary requirements.

Sitter Profile Image: Annika D.
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Annika D.
$34
total per visit
5.0 out of 5 stars
• 53 reviews
19 repeat clients
6 years of experience
Northampton, MA, 01062

“Annika did an amazing job taking care of my senior cat. She attended to all of her special needs, including insulin injections, with great skill. She kept me informed and sent good pictures, which gave me comfort while traveling. I will absolutely ask Annika to sit again!!”

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Michael C.
Sitter Profile Image: Julie G.
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Julie G.
Star Sitter
$25
total per visit
4.9 out of 5 stars
• 19 reviews
3 repeat clients
4 years of experience
Holyoke, MA, 01040

“Great communication!”

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Meagan D.
Sitter Profile Image: Kevin M.
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Kevin M.
$28
total per visit
20 years of experience
Easthampton, MA, 01027

About: I've worked at dog kennels and taking care of dogs. Growing up my whole life I've owned and thoroughly enjoy working with them. I have trained and owned primarily larger breeds and work dogs I can offer pet care between the hours of 8:00 and 3:00 on the weekdays with more flexibility on the weekends, any other time would need to be negotiated ahead of time to fit my schedule. I would want to know ahead of time any specific accommodations for your dog including any major concerns you have. I would like to know what routines you use for walking, boarding and letting out. I'm happy to work within your dog's perimeters to keep them happy and safe

Sitter Profile Image: Ace G.
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Ace G.
$28
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: Emily W.
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Emily W.
$50
total per visit
5.0 out of 5 stars
• 30 reviews
9 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: 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: Trishul M.
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Trishul M.
$34
total per visit
5.0 out of 5 stars
• 25 reviews
6 repeat clients
37 years of experience
Amherst, MA, 01002

“Excellent sitter! I recommend him. He’s very kind and my dog loves him!!”

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Jacqueline F.
Sitter Profile Image: Lilly T.
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Lilly T.
$28
total per visit
5.0 out of 5 stars
• 11 reviews
3 repeat clients
19 years of experience
Belchertown, MA, 01007

“Lilly did great with our cat, Cranberry. She administered meds, fed her, and sent us photos. We’ll definitely book her again.”

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Karissa V.
Sitter Profile Image: Sydney D.
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Sydney D.
$32
total per visit
20 years of experience
Southwick, MA, 01077

About: I’ve been an animal lover for as long as I can remember! I grew up with Labs, so I’m very familiar with big personalities, lots of energy, long walks, playtime, and plenty of slobbery love. 🐾 I also adopted a cat, which taught me that sometimes the best way to win a pet over is to let them come to you (and maybe offer a few treats!). Although my own pets have since passed, they gave me years of experience, amazing memories, and a genuine love for caring for animals. I’m patient, playful, attentive, and always focused on making pets feel safe and comfortable. Whether your pet wants an adventure outside, a game of fetch, or just some extra love and company, I’m happy to be their new buddy while you’re away! ❤️ I currently own my own business and make my own hours and work from home, so I can easily make my own schedule fit around any pet care! I'm lucky to have an open, comfortable and clean home where I can walk animals on the many acres I live on. I can also crate animals if that's how they are trained. When in other people's homes, I'm incredibly conscious of being considerate, following directions to respect their space, and understanding how the animal uses and loves the space.

Sitter Profile Image: aiden m.
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aiden m.
$28
total per visit
5.0 out of 5 stars
• 90 reviews
17 repeat clients
13 years of experience
Enfield, CT, 06082

“Loved getting the pictures and Archie had a great time! Thank you!”

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Seta M.
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Pet parents share their Rover experiences - West Chesterfield

1 / 1
5.0 out of 5 stars

Janet was absolutely fantastic. She sent me tons of updates and took great care of my anxious girl. My dog warmed up to her immediately and seemed very happy to be in Janet’s company.

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Ellen N.
Drop-In Visits
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • 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.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

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

  • World-class support

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

How to book pet sitting

  1. 1. Search

    Browse profiles of sitters near you who offer pet sitting.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for pet sitting - West Chesterfield

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FAQs for Pet Sitting - West Chesterfield

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

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 .

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 , which provides up to $25,000 in eligible veterinary care reimbursement.

Yes, you can find sitters who have experience administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a Meet & Greet to walk your sitter through your expectations.

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 .

sitters on Rover set their own , 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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