Pet Sitting in Chester

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

End
Search

Every sitter passes an enhanced background check. Learn about RoverProtect

Top rated Chester pet sitters

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Joseph G.
Verified Enhanced Background Check
Joseph G.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
51 reviews
17 repeat clients
2 years of experience
Chester, NY, 10918

Joseph was great. Very accommodating and responsive. Would book again.

Profile image
Sarah G.
Sitter Profile Image: Julia D.
Verified Enhanced Background Check
Julia D.
from
$20
per visit
5.0 out of 5 stars
8 reviews
1 repeat client
9 years of experience
Chester, NY, 10918

Julia was wonderful !!! She made me so comfortable leaving my puppies for the first time. I loved getting pictures of my babies at every visit. I’m so happy to have found someone so kind and caring to take care of my puppies when we’re away!!?

Profile image
Jennifer V.
Sitter Profile Image: Eryn K.
Verified Background Check
Eryn K.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
170 reviews
55 repeat clients
5 years of experience
Florida, NY, 10921

Eryn was new to our dogs and did great with them. She 2 drop in visits and we punctual. Showed up right on time and provided photos and a thorough update. Highly recommend!

Profile image
Karyn H.
Sitter Profile Image: Mallory K.
Verified Enhanced Background Check
Mallory K.
from
$23
per visit
5.0 out of 5 stars
45 reviews
23 repeat clients
20 years of experience
Goshen, NY, 10924

Such a doll! She offered to come meet me and my dog beforehand for free just to put my mind at ease and make sure it was a good fit! Very kind, polite and I was pleasantly surprised about how knowledgeable she was about dogs and their behaviors in general. My pup is very anxious and he can have a bit of separation anxiety but she was able to suggest some helpful tips and he seemed to be very comfortable with her almost immediately. She sent me pictures throughout and was very patient with all of my nervous texts as this was the first time I’ve left Landon with anyone ever! I can be over bearing but she was great! Very happy, thank you so much!

Profile image
Madison K.
Sitter Profile Image: Nicole S.
Verified Enhanced Background Check
Nicole S.
Star Sitter
from
$40
per visit
5.0 out of 5 stars
46 reviews
5 repeat clients
15 years of experience
Chester, NY, 10918

Nicole did drop ins for my two dogs for a long weekend. She was very attentive and thorough at keeping you informed on how your dogs are doing. We are repeat customers and would highly recommend her!

Profile image
Stephanie H.
Sitter Profile Image: Jenna C.
Verified Background Check
Jenna C.
from
$25
per visit
4.6 out of 5 stars
18 reviews
3 repeat clients
10 years of experience
Chester, NY, 10918

Jenna was amazing! Our usual sitter had to cancel last minute after we had already left. Jenna accommodated a VERY last minute request and saved the day so we didn’t have to leave our event! She was reliable, caring, and gave us total peace of mind. Highly recommend her! Thank you Jenna!!

Profile image
Jill C.
Sitter Profile Image: Amber C.
Verified Enhanced Background Check
Amber C.
from
$35
per visit
5.0 out of 5 stars
12 reviews
2 repeat clients
25 years of experience
Chester, NY, 10918

We had an emergency pet request while we were out of town and Amber came at short notice, she is our pet hero! thank you so much Amber!!!!

Profile image
Adam B.
Sitter Profile Image: Linda B.
Verified Background Check
Linda B.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
25 reviews
10 repeat clients
25 years of experience
Scotchtown, NY, 10940

Linda was very nice & pleasant & our dog was very friendly with her on the first meeting. However, he did not seem to know how to act when she came in the house when we were not home. She was able to let him out. We might work with him & try again in a few weeks. Linda was very open to making it work.

Profile image
Carol M.
Sitter Profile Image: Michael C.
Verified Enhanced Background Check
Michael C.
from
$25
per visit
4.9 out of 5 stars
8 reviews
1 repeat client
10 years of experience
Florida, NY, 10921

Michael took care of our dog for 2 weeks while we were on vacation. We had him do drop in visits twice a day and he was amazing. He also watered our outdoor plants and did anything else we asked! He was responsible and very caring. Our dog absolutely loves him! We will call on him every time we go away. Thank you, Michael, for taking such good care of "our girl"!

Profile image
Angela A.
Sitter Profile Image: Jill S.
Verified Enhanced Background Check
Jill S.
from
$25
per visit
5.0 out of 5 stars
170 reviews
46 repeat clients
57 years of experience
Washingtonville, NY, 10992

Jill is absolutely amazing! We were visiting NY as part of a road trip and she came to our AirBNB to dog sit for us (2 German Shepherds & 1 Chihuahua.) We are very picky about who we let watch our dogs, but at the Meet & Greet- we knew this was a perfect fit! Our dogs instantly loved her and we had a stress-free trip to the city knowing our babies were being well taken care of! Highly recommend Jill for your dog sitting needs! Wonderful experience <3

Profile image
Dylan J.
Sitter Profile Image: Raquel P.
Verified Enhanced Background Check
Raquel P.
from
$25
per visit
5.0 out of 5 stars
32 reviews
12 repeat clients
6 years of experience
New Hampton, NY, 10958

Raquel completed 4 drop ins for me this weekend, she sent photos, report cards, notified me with every visit and showed a great amount of love for my fur baby while I was away. Will be using her again in the future.

Profile image
Briana J.
Sitter Profile Image: Shannon & Justin M.
Verified Enhanced Background Check
Shannon & Justin M.
from
$30
per visit
5.0 out of 5 stars
8 reviews
7 repeat clients
20 years of experience
Warwick, NY, 10990

About: I currently have 3 dogs of my own. I have had dogs my entire life. I started volunteering with rescues and shelter 18 years ago. I have fostered, adopted, and been as involved as much as I can! I am currently doing school from home so I have a lot of free time on my hands. My days are completely open and I can do school around my other commitments. I am flexible and like to stick to the routine you follow so your dogs are comfortable. Let me know what you need and I am more than willing to help!

Sitter Profile Image: Sade P.
Verified Enhanced Background Check
Sade P.
from
$25
per visit
5.0 out of 5 stars
1 review
1 repeat client
6 years of experience
Chester, NY, 10918

Sade did a great job with our pup while we were away! She was patient when we forgot to leave a key, and kept us up to date on how the dog was doing. Thank you!

Profile image
Tim B.
Sitter Profile Image: Robbie O.
Verified Enhanced Background Check
Robbie O.
from
$25
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
30 years of experience
Campbell Hall, NY, 10916

About: I grew up on a dairy farm with all sorts of animals around. I have had many dogs, cats, parrots, chickens, rabbits, rats, and horses over the years. I have a degree in Equestrian Science and have taken care of animals my entire adult life. I have always been an avid hiker as well and love to take the pups on walks around the area. I currently own 3 dogs, a parrot, and 2 chickens and will give your animals the same love and attention that I give my own! I'm currently working part time and so have plenty of time to play with your fur babies. I am currently available for house sitting, drop in visits and dog walking. If your dogs get along with mine I might be able to do boarding as well. I have a dog door at my house with a fenced in yard along with 5 acres of fields to walk in. When coming to your home, I use my deep knowlege of dogs, cats, and other animals to keep your animals happy in their own home where your pets are MOST comfortable. They have the comfort of knowing they are safe in a place where they can learn to trust me and we can develop a bond so I can give your pets the same level of love and care as I would give my own pets.

Sitter Profile Image: Anthony & Ivian G.
Verified Enhanced Background Check
Anthony & Ivian G.
from
$18
per visit
5.0 out of 5 stars
8 reviews
1 repeat client
2 years of experience
Monroe, NY, 10950

About: Even without owning a pet of my own, my love for animals shines through every time I would visit a friend's house with pets. I may not have years of pet care experience, but my genuine affection for animals makes me a natural caregiver. Whenever I come across a furry friend, I quickly become their best friend, showering them with love and affection. I take the time to get to know their unique personalities, preferences, and needs. I enjoy playing with them, giving them attention, and even taking them for walks. I have had experience with dog, cat and bunny sitting! I work part time Monday-Wednesday but only 4 hours a day. This would fit perfectly in my schedule since I can be some-what flexible. I would not be able to do Wednesday nights. Thursdays and Saturdays I can do some evenings. We would keep the pet inside with us. At our home it's just my wife and I. My wife absolutely loves dogs! We would be so happy to provide a home for a night.

Sitter Profile Image: Victoria W.
Verified Enhanced Background Check
Victoria W.
from
$19
per visit
5.0 out of 5 stars
2 reviews
15 years of experience
Chester, NY, 10918

About: I’ve taken care of dogs of every kind since I was 10, from energetic puppies to wise seniors needing daily medication. Friends, and family have relied on me for everything from walks and meals to crisis response. I once picked up a dog over 50 miles away at night when a friend’s pup needed emergency care, and I was glad to do it! I’ve also handled homes with multiple pets, caring for three dogs and four cats at once. I understand canine energy, needs, and emotions, and I bring patience, playfulness, and reliability to every visit. I currently work a flexible part-time freelance job, which means I create my own schedule. While I tend to be busier after 4pm, mornings and daytime hours are usually wide open for pet care. This makes it easy for me to provide attentive walks, playtime, feedings, and check-ins when your pets need it most. When visiting your home, I make sure your pets feel safe, seen, and loved. I respect your space and your routines, ensuring feedings, medications, walks, and play happen just the way your pets are used to. I always double- check doors, gates, and leashes, and make sure your pets are happy and comfortable before I leave. Your animal’s well-being is my top priority.

Sitter Profile Image: Julia R.
Verified Enhanced Background Check
Julia R.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
37 reviews
10 repeat clients
20 years of experience
Warwick, NY, 10990

Julie was the absolute the best! She went beyond and so much for our Crumpet. Kept in good contact the whole time and was there for us on short notice and on the holiday. Julie is the best! Will definitely use her service again, and recommend her to everyone!

Profile image
Matthew L.
Sitter Profile Image: Emma T.
Verified Enhanced Background Check
Emma T.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
5 reviews
3 repeat clients
5 years of experience
Warwick, NY, 10990

If I could do 100/100 I would. Thank you for taking care of Buddy. I can’t wait for you to take care of him again. EMMA YOU ARE AWESOME SAUCE!!!!

Profile image
Aggie M.
Sitter Profile Image: Margaret K.
Verified Enhanced Background Check
Margaret K.
from
$18
per visit
40 years of experience
Middletown, NY, 10941

About: Open availability. Cared for three of my own dogs from puppies to seniors. Currently caring for my 6 cats, all were destined to be feral. I am available day and night 7 days a week. I am retired after working for more than 40 years and ready to be your sitter. I have a fenced in yard where your dog can run around and play. I live in a quiet neighborhood where we can go for long walks.

Sitter Profile Image: Rhylee R.
Verified Enhanced Background Check
Rhylee R.
from
$25
per visit
5.0 out of 5 stars
19 reviews
4 repeat clients
8 years of experience
Montgomery, NY, 12549

Rhylee was thoughtful and kind and took great care of our pets. We are new to the area and needed some last-minute care, and she really came through in a pinch.

Profile image
Kait H.
1 / 1
View more sitters

Over 52
pet parents in Chester have booked pet sitting

Chester pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Hailey did an amazing job with our cats while we were away. She came daily to care for them. She spent quality time loving on them and playing with them. She loved them like they were her own. She made sure their food was full and litter cleaned. I highly recommend her and will absolutely use her again to care for my fur babies.

Profile image
Lauren T.
Drop-In Visits
5.0 out of 5 stars

We had an emergency pet request while we were out of town and Amber came at short notice, she is our pet hero! thank you so much Amber!!!!

Profile image
Adam B.
Drop-In Visits
5.0 out of 5 stars

Heather was amazing with our two kitties. They are naturally skiddish of new people and hide when they come in the house, but Heather brought a camping and trusting vibe enough for them to come out and say hi. Highly recommend!

Profile image
Rene R.
Drop-In Visits
5.0 out of 5 stars

Sydney is amazing! I have an older dog and I honestly don’t know what we would have done without her. She’s super dependable, and was always on time. It’s clear she really cares, and she was so good about sending updates with cute pics and little notes about how the walk went. It’s such a relief knowing my dog was in good hands. I Highly recommend her to anyone looking for a trustworthy and kind dog walker!

Profile image
Liza P.
Drop-In Visits
1 / 1
Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for pet sitting in Chester is $25

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 pet 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.

Sitters in Chester average 4
repeat pet sitting clients

Pet Sitting FAQs

Frequently asked questions about Rover

Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Chester on Rover as of Mar 2026 was about $25 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.

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

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

As of Mar 2026, there are 334 pet sitters in Chester. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.

Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 86% of Chester pet sitters respond in under an hour.

Pet sitters in Chester have an average of 16 years of experience. Pet sitters with repeat customers have an average of 4 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Chester.

Rover makes it easy to find Chester pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:

  • Pets of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Pets who’d love to socialize with their pet sitter’s pets

There are 334 pet sitters in Chester on Rover, so you’re sure to find the perfect match for your pet! In Chester, 94% of pet sitters offer daily exercise, 100% offer medication administration, and 100% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass background checks for you and your pet’s safety.

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

Note: If your pet 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 pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.