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.

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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.

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Sitter Profile Image: Eryn K.
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Eryn K.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
185 reviews
56 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!

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Karyn H.
Sitter Profile Image: Julia M.
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Julia M.
from
$18
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
20 years of experience
Campbell Hall, NY, 10916

I wanted to express my sincere gratitude for the exceptional care Julia provided to my dogs during our recent trip. We're incredibly grateful for Julia's outstanding care of our dogs. Her genuine affection and diligent attention to their needs were evident in how happy and content our pups were throughout our absence. Knowing they were so well-loved and looked after gave us complete peace of mind, allowing us to truly enjoy our time away. We wholeheartedly recommend Julia for her exceptional service.

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MELISSA O.
Sitter Profile Image: Jervilyn J.
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Jervilyn J.
from
$35
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
15 years of experience
Warwick, NY, 10990

Jervilyn was wonderful with our two dogs! 🐕 We loved that she spent so much time interacting and playing with them. One of our dogs needed to be given medication and Jervilyn administered with no issues! Would definitely have Jervilyn drop in again!

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Kimberly A.
Sitter Profile Image: Nicole S.
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Nicole S.
Star Sitter
from
$40
per visit
5.0 out of 5 stars
47 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!

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Stephanie H.
Sitter Profile Image: Tina T.
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Tina T.
from
$18
per visit
5.0 out of 5 stars
6 reviews
2 repeat clients
20 years of experience
Monroe, NY, 10950

Tina was simply amazing and I cannot believe I found such a gem on this app. I have too much gratitude to express regarding her care of my life, my bay, my everything, a little chihuahua mix who I senior at 12 years old now with bad arthritis. I could tell from the minute I met Tina that she, like me, see dogs as human beings who just need consistent love, positive affirmation, attention and regular food/exercise care. My baby is very shy and shy around other dogs but she warmed up to Tina so so quickly, and was already crying when dropped off by Tina at home after Tina left her. I have the highest recommendation of Tina and even hesitate to post this bc I don’t want her to become too busy to take care of Nell again very soon and for a long time!

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Suzanne T.
Sitter Profile Image: Leangie M.
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Leangie M.
from
$18
per visit
4 years of experience
Goshen, NY, 10924

About: Our pets are more than just companions. They are family, this makes them so much more precious. Which is why with me I can guarantee that I will do my best to provide the love and care your pet deserves. I have cared for dogs young and old, big and small, calm and energetic, you name it. I have experience feeding, cleaning after them as well as themselves, and giving medications with specific instruction. I am available all night on Monday into the evening on Tuesdays. As well as in the evening on Fridays up until the evening on Sunday. Other days of the week are very negotiable to what you may need! I personally love to encourage as much activity as possible with my dogs to ensure they get healthy amounts of play time. This in turn allows them to get ample rest when they are tired from activity further encouraging a healthy lifestyle for my furry kiddos.

Sitter Profile Image: Linda B.
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Linda B.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
29 reviews
14 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.

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Carol M.
Sitter Profile Image: Giselle G.
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Giselle G.
from
$25
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
15 years of experience
Goshen, NY, 10924

Giselle was absolutely amazing. She took such good care of our pugs, and she sent great photos everyday. We will definitely be using her again!!!!

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Missi M.
Sitter Profile Image: Amber C.
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Amber C.
from
$35
per visit
5.0 out of 5 stars
12 reviews
2 repeat clients
25 years of experience
Chester, NY, 10918

Thanks Amber for being so great to Oliver! He was so happy. You made our Christmas even better not having to worry about him!

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Karen M.
Sitter Profile Image: Virginia V.
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Virginia V.
from
$18
per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
6 years of experience
Goshen, NY, 10924

I am so glad to have found someone like Virginia! She is reliable and sweet! Will most definitely use her as a sitter again.

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Rivka M.
Sitter Profile Image: Joseph G.
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Joseph G.
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.

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Sarah G.
Sitter Profile Image: Robbie O.
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Robbie O.
from
$25
per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
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: Sade P.
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Sade P.
from
$25
per visit
3.0 out of 5 stars
2 reviews
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!

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Tim B.
Sitter Profile Image: Jill S.
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Jill S.
from
$25
per visit
5.0 out of 5 stars
175 reviews
46 repeat clients
57 years of experience
Washingtonville, NY, 10992

Jill is AMAZING! This is the second time that she helps out with Milo and he LOVES her. I appreciate that she sends pictures of her time with him. Will definitely continue to work with Jill!

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Veronica J.
Sitter Profile Image: Jenna C.
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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!!

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Jill C.
Sitter Profile Image: Vicky A.
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Vicky A.
from
$25
per visit
5.0 out of 5 stars
14 reviews
6 repeat clients
15 years of experience
Middletown, NY, 10940

Vicky was great with my babies! Detailed, and came as needed. I would definitely use her again. Highly recommend!

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L K.
Sitter Profile Image: Natalie H.
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Natalie H.
from
$25
per visit
6 years of experience
Monroe, NY, 10950

About: From the age of 4 i’ve had two cats. Now I have two dogs as well. Both rescues one a mutt, and another a pit mix. Outside of my own pets I have taken care of friends, family, and neighbors pets. Whether it be walking, drop-in visits or staying overnight I love taking care of all animals. If needed, I can help medicate too. I have a flexible schedule and my own car. I’m here to be a last minute carer, or a reliable and stable carer for your pets. I am available for walking, drop-in visits, and overnight stays. With my own car I am willing and able to drive far distances. I will care for your pets by communicating clearly with you on any and all their needs. I will treat your home and your animals with care. I will love your pets like my own!

Sitter Profile Image: Shannon & Justin M.
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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: Michael C.
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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"!

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Angela A.
Sitter Profile Image: Amy D.
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Amy D.
from
$30
per visit
4.8 out of 5 stars
34 reviews
10 repeat clients
20 years of experience
Goshen, NY, 10924

About: Hi! My name is Amy and I truly love dogs. I have taken care of several, many whom I have strongly bonded with and have learned a great deal. Your dog will be treated as if she/he were my own I will play catch and give lots of belly rubbing. We have many toys for them to play with. I will provide a safe environment for them. I *****Drop-off and pick-up times are flexible Please bring their food, poop bags, treats, and toys. For meet and greets, I am available during the week and all day on the weekends. I am home full time so can give you pup all of The attention and love they need! They will get plenty of playtime outside I have three very friendly dogs and a large backyard for them to run in. I go with the schedule you would like me to follow

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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.

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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!!!!

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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!

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Rene R.
Drop-In Visits
1 / 1
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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 Jun 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 Jun 2026, there are 329 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, 89% of Chester pet sitters respond in under an hour.

Pet sitters in Chester have an average of 17 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 329 pet sitters in Chester on Rover, so you’re sure to find the perfect match for your pet! In Chester, 93% 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.