Pet Sitting Chester

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

When are you returning?
Search

Over 28
pet parents in Chester have booked pet sitting

Chester, Find top rated pet sitting

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: Eryn K.
Verified Background Check
Eryn K.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
193 reviews
57 repeat clients
5 years of experience
Florida, NY, 10921

Eryn is sweet and professional and clearly an animal lover. To be honest, she’s one of the only cat-sitters we’ve had who not only stayed the full amount of time, but provided a detailed description of the visit. Not only is she good with animals, she takes pride in her work, and stands out for it. I will definitely be using Eryn again.

Profile image
Patricia R.
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: Nicole S.
Verified Enhanced Background Check
Nicole S.
Star Sitter
from
$40
per visit
5.0 out of 5 stars
52 reviews
7 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: Mallory K.
Verified Enhanced Background Check
Mallory K.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
52 reviews
25 repeat clients
20 years of experience
Goshen, NY, 10924

Mallory is excellent with our cats and dogs! She was available last minute and I was very very satisfied with her service. She gave our pets medication, pills and shots. She was very knowledgeable in administration of meds. She is always punctual and reliable. She really puts my mind at ease when leaving my pets. So professional and friendly! I have come in contact with some sitters that weren’t as professional. I can tell she’s been doing this for quite a while. The pets absolutely love her! My cat always hides and never comes out while we have a sitter but she came right out and that let me know she’s a great loving sitter. I’ll always rehire her when I can. So amazing! Thank you so much Mallory.

Profile image
Bill K.
Sitter Profile Image: Sarahi G.
Verified Enhanced Background Check
Sarahi G.
from
$35
per visit
5.0 out of 5 stars
16 reviews
2 repeat clients
9 years of experience
Goshen, NY, 10924

About: Hi! My name is Sarahi, and I'm a gal who has always had a passion for loving and working with animals. I have 9 years of pet sitting experience, as I've been pet sitting since I was fourteen years old, and haven't stopped since. I love animals of any size or personality or quirk - they're all worthy of love and attention in my eyes! However, those who know me know that I have a soft spot for dogs :) Neighbors, friends and family members have all trusted me to feed, walk and care for their precious fur-babies. I have experience caring for doggos of all ages- from puppies to seniors. Depending on location, duration, and/or what you prefer, I can plan to stay with them overnight or just drop in to spend time during the day as needed. I'm all about doing what is most comfortable for your fur-baby! Gentle compassion and enthusiastic care are standards I always uphold. I value clear communication and honesty with pet parents. My attention to detail helps me ensure that every pet I care for gets the individualized attention they deserve. My goal is to make sure they feel loved and safe in their own homes while you are away. I love to take them on walks, help groom and bathe them, make sure they are fed, help with medication if necessary and of course - play and give them lots of love. I can also just lay around with them if that’s more their speed. Whatever their needs, I’m here to help while you’re away! :) I can offer plenty of time to dedicate to your pet. I currently work from home three days a week and have a very flexible schedule, making it super easy to bring my work to the home I sit for and attend to your pet's needs. I spend my days off participating in volunteer work mostly in the mornings, but I always ensure to be back in time to take care of them. I am unable to board at my house but am more than willing to drop in or stay at yours :)- whatever makes you and your pet feel most comfortable! In both cases, I make sure to follow pet parents’ instructions very carefully. I will ensure that all areas that we are playing or walking in are either fenced in or they are always leashed. When I’m away, they can be crated if needed and I will ensure they are let out before I leave. Pets in my care are always supervised. I make sure to regularly check on them when things seem too quiet, and am attentive to food, water, and potty needs. I provide a comfortable and familiar environment for your pet, sticking to their regular routines. I also give lots of attention and love to keep them feeling safe and happy. After years of house sitting, I am also used to existing respectfully in someone else’s space. I am tidy and always try to make your home as clean as it was when you left before I leave. I am a quiet neighbor and will ensure that all doors are locked/security systems are set when needed. I make sure to stay in constant communication with you, sending updates and photos so you can feel at ease knowing your pet is in great hands!

Sitter Profile Image: Robbie O.
Verified Enhanced Background Check
Robbie O.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
8 reviews
3 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: Joseph G.
Verified Enhanced Background Check
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.

Profile image
Sarah G.
Sitter Profile Image: Giselle G.
Verified Enhanced Background Check
Giselle G.
from
$25
per visit
5.0 out of 5 stars
6 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!!!!

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

Linda took care of my two cats while I was away & she was awesome ! Very communicative and sent photos and updates everyday, as well as hanging out and playing with them. I would recommend her to anyone who is looking for someone to watch their pets !! Cannot say enough good things

Profile image
Madison M.
Sitter Profile Image: Vicky A.
Verified Background Check
Vicky A.
from
$25
per visit
5.0 out of 5 stars
20 reviews
8 repeat clients
15 years of experience
Middletown, NY, 10940

Vicky did an awesome job caring for Bruce. She was in communication with me and sent great pictures so I had complete peace of mind. I think Bruce really liked Vicky and the feeling was mutual. I highly recommend Vicky to care for your fur baby.

Profile image
Veronica W.
Sitter Profile Image: Julia M.
Verified Enhanced Background Check
Julia M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
10 reviews
3 repeat clients
20 years of experience
Washingtonville, NY, 10992

It was our first time using rover so we didn’t know what to expect but we couldn’t have been happier! Julia is fantastic! We will be using her whenever she’s available.

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

Jill went above and beyond in caring for our cat! She gave an insulin shot and followed all our special directions. He looked so happy and calm in her care!

Profile image
Larissa V.
Sitter Profile Image: Jake F.
Verified Enhanced Background Check
Jake F.
from
$25
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
10 years of experience
Goshen, NY, 10924

Jake took very good care of my babies!

Profile image
Melanie V.
Sitter Profile Image: Robert L.
Verified Enhanced Background Check
Robert L.
from
$35
per visit
5.0 out of 5 stars
7 reviews
1 repeat client
30 years of experience
Warwick, NY, 10990

Robert was a great dog care person! He gave our dogs special attention by interacting with them in play & extra pets and cuddles. Our dogs love Robert. Highly recommend.

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

Justin was reliable and got along great with my German Shepherd.

Profile image
Leilani W.
Sitter Profile Image: Elizabeth D.
Verified Enhanced Background Check
Elizabeth D.
from
$28
per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
27 years of experience
Chester, NY, 10918

About: I’ve had cats, dogs and many other animals my entire life and know how important it is that they get quality care and love! I have always cared for all other animals with love and attention as if they were my own whether they were strays or belonged to friends/family. I have dog-walked and pet-sat for friends and family whenever they have needed help, making sure their pets are well taken care of not just physically but emotionally (to the best of my ability!) while they are away. I have walked and pet-sat dogs of all kinds including puppies and senior dogs as well as disabled and special needs! I have also done feedings and general care for other animals including chickens, horses, goats, llamas, reptiles and others. Throughout my life I have rescued and/or taken care of a range of animals including kittens/cats, puppies/dogs, rabbits, chickens, raccoons, mice, opossums, birds, fish and reptiles. With many years of experience caring for animals, I am confident in my ability to provide attentive, compassionate care to your fur babies! I am available in the mornings and early afternoons for pet check-ins, walks, and other care needs. Additionally, I am available after 5pm on weekdays for any evening care, ensuring pets receive attention at the end of the day. I also offer overnight or weekend boarding, providing reliable care when owners are away. My flexible schedule allows me to tailor my services to meet the specific needs of pets and their owners, offering peace of mind and dependable support. When boarding pets in my home, I offer a safe and comfortable environment tailored to each pet's needs. Depending on the pet's temperament and preferences, I can either crate them for security or allow them to roam freely in a designated pet-friendly area. I ensure that they have plenty of space to play, rest, and feel at ease. I’m committed to maintaining a routine similar to what they’re used to at home, including feeding schedules, exercise, and personal attention. If needed, I can also provide extra care, such as administering medications or offering special accommodations for senior or special-needs pets. When caring for pets in the client’s home, I focus on maintaining a familiar and safe environment for them. I will follow the established routines for feeding, walking, and any other care instructions provided. Whether it’s keeping them indoors, ensuring they have outdoor playtime, or administering any medications, I approach each task with responsibility and attention to detail. My goal is to offer peace of mind to pet owners, knowing their pets are safe, happy, and well cared for in the comfort of their own home or mine.

Sitter Profile Image: Alexa S.
Verified Enhanced Background Check
Alexa S.
from
$20
per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
10 years of experience
New Hampton, NY, 10958

About: I take pride in my work and strive to treat each and every animal I care for as I would my own personal pets. I personally understand how difficult it can be to trust someone with your furry family members and do my best to make the experience as amazing as possible for both pets and pet parents. I have worked in the pet care industry for over ten years now. I began dog walking in NYC, then managed a luxury boarding/daycare facility for dogs in East Syracuse. Since then I have also branched out into working in animal rescue as well. I also am currently pursuing a certification in dog training. I currently work for myself so my hours are flexible. I can accommodate dog walking most mornings, afternoons and nights. I currently offer in home boarding but limit it to three dogs per night to ensure the best quality of care. I understand that allowing someone into your home to care for your pet can be nerve racking, so I strive to be as mindful of this as possible. Some of the ways I ensure I do this are by speaking with the client before hand to go over anything specific they need done, entering the home in a safe and respectful manner, greeting the pet I'm caring for with enthusiasm, creating a bond with them & making the experience as fun and stress free as possible.

Sitter Profile Image: Tina T.
Verified Enhanced Background Check
Tina T.
from
$18
per visit
5.0 out of 5 stars
12 reviews
3 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!

Profile image
Suzanne T.
Sitter Profile Image: Amy D.
Verified Enhanced Background Check
Amy D.
from
$30
per visit
4.8 out of 5 stars
38 reviews
11 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

Sitter Profile Image: Michael C.
Verified Enhanced Background Check
Michael C.
from
$25
per visit
4.9 out of 5 stars
9 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.
1 / 1
View more

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

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.

Meet local sitters who will treat your pets like family

  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 - Chester

Select a filter and find qualifying sitters offering pet sitting.

Sitters in Chester average 5
repeat pet sitting clients

FAQs for Drop-In Visits - Chester

Frequently asked questions about Rover

The average cost for Pet Sitting in Chester on Rover is $33.3 per visit (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Pet Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Pet Sitting. For more information on service fees, click here .

As of September 2026, there are 2,503 sitters on Rover offering Pet Sitting across Chester. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Chester stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

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 Rover's Trust & Safety page .

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

Yes, you can find sitters who have experience with handling special pet needs in Chester. On Rover:

  • 94% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 97% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, 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 use the Meet & Greet to walk your sitter through your expectations.

A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge