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

Over 40 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.
“I cannot say enough about Laura. We love our kitty, Dolly, and she in turn is very attached to us. We booked a last-minute vacation and learned that our kitty-sitter had moved out of the area. The minute Laura arrived for a meet and greet I knew I had found the perfect person to care for Dolly. She did everything we asked, and did it well, graciously accepted on-the-fly schedule changes, sent photos and warm, loving messages with each visit. She is absolutely wonderful. We've already asked her to plan for our next two trips.”

“Frances was fantastic with our two high-energy kitties. She immediately put us at ease and was super easy and nice to work with. She took great care of our home and pets. Trustworthy and friendly, she gave them lots of playtime and made sure everything was taken care of so we could enjoy our vacation.”

About: I’ve been a pet and animal owner my entire life. We have 3 young kids who love to play and one energetic 4 year old dog who also loves to play, so your pet would get a lot of play time at this house! I have lots of availability this summer, so reach out to me for specifics. Once fall hits and I’m back at school, I’ll be available for weekends. We have one friendly dog to keep yours company. Our yard is not fenced in, but we take frequent walks throughout the day. Our dog sleeps upstairs in the bedroom with us, but we do have a crate available if needed.
“Sarah has been amazing to work with. She’s incredibly reliable, very communicative, and just an all-around friendly, positive person. My dog loved her instantly and now gets so excited every time she sees her, which says everything. She takes her on long walks and always sends great photo updates, so I feel completely at ease knowing how well she’s doing. It’s clear she genuinely cares. I highly recommend Sarah to anyone looking for someone trustworthy and attentive to care for their pet!”


About: Hello fellow animal lover! I have lived with, trained, and loved animals since I was a child. I have grown up with multiple dogs, cats, chickens, fish, hamsters, etc… and I would absolutely love to take care of yours! I am a warm, detail oriented, dedicated, and responsible problem solver. I’m also big on communication, updates, and taking pictures of your furry loved one. I take pride in making sure every animal has what they need (and plenty of pets)! Special needs and requests for care are always welcome. I have a lot of experience as many friends, family members, and coworkers have hired me to take care of their beloved pets. All animal inquiries are welcome :) I am currently working full time, with Mondays and Tuesdays off every week. Though my hours are very flexible and I am able to take breaks during the day to check in on your pet! I am happy to stay overnight with a pet, though I am also able to in multiple times a day if preferred. When taking care of a pet, my own or someone else's, they are one of my top priorities! I want to make sure they are the happiest and healthiest they can be, so I tend to go above and beyond when it comes to care. I try to pick the best food possible, make sure they are hydrated, get plenty of fresh air, play, and a few extra toys or outfits are always welcome! I am the oldest of 7 and have a multitude of animal experience under my belt, so I do not get grossed out easily! If there is a mess, I will clean it up with precision and care.

About: I have extensive experience caring for dogs, including my previous dog, an 80-pound Golden Retriever. She could be reactive toward other dogs while on leash, so I became very comfortable handling strong dogs, staying calm in challenging situations, and maintaining control even when she was pulling. In addition to caring for my previous dog, I have regularly looked after neighbors’ and friends’ dogs by walking, feeding, and ensuring they were well cared for while their owners were away. In my personal life I love going on long runs up to 6 miles so if you have a higher energy dog that would like to join me I would love to take them with me! I am currently a university student, and I have off of school until the spring semester begins in February. I am free most weekends, and weekdays Monday-Friday. I am comfortable your dog or dogs in any environment. I have taken care of dogs that used special harness’ or prong collars so I know how to work those if needed. I love to run and hike so I can also bring your dog along if they are extra energetic!
About: I have had all sorts of pets since I was a kid from bunnies, guinea pigs and hamsters to dogs and cats. I have a dog of my own. She is a sharp-eagle. She is about 2 years old and loves all dogs. I would love to bring her along with me to go on walks etc at your approval. I am currently a nanny part time and a part time student at SCSU. I would have plenty of time to care for your furry friend on the weekends. I care for your pets in your home and will follow any directions for caring for your furry friend. Whether its feeding and or playing or walking I am there to care for your pet in the time of need.
About: I've cared for so many kinds of pets for folks...They trust me to care for them when away and feel relaxed to do them! I will care for many kinds of pets for people in need of a kind, loving genuinely interested in your pet safety, attention, feeding, walking, and everything in between! They are my daily routine! Dedicated to the job! I am open to working whenever I am needed for pet care and home care! They can feel safe with me! At home I have a fenced in yard for my dog, my sister's dogs, and we work this out very well. At others homes, i am mindful of their needs through whatever means the owners have for the pets and act accordingly.
“The drop in visits for my cats were greatly appreciated. Cayton reported issues with behavior when they came up, took pictures and all around took good care of the cats.”

About: I have been taking care of pets since I was born with my first Golden Retriever “Missy”. My family has had a wide variety of animals from dogs and cats, to hamsters and bunnies, all the way to horses. I am often called on by my fiends to pet sit as I am known as the friend with a surplus of pets. I currently have a small dog named Munchie with many different health problems such as anxiety and epilepsy which gives me experience in caring for dogs with specific needs. I also currently have a large dog who is a Shepard, Boxer mix named Leo who gives me experience in caring for large dogs and their active and rambunctious needs. Along with my two dogs I have four cats who give me experience in the joy of caring for cats. As a pet owner I know the struggle of finding a good and trustworthy pet sitter. That is why I want to be able to be that pet sitter that will allow you to enjoy your vacation or go to work with the peace of mind knowing your pet is being taken care of. I am currently a student at Marist College in Poughkeepsie. Due to my class schedule I have blocks of time in which I am not in class or doing homework that I would love to be able to fill with hanging out with dogs:) Due to the fact that I am a college student I do not have the home environment to be able to care for your dog at my house. But I will give them the love and attention they need during my drop-in visits with lots of pets, playtime, walks and treats!
“Victoria is a delightful person and amazing animal whisperer. My cat went straight to V from the first visit, where as with most people and previous sitters he will ovoid and hide even people who have been to the house many times. On one occasion Victoria had to go the emergency room with her child and I could not believe that after being there for hours - she and her family came to our home around midnight to feed and play with our cat. If that’s not a strong recommendation I don’t know what is. Thanks Victoria for everything. We really value and appreciate you.”

About: I have over 10 years of hands-on experience caring for animals through my work at animal shelters and a luxury cat boarding kennel! Throughout that time, I have cared for pets of all ages, sizes, and personalities, including shy cats, energetic dogs, senior pets, and animals with special care needs. My experience includes feeding, administering medications, cleaning runs and litter boxes, monitoring health and behavior, providing enrichment and exercise, and ensuring animals feel safe and comfortable. Working in shelter and kennel environments has taught me how to recognize signs of stress or illness, handle animals safely and compassionately, and adapt to each pet's individual needs. I understand how important it is for pet parents to know their pets are in caring and capable hands, and I am committed to providing reliable, personalized care and regular updates during every visit! I am currently working part-time at a luxury cat boarding kennel, which allows me to have a relatively flexible schedule for drop-ins and walks! I am also available to house sit, however I am unable to stay nights as I have an elderly kitty who gets lonely. My current availability is as follows: - Saturday & Monday from 8am-8pm - Sunday, Wednesday, & Thursday from 11:30am-8pm - Tuesday & Friday from 4:30pm-8pm When caring for your pet in your home, I focus on maintaining your pet's regular routine, carefully following all instructions to ensure they feel safe, comfortable, and stress-free while you are away. My top priority is safety. I make sure doors, gates, and windows are secure, use leashes and harnesses as directed, and monitor pets for any signs of stress, illness, or injury. I also provide regular updates and photos so you can have peace of mind knowing your pets are happy and well cared for! Additionally, I treat your home with the same level of care, ensuring it is kept clean, secure, and respected. I care for both your pet and your home as if they were my own.
“I couldn’t be happier with the care my two cats received! Serenity was absolutely amazing, she went above and beyond to make sure they were not only well fed and safe, but also loved and comforted while I was away. She provided regular updates, photos, and was incredibly responsive and kind. It gave me so much peace of mind knowing they were in such great hands. I would 100% book with her again and highly recommend her to anyone looking for a caring and trustworthy sitter!”


About: To be honest, when I was a child I had a deadly fear of dogs. That was until my mother forced me to go to exposure therapy (yes she made me go to a club where they sat you with over ten dogs. Here, I fostered a love for them, and learned a lot about them. They need activity and they also need rest. They need a lot of attention but they reciprocate with fierce loyalty and unwavering love. I would love to help a family continue to give their dog the attention it deserves so they can also live their lives! I am a new college graduate looking for a full time remote position. The job market is competitive and I expect to be unemployed for at least a couple months. I have full time availability and will always have weekends. Let me help full time workers right now while I am figuring out life! My anxious dog requires a lot of attention and ensuring comfort. He gets lots of outdoor time and plenty of exercise in the morning, lunch, and night. He is fed twice a day with a mix of dry and wet food. I work on his tricks with him at least once a day! I also have cared for cats throughout my whole life. Fostering kittens, feeding them, cutting and administering pills for my disordered baby! Additionally brushing my animals, playing with them, and knowing when to give them space. I love my animals and have spent my life ensuring their care!!
About: I’ve had dogs my entire life and have been dog sitting and walking for the past 8 years. I’m comfortable caring for dogs of all ages, sizes, and temperaments, including puppies and senior dogs. I’m attentive to each dog’s unique needs, whether that’s sticking to a routine, providing exercise, or offering extra patience and care. I treat every pet like my own and prioritize their safety, happiness, and comfort at all times. I have a flexible schedule and am able to dedicate plenty of time and attention to your pet. I’m available for walks, drop-ins, and boarding on weekends, as well as weekday afternoons and evenings. I make sure each pet gets the exercise, playtime, and care they need, and I’m happy to accommodate specific routines or requests whenever possible. I provide a safe, clean, and loving environment for every pet in my care. I have experience with dogs of different personalities and needs, and I always prioritize their safety and well-being. I follow any instructions closely, including feeding schedules, medications, and routines. I also make sure pets feel comfortable and secure, whether in my home or a client’s home, and I keep owners updated for peace of mind.
About: I have taken care of a huge variety of animals in my career and I am very good with animals. For a very long time my friends have relied on me to provide the best care for their beloved pets. I am currently working part time and would like to make the pet care service my full time career! I will have plenty of time to spend with your pet and I will do my best to provide the best care possible! Working with large animals my whole career I am extremely diligent about safety for all animals. I will put your pet's safety as a first priority.
The median cost per visit for pet sitting in Chester is $23
Pet parents share their Rover experiences - Chester
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 Rover works

1. Search
Browse profiles of sitters near you who offer pet sitting
2. Meet & Greet
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests near you
Select a filter and find qualifying Chester sitters!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 $22.2 per visit (as of July 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 July 2026, there are 2,434 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
- 95% can help with giving oral medications or injections
- 98% 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.





