House Sitting Chester
Find a loving house sitter to watch over your pets and your home.

Over 2 pet parents in Chester have booked house sitting
Chester, Find top rated house sitting
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

“Darylin was fantastic with Spanky, my 2 year old Basset Hound! It was the first time I’ve ever left him with anyone other than my son. She was great, sent me pictures, updates on his eating and treats. I would highly recommend her. Spanky was well cared for and very happy!!”

About: I’ve grown up with dogs but have experience with both dogs and cats. I have always had a natural love for animals. I’m caring, patient, responsible, and treat every pet as if they were my own. I enjoy getting to know each pet’s personality, whether they love to play, go for walks, cuddle, or simply relax by my side. My goal is to make sure your pet feels safe, comfortable, loved, and well cared for while you’re away. 🐾 I work remotely, so pet care fits naturally into my daily routine. I’m able to give pets plenty of attention and companionship throughout the day, including taking them outside, going for walks, playing, and giving them lots of love and cuddles. I enjoy having animals around while I work and am happy to make sure they feel comfortable, loved, and cared for. I like to keep things as comfortable and familiar as possible for each pet. I’ll follow their usual routines and any instructions you provide, while paying attention to their personality and individual needs. Whether they’re energetic, shy, or more laid-back, I’ll make sure they feel comfortable and have a positive experience while you’re away.
“Trish was great with our three (kind of high maintenance) cats. They loved her immediately! She took good care of them and our house while we were out of town. We are so grateful that our cats loved her so much!”

“Matthew was easy to work with and excellent with our dogs. They clearly loved the week he spent here with them. Their raw diet did not bother him at all. He was also respectful of our home, leaving everything clean and organized. Nothing but praise.”

“Kimberly was great with my 3 dogs. She walked my larger, younger dogs and connected with my elderly, small dog. All were happy! Additionally, she brought down the garbage cans after pickup and the house was immaculate! Great experience!”

About: I've been around dogs my entire life and have always loved caring for them. I currently live with my parents, where we have two family dogs, an Australian Kelpie and a Border Collie/Lab mix. So I'm very comfortable with energetic dogs and understand the importance of exercise, routine, and positive attention. Since graduating high school five years ago, I've regularly dog sat for friends and family, caring for dogs with different personalities, energy levels, and routines. Whether it's going for walks, stopping by for drop-in visits, or keeping your pup company while you're away, I'll make sure they receive the same love, care, and attention I'd want for my own dogs. I currently work four days a week, so I'm available for pet care on Thursdays, Fridays, and Sundays. On the days I work, I don't start until 1:00 PM, which means I'm also available for morning walks and drop-in visits before work. I do my best to be flexible and communicate clearly, so you can count on dependable care that fits your pet's routine! At this time, I only offer care in my clients' homes, where I believe pets are happiest and most comfortable in their familiar environment. I take the time to follow each owner's care instructions closely, including feeding schedules, walks, playtime, medications (if needed), and any other routines that help your pet feel safe and secure.
About: I've raised dogs, both my own and others, since I could walk. I began a dog sitting and walking service when I was ten in my hometown of Portland, Connecticut, and have continued to do so ever since. I've been in NYC for 8 years and I live alone in a very pet-friendly home. I work remotely, too. Super flexible. My own dog passed last year, so I'm looking to start taking care of dogs again after a hiatus. I work full-time and remotely with a lot of flexibility. I make my own schedule and can walk your pup as need be. Currently accepting applications for your dog to be my temp worker, job requirements include looking cute and ideally not barking during meetings (a few hello's are okay). I'm a TLC kind of pet lover. Your dog will be spoiled with love. I also keep a clean home, so you won't have to worry about your dog eating anything not meant for them.

“Rebekah took great care of my dog. She took him on daily hikes or walks , sent picture updates while I was away , and gave him lots of tlc. I felt really safe leaving my dog in her care and will definitely use her in the future.”

“Avery was great! She listened and asked questions throughout the meet & greet and our animals naturally gravitated towards her. She was communicative during the stay and made sure they had a ton of outside time!”

About: Ever since I was a kid, I've always had a dog in my household. I enjoy the excitement and fun times that I share with them. I am a very loving, trustworthy, and respectable person to others and especially animals! Without having a dog in my everyday life I feel incomplete. I am known to consider animals feelings over people in my life, simply because animals are harmless creatures that just need to be loved and taken care of. I'd love to share my free time helping out others in the community by taking care of their own fury friends when they are unable to. I have two dogs myself and they are a very big part of my life. One goes to work daily, while the older boy stays quiet at home. I take daily walks for some good exercise and fresh air. I have a fenced yard and two very friendly dogs to keep your fur baby comfortable. I can easily crate if need be. I have plenty of space for exercise and separate areas for feeding.
“She was amazing! I loved the daily updates. She really captured great moments that made us comfortable leaving our dog. She is flexible and paid close attention to his care instructions. Thor is a big puller on walks and she handles him like a champ. Will definitely rebook and recommend.”

“Pauline is always so excellent with my pups. She has great communication and I feel reassured that my two pups are well taken care of. She has great attention to detail and is consistently reliable.”

“Emily did an amazing job! We didn’t have much time to find a place or person to watch our pets when we went on an impromptu trip, she came in and saved the day. Our pets (2 dogs and 1 cat) seemed to enjoy her company, she sent pictures daily. All around a great experience. Highly recommended!”

“Carol did an amazing job with my dog Dobby who is anxious and has issues with meeting new people and reactivity. Carol clearly has a lot of knowledge about anxious and reactive dogs and lots of good strategies for handling them. Dobby warmed up to her quickly and seemed quite comfortable with her after only a short time. Carol gave frequent updates with photos. She was also a great house guest and left everything very clean. We definitely hope to be able to have Carol sit Dobby again in the future!”
About: Freelance writer with aspirations to raise & train dogs as well as break into a career working with animals in hollywood. I'm flexible, approach life with love and a judgement free attitude, & always seek to expand my perspectives and knowledge of critters and the world. I'm a traveler born & raised in the eastern panhandle of WV & have experience tending to dogs, cats, horses, & various avians, & minor experiences with reptiles. I push myself constantly to engage in a positive work ethic, despite challenges. I'm always friendly & very easy to talk to. I know this positive outlook & experience translates well to any animal companion I tend to work with. Currently a full time grave digger out in Virginia. I'm slowly attempting to get back into receiving my dog training certification. I do have 2 years of consistent dog sitting and training under my belt and various years of experience growing up in this area and horse and house sitting for other local farms. Cycling dogs every few hours. If not outside for potty breaks giving indivual attention. Typically I stay in the home, though with my own animal I prefer the flexibility to come and go.
“Meg is an amazing dog sitter. she was the most caring and thoughtful, conscientious, and loving sitter. My dogs absolutely loved her and the neighbors all commented about how friendly and wonderful she was with the dogs. She left my house spotless. Cannot recommend Meg highly enough!”

“Jordan was fantastic. During the Meet & Greet, she asked all the right questions and it was very clear from the start that she is a professional who takes dog- and house-sitting seriously. We had her watched three large dogs for a full day and everything went smoothly. The dogs loved her and she kept us informed of how things were going. My daughter (two the three dogs were hers) also had high praise for Jordan. We will definitely seek out her services when we next need someone to watch Gracie.”

“Sam is by far the best cat sitter I’ve ever hired. She was extremely dedicated to looking after my older cat. Sam is a real cat whisperer - even though my cat is pretty nervous and skittish around people, she absolutely adores Sam and showed her belly in most picture that Sam sent! Sam sent updates multiple times per day, sent some of the best pictures I’ve ever seen of my cat, and was so dedicated to my cat’s care. I’ve been worried about my cat’s eating because of her gastroenteritis, and Sam told me every day whether my cat had eaten or not. Sam even put treats in with my cat’s wet food to coax my cat to eat her new, vet-prescribed food. Sam is such a wonderful, caring and extremely capable pet sitter - I’ve never felt so calm being away from my cat! I’m so grateful that Sam is our regular, most trusted pet sitter.”

The median cost per night for house sitting in Chester is $60
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 house sitting

1. Search
Browse profiles of sitters near you who offer house sitting.
2. Meet In Person
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 for house sitting - Chester
Select a filter and find qualifying sitters offering house sitting.Sitters in Chester average 3 repeat house sitting clients
FAQs for House Sitting - Chester
Frequently asked questions about Rover
The average cost of House Sitting in Chester is $44 per night as of November 2026. Most bookings cost between $44 and $44 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of November 2026, there are 1,389 sitters on Rover offering House Sitting across Chester. Enter your ZIP code to see which available sitters are closest to your home.
Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:
- Mail & deliveries: Collecting letters and packages so they don't pile up.
- Plant care: Keeping your indoor or outdoor garden hydrated.
- Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
- Home security: Sitters can stay overnight to keep your home occupied.
The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Chester walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.
It’s helpful to think of house sitting as a "home base" service. Most sitters in Chester maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:
- Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
- Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
- Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.
Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Chester choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
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.
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.
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
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 Meet & Greet.
sitters on Rover set their own cancellation policy, 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.
Yes, you can find sitters who have experience with handling special pet needs in Chester. On Rover:
- 89% of sitters can help with special care needs
- 92% can help with giving oral medications or injections
- 96% 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.


