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.
“Joey and Angie were very kind and easy to work with. Joey was respectful of my home, brought in packages and mail, and kept me updated on the dogs while I was away. Communication was good throughout the stay, and it was clear that Joey cared about the dogs’ well-being. Overall, I appreciated the help and care provided during my trip.”
“Corinne was fantastic with our dog and two cats. We got lots of pictures and updates and she was very easy to work with throughout the process. We’ve already booked Corinne for our next trip and know the pets and house will be in great hands.”
About: I have taken care of different dogs through the day and overnight. I enjoy meeting new dogs and learning their personalities. I also have two dogs of my own that I love to take on walks, play outside, and go on little trips with!! I currently work part-time, which gives me a flexible schedule and plenty of time to care for your pets. I am available for walks, drop-in visits, daytime care, and overnight stays. I enjoy spending time with dogs and making sure they get the attention, exercise, and care they need while you’re away. I treat every dog as if they were my own. I have two friendly dogs and I make sure all pets in my care have plenty of exercise, playtime, attention, and a safe environment. I am happy to follow your dog’s normal routine, including feeding schedules, walks, medications, and crate training if needed. I want both you and your pet to feel comfortable and confident while you’re away.
About: I’ve been pet sitting and caring for dogs and cats for over 20 years, and I can genuinely say there are few things that make me happier than getting to know a new furry friend. I currently run my own pet-sitting business and have been incredibly lucky to build a wonderful little family of happy pets, repeat clients, and pet parents who trust me with their babies. I know every pet is their own little person! Some want to play fetch until your arm falls off, some want to be your shadow, some would happily spend the entire visit getting belly rubs, and others need a little extra patience and time before deciding you’re worthy of their friendship. I love learning all of those little quirks and keeping their normal routines as familiar and comfortable as possible while their people are away. I have experience with dogs and cats of different ages, sizes, personalities, and needs, including multi-pet households and routine oral and topical medications. And because I know how much you miss your babies when you’re apart, I’m a BIG believer in sending plenty of photos and updates along the way! Your pets won’t just be fed, walked, and checked on…they’ll get conversation, playtime, companionship, scratches, cuddles, and plenty of love. My goal is for you to be able to enjoy your trip or get through your workday knowing your pets are safe, comfortable, happy, and being genuinely cared for. Loving Your Pets Like They’re My Own isn’t just my slogan, it’s exactly what I try to do with every animal entrusted to me. 💕🐾 Pet sitting is already a regular part of my weekly routine, and I currently have a very flexible schedule that allows me to devote plenty of time to the pets in my care. I’m available weekdays, evenings, weekends, and overnight, and can often accommodate extended stays as well. Whether your pet needs a quick drop-in, some company during a long workday, or someone to stay with them while you’re away, I love being able to plan my schedule around their normal routine. When I’m caring for your babies, they’re never treated like something I need to “fit in.” Spending time with them is the best part of my day! 💕 I provide care in my clients’ homes because I believe pets are often happiest and most comfortable in their own familiar environment. I take the time to learn each pet’s normal routine, personality, feeding and potty schedule, favorite activities, medication needs, and any special instructions their family provides. I’m respectful of both your pets and your home, and their safety and comfort are always my priority. I never force interaction with a shy or nervous pet…I’m happy to give them the time and space they need to decide that we’re friends! While you’re away, I’ll provide plenty of companionship, playtime, conversation, scratches, cuddles, and love, along with lots of photos and updates so you can see how your babies are doing. 🐾💕
“Kristie is always reliable, dependable and a great friend to our chocolate lab Maya who has some anxiety. Thanks again Kristie for helping Maya feel so comfortable especially on the fourth of July holiday with all the fireworks!”
“Charles was great! We really appreciated how accommodating he was with our unusual dog situation. He was respectful, took great care of our dog, and made everything easy for us. We would definitely recommend him!”
“Third time having JaVae watch our pets at our home and another great experience. We trust her and she's so patient with our very anxious dog. Always a pleasure!”
About: Dog owner since 1970. My property has TWO fenced in yards, one in front, and one in back, with a gate in between if needed. Dogs love me and I love them. ❤️ I have an older service dog as well, and am able to help train a dog if needed. I'm semi-retired, so it's rare that your dog would be left alone at all, but if you're dog enjoys being left alone, that's always an option as well. Communication is the key.... feeding times, special needs, etc. I have everything needed to pet sit. My property has TWO fenced in yards, one in front and one in back with a gate in between. My home has whole house ac and vinyl flooring. I have 3 dogs to keep your dog company, or those two seperate fenced yards if requested or needed. I also have crates for dogs that enjoy that den feeling.
“The first time we left our 3 dogs and 2 cats in the hands of a sitter. Tabatha was amazing! The pets had no hesitation in welcoming her into our home and enjoyed having her here. She provided great care, communication and pictures during our time away. Thank you Tabitha!”
“George was so great with our fur family! We were gone 12 days and he cared for our 2 cats and 2 dogs in our home. He sent pics and updates frequently. We really appreciated that!. We would hire George again!”
About: I’ve taken care of animals since a little girl. I’ve trained 2 medical service dogs so far! I’m currently learning more about specialty training. I have puppy training experience, crate training, leash training, senior care, and medication management. I’m a graphic designer and I work from home. I rarely leave the house! That means I have all the time for your fur baby! I have a large fenced back yard, and a garage that is set up as a dog hang out spot with access to water & shade from the sun! I have one very friendly 11 month old German shepherd mix who loves to play & is crate trained. I have the backyard & garage on camera, but I keep an eye on my dog regardless. I either work on my laptop from the back window, or outside! We also take walks around the neighborhood. I also have a small doggy pool! The fence is over 6 foot & secured with privacy lining.
The median cost per night for house sitting in Chester is $55
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?
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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.
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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 4 repeat house sitting clients
FAQs for House Sitting - Chester
Frequently asked questions about Rover
As of October 2026, there are 690 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 , 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 .
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 .
sitters on Rover set their own , 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:
- 90% of sitters can help with special care needs
- 94% can help with giving oral medications or injections
- 95% 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.
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