House Sitting Chester
Find a loving house sitter to watch over your pets and your home.
Over 1 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.
“Joe was amazing with Stella!!! We had the added adventure of her being in heat 🤦♀️. He didn’t bat an eye and took such good care of her. She was so calm and gappy when we got home. He gave us updates so we could have a stress free weekend. We will definitely use his services again and recommend him to anyone looking for a referral!”
“We had never left our dogs and cats overnight before, and Eryn was absolutely amazing! She treated them so well they hardly noticed we were gone! I definitely recommend Eryn on her professionalism and experience with animals, and I will definitely book her services again in the future.”
“Vicky house sat for us while I was overseas for 11 days. She stayed in touch and communicated very well. I appreciate the care she gave to my dogs and my home. It gave my peace of mind to know she was there. I would definitely recommend her services 🙂”
About: I've grown up taking care of both cats and dogs. I love animals and look forward to helping you care your your precious pets. In the past I have worked as a pet and house sitter for a couple families. I always enjoy any time spent with animals. I have flexible schedule making me available to care for your fur babies! I live in Guerneville, but frequently go to Sebastopol throughout the week. So mainly looking to work for ones in these areas. But open to adventuring in to further surrounding areas if its a good fit for us both! Currently I am not able to board pets in my home because I am renting. But I would be happy to stop by and spend time with your pets whenever is needed!
“Yeni was absolutely great! She watched our pups, Izzie and Georgie, for the night while we attended a wedding, and we couldn’t have been happier. She took wonderful care of them and left the house exactly the way we left it. We highly recommend her and would absolutely trust her with our pups again!”
“Nicole was very diligent in following the care instructions I left and went above and beyond when the unexpected came up. I was updated every day. She left the house in great shape when her stay was over. She has become my go-to pet sitter.”
About: I am in the Middletown- goshen area of Orange County and can’t board any animals at our new home. I prefer a meet and greet before booking and have excellent references. I can walk, spend time with , and play with your dogs and/or cats. I’m experienced with administering medications to both. I have references from my customers in Sullivan county where I used to live if needed . Recently retired I now have a very open schedule for your vacations or weekend needs. I have been an Eagle nest monitor for the NYDEC from 2011 - 2019 on the Delaware River and on Yankee Lake NY 2013- 2022 and have been involved in animal rescue . *That means I have both domestic animal and wildlife experience. I have been a local volunteer and continue to involved in my community. I am newly retired and can come anytime that fits into your schedule . Hopefully I can be the person you call for your vacation or special occasions. Sadly, I no longer have a place to board any animals. But I do have some great references and would provide them upon request. I do have a medium size pup of my own I can bring if you have a friendly dog.
“Tessa took care of two cats and two dogs. One of the cats required a pill every day and one of the dogs needed pills as well. One of the dogs was a senior and needed help with stairs. Tessa did a fantastic job with all of it. I have no fence so she had the added job of leashing and walking the dogs numerous times a day. I would not hesitate to employ and recommend her.”
“Kristina is absolutely wonderful. We booked her kind of last minute as our previous sitter fell through. She was accommodating and made our anxious dog comfortable while she stayed in our home with him. I highly recommend Kristina & will absolutely book her again in the future if she is available.”
“Jill is fantastic! This was our second time having her watch our pups while we were away. She took great care of them and our doggos love her. She sent lots of pictures, which we love seeing.”
“Teadie did a great job with my two - she was communicative, reachable, and professional. Her 6 day stay with my two went really great! I really appreciated her and will re-book again!”
“We could not be happier with Jade! She came to our rescue when a kennel reservation fell through and stayed in our home for four nights with our eight month old Samoyed puppy and three year old bengal cat while we traveled out of state to a family wedding. Jade exudes an immense amount of compassion and sensitivity, as well as the utmost professionalism. Her communication is awesome, and her experience/knowledge as a petsitter and caretaker of animals really shows. She took remarkable care of our beloved cat and dog, and just as importantly she cared beautifully for our house while we were away. This was our first time working with a pet sitter, and actually opening our home to someone while we weren’t there, which was totally nerve-wracking! We are so grateful that Jade was the person we connected with.”
About: Hi I’m Mallory! I genuinely love caring snd spending time with animals and I get paid too? AMAZING!! Sign me up!! :) This is my full-time job and it has been for years. My availability is completely open. I am available for you anytime any day. I can accept last minute bookings, late night bookings , whatever you need!! I’m also offering boarding. One on one cozy boarding, I only accept one pet at a time so no need to stress over how your dog may do with other people’s pets. Your pet gets 100% of my focus and all the love! I have no dogs but I do have cats they’re great with dogs but I can separate your pet from them if you’d prefer. I am energetic and fun but also patient and responsible I have owned and cared for dogs & cats my entire life. I’ve always considered myself a dog person until I got my own cat & fell in love. I love all animals, not only pets but also wildlife, I once had a pet Raccoon named Patches, don’t worry he stayed outside. He was still my buddy. I feel love and compassion for every single animal. I believe there is no such thing as a bad animal. Being an animal lover is a huge part of my identity. I have volunteered at shelters on and off for 10+ years. Through my experience volunteering, I have also received dog training by a professional dog trainer. Rescuing stray cats from the streets and finding them loving homes is also a passion of mine! To this date I am very proud to say I have helped so many stray cats and kittens find their forever home! I have fed, walked and cared for every size & every breed of dog/cat you can think of, no matter how sweet or how difficult, I truly believe I have never met a “bad” one. Growing up my family and I apopted many senior dogs that we loved until they’re last days. Through adopting and caring for senior dogs/cats I have gained experience in administering medicines, changing diapers and recognizing & providing specialty care catered toward each individual dog. I walk around with my purse filled with cat treats and food to feed the strays around my neighborhood:) They say dogs/cats are amazing judges of character so why not set up a meet and greet with me & let your pet decide :) I am so fortunate to be able to do Dog walking/sitting as my full time job, I have my regular customers that I walk/drop in on through out the day, However I am always accepting new clients! My availability is very open, any day , any time, as early or as late as you need. I am able to arrange my other jobs in a way that I can always fit you in! If my availability says open than the appointment is all yours! I am also able to take appointments at the very last moment most of the time so for all you last minute planners please do message me! I live in Goshen, NY so my arrival time would be based on how far your home is located from this point.! Meet & greets are always free. Making sure you are comfortable is my #1 priority. If you are leaving your dog in my care , I want you to feel at ease and totally comfortable. I know how nerve wracking it can be to leave your pet alone with a stranger so anything I can do to ease your mind and make you feel more comfortable, I will happily do! :) I am currently not providing services out of my home but I do provide house sitting services in your home. House sitting in your pets environment is a great alternative to boarding. Pets are way more comfortable in their home & receive so much more one on one time and attention.
“Michael is a wonderful dog sitter! He stayed at our home for 3 nights, and took great care of our 3 pups. We received multiple updates with photos daily. We will absolutely ask Michael to dog sit for us again.”
“My two Jack Russell’s had a great time with Shannon while she did a 5 day house sit with them. Shannon regularly kept us up to date on their wellbeing with pictures and texts. She also was able to help us out for an extra day when our flight was delayed returning home and ensured the dogs were still taken care of while we were delayed getting home. The house looked great when we got back and we had two happy pups. Thanks again Shannon!”
“Robbie was nothing short of heaven sent! When we had to make last minute changes for our dogs’s care Robbie took the time to come over, get acclimated with our two large dogs and learn their routine to keep them comfortable as it was their first time with care from a sitter. When our flight was canceled due to a snow storm, she continued to show up for them and even took them out to play in the snow and sent us pics to keep our minds at ease. She was caring, respectful to our home and really went above and beyond in so many ways. You can tell she’s a real animal lover and we are so grateful she cared for our pups!”
The median cost per night for house sitting in Chester is $65
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.
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. 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
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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 for House Sitting in Chester on Rover is $69.55 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of House 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 House Sitting. For more information on service fees, click here .
As of July 2026, there are 1,498 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 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.
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
- 97% can help with giving oral medications or injections
- 99% 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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