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Top rated Chester house sitters

“Joseph was spectacular while staying at our home and taking care of our dog. He was very nice and conscientious and he took great care of the house and Luna. I definitely recommend him!”


“Savana was great with our pups, giving them all the attention they needed and then some! We didn’t have to worry. They were in their home and loved for 9 days and we appreciate all she did! Looking forward to next time! 💕”


“Eryn did a fantastic job watching Indy for us! He was instantly comfortable with her, which made us feel great leaving him! She even sent photos which was awesome!”



“Lisa did a fantastic job with my boys! They are high maintenance and she gave them lots of extra love and care while I was away. I would have her back anytime.”


“Dante did a great job watching our two dogs for the weekend! He was easy to reach and the dogs were very happy and well taken care of. I would recommend.”

“Jill loves what she does, and it shows. My pups absolutely loved her, and after moving cross country and having no support it was so incredible to have someone I knew would look after my 3 dogs!”


About: I'm Jonathan (though I mainly go by Jack). For years, I've been providing top-quality pet care in the New York area. I put in the time to get to know your pet's unique needs. I take my responsibility to care for your animal very seriously and will do whatever it takes to help them (and you!) feel safe and happy. Trust me to be there for your beloved pet when you can't be! My schedule is currently very flexible. I'm available for daytime drop-ins, walks, feeding, etc. for dogs and cats. Very open for overnight stays, though I may need to go visit other clients. I can't take pets at my home, but I'm willing to do whatever it takes to care for your pet at yours. I do a quick "get to know you" session before agreeing to a new client, so that I can meet you and your animal, get acquainted with your home, ask important questions about your and your pet's needs, and make sure that I understand exactly how to give your pet the highest level of care!

“What a wonderful caregiver! She truly understood my dog’s anxiety and did everything she could to make him comfortable while I was gone.”


“Stephanie was so great with my dog and home! I will definitely be asking her to watch him 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.”


“Margaret was great with my high energy dogs. So patient and kind made sure they had all the love they would have and then some!”


About: I treat every dog as though they are my own with a lot of love, attention and care. I know how important routines are, so I do my best to keep things consistent and on a set schedule for a stress free environment. Whether it’s lots of love and playtime or giving medication, I’m highly adaptable to each pet’s unique needs. From senior dogs to high-energy pups and a multi-pet household, I’m super reliable, easygoing, and genuinely love spending time with animals. I’m a graphic designer by trade so I can bring my laptop and hang out all day if that’s whats needed! I currently live with my families 2 dogs and work from home doing freelance graphic design. I am in charge of walks and playtime breaks which are a necessity every day. Letting them out throughout the day, playtime, going for a long walk, or feeding the elderly pup wet food at night there will always treats involved. If any of my family or friends need someone to watch their pups for a weekend or week long trip, I will travel and spend the whole time house sitting and giving whatever care is needed. From fetch to daily walks to cleaning up any messes that might occur, I can care for your loved one as though they were my own.

“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!”


“Moira was responsive and took great care of Shoshi while we were away for a few days. She followed our directions and Shoshi seemed very happy and well cared for upon our return.”


About: Hi I’m Mallory! I genuinely love caring & spending time with animals & I get paid too? AMAZING!! Sign me up!! :) This is my full time job! My schedule is completely open for you! I can accept last minute bookings, late night bookings , whatever you need!! I am energetic & fun but also patient and responsible I have owned & 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 but he was still my buddy & came for his cat food dinner every night! I feel love & 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 & 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 & 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. I also have experience adopting & loving senior dogs until their last days. Through adopting & caring for senior dogs/cats I have gained experience in administering medicines, changing diapers & recognizing & providing specialty care catered toward each individual dog. I walk around with my purse filled with cat treats & 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. I AM NOW ACCEPTING clients in my home! If you would like more information please ask. Meet & greets are always free & you are always welcome to come check out my place beforehand! Same goes for dog walking, drop ins & house sitting at your place , we can schedule a meet & greet before hand just so you can meet me & I can’t meet you & your dog! 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.

“Amber did a great job petsitting for our 2 dogs and 2 cats! She took care of all their needs and they were so happy to spend time with her.”


“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!”


“Anastasia was AMAZING! We felt our fur babies were safe and well watched with her. The house got the respect and love it deserves too. Her sweet updates and photos were adorable. She is on top of it.”


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.

“Teresa like always was very good with communicating. She sent me pics and videos of my dog constantly and asked questions to make sure she was taking care of him correctly. I felt very calm leaving my dog under Teresa’s care!”

Loving house sitters in your neighborhood
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Joseph G.Star Sitter

“Joseph was spectacular while staying at our home and taking care of our dog. He was very nice and conscientious and he took great care of the house and Luna. I definitely recommend him!”


Savana R.
Star Sitter


“Savana was great with our pups, giving them all the attention they needed and then some! We didn’t have to worry. They were in their home and loved for 9 days and we appreciate all she did! Looking forward to next time! 💕”


Eryn K.

“Eryn did a fantastic job watching Indy for us! He was instantly comfortable with her, which made us feel great leaving him! She even sent photos which was awesome!”




Lisa V.Star Sitter

“Lisa did a fantastic job with my boys! They are high maintenance and she gave them lots of extra love and care while I was away. I would have her back anytime.”


Donte M.
“Dante did a great job watching our two dogs for the weekend! He was easy to reach and the dogs were very happy and well taken care of. I would recommend.”


Jill S.
Star Sitter


“Jill loves what she does, and it shows. My pups absolutely loved her, and after moving cross country and having no support it was so incredible to have someone I knew would look after my 3 dogs!”


Jonathan C.
“We’ve had Jack (Jonathan) sit for our cats Buki and Little several times. He’s awesome. Very responsible, communicative, and able to take direction well. Also, the cats love him. Buki is very social, so that’s not a stretch, but Little hides when people come over. When Jack is here, Little comes out to greet him like family. Highly recommend!”


Nicole S.Star Sitter

“What a wonderful caregiver! She truly understood my dog’s anxiety and did everything she could to make him comfortable while I was gone.”


Stephanie B.

“Stephanie was so great with my dog and home! I will definitely be asking her to watch him again.”


Jade Marie C.

“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.”


Margaret M.

“Margaret was great with my high energy dogs. So patient and kind made sure they had all the love they would have and then some!”


Michael D.
“Michael has taken care of our beagle Echo several times. The most important time was our recent 3 week trip, which we had never done before and we needed someone to trust to keep him healthy and happy. Michael did a wonderful job taking care of Echo, we received updates and pictures throughout our trip, we came back to a calm, healthy and happy dog! I highly recommend Michael!”


Teadie Marie F.

“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!”


Moira W.

“Moira was responsive and took great care of Shoshi while we were away for a few days. She followed our directions and Shoshi seemed very happy and well cared for upon our return.”


Mallory K.

“My husband and I were looking for last minute care for our pitty-mix, and Mallory came in clutch! She was available last minute and SUPER flexible! Our girl has a very hard exterior, but on the inside is a moosh and people tend to be afraid of her, or have a hard time handling her. She can be seen as aggressive, honestly. And for this reason we never seek care outside of CLOSE friends and family that our girl knows well. Its very anxiety provoking for us. Mallory came to our house 1x to meet both us and our girl, who gave her a run around, but that didnt scare her away. She also agreed to take the time to come to our house for a trial-run, and enter our home while we were not home but were nearby. She went the extra mile to make sure that both my husband and I, and our dog were comfortable. She provided detailed updates on her visits and sent pictures of our baby to us while we were gone. She set the intention to follow any instruction we gave, asked any and all questions (esp ones that proved to us that she is a safe dog handler), and we honestly couldn't have asked for any more love and care for our girl from a stranger (pretty much). We will definitely being using her again, and are looking forward to developing a long term relationship. Thank you Mallory!!”


Amber C.

“Amber did a great job petsitting for our 2 dogs and 2 cats! She took care of all their needs and they were so happy to spend time with her.”


Shannon & Justin M.Star Sitter

“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!”


Anastasia G.

“Anastasia was AMAZING! We felt our fur babies were safe and well watched with her. The house got the respect and love it deserves too. Her sweet updates and photos were adorable. She is on top of it.”


Robbie O.
“Robbie has taken excellent care of my American Eskimo dog when I had to leave for vacation and go out of town for visits with family. I dropped my dog off and she did overnight stays. I was confident and in Robbie and knew she was in good hands. Robbie gave her daily walks in which my dog loved walking . I highly recommend Robbie to take good care of your pets. She is a long term dog owner and lover of animals and will take good care of your pets.”


Teresa L.

“Teresa like always was very good with communicating. She sent me pics and videos of my dog constantly and asked questions to make sure she was taking care of him correctly. I felt very calm leaving my dog under Teresa’s care!”
Over 24 pet parents in Chester have booked house sitting
How Rover works
1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for house sitting in Chester is $60
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 house 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.
Sitters in Chester average 3 repeat house sitting clients
House Sitting FAQs
Frequently asked questions about Rover
House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Chester on Rover as of Jul 2025 was about $60 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.
As of Jul 2025, there are 725 house sitters in Chester. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 86% of Chester house sitters respond in under an hour.
House sitters in Chester have an average of 15 years of experience. House sitters with repeat customers have an average of 3 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Chester.
Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Chester house sitters are great for:
- Dogs who’d prefer to stay on their home turf
- Cats and caged pets
- Pet parents on a tight schedule
- Keeping an eye on your home and plants while you’re away
Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.
