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Top rated Chester house sitters
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Nicole was so wonderful with my Maple girly! She was so understanding with how nervous I was using Rover for the first time in awhile. She sent me photos and took her on long walks. Highly recommend.”


About: 1.Introduction 2.Description of home 3. Brief overview of experience 4. Policies Hi, I'm Mary! 14 years ago, My pup Lee and I started the business of walking city streets, running, swimming, hiking, boarding friends, and house sitting; all in the name of dog! Since his passing, my twin four year olds and I are looking forward to making new pupper friends. We live in a beautiful home on an organic farm. This year marks the 14th year and third state in which I've tended to puppies, dogs and senior puppers. Since moving to Vermont 8 years ago, my home has been referred to as "farm camp." This is because: pups who are able to enjoy the farm experience off leash! While I enjoy tending to the greater dog population in its entirety, senior dogs, ones who take medications, those living with physical and developmental ailments and pups nearing end of life are my specialty. While the latest DSM may not have nature deficit disorder printed on its pages, I know it effects not only people but more importantly, dogs! I value and understand that exercise specifically in the wilderness provides a focused energy released followed by contentment. Starting in Providence, R.I., Lee and I took off walking city dogs. Over time, I curated two hiking packs of dogs. All off leash, good recall and, worked together navigating trails with minimal tiffs. Between my city walkers and packs, I began boarding. While I had my regulars, I wanted to offer support in other ways. Middle of the night emergency visits, families dealing with unforeseen events and parents who needed a break even though, their pup was nearing end of life. I've waited with dogs to board planes and have been at the airport to pick them up. Arranging wedding arrivals/departures and transport to/from vets. On several occasions, I've had the honor of being there for a pup's end of life. Since this is a new space for your pup, it's important that we stick to your in home structure as much as possible. This allows them to feel more comfortable and stress free. This means I will ask for a list of usual commands, eating times, toys, blankets and beds. If your pup has any quirks, I like to know! The more information, the better! When scheduling pick up and drop off times: if you're going to be late please kindly send a text update. I am extremely flexible with times! Not communicating information is a big issue and can lead to scheduling conflicts. For every 45 minutes that you're late and lack communication you will be charged an additional $10. My rate for overnight stays are based on a 24 hour period. If your drop off to pick up time goes over the 24 hour period, I charge a prorated amount to match the time difference. If your drop off to pick up time is less then 24 hours, it is a flat rate of $40. Thanks for reading and I look forward to speaking with you. I'm the former owner of a dog hiking business. After having children and working in the freelance world, the longing to continue to work outside with pups is stronger than ever. I currently am open to any dog; city walkers, dogs in training and puppies. I offer consistency and stability in leash training and proper walking etiquette. In the past, I only took senior, free range puppers. While dogs NEVER left my sight, I was strict on free rangers. If clients had any concerns about their dogs recall, we'd have not been the right fit.
“What a dear person. Nadine is a natural with knowledge and a love of animals. She showed great judgement, and was kind enough to let me know when our cat was in for the night. She was thoughtful, and clearly is great with animals. Our cat was thoroughly in love.”
About: I have had dogs for all of my life. Through the years I have had a Great Dane, a Doberman, and several mixed-breed dogs. I understand the unique needs of different breeds and am comfortable caring for dogs of all sizes and temperaments. Pet care fits seamlessly into my routine as I work from home, managing multiple online jobs. This allows me to be flexible and available throughout the day to give your pet attention, exercise, and any care they need, ensuring they feel comfortable and well-cared for while you're away. I live in a somewhat secluded area, which makes it easy to take dogs outside for walks or playtime, either on-leash or off-leash, depending on their comfort level and training. My home has plenty of space for dogs to play indoors, so they can stay active and entertained no matter the weather. I prioritize a safe, comfortable, and engaging environment for pets, both inside and outside.

About: Lost my fur baby almost 2 years ago. I raised her from a puppy, I also had another dog as well along with cats. My other dog was a rescue so I’m well versed in dogs with anxiety and other social challenges. I do not shy away from dogs with all kinds of different behaviors and quirks. I love dogs (and cats!) and miss having a dog by my side. I would love to help care for other’s fur babies when they’re in need of outside support. I have a degree in Animal Science and am well versed in animal care. I can clip nails, give meds, care for wounds, support with behavioral challenges and socialization, grooming, etc. I have 11 acres where I live and can provide ample exercise through hikes in the woods, I am also open to taking them places like dog parks or vet appointments. I am available and able to handle multiple animals at a time. I have owned dogs and cats my whole life and have done pet, farm and house sitting since I was a kid off and on throughout the years. I have consistently watched a coworkers dog when she is away as well as other friends and family. I currently work full time and have availability nights and weekends. Evenings I’m available any time after 5pm. I’m available any time on the weekends. I have the flexibility of working remote from home and can if needed for weekday over nights (for those that can’t be left for long periods). I intend to switch to part time employment once I have more consistent clients. I have 11 acres of land to walk and hike with dogs on or off leash. I have a cat of my own and separate housing available for dogs that aren’t cat friendly. There is an old dog on property (family member’s in separate housing) that is dog & people friendly. He stays inside in seperate housing except for potty breaks. Dog is available for play for the right fit.
About: I have taken care of many animals, from aquatic to a variety furry friends. I am always willing to offer a hand in any kind of care or training that is needed to be kept up while their humans are away so that you can be sure the critters are getting the best care and love while you’re away. I am a paraeducator at a school that is less than a mile from my house. I come home everyday at lunch time and usually home by 3:15. Walks and playtime are a necessity for our fur babies and they love having friends to play with! I have 2 female dogs, both very friendly. We have an underground fence, though I would keep your fur baby on a leash when we go outside. We have a nice yard, about half an acre, live near a stream and love taking walks around the neighborhood.
About: Ive been taking care of pets since high-school, from great danes to kitties! Including but not limited to great-danes, pitbulls, hounds, labs and kitties! I am good with animals of all temperaments, from timid and not sure to excited to see anything! I love all animals and would love to help with all your pet and house needs. I am currently part time and can work around your schedule as well. I already get up to take care of my hound, pitbull and kitties. I would love to help you out as well! I love animals and have experience with the animals that also make a mess. I change litter boxes and I can even clean up after the ones who can't always hold it. I feed, and give fresh water. I walk dogs and also have experience with pulling. I can also just let them out if trained to do so and hangout with them as needed!
About: Hiya! My names Elias. I offer my services to pet sit and take care of your dogs, cats, fish, snakes, you name it. All I’d need is what feeding, walking, and interactive guidelines you have and I’ll be sure to meet them! I have had cats and dogs my whole life, currently 2 cats and 2 dogs that live with my parents while I work to settle, and have worked both with a diabetic cat as well as disabled cats at a shelter back in highschool. I’ve also house/pet sat for family in recent years. I work with dogs from all backgrounds, including rescues who may be reactive/ medically complex. I have multiple regular obligations a week both on and off of Rovers services so my schedule may depend on what I have that day over all, but I will always work closely with you to try and find a time that works. Never hesitate to reach out if you need to and I will respond as soon as I am able to! During our meet and greet I’ll ask how you prefer your pup be handled both outside and inside, what their schedule is like, and if you possibly have things written down I’d be able to use as a reminder while I sit them. My goal is to make sure your pup is taken care of as close to how they normally are as possible.
About: I have pets my whole entire life from small animals to large. I also was in Vet Tech for a year & pet sit for a bunch of family members:) I currently work full-time at West Lebanon fit body Boot Camp. During the week I don’t go to work until 9/9:30, I also can take a lunch when needed! I leave work around 6pm. I can be flexible as needed, and sometimes can have schedule shifts. I prioritize safety, routine, and comfort in a calm, clean environment. I follow all care instructions closely, provide regular updates, and respect to your home. My goal is to create a low stress experience where your pet feel safe, comfortable and cared for at their own pace.
About: Huge dog lover...I’m definitely the type of person to pay more attention to the dog in the room than the humans haha :) I have very open availability and would love to help out by caring for your furry friend(s)! As a dog owner myself I understand the level of trust that comes with leaving your pets with others. I’m quite active and can assure that they will receive chances to exercise if needed, in addition of course to love & affection. As a house-sitter, I am also happy to help out with housekeeping and yard work. I am also very experienced with dogs who have experienced trauma and have issues such as anxiety. If you are having difficulties around these issues I may be able to provide a little insight, if anything try to help. Thanks for taking the time to read this! Hope to hear from you soon :)
About: I’ve taken care of dogs, cats and have done house sitting for 4 years. I love doing this kind of stuff. I can walk them, go for walks all that fun stuff. Im doing babysitting right now but can house sit whenever and can be with the dogs/cats whenever. I am always free to take them out whenever needed. I will watch pets in your home and or/ stay in your home for house sitting overnight. I will keep them safe and follow any rules.

About: I have been pet sitting/houses sitting for over three years now and I love it!!! I realized after needing a dog sitter myself a few years ago that it can be really hard to find someone reliable to take care of your fur babies when you’re away so I definitely pride myself on being able to help take the stress off of being away from home. I’m a crochet artist who primarily works from home, making me highly available for pet sitting jobs. I can work from anywhere, ensuring flexibility for both you and me. I go above and beyond to provide in-home care for all your pets, ensuring their every need is met, including walks, medication administration, and plenty of love.
About: I've recently become petless and would like to remedy that situation by spending some time with your dog. Having grown up around dogs, I'm very well experienced in young, middle and older aged dog care having worked at my friend's doggie daycare for 2 years during Hurricane Sandy. I was also a dog walker in Manhattan and Brooklyn during Covid. I moved back to New England after 20+ years in NYC. I walk a lot and I'd enjoy a companion. Or if you just need me to stop by to say hello and give them a little attention, I'm your gal. I work from home so have the flexibility to ensure your pup is well taken care of at all points of the day and night. Your pup will be taken out at least 4x per day, morning, lunch, early evening and late evening with two of those outings being longer walks/plays. I'm communicative, responsive, flexible and easy to work with. Your loved one will feel relaxed and at home. I live in a dog friendly area with close access to multiple parks and walking areas. I will respect your care instructions with the occasional treat here and there.
About: I've taken care of big dogs, small dogs, in between dogs. I've taken care of young kitties, mature kitties, and elder kitties. They all were adored by me. I currently work remotely, so I have plenty of time to be present for the needs of those I'm caring for. Working this way allows for a more spacious and flexible day and week. I am easily adaptable and can work within the needs of the homes I visit. Every home and every care situation is unique and requires fluidity.

About: I've lived with and cared for dogs for many years of my adult life. I've regularly taken my friends and housemates dogs for runs, hikes, and even watched them for weekends at a time. I enjoy the company of dogs and have a natural affinity for them. I have flexible availability due to working part time from home. I live with my partner in a house that we have all to ourselves, close to many fun hiking and nature spots for dogs to enjoy! Currently working part time and hoping to fill the rest of my time caring for your pets! I have rejoined rover recently to prioritize pet care at this time :) I have a safe and cozy home environment, and am very respectful while in others homes, always hoping to leave it a little better than I found. Either that be a little tidier, a kind note, or a snack, for either humans or pets!
About: I’ve been pet sitting as long as I remember for friends families especially while growing up and always had dogs and other animals of my own, and now for clients here for a few years, and I’m a corgi mom myself to my 11-year-old, Bowen! I’m super flexible, communicative, and always happy to help whenever I can! I travel often and may be out of area sometimes, but on the plus side I cover a lot of ground and can help a wider range of clients. I currently do not take animals to my home but I do drop in visits and walks for my clients if they’re pet needs relief and if I’m available then I’m happy to help! I always check that the water bowl is full, and you can let me know if I need to feed a meal as well.
About: I am dog mom of two; I have two golden retrievers and have experience working with puppies and also adapting their training skills and making sure they are stimulated. A stimulated dog, is a happy dog. I also have experience making healthy homemade cooked meals, as I feed my dogs daily a healthy home cooked diet. I currently work from work Monday- Friday but have a flexible schedule and also available for weekend work. I currently am looking for side work to maintain a busy schedule and lifestyle. I have two golden retrievers at home, Brooklyn and Belle. I will always ensure safety if a pet is brought to my home and make sure a crate is available at all times in case a pet needs space. If I travel to your home, please assure I will take all measures to make your pet comfortable and build my trust with every visit.
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 pets
2. 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 away
3. 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 2 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 Mar 2026 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 Mar 2026, there are 57 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, 92% of Chester house sitters respond in under an hour.
House sitters with repeat customers have an average of 2 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.



