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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.
“Anna was a phenomenal sitter and took excellent care of my four senior dogs. She was kind and attentive, sending periodic updates while I was away. I will be using her services again in the future, and I highly recommend her to others for house/dog sitting.”

“Hannah is great! The pups love her. She even cleans up and puts her sheets in the laundry. We will definitely have her back! Thanks Hannah for taking such good care of our fur babies!”

“Nick did an excellent job as always! We can tell our dog was happy to have him watch, and we know Nick went beyond our asks to keep our dog happy and entertained while we were away. We will absolutely book again!”

About: I work at Central Bark Rochester and have hours of volunteering, education, and hard work in canine care and training. My training and learning continues by the day. Im well versed in many different care/training practices and can adjust to each dog's individual needs well. Not only do I value the desires of pet parent's, but the feelings and consent of their furry friends. I work part time and have availability in the mornings, evenings, and weekends! Afternoons vary. I aim for longer sessions to fill the mornings and shorter in the evenings. I am willing to unlock/lock or enter codes to maintain home safety. I am comfortable crating dogs, keeping them seperate from other animals, and working with reactive individuals (see bottom for details). I am also comfortable cleaning up after pets in or outside the house aswell as administering first aid and medications.
“Alison was a very attentive and communicative sitter when watching my dog George. He was sick at the time and she very appropriately reached out as needed with questions. I wouldn’t hesitate to hire her again!”


“Lauren took such great care of my dog Katie when I was out of town for almost a week! She provided at least daily communication through updates and pictures. It was my first time leaving Katie with someone outside of my family and for that long and Lauren eased any worries I had. I would definitely trust Lauren to watch Katie again!”

“Mia was great with our dog while we were gone and left the house super clean! We received multiple pic updates as well, which is just the BEST when missing your pup on vacation. :)”

About: With years of hands-on pet care experience, I provide compassionate, reliable, and personalized care for every animal. I treat each furry friend like family, ensuring they feel safe, loved, and happy while in my care. I also have experience with special needs and senior animals so I’m comfortable giving meds if needed. I’m currently working a part-time job and I'm a part time college student. My schedule may vary each week. I usually work Wednesday-Sunday starting at 5pm. Sometimes I work the morning shift. I’m not available on weekends because I work. When introducing myself to a new animal I like to start out quite and get on there level to make them feel more comfortable. I treat every pet like family and make sure they feel happy and safe by respecting their spaces, personality, and unique needs.
About: Hello! My name is Griffin and I'm 20 years old. I have owned dogs my entire life and I have two living with me along side a cat! I currently work at The Family Fido just outside of Stewartville. During my time there, I have worked with many different breeds and sizes of dogs while supervising group play! Not all of the dogs that stay with us are dog friendly so I have worked with solo dogs too! The Family Fido is a boarding/daycare/rescue facility so as part of my job I take care of feeding and medications. Since I started, we have had 5 litters of puppies that I have helped to raise before they have been adopted out to families. I have learned a lot of training skills and I will be attending dog conferences in the future to build my experience even more! Working at a boarding and rescue facility I work with dogs daily and for hours at a time. I own two dogs as well that I work with around the house daily! I am able to do walks, feeding, bathing, nail trims, play, and continue any training that your dog may currently be working on! I am also open to working with anxious or less confident dogs as well as handling more than one dog at a time!
About: Hi! I recently finished my graduate degree at NEU and I’ve found lately that my time spent with pets and my income are both sorely lacking since moving to Boston, so this app seemed perfect! I currently live with my cat Obi and have raised 2 dogs and 4 cats since I was a kid. I’ve also cleaned up animal poop in every conceivable location known to man so that shouldn’t be a problem. I have experience with handling larger / more “intense” pets (my neighbor’s dog is taller than me when standing up, and my dog Yoshi is a psychopath). I fully understand that sometimes it’s impossible to function as an adult and also give your pet the attention they deserve every day, so I’d be happy to help out when I can! I am always conscious of pet safety and will make sure any harmful materials are locked away, all doors/windows are shut if the pet is indoors, and when walking the pet I always make sure to stick to the sidewalk or trail. My first goal when I visit a pet is to make sure they are comfortable. If they are friendly I will give them attention for a while, but if they are a bit more timid I’ll be quiet and try to not disturb them. Once their well-being is checked I’ll proceed to do whichever tasks the owner has laid out for me (and play with them for a bit more afterwards).

About: Hi Im daysha. Growing up I've always had pets growing up from when I was on a farm to when we moved to the citys. I've always had love and care for pets and always wanna provide a safe and protected space for them. I grew up with 3 bunnies 5 dogs and three cats in my life time. I have such a wonderful life to me allowing me to understand people and pets. I'm really open minded and full of communication fun and bubble. Just looking for people I can help out:) I am currently working at the red room down town in Rochester Minnesota. I tend to work from. 5-8 on weekdays and weekends 5-10 but with hosting I tend to get cutt early if it's slow. Im always open to working around other people scheduling but would love a understandment of my schedule too Sadly I do live in a small apartment that doesn't allow me to have pets in and out unless there my own but I am very trustworthy and am very responsible and respectful of other people homes. I was taught growing up to never disrespect other folks homes . I will always follow by the rules and always communicate when something is going on or if I have any questions. I'm here to protect And provide a safe space and comfort for u and your pet
About: Hello! My name is Nevaeh, i've worked in the animal care field for over 2 years! I have been in boarding and daycare kennels, and done personal walking and drop ins for friends. I've worked with a variety of ages, breeds and sizes of dogs. I have 4 Adopted dogs of my own that are my 4 legged kids. I would love to make yours feel just as much one of my own!❤️ I'm currently stay at home and have lots of availability! I spend my whole day outside and with others dogs or my own! I even have open weekends! i have a large yard to the back of my house where i get to take my dogs potty! We live in a great walking area right next to essex park that i love to use to my advantage! I'm very familiar with in home stays as i did them throughout highschool☺️
About: I've been around dogs my entire life, both big and small! I've helped take care of my family dogs since I was 7, and been working with dogs beyond my family for 2 years. I have experience working with puppies, senior dogs, and dogs with disabilities. Your pup will never be wanting for affection! I'm working full-time during the week, so I am available for house sitting on weekends. I am available for dog walking and play dates during the weekday evenings and weekends. I can provide your fur baby with the bathing, brushing, medicating, exploring, and loving that they need to thrive. I have a small, friendly pup of my own who can play with your dog, and a car that can take them to the dog park if desired. Otherwise, I'm more than happy to provide them every comfort of their own home.
About: My entire childhood my aunt who lived with us, bred toy poodles. So, caring for puppies to dogs is my specialty. From feeding to walks, snuggles and play, I do it all with love and care. Since having children, we have discussed fostering dogs and we found this would be the best way to love on some dogs and make an income as a stay-at-home mom of two. I am a stay-at-home mom, so we are available mostly all the time other than drop off and Pickup from school, and can move commitments around fairly easily. I have a fenced in yard, and two young children to run around and play with your fur baby, walk with them and help feed them. We live in a quiet neighborhood with a lot of running space along walking paths.
“Brittany was great with our babies! One of our dogs has high anxiety and she won her heart over very quickly! Both our dogs require daily medication and she was great with that. It is difficult to find someone with bird experience but she was wonderful with my green cheeked conure as well. She also left our home very tidy when she left. We will definitely reach out to her again in the future!”

About: Since the young age of 10 I was caring for pets all around my neighborhood. I've always adored animals and have two dogs of my own, one calm and one who requires lots of exercise, so I've got a wide range of pups in used to! I'm a reliable dog walker, willing to play, bathe, love and actually care about your pets the way you do. Im working part time right now which means i've got ample time to play with your pets! Im free almost any day of the week for boarding and walking up until August 10th in the evenings! Im willing to accommodate any living situation, no fence? No problem! I've got a leash and two legs. My pups get into everything if left alone so I'll be sure to always be present for anything your animal needs, and any extra support they may need.
Over 31 pet parents in Chester have booked house sitting
Chester pet parents share their Rover experiences
Anna did a great job taking care of our two dogs and cat while we were out of the country. We have a Saint Bernard and a Golden Retriever puppy, so things can be a bit hectic, but she handled it really well. She sent regular updates and photos, which we really appreciated. Our pets were happy and well looked after. She's reliable, professional, and easy to work with! Highly recommend!!!

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 $40
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 5 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 Jun 2026 was about $40 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 Jun 2026, there are 172 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, 85% of Chester house sitters respond in under an hour.
House sitters in Chester have an average of 19 years of experience. House sitters with repeat customers have an average of 5 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.



