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Top rated Chester house sitters

“McKenna was able to help with our Aussie-doodle at short notice and we are so grateful! They had a fun day together and she helped him to be active and busy instead of in his kennel for a very long day. McKenna has a lot of experience and knowledge about what dogs need. She communicates regularly and sent some photos during the day as well. Thank you McKenna!!”


“Ash was a GREAT house and pup took care of Whitney for 10 days while we were away with tons of walks, meals and treats, cuddles and rubs and overnight stays, long walks and visits with her best dog friend, and even handled a contractor visit and an appliance installation! Both our home and our pup were in great shape when we got back- would recommend Ash for six stars if i could.”


“We had a great experience with Lori house sitting our American Bully & Pit mix. Lori asked questions ahead of time, reviewed our instructions, and sent us text and photo updates. We couldn't have asked for anything more. We really appreciated all of her communication.”


“Elizabeth took great care of our dog while we went away!! She sent us pictures and gave us updates making our vacation enjoyable knowing we left our 4 legged kid in great hands! Definitely would recommend her care for your family pets 🐶🐶”


“Ace is ABSOLUTELY THE BEST!!! Ace is so caring, compassionate, and dedicated to the happiness of her Adopted Fur Babies.... Which funnels through to the Fur Babies Momma. Ace is in constant communication and asks questions to assist with the Fur Babies happiness. We looked forward to all the pictures that Ace sent us. We could tell from these pictures that our Fur Babies were well taken care of and happy. Ace follows the plan of care so well, of course, Clyde and Bella are there to assist. lol Ace was so respectful of our home and left it in the same neatness as upon arrival. If I could, I would give ACE 10 stars!!!!! 🐾🐾💕”


“Erin did a great job taking care of our dog and house. Our dog was healthy and happy when we returned home and our house was exactly as we had left it. We hope Erin is available the next time we travel.”


About: Hello! My name is Skylar; I am 26 years old, my family has owned dogs my whole life, I own a dog and two cats! I currently work at a daytrain facility for dogs and am on my way to eventually becoming a dog trainer! I am relatively flexible as I work around my jobs schedule but I always provide the upmost care for animals. As a dog lover, I’m here to ensure that your family members stay happy and safe while you’re away! I currently work part time at a daytrain facility for dogs, typically in the afternoons - So I am available mostly in the mornings and evenings ( after 6 pm)! I am able to provide walks if needed (or if there is no fenced in yard), as well as special diets and medications as needed!

“Best experience! Super communicative sending pics /videos so I felt secure in my pups comfort after dedicated efforts that softened my ornery, timid chihuahua into a cuddle buddy eager for love and attention.”



“Kelly was organized and attentive to every detail about our three dogs with wide ranging needs. She visited in advance, took copious notes and followed up on everything to double check. We will use her again and are very appreciative of her services.”


“Saige was super polite, pleasant, and caring for all of my dogs needs. She brought my boy to the dog park, for walks, and kept him entertained. She was a perfect houseguest, and I will absolutely be booking with her again.”


“Shawna provided wonderful care for our two small dogs who require overnight company. We are very satisfied with Shawna's level of care and would like to rebook her services in the future!”


“Grace took care of our two dogs overnight. She kept us informed and sent pictures. When we returned the house was clean and the dogs were happy. We would book her again in the future!”


About: Hello fur parents! My name is Jay and I’m so grateful you’re letting me hang out with your baby for a bit! I like dogs for more than I like people and have trained my own dogs- house breaking, therapy dog training, tricks, even retraining one dog to like men again after a scare during one of her puppy fear periods. I can’t wait to meet your baby! I’m accustomed to all sizes and breeds- I have raised and trained black labs, Siberian huskies, golden retrievers, boarder doodles, and mix breeds (my own and then I help my extended family train their dogs as well). The more fur, the more yap, the more jumping up and down, the more kisses, the better in my opinion! I am quite flexible at this time and am willing to work with you and your babies to make sure they are well loved and taken care of! However you wish for your baby to be taken care of, that is what I will do! I have a 6 year old Shiz-Tzu mix that I would be thrilled to bring along if your baby would like company.

About: I have over twenty years of experience in pet care. I have worked at boarding facilities, in pet grooming boutiques, in retail pet stores, and have done a fair share of dog walking and pet sitting. I am freelance illustrator and graphic designer, so my schedule is very flexible at the moment. I also have weekends free to do house sitting I believe I would bring compassion as well as experience to the job. I am extremely responsible and reliable 40 year-old animal lover willing to get my hands dirty and work hard.

About: I have watched over family members dogs before and have had to give dogs IV drips and injections so I understand the importance of having someone who will properly tend to your pets needs with compassion. I am a full time student at Loyola University and so I have a pretty flexible schedule to tend to cater to someone’s scheduling needs. I am currently living in the Universities dorms so I cannot have pets, but I have always lived in a home with one or more pets and love to share a space with them.
Loving house sitters in your neighborhood
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McKenna P.
Star Sitter


“McKenna was able to help with our Aussie-doodle at short notice and we are so grateful! They had a fun day together and she helped him to be active and busy instead of in his kennel for a very long day. McKenna has a lot of experience and knowledge about what dogs need. She communicates regularly and sent some photos during the day as well. Thank you McKenna!!”


Ash T.Star Sitter

“Ash was a GREAT house and pup took care of Whitney for 10 days while we were away with tons of walks, meals and treats, cuddles and rubs and overnight stays, long walks and visits with her best dog friend, and even handled a contractor visit and an appliance installation! Both our home and our pup were in great shape when we got back- would recommend Ash for six stars if i could.”


Lori L.Star Sitter

“We had a great experience with Lori house sitting our American Bully & Pit mix. Lori asked questions ahead of time, reviewed our instructions, and sent us text and photo updates. We couldn't have asked for anything more. We really appreciated all of her communication.”


Elizabeth B.

“Elizabeth took great care of our dog while we went away!! She sent us pictures and gave us updates making our vacation enjoyable knowing we left our 4 legged kid in great hands! Definitely would recommend her care for your family pets 🐶🐶”


Taylor W.

“Taylor was responsive and attentive. Will use her again.”


Ace G.

“Ace is ABSOLUTELY THE BEST!!! Ace is so caring, compassionate, and dedicated to the happiness of her Adopted Fur Babies.... Which funnels through to the Fur Babies Momma. Ace is in constant communication and asks questions to assist with the Fur Babies happiness. We looked forward to all the pictures that Ace sent us. We could tell from these pictures that our Fur Babies were well taken care of and happy. Ace follows the plan of care so well, of course, Clyde and Bella are there to assist. lol Ace was so respectful of our home and left it in the same neatness as upon arrival. If I could, I would give ACE 10 stars!!!!! 🐾🐾💕”


Erin O.Star Sitter

“Erin did a great job taking care of our dog and house. Our dog was healthy and happy when we returned home and our house was exactly as we had left it. We hope Erin is available the next time we travel.”




Matt L.Star Sitter

“Matt and Ziggy had a great time together while I was out of town for the weekend. Matt was also a great housesitter; he left my place spotless.”


Skylar R.
About: Hello! My name is Skylar; I am 26 years old, my family has owned dogs my whole life, I own a dog and two cats! I currently work at a daytrain facility for dogs and am on my way to eventually becoming a dog trainer! I am relatively flexible as I work around my jobs schedule but I always provide the upmost care for animals. As a dog lover, I’m here to ensure that your family members stay happy and safe while you’re away! I currently work part time at a daytrain facility for dogs, typically in the afternoons - So I am available mostly in the mornings and evenings ( after 6 pm)! I am able to provide walks if needed (or if there is no fenced in yard), as well as special diets and medications as needed!


Isabella M.

“Best experience! Super communicative sending pics /videos so I felt secure in my pups comfort after dedicated efforts that softened my ornery, timid chihuahua into a cuddle buddy eager for love and attention.”




Kelly H.

“Kelly was organized and attentive to every detail about our three dogs with wide ranging needs. She visited in advance, took copious notes and followed up on everything to double check. We will use her again and are very appreciative of her services.”


Saige G.

“Saige was super polite, pleasant, and caring for all of my dogs needs. She brought my boy to the dog park, for walks, and kept him entertained. She was a perfect houseguest, and I will absolutely be booking with her again.”


Rick W.

“Rick was very personable and great with our animals! He was thorough throughout the whole pet sitting experience and we would definitely book with him again!”


Shawna B.

“Shawna provided wonderful care for our two small dogs who require overnight company. We are very satisfied with Shawna's level of care and would like to rebook her services in the future!”


Rachel B.

“Rachel was great. She was very patient with our elderly dog. Excellent communication!”


Grace E.

“Grace took care of our two dogs overnight. She kept us informed and sent pictures. When we returned the house was clean and the dogs were happy. We would book her again in the future!”


Jay W.
“I've known Jay for a very long time and they have always been the biggest animal person. When we finally got a dog, he has been apprehensive of most people because of his background before we got him but Jay is one of the few people he can recognize quickly and approves of. Every dog I've ever known them to have owned or be around has been in the most caring and loving hands. Hands down would recommend them for any level of pet care!!”


John H.
“When are family is traveling away from home. It always makes me feel better, knowing that John is at are home. Watching are cats and dog, and also keeping an eye on the property. John makes sure the pets are always safe, and taken care of.”


Madeline T.
“Maddie is a true dog lover. She is so great with our 2 dogs and any dogs she meets. She loves taking them for walks and is very careful with them. She is also great with my sisters cats. She would be a great pet sitter or walker.”


Olena I.

“Olena house and pet sat for us for 6 days and we could not ask for a more reliable and delightful person. Easy to communicate with and extremely responsible. Thank you Olena!”
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!
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.
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 Aug 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 Aug 2025, there are 285 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, 88% of Chester house sitters respond in under an hour.
House sitters in Chester have an average of 18 years of experience. House sitters with repeat customers have an average of 4 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.
