House Sitting in Chesterfield
Find a loving house sitter to watch over your pets and your home.

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Top rated Chesterfield house sitters

“Jolene was a great, last minute find for house sitting and watching our two dogs. She gave us regular updates on their day and was super communicative. Our pups were happy and relaxed when we came home and the house looked like we never left! We feel so lucky to have found her and look forward to booking with her again soon!”


About: Hi, I’m Ayden — your pet’s new favorite friend! 🐾 As a lifelong animal lover, most of my experience comes from caring for my own family pets — from playful puppies and curious kittens to sweet seniors and even a feathered friend. I’ve had the joy of loving animals big and small, couch potato and high energy. We recently said goodbye to our special needs dog after 8 amazing years together. I live with my wife and our 3 fur babies in a quiet neighborhood with a large (unfenced) backyard that’s perfect for safe, supervised play. I also do all my own grooming and love keeping pets looking and feeling their best. As a full-time realtor with a flexible schedule, I’m able to give your pets the time and attention they deserve. I’m conveniently located at the borders of New Hampshire, Massachusetts, and Vermont, so I’m happy to serve pet parents across all three states! Whether your companion needs a walk, some company, or overnight care, I treat every pet like my own family. Let’s connect — I’d love to meet you and your furry friend! I am a realtor so I make my own schedule! Fitting in pet sitting will be absolutely no issue, and I am able to accommodate any existing routine your pet might have. Care for your pets will be based off their individual needs, as well as yours! In my home, my dogs are always crate trained for their safety and the safety of other pets in the home. Outside time will be on-leash until trust is built.

“Stacie did an excellent job with Jenny- my beagle mix has developed separation anxiety after we were separated for more than 2 years. Stacie kept her busy with walks and car rides- lots of love and petting. Stacie knows and loves animals of all types, and works at our local humane society. I would hire her again in a hearbeat!”


“Hayley is AMAZING!! One of my cats is very social and the other is shy. She got BOTH of them playing, brushed them, and made sure they knew they were loved on top of the bare minimum of feeding them and giving my old lady her meds. She even checked to make sure my hamster was still breathing while I was away since it was always during my hamster’s sleep time that she was there. Highly recommend. Will be using again if I ever am going away and she is available”


“Deanna took great care of my dog and my old Vermont house while I was away. My old dog also had a small leg injury that flared up and Deanna was all over it, applying new bandages as needed. My dog loves all the help from Deanna!”


“Emily immediately connected with Frankie, kept him calm and happy in a new setting (we were traveling for a wedding). I’d hire her again in a heartbeat when I’m next in the area. She even gave him an insulin shot which she’d never done before! Top notch sitter.”


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’m in school, 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. Currently I am a full time college student with some days less packed than others, so im happy to work on setting up times and dates that work best for you! 47 acres of woods, if dog has poor recall a leash will be kept on to avoid getting loose or lost. In own and clients home, dietary needs and feeding times will be stuck to as to ensure that your furry friend is as comfortable as possible. I also have a car, so traveling to your home is no issue for me. Happy to take dog on walks wherever client feels comfortable having me do so of course.

“Yes, yes, Karen took great care of our pet, Cinder, and our home while she was here. Easy communicator, responsible, and kind. I am so glad to have found Karen and look forward to calling on her again!”


“We really appreciated Emily staying with our fur babies and we will be trusting her with all our future visits! She did a great job of keeping us updated and making sure their needs were met.”


About: I have fostered many dogs over the past 3 years, along with taking care of my own active 2 dogs. I am very comfortable with any size pup. I am available to walk your pup nights and weekends. I would also be able to stop in if needed on my lunch break during the day for a walk. Every pup I treat like my own. I have basic first aid knowledge so I can take the best care of your pup if needed.

“Amelia was an amazing sitter! Very respectful and a pleasure to host in our home ! With it even being thanksgiving she was more than happy to take care of our furry family while we were away! we will definitely book with her again. You won’t be disappointed.”


“We have a house full of animals, and Layton took great care of them! We came home to happy, well cared for, and well behaving dogs and cats. She also kept our house and garden in great condition. We had a totally stress house sitting experience with her.”


“Hayley was very attentive to the individual needs of all of our pets, and patient in dealing with their quirks. We have one dog who is especially anxious, and she got him to warm right up to her. We really appreciated Hayley being willing to keep an eye on things around the house while we were gone as well (grab a package from the mailbox, etc.) We felt like our home and pets were left with someone very responsible and caring. Would definitely recommend this sitter to others. Thanks Hayley!”



About: Hi! I'm Nicole. I'm a software developer & animal lover. I've been around dogs since I was little and have always wanted to adopt one. Caring for dogs with busy owners is a great compromise! Dog owners will love that I will treat their furry pal as if they were mine. They will also love that I have private outdoor space for playtime, anytime, and am right next to central park so there's alot of ground for your furry friend to explore! I truely care about your pets well being so I am consistent with feeding time and will always make sure your furry friend is comfortable, whether its brushing her or refilling her water bowl. I am available Wednesdays and the Weekends for pet sitting, walking, and house sitting. If you are going away for a weekend and need someone to house & pet sit, I'm your girl!
Loving house sitters in your neighborhood
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Lori L.Star Sitter

“Lori was fantastic. She sent me lots of photos and took such great care of my dog and cat. Definitely recommend her and will book with her again.”


Carter M.

“Absolutely great sitter! Would definitely work with Carter again.”


Amelia L.

“super responsive and wonderful with our pup!”


Jolene G.

“Jolene was a great, last minute find for house sitting and watching our two dogs. She gave us regular updates on their day and was super communicative. Our pups were happy and relaxed when we came home and the house looked like we never left! We feel so lucky to have found her and look forward to booking with her again soon!”


Ayden H.
“Ayden has watched all my fur babies and that’s how he treats them! Like they are his own! He’s caring towards all animals and I know without a doubt they are safe in his hands! I will 100% continue to use Ayden has my personal pet caregiver!”


Stacie S.

“Stacie did an excellent job with Jenny- my beagle mix has developed separation anxiety after we were separated for more than 2 years. Stacie kept her busy with walks and car rides- lots of love and petting. Stacie knows and loves animals of all types, and works at our local humane society. I would hire her again in a hearbeat!”




Danielle L.

“Danielle is a lovely spirit who truly loves dogs. Highly recommend her. Parker and Priscilla loved her, and I’m confident your pups will too!”


Haley C.Star Sitter

“Hayley is AMAZING!! One of my cats is very social and the other is shy. She got BOTH of them playing, brushed them, and made sure they knew they were loved on top of the bare minimum of feeding them and giving my old lady her meds. She even checked to make sure my hamster was still breathing while I was away since it was always during my hamster’s sleep time that she was there. Highly recommend. Will be using again if I ever am going away and she is available”


Deanna C.

“Deanna took great care of my dog and my old Vermont house while I was away. My old dog also had a small leg injury that flared up and Deanna was all over it, applying new bandages as needed. My dog loves all the help from Deanna!”


Emily M.

“Emily immediately connected with Frankie, kept him calm and happy in a new setting (we were traveling for a wedding). I’d hire her again in a heartbeat when I’m next in the area. She even gave him an insulin shot which she’d never done before! Top notch sitter.”


Elias V.
“Eli has spent a lot of time with my dogs. He shows them so much love, immediately getting on the floor to greet the puppy playfully, and responding to the older dog with belly rubs and affection. Eli demonstrates an understanding of dog behavior and development such as positively redirecting the teething puppy with chew toys. He is responsible and timely, showing up when he says that he will. I trust Eli with my dogs not only because of the observable interactions, but also because he genuinely loves my dogs. I highly recommend Eli as a responsible, experienced caregiver for dogs.”


Theresa P.

“great communication, so sweet, would definitely hire again!!! i felt very confident meeko was well taken care of while i was gone as he has separation anxiety”


Kendra K.

“Kendra is knowledgeable with dog care and took steps to keep my dog safe. Engaged well my dog who is not well socialized and needs time to warm up to new people.”


Karen K.

“Yes, yes, Karen took great care of our pet, Cinder, and our home while she was here. Easy communicator, responsible, and kind. I am so glad to have found Karen and look forward to calling on her again!”


Emily M.

“We really appreciated Emily staying with our fur babies and we will be trusting her with all our future visits! She did a great job of keeping us updated and making sure their needs were met.”


Nikki D.
“Nikki arrived on time and was great handling our dogs. Making sure they also had fresh water in their bowl before she left. Nikki loves our pets as her own!”


Amelia C.

“Amelia was an amazing sitter! Very respectful and a pleasure to host in our home ! With it even being thanksgiving she was more than happy to take care of our furry family while we were away! we will definitely book with her again. You won’t be disappointed.”


Layton H.

“We have a house full of animals, and Layton took great care of them! We came home to happy, well cared for, and well behaving dogs and cats. She also kept our house and garden in great condition. We had a totally stress house sitting experience with her.”


Hayley R.

“Hayley was very attentive to the individual needs of all of our pets, and patient in dealing with their quirks. We have one dog who is especially anxious, and she got him to warm right up to her. We really appreciated Hayley being willing to keep an eye on things around the house while we were gone as well (grab a package from the mailbox, etc.) We felt like our home and pets were left with someone very responsible and caring. Would definitely recommend this sitter to others. Thanks Hayley!”




Nicole F.
About: Hi! I'm Nicole. I'm a software developer & animal lover. I've been around dogs since I was little and have always wanted to adopt one. Caring for dogs with busy owners is a great compromise! Dog owners will love that I will treat their furry pal as if they were mine. They will also love that I have private outdoor space for playtime, anytime, and am right next to central park so there's alot of ground for your furry friend to explore! I truely care about your pets well being so I am consistent with feeding time and will always make sure your furry friend is comfortable, whether its brushing her or refilling her water bowl. I am available Wednesdays and the Weekends for pet sitting, walking, and house sitting. If you are going away for a weekend and need someone to house & pet sit, I'm your girl!
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 Chesterfield 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 115 house sitters in Chesterfield. 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, 91% of Chesterfield house sitters respond in under an hour.
House sitters in Chesterfield 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 Chesterfield.
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. Chesterfield 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.
