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
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: Hi, I’m Maddy! I’m a reliable and responsible pet sitter who genuinely enjoys spending time with dogs. Whether it’s going on walks, playing, or just keeping your pup company, I make sure they feel safe, comfortable, and well cared for while you’re away. I understand that every dog has a unique personality, energy level, and routine. I take the time to follow your instructions closely so your dog’s schedule stays consistent. My goal is to make your dog feel happy, relaxed, and at ease—even when you’re not home. While I’ve had cats my entire life, I’ve spent many years caring for family dogs and dog-sitting regularly. Through that experience, I’ve become comfortable handling different temperaments and energy levels, and I’ve learned how to build trust quickly with new dogs. I have experience with dogs of all sizes, from pit bull mixes to mid-sized doodles to small Maltese. I’m confident working with a variety of breeds, whether they’re energetic and playful or more calm and relaxed. I offer dog walking, drop-in visits, and overnight stays in your dog’s home. I also provide regular updates with plenty of photos of your pup, so you can feel confident knowing your dog is in good hands. Pet care fits easily into my routine right now because I have a lot of availability this summer. I’m only taking a few college classes, so my schedule is very flexible. This allows me to give pets plenty of attention, stick closely to their routines, and be available for walks, drop-in visits, or extended care throughout the week. I currently provide care exclusively in my clients’ homes so pets can stay comfortable in their familiar environment and routine. During visits, I follow all care instructions closely, including feeding schedules, walks, playtime, and any specific needs your pet may have. I make sure your pet gets plenty of attention, exercise, and companionship while keeping their routine as consistent as possible. I also keep your home tidy and respect your space. Communication is very important to me, so I provide regular updates and photos to keep you informed and give you peace of mind while you’re away.
“Christine has now watched our pups twice and we definitely trust her with our girls! She is great with them and knows exactly how to give them love and care when we have to go away!”

About: I have worked in the veterinary medical field for 6+ years and have thousands of hours of experience as a veterinary assistant. I am comfortable with all types of dogs and cats, with all different personalities- that’s what makes them all unique and I love it! I am currently very flexible with my weekly routine and I am more than happy to meet with you beforehand if you feel more comfortable. As an avid cat owner, I have Toulouse naturally leash-trained. I have an enclosure for him so he can enjoy the outside, while also being safe. At clients’ homes, I follow all instructions to make sure the pet is safe. I also will make sure the pet is always in my sight if outside.
“I can’t say enough good things about our dog sitter! From the moment we met, I felt completely comfortable leaving my dog in her care. She was reliable, attentive, and kept me updated with photos and messages, which gave me so much peace of mind. My dog came home happy, well cared for, and clearly loved while I was away. It’s such a relief knowing I have someone I can trust with my furry family member. I highly recommend her to anyone looking for a caring and dependable dog sitter!”

“Gabby gave us great peace of mind while we were gone for 4 days, the first time we had ever used Rover and left our dog with someone other than family! Our dog and house were well cared for and she gave great updates, often with perfect timing throughout the day when we were starting to wonder how he was doing. We have great confidence in reaching out to her for future trips!”

“Bonnie surpassed all expectations! My pups took to her immediately at the meet and greet, and were showered with attention during the overnight housesitting. Bonnie brought treats and ruffs for my dogs and sent several pictures and dates over the 2 days. My German Shepherd is especially a nervous Nelly, but he was happy and at ease with Bonnie right away. Caring for two big dogs is not the easiest, but Bonnie did an amazing job. I was so relieved I didn’t have to leave them at daycare and that they were being so well cared for. If you can work with Bonnie, do it! I am so happy to have found a reliable and enthusiastic carer for my dogs.”

“Melissa was great, She arrived on time or early. She fed the cats according to my schedule. She updated me with photos. She even put my dishes up and took my trash out to the curb.”

“We were so happy with Kelsey! She pet sat for us, in home, over the New Years holiday. Our Rottweiler absolutely loved her, and was so happy and comfortable with her, and so were we. She sent lots of pictures while we were away, and followed all of our instructions to a tee. We will definitely be booking for pet sitting with Kelsey again!”

About: I’ve grown up surrounded by dogs and cats my entire life, so caring for animals feels completely natural to me. From playful puppies and curious kittens to older pets who need extra patience and comfort, I’ve seen it all. Because I’ve lived with animals for as long as I can remember, I’m great at understanding their body language, routines, and what helps them feel safe. I know how to handle different personalities—shy, energetic, cuddly, or independent—and I always adjust to what each pet needs. I treat every pet like family, because that’s how I was raised to care for mine. Your pets will get the same love, attention, and respect I give my own. As a college student, pet care fits really well into my daily and weekly routine. I’m always looking for fun and meaningful ways to make money, and spending time with animals is something I genuinely enjoy. Taking care of pets doesn’t feel like work to me—it’s something I look forward to. I’m used to building my schedule around classes and responsibilities, so I’m reliable with feeding times, walks, playtime, and any specific routines a pet needs. Helping care for animals is a great balance to school life and something I’m happy to make time for! When I’m caring for pets—whether in my home or at a client’s—I always focus on safety, comfort, and consistency. I make sure pets are in a secure environment, keep doors and gates closed, and follow any routines or rules you already have in place. I take the time to learn each pet’s personality, signals, and comfort levels so they feel safe around me. I keep their routines familiar—walks, feeding times, play, and quiet time—and I always keep a close eye on them to make sure they’re happy and relaxed. My goal is to create a calm, trusting environment where your pet feels cared for, understood, and completely safe while you’re away.

About: I’m a reliable and confident pet sitter. I love the days I get to spend with dogs, cats, and other animals. I have plenty of experience with animals with different temperaments, sizes, and medical issues. I understand each animal has its own routine. I am dedicated to following each animal's unique routine to make their days as stress free as possible. I have had dogs and rodents my entire life, but have plenty of experience with other animals such as cats, chickens, pigs, goats, horses, and fish. I offer dog walking, drop-in visits, and overnight stays in your home. I share updates and photos daily. My ultimate goal is to provide your pets with the best care possible and for you to feel comfortable and confident when you are away from them. I pet sit full time. I am available every day of the week at anytime. I always do a house visit beforehand so your pet can become familiar with me. I understand each animal has its own routine. I am dedicated to following each animal's unique routine to make their days as stress free as possible. I share updates and photos daily. My ultimate goal is to provide your pets with the best care possible and for you to feel comfortable and confident when you are away from them.
About: Although I've never owned a dog, I have watched plenty for my friends and family. I love caring for dogs because there is never a dull moment. I'm a big walker, and I love when I dog sit and get some company on my walks. I am currently a full time student, with most of my classes being in the late afternoon/ early evening. With that being said, most mornings I am available. Cats don't require quite the same amount of attention as dogs, so I can always stop in to check on them before and after my class during the evening if needed. I treat every home I care for — including my own — like a safe, calm space for pets. At my place, my four cats have a predictable routine with plenty of food, water, litter boxes, and quiet spaces to retreat to. I pay close attention to their behavior, making sure everyone is comfortable, calm, and happy. When caring for pets in a client’s home, I follow their instructions closely and respect the environment they’re used to. I keep their space tidy, maintain their usual routines, and ensure they have everything they need to feel safe — whether that’s food, water, clean litter boxes, or quiet corners to relax. I also observe interactions and personalities, adjusting my approach to match each pet’s comfort level. Updates and photos are part of my care so owners can feel confident that their pets are happy and secure.
“Don’t think twice about booking Christina to watch your animals, just do it! She was absolutely amazing. She provided so many updates of our dogs throughout the day, spent so much time with them outside and made sure they were kept busy, followed all instructions, and was professional throughout. She watched our dogs during our wedding weekend and this was something that was really important to us, and we couldn’t be happier that our dogs were well taken care of. We will definitely be reaching out to re-book with her in the future. Thanks again Christina!”

“Jamie really put me at ease when watching our dogs (and cats). I knew when she initially met the dogs that it was going to be a great fit. She sent me pictures and updates while we were out of town, which really helped assure me that my dogs were safe, happy, and taken care of. Definitely recommend Jamie and will be using her again soon!”

“We have a new puppy that we adopted that isn’t fully potty trained yet. Sarai actually stayed with her (and our older dog) while we were out at a party and did a great job. She was very punctual, friendly, and our dogs loved her. Thank you Sarai!”

Chesterfield pet parents share their Rover experiences
Kelsey took great care of our 2 boys and then were very happy staying in the house and having her there with them. She respected our property and cleaned up dishes, towels, and sheets before she left. The daily updates allowed us to feel comfortable that everything was going well and the boys were happy. Will definitely utilize Kelsey's services again!!

Gabby was absolutely amazing and we are so thankful we found her to house sit and watch our babies while we got married in Mexico! She sent daily updates and photos which gave us so much peace of mind and allowed us to fully enjoy our wedding knowing our doggies were in the best hands. Especially as we have two large dogs both under three. It was clear how much she cared for them and treated them like her own. We would recommend her in a heartbeat and will absolutely be using her again in the future!

Christy stayed over night with my very active puppy. My dog and house were in pristine condition when I returned. My puppy has thick, long hair (Maltese) and he didn’t have a single tangle. My home looked like no one had ever been there, maybe even better!! I was sent regular updates complete with videos and pictures. It sure looked like he was having fun. I would not hesitate to have Christy again whenever I need to go out of town.

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 Chesterfield is $50
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 Chesterfield average 4 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 Chesterfield on Rover as of Jun 2026 was about $50 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 1,222 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, 85% 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 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 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.







