House Sitting Chesterfield
Find a loving house sitter to watch over your pets and your home.
Over 43 pet parents in Chesterfield have booked house sitting
Chesterfield, Find top rated house sitting
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Crystal was AWESOME, and I was so appreciative of her taking my very last minute booking. She was so professional and did such a great job with my dog and my home. I came home to an organization house and a very happy dog. I would definitely hire her again!”
“This was our first time using Rover, and we couldn't have had a better experience with Michelle. She was responsive, communicated with us, and sent photos to reassure us that our dogs were doing well. She really went above and beyond to care for our dogs and our home while we were out of town for the weekend. We would highly recommend Michelle for any dog sitting service!”
“Ada stayed overnight at my house with Bailey. She did an excellent job. Bailey loved her. She walked Bailey in the neighborhood and cuddled with her...No wonder Bailey loves her. She also left my house very nice and clean after staying there for 5 days. I will definitely call her again when Bailey needs a sitter.”
“Jessica was excellent! She was so good to the pups I think they were sad when we got home!! 😍 She sent so many pictures and wrote messages to us on how the dogs were doing. The house looked nice and orderly, too, when we arrived which is always wonderful to come home to. I wish I could give her wayyyyy more stars than 5!!”
“Rebecca is fantastic! She took great care of our two dogs, and they absolutely loved her. She graciously let her pups play with our two, and they had SO much fun! Her updates were great and included pictures of the fun times being had by all. Rebecca is a true professional and we look forward to her staying with the boys next time!”
“Ava did a great job watching our three dogs while house sitting! She followed all our instructions to keep them comfortable in their normal routine, and communicated extremely well! When getting ready to leave, she even asked if there was anything we wanted her to tidy up which was very thoughtful. We’ll definitely be reaching back out for future trips to see if she is available!!”
“Janini did a fantastic job house sitting for our puppy while we were on vacation. Her communication was excellent and felt we were in good hands the whole time. She was great with sending updates, pictures and videos which gave us peace of mind. Highly recommend her to watch your furry friends.”
“Victor was an exceptional guest and a wonderful caretaker for my two dogs. He followed all instructions carefully, maintained great communication while I was away, and most importantly, my dogs absolutely adored him. The house was spotless when I returned! Victor went above and beyond to ensure everything was in order, and I felt completely at ease knowing my pets and home were in such capable hands. I would not hesitate to welcome him back again. Highly recommended!”
“We love Janet! I seriously don't trust my animals with anyone else. She has so much expertise and can handle any temperament/put any dog or cat at ease. Both my fur kids love her. It is such a relief when out of town to know they will be safe with her.”
“She was wonderful with our golden retriever. She went the extra mile after we had a storm where we lost power, she came over to check on our dog. It was comforting to know that our dog was safe when we were not home.”
About: I've taken care of all kinds of animals since I was 16. Dogs, cats, fish, birds, lizards and a rabbit. I have experience in older animals who need medication multiple times a day. I'm currently working part-time with few hours so I have a very flexible schedule and will have plenty of time to meet the need of you and your pet! I stick to a strict schedule if any kind of medicine is involved. Aside from that I am more laid back in my approach to pet-sitting. I love giving treats and extended play times!
“Collette did a great job taking care of our two girls. We got multiple daily photos and small updates on how everyone was doing. They also made the girls comfortable and made them felt like we never left. Collette also made sure our house was clean and tidy before we returned. Highly recommend!”
About: I have over a decade of professional pet care experience as well as a lifetime of personal pet care experience. I prefer to work with the elderly or medically complex pets as I know they need special attention, adherence to routines, and a calm environment. I focus on providing fun daycare and boarding for pets that don’t do well in regular boarding facilities and require a more home-like experience. Prices are negotiable after a meet and greet. Please fill out your profile in full before meeting! Incomplete/no profile image profiles will not be given my address. I work from home so I spend a majority of my day with my pets and guest pets. Dogs are given mostly free range inside and allowed outside into the huge fenced yard many times a day. They get playtime with other pets and alone time when needed. Our yard is fenced and our house is doggy proofed to avoid trash cans, toilets, and non-chewable items from being accessed. Dogs are crated when they can’t be supervised.
About: I’ve been around animals my entire life. My oldest fur baby (cat) will be turning 20 this year. I also have two small dogs that are 15 and 11 years old. I love animals. I’m currently a full time student. So I can come and love on your fur babies for you while you are away on a trip or at work. Pets are welcomed in my home and are treated with respect. All animals deserve love and attention. I can love on them for you while you are at work or on a trip.
“Andrew was everything we want in a dog sitter. Kind, thoughtful, conscientious and funny. Our Oona can be a stubborn hound and we really appreciate him working with her quirks. He was flexible in meeting up with us to ensure we were comfortable leaving her, and he left the house better than he found it! A++”
The median cost per night for house sitting in Chesterfield is $50
Pet parents share their Rover experiences - Chesterfield
We had such a great experience with Rangeen! She was wonderful with Oliver and Lola and sent us frequent updates and pictures, which we really appreciated. She was incredibly attentive, patient, and thoughtful with both of them and handled everything that came up during her stay so well. It was such a relief knowing they were being genuinely cared for while we were away. We came home to two happy pups and would absolutely trust Rangeen with them again!
Brevin stepped in on short notice to care for our dog and cat over a long weekend, and we couldn’t be happier with how the sit went. He generously came over beforehand to meet the pets and learn how to give our cat his medication, and he sent us updates and photos each day. Both pets seemed comfortable with him from the get-go, which is huge for us since our cat’s comfort level can really affect how well he accepts his medicine! After a challenging family-related trip, it was such a relief to come home to happy pets and a clean house. We’d happily recommend Brevin and look forward to having him sit for us again!
We love Sarah and Zeus is simply obsessed with her. She washed her bedding and stayed in contact with us the entire time. Photos and updates and genuine love for our pup. We were at my son’s wedding and the comfort of knowing our dog and our home were well cared for allowed us to be entirely present with family. And because she took such good care of the house when my in-laws opted to come Stay for a day or two I didn’t worry about whether or not I would be able to have guests. I’m so grateful
The week before our trip, Rebecca came to meet Paintball and get familiar with our home and the cat care supplies and routine. Paintball can be hesitant around strangers, but they quickly became friends! While we were away, Rebecca was excellent at communicating with me and she sent us many pictures of Paintball living her best kitty cat life. She even gave her a thorough brushing! Our house was just as we left it and Paintball appeared to be well cared for while we were away :) We would be happy to use her services again in the future.
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
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 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.
How to book house sitting
1. Search
Browse profiles of sitters near you who offer house sitting.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for house sitting - Chesterfield
Select a filter and find qualifying sitters offering house sitting.Sitters in Chesterfield average 4 repeat house sitting clients
FAQs for House Sitting - Chesterfield
Frequently asked questions about Rover
The average cost of House Sitting in Chesterfield on Rover is $50 per night as of October 2026. Most bookings cost between $35 and $70 per night. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 1,432 sitters on Rover offering House Sitting across Chesterfield. Enter your ZIP code to see which available sitters are closest to your home.
Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:
- Mail & deliveries: Collecting letters and packages so they don't pile up.
- Plant care: Keeping your indoor or outdoor garden hydrated.
- Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
- Home security: Sitters can stay overnight to keep your home occupied.
The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Chesterfield walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.
It’s helpful to think of house sitting as a "home base" service. Most sitters in Chesterfield maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:
- Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
- Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
- Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.
<b>Tip:</b> Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Chesterfield choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the , which provides up to 25,000 in eligible veterinary care reimbursement.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to 25,000 in eligible veterinary care. For more details, visit .
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.
During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .
sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.
Yes, you can find sitters who have experience with handling special pet needs in Chesterfield. On Rover:
- 91% of sitters can help with special care needs
- 95% can help with giving oral medications or injections
- 96% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
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