House Sitting Chesterfield
Find a loving house sitter to watch over your pets and your home.
Over 46 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 a sitter and it was a great experience with Carrie. Our dog was comfortable with her from their first meeting and the house was as we left it. She sent daily updates with cute pics. We will definitely be using her services again soon.”
“Melanie did a great job watching our pup, Murph! In all the photos and videos, he looked like he was having a ton of fun. Melanie is very communicative and put us at ease on our trip knowing Murph was well cared for.”
“Luca and penny were well taken care of and not at all stressed when we got home. Our house was kept in order and everything was clean! We had a great experience and would definitely book again. Thank you!”
“This was my first time having someone stay at my house with my pup instead of bringing her somewhere. I completely trust Oli with her, it went well! I look forward to Oli helping my pup again for a wedding in September :)”
“Kristen was wonderful! She took excellent care of Pepper and Merlin while we were away. She was attentive to their routines, followed all medication instructions, and made sure they received plenty of attention and quality time. Communication was great throughout, and she kept me informed, which gave me peace of mind knowing they were in good hands. She even went above and beyond by bringing in packages that arrived while we were away. Most importantly, I came home to two happy pups! I would absolutely book with Kristen again and highly recommend her!”
About: I’ve taken care of dogs since i was about 14 for family and neighbors around. Growing up i’ve had dogs from pit bulls, german shepherds to chihuahuas, so i’m familiar and comfortable with all kinds! As a full-time online college student, I have a flexible schedule that allows me to dedicate plenty of time to pet care throughout the week. Since I complete my classes online, I can easily plan my day around pets needs. I am responsible, organized, and able to provide feeding, walks, playtime, and lots of love. I always make sure pets feel safe, comfortable, and loved while in my care. I follow feeding schedules, provide fresh water, keep their environment clean, and make sure they get plenty of attention and exercise. I also follow the owner’s instructions carefully and provide updates so they can feel comfortable knowing their pets are in good hands.
“Sabrina took wonderful care of my two kitties! One of them is usually reserved, but loved Sabrina. She shared so many photos that helped me get through missing my babies during my trip. I definitely recommend Sabrina!”
About: I’ve taken care of pets for 35 years. I am able to administer medications including injectable’s if needed. I work with all breeds and temperaments, and do not shy away from pets that have behavioral issues. I’ve worked extensively with large farm animals to include horses, goats, donkeys, and cattle and have cared for the occasional parrot, chinchilla, and snake. Since pet sitting is my only employment, I am able to provide companionship to your fur family 14-18 hours daily including overnight care. I also am able to check mail, grab packages, and water plants at no additional charge. I keep to your pets normal daily routine, to include walks, potty breaks, feeding schedule, and of course nap times. Let’s set up a meet and greet to see if I’m a good fit. Currently I am only doing pet sitting and it’s my primary and only employment. This enables me to spend more time with your fur babies. I care for pets in your home as requested. I stick to their normal daily schedule. I also water plants and grab mail as needed.
About: I've owned a dog for some years. I watched other people's dogs from puppies to older dogs. I plan on treating your animals with care. I'm currently working a full-time job. But I most certainly have time in the evening and the weekend to dedicate to the care and well-being of your pet. I'd provide meals, restroom breaks, walks and playtime throwing of the ball, games, play dates or care for pet. Companionship while the owner is away.
“Hana was very pleasant, caring and did everything well. She was able to work with my old and difficult dog and give him his insulin injection too. Life saver in a time we really needed her sevices.”
About: I’ve raised four German shepherds since they were nine weeks old and I will love and take care of your babies as I did mine! I’m currently working a full time job from Mon-Thurs from 7:30AM to 5:00PM. I have a routine of waking up before 4AM so I have plenty of time in the mornings, I am able to leave work between 11:30AM-1:00PM if I need to check on any pups at home or for potty breaks. I am off during the weekends, I don’t do much on my time off just read, clean and I try to exercise in my apartment. I live in an apartment and I will love to take walks and take your fur babies out when needed and for play time as well. I don’t have any pets at home. I will follow any instructions that you give me to sit your fur babies in my own home or yours.
“Destiny went above and beyond.My shy cat usually runs away from new people but he opened up to her on day 1. If you are looking for someone who is gentle, kind, trustworthy and reliable, she is the one!”
About: I love sending photos and updates to owners. It helps them relax knowing their pets are safe and happy. We have had a lot of animals growing up. I'm no stranger to spoon feeding elderly dogs and following strict diets. I love going on walks even if it takes a while to get a few hundred feet. I just moved back to VA to be closer to my family. I'm a word of mouth carpenter so my schedule is very flexible. Sometimes I don't work for two weeks, but I can always make time for pet sitting. I'm here for you! Whether its separation anxiety, diet, exercise, or tug of war, i am here to make sure your needs and your pets needs are met. I can send updates and photos daily to ensure your pets are having the best time while your away.
“Madelaine was great to work with. She was responsive to my messages and to the needs of our dogs, one of whom is a senior. They enjoyed her company and I had peace of mind on my trip!”
“We had Andrew pet sit for our 2 year old dog for several nights at our house. He went above and beyond. Communication while we were away was fabulous. The kids loved the videos and photos. Jeri got some leash training and was walked several times a day. We had a great vacation knowing that Andrew was taking such good care of Jeri. Would strongly recommend him for your pet care.”
About: I have taken care of dogs and cats for years. I’ve been over just to let them out and i’ve also stayed with the pets for a week or so. I always like to make sure that the pets are loved and the house is left clean. I’m a full time college student who would love to pick up part time work. I’m free most every day & would be willing to work with you to figure out what schedule works for us both. I am able to provide your pet the love and exercise that they need. Long walks around a friendly neighborhood are also something that I love to do. Don’t worry, your pet will be well loved.
The median cost per night for house sitting in Chesterfield is $50
Pet parents share their Rover experiences - Chesterfield
Brevin was wonderful! Communicative and excellent with our pets! Took our dog out for a walk every day, snuggled with the cat. It’s clear they really warmed up to him quickly and that he put plenty of care and effort into his time with our girls and our home. 10/10 would hire again! Came thru with short notice, did a meet and greet and went above and beyond! :)
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!
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 is $50 per night as of November 2026. Most bookings cost between $35 and $70 per night. On Rover, 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 November 2026, there are 1,450 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.
Tip: 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 Rover Guarantee, 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 Rover's Trust & Safety page.
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 Meet & Greet.
sitters on Rover set their own cancellation policy, 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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