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

Over 118 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.
“Lawton is awesome!! She sent great updates with photos and videos, was so easy to communicate with especially with me changing some times to take care of our dogs! She left our house clean and cared for and is just a sweet soul. We will for sure be using her again to care for our sweet fur babes!🫶”


“Emma was absolutely wonderful! She took such great care of our Goldendoodle, Hank, while we were away. She kept us updated throughout his stay with lots of pictures and messages, which gave us so much peace of mind. She truly went above and beyond by watering my flowers and bringing in our packages without us even asking. It was such a thoughtful gesture and meant so much to us. Hank was happy, well cared for, and clearly loved his time with Emma. We would absolutely trust her with Hank again and highly recommend her to anyone looking for a reliable, caring, and attentive pet sitter! 🐾💕”

“Alex was amazing. She took care of our dog and cat, both can by a little challenging, and did everything we asked. We would definitely recommend her to anyone needing care for their pets.”

“Madyson was great! She always responds and kept me up to date. Luna loved her from the beginning! She is normally scared but was drawn to Madyson almost immediately! The house was well kept and Luna was happy! I already have her booked for my next upcoming trip!”


“Look no further if you’re looking for someone to love your fur baby! Melissa did an amazing job taking care of our Bailey! She even went as far as to send us nightly text and pictures! I will definitely be booking her again as Bailey has a new friend!”

“Perri took excellent care of our 3 pups during a 5 day vacation. We received many photos, videos and updates throughout the stay and we were able to enjoy ourselves to the fullest knowing the pups were getting care, exercise and love while we were away. If Perri can handle our 3 dogs, no job is too big for her!”

About: We are dog lovers… love dogs of all kind! Our family will take care of yours like they are our own. We are a trustworthy and responsible bunch of people that will make your boy or girl feel like home. We’ve had experience with dogs of various sizes and breeds. I am currently full time at home. I can take care of your little ones at your convenience. Time is not an issue for me. We have a good size backyard where they can play. I have dog toys and plenty of space so they can have a good time.

About: I’ve always loved being around animals and have experience caring for dogs of all ages and energy levels. Whether your dog enjoys long walks, playing outside, or just relaxing and keeping company, I’m happy to match their needs and routine. I can also run with your dog if they are full of energy! I am a chiropractic student at Logan University, so spending time with animals is the perfect balance to my busy schedule. I have a dog named Scotch who lives at my home in Ohio. Since I don’t have a dog here, I appreciate the opportunity to walk and care for local pets! I just started on Rover, but I have lots of experience walking dogs through the Wag app and caring for family and friends’ pets while they’re away. At the moment, I’m unable to board pets due to my roommate’s dog, but I am available Thursday mornings from 6-9am and in the afternoon/evenings for walks, drop-ins, and pet sitting. I am also free all day most weekends and I also do overnight stays for weekends. I’d love the opportunity to meet you and your pet! I would closely follow your pet’s routine and schedule to help them feel safe and comfortable while you’re away, while giving them plenty of attention, care, and exercise!
“Emily was an absolutely exceptional dog sitter for our Frank. From start to finish, her communication with us was outstanding—she kept us consistently updated and gave us total peace of mind while we were away. She went above and beyond by sending plenty of pictures of Frank, which we truly appreciated and looked forward to. It was clear he was happy, comfortable, and well cared for the entire time. On top of that, we came home to a clean and well-kept house, which was such a thoughtful touch. We couldn’t have asked for a better companion for Frank and would highly recommend Emily to anyone looking for a reliable, caring, and attentive sitter!”

“Ava and Eve did a great job taking care of the Pups. They were both happy campers and well rested on our return. They also took care of our house and watered plants. We couldn't ask for better sitters, thanks very much.”


“Tyler is absolutely amazing !!!! She has great communication skills, very nice, and polite. She sends me pix of my princess all the time. She also doesn’t just feed her and take her out. She spends time with her, plays with her and gives her lots of cuddles as my Galaxy loves. As always thank you so much from the bottom of my heart. And Galaxy sends you kisses !!!!”


About: Through my life I have experienced taking care of family pets, from the puppy stage to crossing the rainbow bridge. I often think I love animals more than people. I am currently working from home part time with flexible hours, so I can play with and cuddle your fur babies as much as they want. I can board, pet sit or just walk your dog weekdays or weekends day or night. I have a fenced in yard with one senior dog. I can crate a dog up to 40lbs. We can go for walks if desired.
“Abby is fantastic! Great communication. I had no worries. Which is new to me, I worry my self crazy. I was just fine. Sweetest person. My Cody took to her right away. See you again Abby”


About: I work Monday through Friday, and I have evenings available every Thursday and Friday (along with every other weekend). How can I help you during this time? I own my home, and I am experienced in keeping cats separate when they’re only visiting. When possible, it would be ideal to keep your pet in your home - but they’re also welcome here!
“We are very happy with the care our dogs received. Kayla is reliable and great with communication. We have already booked for future stays! I would absolutely recommend. Thank you Kayla!”


“Bennett did a wonderful job watching my two dogs while my family was on vacation. He bonded with both of them and helped them be comfortable while we were gone. I will definitely ask Bennett to watch my dogs again.”

“Sweet and kind to our pups, respectful of our home and patient with our anxiety about leaving our pups. Super nice person who asked great questions about caring for our girls. We will definitely reach out to her again when needed to ask if she is willing/able to work with us. ❤️”

“Our experience, and more importantly our dog's experience, with Ashley was fantastic! Ashley cared for our dog while we were on vacation. She immediately connected with our dog who likes to get a lot of attention. It was truly a vacation all the way around -- highly recommend!”

About: I’ve been taking care of dogs for 15+ years! I grew up with 2 dogs and went on to be a dog mom for 2 of my own. I also supported friends with their dogs on the side and have experience with both small and larger dogs. I am very comfortable with taking care of and treating your dogs like they are my own! My schedule is open and flexible right now, allowing me to be available after 9am on weekdays and available 2 weekends each month. My schedule is open to change for house sitting needs. Safety and trust are my top priority! Your dog will always be supervised and have my full attention. I'm very attentive to your pets feeding schedules, medications, routine activities, and special care instructions. Communication is key and I ask that all your dog’s unique needs are discussed beforehand.
The median cost per night for house sitting in Chesterfield is $50
Pet parents share their Rover experiences - Chesterfield
Adam was so enthusiastic about meeting my pets- it’s nice to find someone who isn’t apprehensive about my large, boisterous German Shepherd. I loved that he was able to spend most of his time in the home while sitting rather than just dropping in a few times. He was also super flexible when a snowstorm made our travel plans change. Thanks, Adam!

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.
Meet local sitters who will treat your pets like family

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 for House Sitting in Chesterfield on Rover is $44.4 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .
As of September 2026, there are 1,635 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 short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
Yes, you can find sitters who have experience with handling special pet needs in Chesterfield. On Rover:
- 97% of sitters can help with special care needs
- 98% 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.



