House Sitting Chesterfield
Find a loving house sitter to watch over your pets and your home.
Over 12 pet parents in Chesterfield have booked house sitting
Chesterfield, Find top rated house sitting
Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“Janet did a great job with the pups and with the house. Janet sent photos every day and kept us informed as to how the dogs were fairing. Both the dogs and the house were in perfect condition when we returned home. Thank you so much!”
“Jaclyn was amazing! She gave us updates throughout the weekend and left the house even better than we left it. Loki warmed up to her and she understood the process for getting a Shiba to accept you into their pack. I would absolutely recommend Jaclyn to anyone!”
“Kristin was a wonderful cat sitter who took great care of my two kitties while I was away. She was conscientious and communicative, sending updates and photos keeping me well informed of everything happening back home. Highly recommended!”
“Saige got along great with all our animals and everyone seemed well taken care of when we got back. She also kept our house clean and we could hardly tell we had ever left.”
“Jessica was an amazing sitter & took great care of our little zoo! Our pups are high energy, and when we got back they were relaxed, happy and clearly well taken care of. We would definitely have Jessica watch them again!”
“Bree was fantastic! She is definitely an animal person who connected with our dog immediately. She sent fun pictures that reassured us how happy he and our cat were and also let us know she was remembering his meds and walks. She left out place as clean or cleaner than when we left. She was very open to communication. We would recommend her to any and all!”
“Sonya cared for our dog and cat for a week in our home. She was easy to communicate with and great with both pets. Both animals and our house were in great shape when we returned from our vacation. I would absolutely hire Sonya again!”
About: Hiya, I’m Paisley! I’m an avid animal lover, and have two four-legged little ladies of my own - Winnie (10), and Stella (4). I love meeting new pups of all different personalities. I’d be thrilled to meet yours and be their friend in need! I’m dedicated to making sure they’re treated as if they were my own. Thank you for considering me! I’m available Monday-Friday with flexible times, so I can work around what schedule is ideal for your best friend’s needs. Whether it’s a walk, a feeding, or play time - I’ve got you covered! I have two very charming little ladies at home. Your fur-baby will be taken care of as if they were my own. I have patience for all animals of any size, and have experience with nervous and anxious animals as well.
“Matt was great- took good care of our pup while we were away for the weekend and sent pics each day we were away. He left our home clean, stripped the bed, and even shoveled our driveway when we got snow while we were gone! Recommended! Would definitely use Matt again.”
“Dorjee provided one night of house sitting to care for my elderly cat and made herself available for periods of time throughout both days to spend time with her. Dorjee made sure food was eaten and consulted with me to figure out how to best give my cat her medication when she initially refused to take it. She clearly loves animals and taking care of them is a vocation.”
About: I have had 2 dogs for over 10 years now just recently one past away losing that connection has made me want to be able to be there for other dog's like I am to my own. I have pet sit for family friends when they attend vacations or work events. I currently work part-time, so I am available in the early mornings and afternoons. I work nights on Mondays and Wednesday but are usually out by 9pm. I have a dog and 2 cats, So I am not sure how my dog would react to another dog living in her home. I do have a crate and a yard to walk on leash but no fence to free roam.
“Annika was wonderful! She took great care of our dog Ace and provided frequent updates, which we appreciated. She also left our house very clean and brought our mail in, etc. I will 1000% book with her again.”
About: I’ve taken care of my family and friends dogs and cats. They have relied on me to feed, water, walk and occasionally give oral medication. I’m currently working up to 30 hours (4 days a week) over the summer while getting my masters at Smith College. I cannot afford to have a dog or cat of my own. I would love to be able give love to other peoples pets, it would be the best part of my day! I will make sure to take safety measures that are given/told to me very seriously. My #1 priority would be the safety of your pet!
“Jessie and her family watched our pup over a holiday weekend and she loved it!! They sent updates and pictures every day and took excellent care of her. She typically comes home anxious and stressed after staying with someone new and she was relaxed and calm for one of the first times ever when we brought her home! Highly recommend!”
“Julie was amazingly flexible, as our schedule was unknown, and was there when we needed her. More importantly, she was good with Ricky, took him out for walks as well as for his sanitary needs, and kept us regularly informed, with pictures. If we are in the area again we will seek her to assist us, and Ricky, again.”
“Alexis is an AMAZING dog (and house!) sitter! I'm pretty sure my dogs did not miss me one bit while we were gone! She played with them, walked them, let them sleep in the bed, made COOKIES for them (!!!) and I got tons of photos and videos. This was my first time with her and she will be my forever dog sitter from this point forward. My dogs, Olivia and Brian, probably had more fun while she was there than they've had all year! She even watered my newly planted garden and made sure everything stayed alive. I can't say enough great things about Alexis - I've never had such a wonderful dog sitter EVER.”
“Megan was the best! She was prompt, very responsible, respected our home , & loved on our sweet pup ?! Meagan communicated & sent pictures frequently throughout our trip, which we asked her to do. She cleaned up after herself, as well as our Susie. We will definitely book again!”
The median cost per night for house sitting in Chesterfield is $60
Pet parents share their Rover experiences - Chesterfield
Janet was absolutely wonderful. This was the first time I have had a stranger in my home caring for my dogs. (I usually have friends/family care for them). She was very loving towards my two dogs and sent me pictures daily. She took great care of my home and was tidy and overall a lovely person. I will be using her anytime I need dog care.
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 $43.29 per night (as of August 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 August 2026, there are 572 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:
- 94% of sitters can help with special care needs
- 100% can help with giving oral medications or injections
- 94% 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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