House Sitting Chesterfield
Find a loving house sitter to watch over your pets and your home.
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.
“Ryan was great! She stayed with our "pups" (as she cutely called them) for almost a week. Right from the start she sent texts, photos, and a sense that all was under control. Meeting her before the stay both her experience as a student working towards going to vet school and as a horse owner sealed the deal. We'd happily use her again.”
“Giana was such a great help to us when we had an impromptu over night trip. She was very communicative and sent so many pictures of our Shiloh! I would absolutely recommend booking with her and I can guarantee your pet will be happy too!”
About: Currently available as needed. Would provide play time, multiple potty breaks, and walks with my own dogs! Have large yard and tons of toys. I previously worked in a vet office, so giving medication is not a hassle. Dogs can do as they please while supervised. Working in a vet office has provided knowledge of basic cpr, how to help/ prevent a choking incident and how to orally give medication as well as administering vaccines and or insulin. I own many types of pets and would only trust the best for my kiddos, and I know im not alone! All animals deserve great care and love, and I would love to help provide that. Any other questions about me are always welcome:) I am currently home and available at all times! I pick up my kiddos from school at 3 and we are ready to help your furry friends with any of their needs! I have two friendly dogs who love company and two kids to help get their energy out we live on 5.5 acres and love to go for leashed walks along the property!
“We just came home after leaving our dogs with Nora for the first time, and I can say it was an overall great experience. She communicated well and quickly, followed our detailed instructions, kept great care of our dogs, and left our home in immaculate condition. She was reliable, trustworthy, and had a positive impact on our dogs' well-being. I was a little nervous as it was the first time we had worked with her. She sent a pic of the dogs with her the first evening that put me totally at ease. Highly recommend. - Mike”
“Great puppy sitter. Puppy seemed very happy and content when we came home. Followed all instructions. Our puppy actually was jumping on Karen when she was leaving and not us. Will definitely ask Karen again.”
“Alexis was a great sitter for our two big pups! She spent a lot of time with them and sent daily photos! She followed all the feeding and sleeping instructions and we came back to a clean house! She even left treats and cupcakes for us to give the pups on our return!”
“Emma took excellent care of our two dogs while we away. She followed all instructions and was very responsive both before and during our trip. We came home to two happy pups! I would definitely book Emma again the next time we need an overnight sitter.”
“Ruth is an incredible sitter and we can’t wait to use her again! She’s so friendly and naturally gets along with both dogs and cats so well. She was very communicative, sent adorable pics and kept us updated the whole time. So glad we found her!”
“Rita was so friendly and welcoming to my dog, Lexi and my daughter’s dog Charlie! She came ready to play with them and give them love. My puppy is a bit anxious and Rita was able to help her calm down. Also, Rita sent us several photos which was very reassuring. I would definitely have Rita puppy-sit again!”
“Rachel was the best! I Zoe and Zen (our 50 pound dogs)) were well taken care of and seem to enjoy their mini vacation at her house. She was really easy to deal with as my trip had a few small changes. I really appreciated the picture she sent! My dogs give her a paws up rating!”
“Rebecca watched my dos and cats for two nights. She was friendly and caring for the animals. She even took pics of the dogs while I was away to see how they were doing. I would recommend Rebecca’s services and will definitely use her in the future.”
“Kelly was a great communicator. Our dogs loved getting to know her. She was responsible with giving one of our dogs medication and following our routine. We wil be using her again for dog sitting needs.”
“Kelsey was very prompt with responses from the beginning and throughout the stay. Her questions when we had first met gave us confidence that she knows what she is doing and she is the right person to take care of our dog. During the stay she followed our asks and took good care of our dog. We will work with her agin”
The median cost per night for house sitting in Chesterfield is $55
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 near you
Select a filter and find qualifying Chesterfield sitters!Sitters in Chesterfield average 3 repeat house sitting clients
FAQs for House Sitting - Chesterfield
Frequently asked questions about Rover
As of July 2026, there are 5,270 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:
- 90% of sitters can help with special care needs
- 96% can help with giving oral medications or injections
- 97% 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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