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!”
“Ash is GREAT with our pretty demanding standard poodle- i'd recommend Ash 100% except im greedy and i want to make sure they're always available for us when needed!!”
“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!”
“Having Julie G house sit and care for my 85 lb. hound Dave was dreamlike. She seemed to accept and appreciate Dave and his coonhound ways seamlessly from the jump. She took copious notes about Da daily needs and expectations at the meet & greet, asked intelligent questions about his routine and I was able to leave town completely confident Dave was in good loving hands. She sent me daily pics and reports while I was away, and left Dave mellower and the house cleaner than it was when I left. A terrific experience from my perspective Can't recommend Julie G strongly enough as a house and hound sitter.”
“Jaclyn goes above and beyond for the pets she cares for. We got lots of updates and pictures throughout the weekend, and the house was spotless when we arrived home. It felt like our pets were getting a vacation and not just adequate care. My dog was happy and exhausted on Sunday night. Our cat gave Jaclyn a bit of a hard time and was being protective of his space. Jaclyn was patient and a good sport, and Louie got over it quickly! Everyone was happy and stress-free when we got back. Absolutely nothing but good things to say! We'll be lucky if Jaclyn is available next time we need pet care.”
“Both my pup and I had such a great experience with Amed. Such a lovely and dependable person who is clearly a dog whisper! My anxious dog was not fussed at all when we returned. I think he enjoyed his experience very much and we felt like he was well cared for during our absence! Thank you so very much!!”
“Erin was the perfect dog (and house) sitter. We came home to a relaxed and happy senior dog and the house just as we had left it. Erin went above and beyond by bringing in mail and trash can, watering plants and even reached out to see when Riley could go on the lawn after it was fertilized. Erin is professional and responsive. We will definitely be booking with Erin again!”
“We came home to a very clean and organized home and, most importantly, two very happy dogs! Paisley did such a wonderful job taking care of Lander and Rosa. She kept us updated throughout our time away and sent lots of pictures, which I really appreciated and helped give us peace of mind while we were traveling. She was very attentive and clearly cared about our dogs and making sure they were happy and comfortable. We would absolutely recommend Paisley and would definitely have her watch Lander and Rosa again!”
“Betsy was AMAZING with our Whitney - she's a pretty high energy dog and i think she even wore her out a couple times! Betsy was even kind enough to inter a woodchuck that Whitney played with a bit too hard. House was well cared for and immaculate on our return, and Whit was a happy camper! Totally recommend Betsy for whatever your pooch needs :)”
About: Experienced pet-sitter with a widely flexible schedule available for any needs you may have for your pet! On top of pet-sitting and day trip/walking experience I have experience as an assistant groomer from working for The Green Groomer in Northampton, MA which you are welcome to get in touch with as a reference. I also worked at a Dog Daycare in the Boston area before moving to Western MA, where I was involved with many responsibilities surrounding the pups including providing their meals, pick-ups/drop-offs, de-escalation of conflict, and general moderation of behavior. Working in this field has granted me the opportunity to work with dogs of all temperaments, ages, and sizes and has taught me how to interact with pups from all walks of life. On top of that I have experience with bathing, nails, and ear cleanings from my time at the Green Groomer. My schedule is extremely flexible, with open availability during the week before 3PM, making check-ins during the work day hassle free, and my shift never getting out later than 10:30PM, so overnight boardings are still not a problem during my work week. I also have Friday-Sundays off so long weekend boardings are always an option. Please let me know in advance of any house rules for your pup (i.e furniture rules, dietary restrictions, routine scheduling) and I will be sure to follow them with the same consistency you would. In regards to boarding with me they would be boarded in a pet-free, smoke-free, child-free condo with a large unfenced yard in the back for leashed outings when needed!
“Once again we came home to three happy fur babies!! She took excellent care of our animals and our home! We have used her services before and thankfully able to again for this vacation! I can’t recommend her enough! Thank you again!”
“Kelly was organized and attentive to every detail about our three dogs with wide ranging needs. She visited in advance, took copious notes and followed up on everything to double check. We will use her again and are very appreciative of her services.”
“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.”
“We have an elderly and blind jack russel terrior who has a bit of an attitude and can be reluctant to get out and about but needs it. After meeting Bree I felt assured that she would do a great job taking care of our dog and the house. I was not disappointed. She sent me text updates and pictures which reassured me while I was away and asked questions as necessary. Most importantly, my dog was happy and content in the photos and when we got home. I will be a repeat customer.”
“Alexis fit in with all of our 4 leggeds and fish while we were on a week's vacation! She communicated daily, capturing our fur babies' pieceless interactions and some fishy facial expressions! Our home, inside and out, was well cared for. I highly recommend Alexis and would be happy to answer any specific questions. Having Alexis at the house took the stress away about leaving the house, mail, plants, garbage pick-up, deliveries, etc! Mark, Nala, and Tabor miss their roommate!”
“Leona was wonderful with Romeo - he was really calm and happy when I returned. She communicated well, sent updates with photos and left my home better than she found it. I’m booking her for another cat/housesit right now!”
The median cost per night for house sitting in Chesterfield is $60
Pet parents share their Rover experiences - Chesterfield
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
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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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