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 was wonderful to work with for house sitting with our giant dog. Great communication and great consideration for house and beasts. We would definitely ask for Janet again.”
About: I'm a lover of play, exploration, rest, and relationship building -- with human and non-human creatures alike! I have 15+ years of experience tending to dogs of all sizes and temperaments, enjoy long walks as much as they do, and particularly enjoy sending photo updates to the families I sit for. I've been told I "play with dogs like they're [my] siblings" and that I'm both "a black cat and a golden retriever in spirit" -- all this to say, I get animals, and they get me. :) I'm currently working in a university counseling center, supporting students of all ages through the transitions of their lives. This is a typical 9-5 job (with one remote day/week coming Spring 2027) -- so I'd pair well with animals that can do okay on their own during work hours. I like to learn an animal's routines and do my best to replicate them during a sit, so as not to cause any anxious critter more stress. I have a good track record for reading an animal's body language and know when to give cuddles, when to give space, and when to know something's "off" that needs more serious attention.
“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.”
“Trista stayed overnight with our fur babies. She was so good with our 3 dogs. She put our mind at ease. She sent updates and pictures throughout the day. The pups were happy too :) Will definitely book again.”
“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!”
“Erin did a great job taking care of our dog and house. Our dog was healthy and happy when we returned home and our house was exactly as we had left it. We hope Erin is available the next time we travel.”
About: I have been taking care of animals for as long as I can remember. Walking, feeding, and bathing both dogs and cats. I consider my pets family members! All of my babies are rescues. I have trained my dog through the GoodPup app and he knows the commands sit, stay, lay down, up, paw, leave it, heal, touch, and find it. All my pets are given enrichment activities throughout the day. They’re also stimulated with play/exercise. I know dog and cat body language. I have worked with dogs that have seizure disorders and know how to administer medication to both cats and dogs. I’m work Monday to Friday with my weekends free and open. My work schedule is Monday-Friday 8:30am to 4:30pm. I can take dogs for long walks, stimulate them through play, or with enrichment activities. I can administer medication if needed. For cats I can clean the litter box and stimulate them through play or enrichment activities. I can administer medication if needed. Pet safety is my first priority. I believe knowing pet body language is so important because that’s how they communicate their needs. I will care for your love ones as if they were my own! I will follow your schedule and instructions exactly as is because, you know your pet best! I can bath, walk, feed, administer medication, and give my full attention to your babies ☺️
“Katherine was so great! Stevie and Sophie loved her. She kept us updated throughout the weekend. And our house was kept very clean! We will definitely use her again!”
“My husband and I were leaving for our 10-day honeymoon when, just a week before our trip, our dogs virus acted up and he could no longer attend daycare as we had planned. We were so relieved to find Linda! She was incredibly communicative from the start and made herself available to lock everything in quickly, which gave us so much peace of mind before we left. While we were away, Linda sent us daily updates and photos of our pup, which we looked forward to every day. It was so reassuring knowing he was able to stay in the comfort of his own home and maintain his normal routine while Linda took such great care of both him and our house. Our 2.5-year-old Golden Retriever is full of energy, and Linda did an amazing job building a relationship with him and keeping him happy, active, and comfortable while we were gone. We came home to a happy dog and a well-cared-for home. We couldn't have asked for a better experience and would highly recommend Linda to anyone looking for a trustworthy, caring, and reliable dog sitter!”
“Ryan did a nice job with my cat and dog and house sitting. He played ball with Louie and took him for walks each day. He kept to all their schedules and left our home just as we had left it. Thank you Ryan! We will book with you again in the future!”
About: Raised in a big dog household, comfortable with all shapes and sizes. Always happy to spend time with the most genuine creatures on earth and I'm never afraid of the poop bag. During the week I like to walk early mornings before 8am and after 4pm when I get out of work. On the weekends I'm available all day long! All animals are deserving of genuine care and respect, I will treat yours like my own. While walking I know it's my responsibility to avoid dangerous situation before they happen.
“All I can say is that she is AMAZING!! My Roofus has serious separation issues and that is why we decided to try an at home sitter because it may help his anxiety. Well roofus was the happiest puppy when we got home with no signs of distress. She went above and beyond spoiling all 3 of our babies. She did more for them then we do normally and that makes her services top notch. My home seems cleaner than we left and she even checked our mail and other things around the house. She will definitely have our trust and future business! Can’t thank her enough for the care and love she gave our babies!!”
“Bri was the perfect fit for our energetic dog. She provided updates and pictures while we were away. It put our minds at ease knowing she was taking such great care of our dog. I would definitely book with her again!”
“James took great care of Onyx while I was away on vacation. He kept me posted with plenty of updates, photos and videos so I could see my pup happily playing and exploring the neighborhood.”
About: I have a lot of experience caring for pets and love to show them the care you would expect so you can feel at ease with who is watching over your pet. I work part time and out of the home, so caring for your pet is very easy to fit into my daily schedule, both days and nights. I have a fenced in yard in a secluded area in Belchertown. I have 1 older dog and she is very friendly and loves to play with friends.
About: Animals have been a part of my life starting from a very young age. As a small child my family fostered dogs and I was taught basic animal husbandry skills from an early age. Growing up we always also had 3 dogs of our own that I was dedicated to caring for. As I grew older my love for animals of all shapes and sizes also grew, guiding me to my career in animal science and veterinary medicine. I have been working in veterinary medicine for 6 years now. I am currently working on obtaining my Veterinary Technician license (CVT). Through my hands-on experience at my job, I have gained many skills. I am proficient and confident in administration of medications, administration of subcutaneous injections, ear cleanings, pedicures, anal gland expressions and more. I also have experience caring for small animals such as rabbits, hamsters, and guinea pigs. Lastly, I have my own flock of chickens and would be happy to care for yours if needed as well! I’m currently working part-time, so I have time in my schedule to play and care for your beloved pets as well. My schedule varies weekly so I would be happy to discuss your needs to see if we would be a good fit for each other! Unfortunately at this time I cannot house any clients pets in my own home, but I am happy to care for your pet in the safety and comfort of your home while you are away. I have various petsitting and housesitting references if needed. Your pet’s safety and happiness are my number one priority.
About: Hello! My name is Kenz. I am 25 and have been dog sitting for about 7 years now as well as having my own animals for my whole life. I currently have 3 dogs at home all different sizes with different personalities. I have watched dogs of all ages including puppies and seniors along with dogs of different backgrounds including some that may reactive. Animals have always been a passion of mine which is why I try to do this in my free time as much as I can! I treat every animal I watch like they are my own and do my best to adapt to the type of personality they have. I currently work full time Mon-Fri. I am available before 7am, after 5pm, and on weekends. My job is aware of me pet sitting as I got my job from an existing client of mine so if I needed to make some adjustments to my hours we may be able to work something out. I treat any animal I watch like my own. I do my best adapt to their personality as every animal is different and requires different things.
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.
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 $43 per night as of October 2026. Most bookings cost between $36 and $73 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 October 2026, there are 581 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 , 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 .
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 .
sitters on Rover set their own , 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:
- 93% of sitters can help with special care needs
- 95% can help with giving oral medications or injections
- 95% 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.
Connect anywhere with the Rover app
