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.
“Amadie was amazing! She cared for two of our dogs on a very hot day for three hours. She was prompt, thoughtful, sent great photos, and communicated very clearly. The pups were happy and tired after the time together. Who can ask for more than that? We will definitely book her again!”
“Ben was great! This was our first extended trip since the fur babies came along and our first time using Rover. I felt 100% comfortable with Ben looking after things in our home. He was professional, neat and easy to work with. He left daily notes, responded promptly to messages, met all of our requests and even took all the trash with him when he left. The transition home was so much easier knowing the house and the pets were well cared for. Many thanks!”
“Mila was wonderful with our senior dog, 2 cats and a bird for a weekend housesit. She was super sweet and all of my guys took to her right away. Awesome communication and sent lots of cute pics!”
About: Ive been taking care of pets since high-school, from great danes to kitties! Including but not limited to great-danes, pitbulls, hounds, labs and kitties! I am good with animals of all temperaments, from timid and not sure to excited to see anything! I love all animals and would love to help with all your pet and house needs. I am currently part time and can work around your schedule as well. I already get up to take care of my hound, pitbull and kitties. I would love to help you out as well! I love animals and have experience with the animals that also make a mess. I change litter boxes and I can even clean up after the ones who can't always hold it. I feed, and give fresh water. I walk dogs and also have experience with pulling. I can also just let them out if trained to do so and hangout with them as needed!
“Kendra was wonderful with Zannah. She was very patient with allowing her to feel comfortable to come to her when she was ready. My dog is quite timid and anxious with someone new caring for her. Kendra is also a strong supporter of raw feeding which was very reassuring as this is how my dog is fed. She is also well versed in dog behavior and body language and Zannah was VERY comfortable next to her. Thank you Kendra, I’ll be rebooking with her very soon.”
“Elias did a wonderful job with Birdy. We are so happy to have found Elias. The house was neat as a pin. Birdy was well cared for. She had an immediate connection with Elias.”
“Brandy was fantastic! My dog is not easy due to anxiety and fear (she is a rescue). Elly didn't take that long to warm up and once she did they were able to stick to her regular schedule. Brandy was understanding and compassionate to where Elly was emotionally. She took her for great walks and played with her. Brandy sent pictures and lots of updates. Also Brandy was respectful of our house and left it as she found it. I would highly recommend her to anyone and will definitely ask her back. Thank you!”
“Lori is awesome. She watched our senior dog and our 2-year-old dog in our home for a week-long trip. She communicated very well and sent tons of pictures. She gave medications to our senior dog (who requires a lot of patience) and kept our younger dog well exercised. When our flight home got delayed, Lori was super understanding and flexible during the uncertainty. Our house was spotless when we got home. Lori is a true professional and we'd recommend her without hesitation. Thank you, Lori, for giving us peace of mind while we were away.”
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 ☺️
About: I have over 10 years of pet care experience including walks, overnight stays, and short visits. I also grew up with dogs and have lived with a few different cats in my adult life. I am new to the Rover app but am happy to provide references upon request. I work Monday-Friday 11-5 in Brattleboro. I can do overnights any day of the week, but just know that on these days I will be away for 6-7 hours depending on distance from your house. I love taking dogs on long walks and can do so 2-3 times a day. I am super communicative and experienced at house sitting while pet sitting. I am very respectful of people's homes and pets' routines. I will make sure to keep your house as clean - and your pet as happy - as you left them.
“What a dear person. Nadine is a natural with knowledge and a love of animals. She showed great judgement, and was kind enough to let me know when our cat was in for the night. She was thoughtful, and clearly is great with animals. Our cat was thoroughly in love.”
“Penny is very intuitive and i so appreciate how she honored the unique needs and desires of my while I was on a 2 day/night trip. Great communication and i loved the photos and updates sent. Felt safe leaving my pups and home in the care of Penny. Look forward to booking her again soon!!”
About: I have been working as a veterinary assistant for 3 1/2 years. I am experienced in giving oral and injectable medications. I love dogs and cats of any size! I currently work 3 1/2 days a week and I’m doing pet care on my days off. I love spending my time meeting and taking care of new pets! I treat every pet like they are my own. I always send updates to the pet parents throughout my visits so everyone can be stress free!
About: Throughout my whole life there have been multiple dogs in my family. I have had my own dog before, and trained her from eight weeks old. Also, I have dog/house sat for dogs of friends and family over the years! I work in the schools so I am looking to pick up a side hustle while on summer break! I’m looking forward to a flexible schedule that incorporates my love for dogs and walking, it’s a two for one! I am very flexible and will do whatever you and your dog needs to be happy and healthy! I know what it is like to have a fur baby so I get what it’s like to do the best for them:) I am also an active person so I am able to meet the variety of needs for any dog!
The median cost per night for house sitting in Chesterfield is $60
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 3 repeat house sitting clients
FAQs for House Sitting - Chesterfield
Frequently asked questions about Rover
As of September 2026, there are 233 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:
- 79% of sitters can help with special care needs
- 100% 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.
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