House Sitting Chestnut Grove
Find a loving house sitter to watch over your pets and your home.
Chestnut Grove, 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.
“Rosey is just wonderful! She stayed at our house with our two dogs for 5 nights and it couldn’t have gone better! The dogs were super happy - we got pics of them snuggling on the couch and enjoying life. Rosey was prompt, super kind, and trustworthy. We will not hesitate to have her house sit the dogs on future trips! Highly recommend her!”
“My fiancée and I feel like we’ve hit the jackpot after adding Abi to our lives! She came to our home before our trip to meet us and our girls, ask plenty of questions, and see how the dogs responded to her presence. She is warm and patient, and even our super anxious/epileptic dog took to her quickly (a rare occurrence). She was meticulous in reviewing our care instructions for our needy crew (two dogs on several meds). She texted us pictures while we were away, asked follow up questions, and truly put our minds at ease seeing how much she cared for our girls. We can’t thank her enough for the ways she impressed us, and hope to have her return soon!”
“Bertie and Lissette's family were amazing! They took great care of my puppy and were very responsive and easy to communicate with. I will definitely contact them again the next time I am in Charlottesville.”
“Danielle was prompt and communicative and understanding when we had to come home early. I will ask her first every. single. time I need someone. Courteous and professional.”
“Always on time and ready to play! Nathan treats our active fur babies as his own! We never have to worry when Nathan is on the job! He is fine juggling 2 pups with different temperament’s/ keeping them safe and happy!”
“Madelyn did a fantastic job taking care of my two dogs, two cats, and house during a recent overnight trip, and I can recommend her without reservation. It was my first time using Rover so I wasn't quite sure what to expect, but Madelyn made it super easy. She is responsible, enthusiastic, and communicative, and it's clear she loves animals. And judging from the pics she sent, the animals had a wonderful time!”
“Dakota once again took great care of our Gretzky, who has lots of dietary and medication needs. We will absolutely be using Dakota from here on out!”
“Jack did a great job house sitting our dogs as always! He was able to accommodate us with a last minute request and we appreciate his flexibility. We definitely recommend Jack to take great care of your fur babies.”
About: I have a large family dog that I have been responsible for since I was about 10 years old. She has since gotten older so I have experience with a senior dog and giving any sorts of medication (and the peanut butter necessary to get her to take it). I am no stranger to having to clean up any accidents in the house so that is a non-issue for me. I am also open to taking care of other animals like rodents or turtles or other cage creatures. I am a true and passionate animal lover! My schedule is very flexible at the moment. I am happy to give as much or little time needed for the pets. I can figure out any scheduling and details necessary with clients. I am never loud coming into a home. I always let the pets come to me unless they are hiding on purpose. I take care instructions very seriously and will follow everything exactly and will reach out if I have questions about the best way I can care for your fur friend.
“Lindsey was fantastic and made me feel at ease during a stressful and logistically challenging trip. She did a great job distracting Hilton while we left which is a challenging transition for him, and kept us updated throughout her time with him. Her experience dealing with anxious pets was evident.”
“Ashley was great! She let me know when she arrived and how Buster greeted her. She kept Buster company for several hours during my longer than usual work day— preventing him from getting too anxious about being alone. You can tell Ashley is a true animal lover as well as being very conscientious and reliable. Will definitely reach out to her again for dog sitting!”
“Dieira has been amazing and our Izzy just adores her, she has stayed in our home do 2 plus weeks with no issues and checked in with sweet pictures regularly. We will definitely use her services again ☺️”
“This is the Star's second stay with Douglas. As with the first, I came home to a very happy dog! I was especially pleased how she navigated his recent finickiness about eating. I look forward to hearing her observations--she's a great "second set of eyes" to help me better understand my dog. We look forward to her next visit.”
“Lindsay was great with my puppy Hank! She was available last minute, flexible with my unpredictable schedule and super responsive! She followed all of my instructions and sent lots of pictures and updates. I would definitely recommend her again!”
“Zach was a new sitter to our family and I am so glad we met him through Rover! He took the absolute best care of our dog and cats, and our house, while we were away for a few days. It was so nice knowing our furry family members were in great hands. He definitely treated them like his own and I have a feeling they're going to miss him now that we're home! We can't wait to have Zach back again!”
“Definitely one of my favorite pet sitters that I have worked with since using Rover. Communicated really well throughout the stay. I got lots of picture updates. With the weather changing, he had no issue putting both dogs in sweaters. I felt so confident that they were receiving the best care possible.”
About: I have taken care of and owned many different breeds and sizes of dogs. I currently have a cat. I enjoy playing with and helping to nurture the wellbeing of animals. I leave work for lunch to go home and play wirh my cat. I dont like leaving him alone for long. I spend hrs every day with my cat. I make sure all bowls are cleaned between meals and clean water. Spend quality time walking and/or playing with pets. Make sure they have toys and bedding is clean and soft for them.
About: When I was younger I took care of dogs for a few different people and later on helped take of my families pet cat for around two years. I’m currently unemployed and saving for college so my schedule is pretty flexible at the moment. I’m open to most hours and am available any day of the week. When I had my families cat I’d make sure any food he couldn’t eat didn’t drop on the floor and I’d make sure he had clean water/clean food. I’d brush him and stuff like that. When I was dog sitting I’d take them for walks, when we were home I’d make sure they’d eat and are comfortable.
“Emil was very accommodating and kind. He communicates very well. Our dog, Zeus, did very well at his home. He seemed to like Emil and had no issues. Thanks again for being available on short notice!”
The median cost per night for house sitting in Chestnut Grove is $50
Pet parents share their Rover experiences - Chestnut Grove
Cayden was excellent. He took great care of our pets and house while we were gone for the week, staying in communication with me the whole time. Our dog is quite afraid of thunderstorms and Cayden made us feel at ease that Cilantro was in good hands when we couldn’t be there during a week of summer rain. Will absolutely book again, thanks so much Cayden!!
Danica took great care of both my dog, Stella, and our house during her home stay. She communicated regularly and sent photo updates. She was home regularly to let Stella out, play with her, and feed her. The house was spotless upon our return and Stella seemed happy as can be. I definitely recommend booking with Danica and hope to have her come stay with Stella again!
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 Rover works
1. Search
Browse profiles of sitters near you who offer house sitting2. Meet & Greet
Schedule a free in-person Meet & Greet to find the perfect fit3. 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 Chestnut Grove sitters!Sitters in Chestnut Grove average 4 repeat house sitting clients
FAQs for House Sitting - Chestnut Grove
Frequently asked questions about Rover
As of June 2026, there are 485 sitters on Rover offering House Sitting across Chestnut Grove. 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 Chestnut Grove 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 Chestnut Grove 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 Chestnut Grove 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 Chestnut Grove. On Rover:
- 97% of sitters can help with special care needs
- 100% 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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