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 watched my 5 month old pup for a few days and she was a great sitter! She kept me updated throughout the stay and made sure my dog was well taken care of. In addition to the great care, she left the house in great condition! I would highly recommend her and she will be my first choice in the future. Thanks Rosey!”
“Lissette provided both dogsitting and housesitting services for us. She was very caring and affectionate with our two small dogs. One of our dogs, from a rescue, is very suspicious of newcomers, but she became comfortable with Lissette quickly. While we were away, Lissette provided frequent updates, including many photos and videos. We would not hesitate to ask Lissette to take care of house and of our pups again -- the pups would probably be very happy to see her, their new friend.”
“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!”
“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!”
“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 ☺️”
“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!”
“Although Jonathan (Jack) has a profile that is new to Rover, he does a FANTASTIC job in caring for animals and has tons of previous experience. Jack watched our 2 dogs in our home while we were away for several days. He was communicative, let us know how the dogs were doing and updated us with photos. We were able to take our vacation with peace of mind that our dogs were being well cared for, and it certainly showed when we returned home to get back into our normal routine. We will certainly rebook with Jack in the future!”
“Danielle was amazing at loving on our pets, keeping to their routines, and sending us updates. We look forward to using her again and again as a sitter for our fur babies!”
“Lindsey was wonderful! All my animals were very comfortable with her and she provided for the needs of both my senior dog who needs medications and my younger active dog. Plus she left the house clean and tidy!”
“Maddie is awesome. She’s house and dog sat for is while the family was on vacation to Disney. We messaged her with questions prior to booking a and she responded quickly.”
“Dakota was wonderful with our dogs and cat. Very responsive, great communicator, sent pics to me daily!! Didn’t have a worry at all while I was away!! Fabulous! Highly recommend.”
About: I’ve taken care of dogs of all kinds for over 8 years and have experience with feeding, walking, bathing, playtime, and overnight care. Friends, neighbors, and family have relied on me to care for their pets and make sure they feel comfortable and safe while away. I also have personal experience with wound care and closely monitoring my own dog during recovery, so I understand the importance of patience, attentiveness, and following care instructions carefully. I genuinely love animals and treat every pet like my own. I’m currently working part time at the University of Virginia, which gives me a flexible schedule and plenty of time to spend caring for your pets throughout the week. I’m available for walks, drop-ins, overnight stays, and making sure your pets get lots of attention, exercise, and care while you’re away. I always make sure pets feel safe, comfortable, and cared for in both my home and my client’s home. I carefully follow feeding schedules, walking routines, medication instructions, and any special care requests. I pay close attention to pets’ behavior and needs and make sure they get plenty of affection, exercise, and supervision. I also keep owners updated with photos and messages so they can feel confident their pets are in good hands.
About: Not only did I grow up with 2-3 dogs in the house, but my mom has worked for a dog rescue the last 10 years. My family has fostered more than 100 dogs ranging from newborn puppies to end of life care for senior dogs. I have helped with everything from feeding, cleaning, creating enrichment, and exercising dogs of all sizes and ages. I am currently taking time off of work before I move abroad for graduate school in September so am completely flexible! I will have plenty of time to dedicate to your pets health and happiness! I have a fenced in yard and two super docile and friendly spayed female dogs who have also spent extensive time with other dogs and cats of all ages and sizes. I also have spent a lot of time caring for other people’s pets in their homes without issue.
“Dawn took great care of my 3 boys! She was very professional, a great communicator, arrived exactly when she said she would. Gave timely updates. Left my house immaculate. The dogs were very happy when I got home which of course is the most important thing. Dawn will definitely be coming back to take care of my boys in the future! Highly recommended”
“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!”
About: I have had animals since I was very young. I love all types of dogs, and have experience dealing with high energy as well as more relaxed dogs. I also have experience with fostering and rehoming dogs. I work part-time, and set my own hours, so I will have plenty of free time for the dogs! I am open to a set schedule or to flexible, one-off walks and boarding. I live in a log cabin on 10 acres in northern Albemarle county. I have a great field for walks and throwing toys. I have a lot of in-home hobbies, so any dog or cat hanging out with me will get a whole lot of attention and love while they are here.
“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!”
About: I’ve grownup with family dogs my whole life. When I was 13 I started a small dog walking business around my neighborhood. When I was 16 I got my own dog who became my best friend. When I was 18 I did an internship at a dog boarding place. I’ve had experience with all kinds of doggy personalities and can’t wait to get to know your pup! I have my own pitbull mixed dog named Coco who I care for daily. We go on adventures outside and spend a lot of time cuddling. She is the most important thing to me in the world. I care deeply for animals and I take the time to get to know each animal individually because making them feel loved and safe is my main goal. I am able to bathe, give medication, etc.. if needed. I am very comfortable with all aspects of dog care.
About: I have taken care of cats and dogs for my whole life. I started my professional animal care working as a farmhand, caring for horses dogs and cats from a young age. I have been a veterinary assistant for 4+ years and am comfortable medicating our furry friends. I've previously trained a deaf puppy for a neighbor. By the end of our time working together the dog had confidently learned sit, lie down, rollover and fetch via hand cues. I'm happy to discuss my availability with you to see if I could potentially be a good fit for your situation. My work schedule is Tuesday - Saturday. I enjoy spending time with the animals I care for. I will make sure any medication are given as prescribed, play with them, brush them as needed or requested. I will contact you if there is any concerns for your fur baby. I am happy to send pictures to you while you're away if that is desired.
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!!
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 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 July 2026, there are 492 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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