House Sitting Chestnut Grove
Find a loving house sitter to watch over your pets and your home.
Over 10 pet parents in Chestnut Grove have booked house sitting
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.
“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 ☺️”
“Out of towner: Abby was amazing at watching our dog for the first time as we came to town for an event. She was so easy to communicate with and took extra great care of our dog for the night. Wish we lived closer so we could use her again!”
About: I have been taking care of neighbors' dogs since I was nine years old! I have watched many senior dogs and dogs with special routines. I'm currently working on my Master's in Public Health at UVA, so I have plenty of flexibility to keep your dogs company! I am available most weekday evenings and weekends! Happy to care for your dogs however you prefer! Whether that means chill nights and short walks or longer hikes, I am happy to meet the needs of each individual pup. Just let me know what works for you and your family:)
About: I have taken care of multiple animals throughout my life, mainly elder neighbors who cannot fully take care of their animals because of scheduling conflicts. I prefer overnight visits and stays just to ensure no schedules are disrupted. I currently attend UVA full-time as a Master's Student, and work Saturday nights at a restaurant in Cville. But I always make time for the animals in my life! I have a fenced-in yard, I walk dogs either for short 15/20 minutes, or a longer (5 miles) depending on a breed's needs and requirements. Otherwise, we can lounge and play with toys together.
“Bryn was great! My pets can both be shy and slow to warm up to people, and they loved her! Both Piper and Beckett ended up snuggling with her while she stayed with them. I appreciated that she stayed overnight with them, left my apartment as clean as it was when she arrived, and even took my trash out for me. Thanks, Bryn!”
“Megan was spectacular, stepping in with very short notice to dog sit my puppy for a week when my original sitter canceled a few days before I left. She took very good care of my dog a provided some very cute photos of the fun they were having”
About: I have cared for dogs for a little over six years and have a lot of experience with them. I am a dog lover and know exactly how to keep them happy and healthy while their families are away! I am currently working part-time, so I will have more than enough time to care for your home, pups, and anything else you may need! I care for pets by ensuring that they are always given food and water, going outside frequently, and having someone to play with hem and pet them.
“We were so pleased with Melissa’s stay with our pets. She is reliable, communicated well with us while we were away by sending photos and updates. We also appreciated her flexibility when our travel plans changed last minute. We came home to happy dogs and a well kept home!”
About: when you choose me as your pet sitter, you have nothing to worry about. I care for all pets as if they're my own. I live in an apartment and I'm currently only available to do boarding with one dogs but will consider two if they are bonded pair. before any boarding or housesitting services confirmed, I require we meet in person to ensure all the details are understood and that your dogs are OK with my dog. I have a 30 pound beagle mix named Daisy who is three years old and she will be with me at all times. I am always available for drop in visits and dog walking. prices fluctuate due to various factors but the main ones these days are gas prices and distance of travel. I.e The farther away you are the more likely there is that a added fee will occur before confirmation of service. I provide pet care in services full-time as of November 2021. I am available at any time if you need me. i'm currently available for the following services: housesitting, pet boarding, drop in visit, dog walking for 30 minutes or 60 minutes, and one on one dog training. if your dog is with me, I live in a neighborhood that is very dog friendly. We have two dog parks and I am often at these dog parks at least once a day. However if you have a dog that is not comfortable with that I would not take them there. I would focus on other activities that are more suited to your pet. I also take a lot of pictures and I am constantly in contact with you so you don't have to worry where or what we're doing. I currently work as a therapist with an office in the Madison area, right next to the plow and hearth. My schedule is pretty flexible and it changes weekly as my client needs change. I am almost always around, that makes me a great person for any last minute bookings needed. Your pet’s safety and comfort are always my top priorities. In my home, I provide a calm, pet-friendly environment with plenty of affection, daily walks, and playtime tailored to your pet’s needs. I keep the space clean, secure, and low-stress, with my own well-behaved dog Daisy as a companion if your pet is comfortable. When staying in your home, I’m respectful of your space and your pet’s routine. I follow all instructions closely, maintain regular updates, and work to ensure your pet feels safe and cared for in their familiar environment. I aim to build trust with both pets and their people every step of the way.
About: I have not used Rover before (have an older profile from when I originally looked into it but did end up using) but am an extremely experience pet sitter who is happy to share more recent evidence and testimonials. I grew up with a dog and cat and have done pet and house care since high school. I have also worked in various jobs caring for dogs, cats, birds, and fish. I am quite flexible with scheduling, especially if you book my services with plenty of advance warning. I am happy to help with pet care, property maintenance, mail collection, and other needs you may have. I am also flexible with the different jobs I will do, so if you are curious just ask and I will be honest about what I am capable of doing! I can't wait to meet your pets and help keep them happy! l am currently taking a few months off my typical job to visit my parents in VA. My work is highly flexible while I’m here, so there is no set schedule but I am easily able to accommodate your pet’s needs as long as I’m not busy caring for another animal at that time! I would love to care for your pets in your home or take them on walks! I am careful to always leave your space how I found it or nicer, and will stick to areas of the house you ask me to use.
About: Animals definitely perceive my positive attitude, and people do too. I genuinely love making cats and dogs happy. I often talk to any animal quite a bit because I believe a calm tone of voice is good for them psychologically. Additionally, I have taken care of multiple dogs and cats throughout the years, working in kennel facilities and through ownership, and I understand what is required to keep them happy and healthy. I have a flexible schedule, with much time to ensure your pets get the exercise he or she needs, and the attention they deserve. They won't be lonely while you're away! Additionally, I can administer any medications necessary and follow any special dietary restrictions. Your cats and dogs are in good hands with me! I center taking care of my own animals around my daily schedule. I do my best to keep their regular feeding times ,and for my dogs walking times at expected hours. It can be difficult, but it wouldn't be fair for them to not know what to expect. So ultimately, I adjust my required needs around their schedule in terms of errands, and etcetera. I care for pets in a way they are accustomed to; meaning regular schedules for feeding, walks and/or medication. If they are staying in my home, I would try to provide the most comfortable accommodations as possible while awaiting their people. But in a client's home, I would just coddle the pet, give them comfort, and again - keep them on the schedule they are accustomed to.
About: I am comfortable with all kinds of dogs and needs. I personally care for a GSD and a Heeler mix, and am comfortable with rambunctious and large dogs. Both of my dogs practice loose leash walking, and I love using our walks as time to tire their brains as well as their bodies. I can give medications, including subq and other injections. And I’m working on becoming a certified trainer, but for now I do not offer training services. I work a few part time gigs that change with the seasons. I have lots of flexibility to meet the needs of your pets. I generally do not go out of town during major holidays. I have lived on estates as a property manager, and ran my own home repair business for several years. I’m good at handling emergencies, and enjoy fixing things when I have the opportunity
About: Since I’ve been living on my own, I’ve had 3 dogs. Three Golden Retrievers over the last 30+ years. They are the best animals and I will take care of your dog as if it was my own. I can take care of animals Friday nights and all day Saturday and Sunday. I am available to stay over to watch animals on Friday and Saturday nights. I can come by houses to walk dogs or feed animals anytime after 5:30 during the week from Monday to Friday. I will come to your house and walk dogs, feed animals, and even clean litter boxes if needed during the work week. On Friday and Saturday nights, I can stay over.
“Robert was great! He was very attentive to my pets. He responded promptly to any correspondence and engaged with both my cat and dog. I really appreciate the time he spent and the care he provided with both of my pets!”
“Scott and Sarah were fantastic. I really appreciated their level of communication, care, state in which they left my home. They pay attention to the details. Every picture I received of my dogs, it looked like they were smiling ear to ear and have the best days. So cute.”
The median cost per night for house sitting in Chestnut Grove is $50
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 - Chestnut Grove
Select a filter and find qualifying sitters offering house sitting.Sitters in Chestnut Grove average 4 repeat house sitting clients
FAQs for House Sitting - Chestnut Grove
Frequently asked questions about Rover
The average cost of House Sitting in Chestnut Grove on Rover is $28 per night as of October 2026. Most bookings cost between $28 and $32 per night. 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 489 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.
<b>Tip:</b> 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 , 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 Chestnut Grove. On Rover:
- 91% of sitters can help with special care needs
- 94% 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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