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!”
“Gavin was the best! Super detail oriented and brought his own checklist to go over during our meet and greet so he wouldn’t miss anything. He was very flexible and communicative, and even left a very sweet thank you card at the end of his visit. Would definitely recommend his services to anyone else looking for a sitter!”
“Dakota did an amazing job taking care of our dog for the entire weekend! Our dog has lots of medication and diet needs, and Dakota handled that with no issues! We returned to a very happy pup!”
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.
About: I have experience caring for cats and dogs of all ages, sizes, and energy levels. Whether your pet needs energetic playtime, a 10 mile run, relaxing companionship, or attentive care and routine, I’m happy to provide a safe and comfortable experience while you’re away. I'm currently working part-time, so I have plenty of time to visit and play with your pets! I'm available at most times, 7 days a week. I care for pets by following their usual routines as closely as possible, including feeding schedules, walks, playtime, medication, and any special instructions. In my home, I provide a safe, supervised environment that is clean and has plenty of open space. In a client’s home, I make sure pets feel comfortable in their familiar surroundings while keeping their space clean and secure. I’m happy to provide regular updates and photos so you can see that your pet is happy and well cared for!
“We are visiting from out of state and upon arrival our pup had a seizure. We were afraid to leave him alone. Caley was a lifesaver. Cooper took to her immediately and we felt very comfortable while we were away from home. We were able to celebrate our son's birthday and engagement with the family. We highly recommend Caley!!”
“Anna was great! She took great care of my dog and my place while I was gone! She communicates well, sends frequent updates. Will rebook with her in the future!”
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 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.
“Ovi house-sat Albus for 3-4 days, giving my partner and I the opportunity to travel for the first time since adopting him. She was very professional, responsive, and shared photos throughout the stay. In addition, Ovi went out of her way to make sure Albus has the play time he needed. As a 9-month year old puppy, Albus is not an 'easy' dog right now, but Ovi was both experienced and empathetic enough to be a wonderful caretaker. I would recommend her highly!”
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: I absolutely love animals and have had them through out my entire life. I have experience from working at “Dogtopia” to “Home away from home, dog boarding”. I understand the importance of family and would love to be your dogs next best friend! I have experience providing care for a variety of animals, including feeding, grooming, and monitoring health. I am familiar with cleaning and sanitizing animal housing and equipment, and can recognize signs of illness or distress. By feeding, walks, and playtime—with my personal habits like breakfast, exercise, and evening relaxation it helps to create a consistent, healthy routine. My successful routine with my 12 year old senior terrier includes early morning engagement to set a positive tone, scheduled midday breaks or mental stimulation to combat boredom, and structured evening bonding that eases stress. I have a 12 year old friendly Emotional support animal named Flower, who still loves to run and play. I also live close to the park, and have a crate if needed.
About: I have been around animals my entire life. Growing up my father an I have rescued/relocated over countless dogs,cats, and other farm or domestic animals. Your pet(s) are in great experienced loving hands! I take pride in making sure all animals are relaxed and comfortable. It is my goal to meet and help all owners an their fur babies when life changes your schedule give me a call. I have many references and review outside of Rover so please feel free to ask any questions you may have prior to booking. Can't wait to meet you! I update my calendar weekly if not daily! Please don't hesitate to contact me on Rover. I am very flexible with being able to fit things into my schedule! Feel free to contact me anytime with questions, comments, or concerns! I have a large partially fenced backyard with plenty of room for your animals to run and play and get plenty of exercise as well as 2 friendly loving dogs of my own to keep them company. There is no need to worry for your Fur baby to roam freely outside of the propertyThe outer edge of the property is contained.
About: Hey! I'm super passionate about animals and have tons of experience caring for them. I've grown up with pets my whole life, from dogs and cats to hamsters and fish, so I'm comfortable with all kinds of animals. I'm responsible, reliable, and always put the needs of the pets first, making sure they're safe, happy, and well-cared for while you're away! I am available to provide care for any furry friend at any moment. No matter they need, I’m always available to treat your animal, as if they were my own. I treat pets just like family. they are family to me and deserve to be treated with passion and integrity. Their emotions are stronger than the average person.
“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.
Connect anywhere with the Rover app
