House Sitting Chestnut
Find a loving house sitter to watch over your pets and your home.
Over 7 pet parents in Chestnut have booked house sitting
Chestnut, 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.
“Valeria, stayed overnight to take care of our three dogs. This was our first time using Rover and we were so fortunate that she came to help us out with the overnight stay. She did a great job communicating and sending picture of the dogs. We will definitely use her services again.”
“Frenchie stayed with our two pups for a week. She was fantastic. Very responsive with her communication and attentive to our dogs. We'll definitely use her again!”
About: I have cared for and have loved all kinds of pets since I was a little girl. I can match your pet’s energy and be just as energetic or as mellow as your pet. I love the outdoors, especially hikes in the summer time. I’ve gotten tips from my dog-obsessed sister with training, and I am here to attend to all of your pet needs. I’m currently working full-time but I am available in the weekday evenings, Friday’s, and weekends to play with your pups! I make time each day for walks, play, and companionship to make sure pets feel cared for and comfortable while their owners are away. I care for pets in their owner’s home by maintaining their typical schedule as consistent as possible. I follow feeding schedules, walks, medication instructions, and any special care directions closely so pets feel safe in their home. I also treat each home with respect, keeping everything clean, secure, and providing regular updates so owners feel comfortable while they’re away.
“Paige stayed at our house with our three pets while we were out of town. She took such great care of our senior dog and two cats and sent us detailed updates throughout the weekend! She even helped us navigate some eating challenges with our dog, litter robot malfunctions and remained flexible when our flights got canceled. We would love to use Paige again in the future!”
“We had another great experience with Jenna! She was reliable, communicative, and clearly cared about our fur babies. We received regular updates and photos, which gave us peace of mind while we were away. We came home to happy, relaxed, and well-cared-for pups. We would definitely book with Jenna again and highly recommend her to anyone looking for a trustworthy and caring pet sitter.”
“savannah was excellent, always kept me updated and really paid close attention to my dog who i love so much. i felt so great on my time away knowing she was there to help us and care for him.”
“Madie was absolutely wonderful with Goldie. My pup is high-energy & can sometimes be reactive towards new people, but Madie knew exactly how to how to handle her quirks! This was her second time watching Goldie and both times she has been great with keeping me updated. Already have my next trip booked with her - I know my little pup will be happy and content while I'm away.”
“Emma was very helpful when she house sat and helped with my pup. She was communicative, sent pictures, and the house was clean when I returned. I'd recommend Emma to others.”
About: I’ve cared for animals my whole life, starting with my Westie, then my tortoiseshell cat, and now my energetic Border Collie/Heeler mix. Having pets with different personalities and needs has taught me the importance of patience, attention to detail, and dedicated care. I’m a safe, trustworthy person who truly enjoys making animals feel comfortable, loved, and secure. I’m also very active and love running, hiking, and biking, so I’m especially great with energetic dogs who need lots of exercise and engagement. Whether it’s long walks, playtime, or quiet companionship, I treat every pet like my own and always prioritize their happiness and well-being. I’m currently a substitute teacher in Bozeman, and pet sitting through Rover is a meaningful way for me to supplement my income while doing something I genuinely enjoy. Working in schools has strengthened my patience, responsibility, and attention to detail, which naturally carry over into the way I care for animals. I’m dependable, trustworthy, and committed to making sure every pet feels safe, comfortable, and well cared for while their owners are away. I live right along a park, so daily walks are already a big part of my routine with my Border Collie/Heeler mix. My dog is very friendly, active, and would love to have some new walking buddies from time to time. We spend a lot of time outside exploring trails, getting exercise, and enjoying fresh air, so your dog would get plenty of activity, attention, and companionship while in my care. If you would NOT like your furry friend to have a companion, please let me know, and I can accomodate whatever routines you have.
“Bailey is awesome! We recently booked her for dog sitting at our home and she was responsive, sweet, and took very good care of both our pup and our house. I would definitely recommend her!”
“Britney was amazing with our dogs. We needed a dog sitter with relatively short notice and she made a point to visit prior to the stay to meet our dogs and take notes about their care. She gave updates and photos of the dogs each day and left our house in great shape. I highly recommend Britney as a responsible and attentive dog sitter. Thank you!!”
“Cate was AMAZING! We left town and booked her very last minute and she was happy to come and meet the dogs before we left. Cate took great care for our two dogs. If you are looking for a dog sitter, Cate is awesome!”
About: My family has a McNab who’s always eager to see me. I have many years of friendship with this dog, and our experiences range from playing fetch to helping her out with a wound. My family knows they can always trust me to take care of their dogs! I work for myself! My self-employment work has involved a variety of services through Turo, Uber, and even my own website. Most weeks, I will be available every day. The nature of my work allows me to accommodate customers requiring any time of day. In my home, I currently have a cat. I periodically let him outside and ensure that his water bowl is full! He is fed twice a day. My dog (Sawyer) is currently in the care of a friend for the long-term, but when he's home I let him out every 2 hours and feed him in the mornings and afternoons. Though he tends to lay down most of the day, he loves to play!
The median cost per night for house sitting in Chestnut is $53
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?
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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
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Popular requests for house sitting - Chestnut
Select a filter and find qualifying sitters offering house sitting.Sitters in Chestnut average 3 repeat house sitting clients
FAQs for House Sitting - Chestnut
Frequently asked questions about Rover
The average cost of House Sitting in Chestnut on Rover is $61 per night as of October 2026. Most bookings cost between $52 and $70 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 418 sitters on Rover offering House Sitting across Chestnut. 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 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 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 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 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 Meet & Greet .
sitters on Rover set their own cancellation policy , 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. On Rover:
- 100% of sitters can help with special care needs
- 100% can help with giving oral medications or injections
- 96% 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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