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.
“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.”
“Paige took great care of my dog while I was away. She was respectful of my home and left it just as it was when I departed. I would highly recommend her to anyone, as she is great with the animals in her care!”
About: I have experience pet sitting for dogs, especially caring for a reactive one for a couple of years. I understand how to work with fearful dogs and will care for them regardless. I can walk, feed, and even give medication as needed. I have a deep passion for animals, especially dogs, and I would love to be able to care for yours! I have also worked alongside veterinarians to gain experience in animal handling. I love all dogs, big and small, and I know I could provide great care for your pup! I’m currently a student at Montana State, but all of my classes end at two. I’m available on the weekends for overnights and day pet sitting. I will care for your pets like my own, but I also understand that many pets have different boundaries. I will always respect their boundaries and make sure that your animals are comfortable and happy in their own spaces. Whether that means crates, time spend apart, or time spent together, I will make sure that your pets still feel like they are home.
About: I’ve been dog sitting for essentially my whole life! I grew up with 3 small dogs in Davidson, North Carolina, then continued freelance dog sitting throughout undergrad and now grad school at MSU in Bozeman. I’m studying environmental microbiology, and because I’m not sure what my postgrad steps are yet, I am hesitant to get a dog of my own. So, I’d love to be an aunt to as many Bozeman pets as possible! I have taken care of dozens of dogs and cats for my close friends, professors, managers, and strangers. I have no problem with overnight visits due to my flexible schedule, and I’m an avid runner (I ran track and cross country in college) so I’m happy to help dogs get their zoomies out. I can run with high energy dogs if you’re tight on time one day or your pup needs more than a walk. I’d love to wear out your dawgs! As a grad student, I have more flexibility than standard 9-5ers, but often need to spend a big chunk of the day in the lab. I’m usually able to leave around lunch, but weekdays typically require me to be gone for a few hours at a time. However, weekends are very flexible, and I am almost always available for overnights and have lots of time in the evenings and mornings for walks/runs. Sometimes I have periods of more writing and computer work, and during those times I can be at home with fur babies for more of the day. Unfortunately I can’t board pets due to my landlord’s rules, but when I sit in others’ homes, I usually exercise pets in the morning and in the evening (since I also have to get my zoomies out) and send pet pictures daily, though I can do this more frequently upon request. I am generally very flexible, responsive, and receptive to whatever pet owners’ preferences are!
About: I’ve had pets all my life and have watched tons of pets, I will take care of them and love them just as I would my own I do work 4 days a week 2pm-10pm. I can use my breaks in between to keep an eye on them as well if needed I have a fenced in yard and 3 wonderful and friendly dogs. And any specified rules you have for any of your pets will be followed and will be treated with love
“Vanessa was amazing! My dog recently had surgery & I was so nervous to leave him for the night. Vanessa was super knowledgeable & made me feel so much better about leaving my pup with a sitter! She sent a ton of updates, photos, and was very communicative! She was great!”
“James was an excellent sitter! We were traveling from out of town for a wedding and he was very flexible and great to work with, with that added factor. He was communicative and easy to work with. Very kind and we felt great peace of mind leaving our little guy with him, thanks James!”
“Emma did an incredible job taking care of our 5 year old Golden Retriever while we were on vacation. She was great at sending updates and she is very responsive to texts. She was able to devote the whole week to taking care of our dog so she was able to get him lots of exercise and attention. Emma is very responsible and friendly and she went above and beyond what was asked of her and I couldn't recommend her enough!”
About: Animals have always been a huge part of my life! Having grown up with 5-pound chihuahuas e from to 150-pound Great Pyrenees, I’m comfortable handling pets of all shapes and sizes. Whether you have a high-energy dog, a shy cat, or a pet that needs a little extra patience, I’m here to help. I have a special place in my heart for anxious animals and take pride in providing a calm, steady environments where they can thrive. I’d love to meet your furry family members! I am currently a full-time student at MSU, which allows me to maintain a consistent schedule. I am available for walks and potty breaks most weekdays after 3:00 PM, with additional flexibility throughout the day to accommodate your pet’s needs. I pride myself on being reliable and am happy to work with you to find a time that fits your routine My priority is to maintain your pet’s established routine to minimize stress. I am very observant of their body language especially with anxious pets and I always respect their boundaries, whether that means giving them space or providing extra affection. I am diligent about home security, ensuring gates and doors are locked, and I always follow your specific instructions regarding feeding, medication, and exercise. I also provide regular updates and photos so you can have peace of mind while you’re away.
“Lilli kept our dog for a week at our house. She did an amazing job. Gave our doggo lots of exercise and companionship. We came back to a happy dog and a clean house. I have no hesitations in recommending her!”
“Brittany was wonderful for our pets when we went on vacation. She sent photos every morning and afternoon. She played fetch with our pup morning and evening as well! Our cat and dog loved her and we would recommend her for pet sitting. Thanks again Brittany!”
“Erin was amazing with our crazy pups! She took them to Snowfill and they had so much fun. Think they were a bit disappointed when we got home - Erin was way more fun! So happy we found her! Highly recommend”
About: Hello! I have been pet sitting for 4 years. I absolutely love dogs and cats. I have training experience and love love love to stuggle animals. So please let me know how I can help you give your pet the best experience while you are away! I have open availability all week. Evening are prefered but i am very very very flexible! Let .e know what you need and i will help!! I will tive your pet the same love and attention i expect for my own. I love animals for than anything and will always meet their needs.
About: Since I can remember I have been around dogs, cats, and birds. I have recently adopted my own dog named Harley who is stranger reactive so I am very comfortable dealing with going at the dog's/cat's pace of comfortability. I love the outdoors and exploring with my dog as she slowly learns to trust others and new environments. Long walks and cuddles are my priority while you are away. I am currently working remotely, so I have plenty of time to spend with your pet! My work schedule is super flexible and easy to change if there are any last minute changes. Fenced in yard with room to play ball. Lots of room for playing or just enjoying the sun in the back yard. Triggers are blocked off by trees and the fence.
“Everything seemed to have gone well. Whitney met us in person before sitting for Marlin and came again the day prior to make sure she had all the information needed and to get a lay of the land. She sent photos of marlin. Although we did not set expectations prior, in the future we would like more frequent updates. We would hire her again.”
About: I have owned dogs and a wide variety of other animal my entire life. I find joy in taking care of them! Providing care for your animals will be a pleasure and fun experience for the both of us. I have a very flexible schedule with the ability to make your furry friends my main priority. I have also trained just about every dog that I have had. I can not only take care of your dogs, but other animals, too, if that is a necessity. Photo Updates Included! Thank you for considering me as an option when looking for a caregiver for your dogs! I work part-time currently and am able to make my own schedule. Let me know what schedule you need care and I will be able to make something work! I have a fenced in yard, a dog door in the house, and a mini golden doodle that is super friendly and loves to make new friends.
The median cost per night for house sitting in Chestnut is $54
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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Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
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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
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 is $61 per night as of October 2026. Most bookings cost between $52 and $70 per night. On Rover, 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 415 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.
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 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. On Rover:
- 89% of sitters can help with special care needs
- 95% can help with giving oral medications or injections
- 98% 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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