House Sitting in Chestnut
Find a loving house sitter to watch over your pets and your home.

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Top rated Chestnut house sitters

“Trena sat for me at my home and watched my two small dogs. She’s very kind and caring and was very easy to work with. She let me know, throughout her stay, how my pups were doing and kept me updated with photos. She took great care of my two dogs and helped ease my mind. I will definitely see if she’s available again in the future.”


“Tammy was fantastic. She was great with our dog. We came back from vacation to a very happy dog and she sent so many great photos while we were away. Our house was also in perfect condition.”


“Austen was great! Came for a meet n greet beforehand and made sure she asked everything she needed. Took great care of my dogs while I was gone. I was out of cell service most of the time, but she still sent a few photos and updates which were nice to see when I did get service. Left my home in great condition, too. Thanks so much Austen!”


“Megan took great care of Maxine. She was very communicative and kept me updated on how Max was doing along with plenty of pictures (many of which featured a happy and smiling dog) Would recommend to others and have no hesitations about booking again.”


About: I have taken care of my dog Gin for the past 8 years. We go on multiple walks daily, love playing fetch, and I have taught her over 15 tricks! I have been pet sitting for others as long as I can remember and love to hang with other peoples animals! I’m currently traveling through the US and am looking to make some extra cash on the way :) I’m very flexible on days and times as I have few obligations! I love taking long walks or just hanging out, whatever your pet likes! My dog Gin is very used to meeting new dogs and will hang out and vibe with whatever situation she’s in.

“Delaney was so wonderful with our dogs! We had never left them for a full week, so I was nervous about this. She was very communicative and gave plenty of updates. I could tell our dogs were comfortable and happy through the pictures and videos she would send. She stayed in our apartment and also left it spotless. I would highly recommend booking Delaney next time you need a dog sitter!!!”


About: I grew up in a house full of pets, and I have spent my whole life taking care of dogs, cats, guinea pigs, hamsters, mice, gerbils, fish, geckos, and birds. My first ever job was taking my neighbors dogs on walks, and I have plenty of experience pet sitting at peoples houses. I am currently working part time in Bozeman so I have plenty of time to help out with your pets flexibly around my schedule. I am able to dogsit, but only for up to three nights due to school and work schedule. I can take your dogs on walks from the back of my car. I don’t have space at home to take care of your dog but I can make frequent stops at your house to walk your dog and let them out for potty breaks.

About: I am attentive and exited to care for your pets! I love animals and have worked on my families ranch all my life. I enjoy going on long walks with any dog: excited puppies or slow-moving-seniors! I am a student, so my schedule is very irregular! When I am free, I want to fill my time with care work and fun! I walk a lot every day and have plenty of time to stop by and check in on your pet. My transportation is reliable so going out of town is not a problem.

“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!”


“Karenna is truly a wonderful sitter! She took excellent care of our two dogs and chickens, providing regular updates and photos. She also left our home clean and even laundered and folded the bedding. We know our pets are in good hands with Karenna!”

About: I am an absolute completely devoted dog lover! I would make it fun for your dogs and do my very best to make them feel right at home…even with their humans gone! I promise to give them my full attention and so many snuggles (if they are cuddlers)!! :) I am attending school at Montana State University and will have classes every day of the week, but I am available in the afternoon most days and evenings and would have time throughout my day to stop and check on your pets! I would be more than happy to stay with them at your house as well and promise that I am trustworthy!! I care for my pets and most of my clients pets by following a feeding schedule along with a potty break schedule! I make time for my dogs and for my clients dogs to exercise everyday, whether it’s a walk, 10 minutes of fetch, or just playing around the house/yard! I also prioritize snuggles and treats (if allowed) to make the dogs feel comfortable and safe!
Loving house sitters in your neighborhood
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Trena S.Star Sitter

“Trena sat for me at my home and watched my two small dogs. She’s very kind and caring and was very easy to work with. She let me know, throughout her stay, how my pups were doing and kept me updated with photos. She took great care of my two dogs and helped ease my mind. I will definitely see if she’s available again in the future.”


Tammy H.Star Sitter

“Tammy was fantastic. She was great with our dog. We came back from vacation to a very happy dog and she sent so many great photos while we were away. Our house was also in perfect condition.”


Kaitlynn M.Star Sitter

“I would highly recommend Kaitlynn. She was quick to respond and left the house looking great. We knew our pup was in good hands the entire time.”


Austen R.

“Austen was great! Came for a meet n greet beforehand and made sure she asked everything she needed. Took great care of my dogs while I was gone. I was out of cell service most of the time, but she still sent a few photos and updates which were nice to see when I did get service. Left my home in great condition, too. Thanks so much Austen!”


Megan S.

“Megan took great care of Maxine. She was very communicative and kept me updated on how Max was doing along with plenty of pictures (many of which featured a happy and smiling dog) Would recommend to others and have no hesitations about booking again.”


Allison C.
“Allison is first and foremost an animal lover. Pets will almost instantly gravitate to her as they can sense her kindness. She can also gain their respect, and they listen to her commands. She takes control, which keeps my dog under control, and that keeps him safe. You will see her reward your pet with kindness, ear scratching, and, if allowed, a treat. My dog knows the sound of her CAR ! It takes him a minute to calm down whenever she stops by.”


Delaney R.Star Sitter

“Delaney was so wonderful with our dogs! We had never left them for a full week, so I was nervous about this. She was very communicative and gave plenty of updates. I could tell our dogs were comfortable and happy through the pictures and videos she would send. She stayed in our apartment and also left it spotless. I would highly recommend booking Delaney next time you need a dog sitter!!!”


Nicolas S.

“Great care on a short notice. Appreciated the updates while we were away. Would recommend Cole’s care for anyone’s pet, they will be in good hands.”


Kelsie H.

“Kelsie was the best sitter for our boys! She sent picture updates frequently and did a great job following our care instructions. I could tell the dogs loved her!”


Taylor K.

“Taylor went above and beyond! Sent regular updates and photos and handled our 4 big dogs like a champ! Will definitely use her again, and HIGHLY RECOMMEND.”


Madison K.

“Madison is absolutely amazing! She was so kind and patient with my pups. I enjoyed receiving updates and pictures during my time away. I definitely recommend Madison!”




Bella B.

“Rebooked Bella for an house-sitting with my dog, and she did a great job. She was super considerate and did a ton to make sure my dog felt safe and happy.”


Mackenzie S.
“Our Marlee was taken care of so well! We got tons of pics and updates which made us feel so at ease. I would definitely rebook Mackenzie to take care of our pet!”


Eli R.
“Eli has been an animal person since he was a small child. He's always been responsible and compassionate with his own family pets and others' pets. As a high school student one of his job was taking neighborhood dogs for walks after school. He is an avid hiker and an outdoorsy guy, so this job came naturally for him. Eli has proven to be responsible and conscientious in work and in life. I highly recommend Eli for this position.”


Mae M.

“Mae was such a great sitter! She was responsive, tidy, and took great care of our older pooch. I feel full confidence leaving my house and dog in her care.”


June L.
“June loves animals with every ounce of her being. She grew up with dogs and other livestock at her home. She is the first person all of our friends with pets ask to watch them. She is great at reading any animal's needs and makes sure they get their necessary activity. She also was a 4H Participant in High school, making her more than qualified to take care of Great Danes all the way down to a Shih Tzu.”


Caroline H.

“Caroline was great! She took our anxious dog on lots of hikes and swims. He was well cared for!”


James T.


“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!”


Karenna E.
“Karenna is truly a wonderful sitter! She took excellent care of our two dogs and chickens, providing regular updates and photos. She also left our home clean and even laundered and folded the bedding. We know our pets are in good hands with Karenna!”


Jordan Y.
“Cannot say enough great things about Jordan and the wonderful care she has offered to my pets! Jordan has routinely house sat and watched over my dogs for the last several years. Whenever I travel, she is my preferred pet sitter as I know I’m leaving my dogs in capable and loving hands. With Jordan pet sitting I always return home to find my dogs happy and stress free having gotten plenty of care, attention and play. She is detail oriented, conscientious and a great pet companion!y”
How Rover works
1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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 house 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.
House Sitting FAQs
Frequently asked questions about Rover
House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Chestnut on Rover as of Aug 2025 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.
As of Aug 2025, there are 365 house sitters in Chestnut. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 89% of Chestnut house sitters respond in under an hour.
House sitters in Chestnut have an average of 16 years of experience. House sitters with repeat customers have an average of 3 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Chestnut.
Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Chestnut house sitters are great for:
- Dogs who’d prefer to stay on their home turf
- Cats and caged pets
- Pet parents on a tight schedule
- Keeping an eye on your home and plants while you’re away
Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.
