House Sitting Chestnut

Find a loving house sitter to watch over your pets and your home.

End
Search

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.

1 / 1
Sitter Profile Image: Madie F.
Verified Background Check
Madie F.
from
$45
per night
5.0 out of 5 stars
• 67 reviews
22 repeat clients
8 years of experience
Bozeman, MT, 59718

“Madie has been great with my fur! I can trust that he is going to be cared for, that I will be updated, and that I won't come home to my house destroyed..she always leaves it clean! I will use her over & over for sure!!”

Profile image
Shawna M.
Sitter Profile Image: Valeria C.
Verified Enhanced Background Check
Valeria C.
from
$40
per night
5.0 out of 5 stars
• 22 reviews
5 repeat clients
20 years of experience
Bozeman, MT, 59715

“Valeria is amazing. She has excellent communication, sends tons of photos and updates, and always makes us feel completely at ease knowing our dog is in great hands. She also took wonderful care of our home while we were away. We would absolutely recommend her and will definitely use her again!”

Profile image
Rachel S.
Sitter Profile Image: Frenchie K.
Verified Enhanced Background Check
Frenchie K.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 30 reviews
11 repeat clients
5 years of experience
Bozeman, MT, 59718

“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!”

Profile image
Stephanie D.
Sitter Profile Image: Paige L.
Verified Background Check
Paige L.
from
$70
per night
5.0 out of 5 stars
• 34 reviews
10 repeat clients
15 years of experience
Bozeman, MT, 59715

“We have used Rover for over ten years and I am not exaggerating when I say Paige was the best sitter we’ve ever had the pleasure of meeting through this app! Through out her stay with our pets and in our home she was extremely attentive to all five animals, sent regular and meaningful updates and went above and beyond with the home care. We have two large and reactive dogs and Paige dealt with entertaining them inside when the outside weather was hazardous due to wildfires. We were worry free and felt like our pets were in the safest hands our whole trip thanks to Paige, could not recommend enough!”

Profile image
Elydah J.
Sitter Profile Image: Clara L.
Verified Enhanced Background Check
Clara L.
from
$27
per night
5.0 out of 5 stars
• 4 reviews
1 year of experience
Bozeman, MT, 59715

“Clara was amazing! Our pet loved her, and she did great with communication, and went above and beyond for us. Definitely booking with her again!”

Profile image
Noel G.
Sitter Profile Image: Jeremy & Megan H.
Verified Enhanced Background Check
Jeremy & Megan H.
from
$70
per night
5.0 out of 5 stars
• 12 reviews
3 repeat clients
9 years of experience
Bozeman, MT, 59718

“Jeremy and Megan were wonderful to work with. This was our first time using someone other than friends and family and I don’t think we could have found better. They are kind and communicative. Our dog, Porkchop took to them right away, and we feel our boy got all the love he longs for while we were away. We will definitely use Jeremy and Megan again! Highly recommend.”

Profile image
Karissa M.
Sitter Profile Image: Nykindrah P.
Verified Enhanced Background Check
Nykindrah P.
from
$40
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
10 years of experience
Bozeman, MT, 59715

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

Sitter Profile Image: Camila D.
Verified Enhanced Background Check
Camila D.
from
$35
per night
10 years of experience
Bozeman, MT, 59715

About: I grew up with many pets including an iguana, a rabbit, a fish, a cat, and a dog. I always loved going outside with all our animals and caring for them. I have dog-sat for coworkers, friends, and family, who trusted me to care for their beloved furry friends. I currently do not have a dog of my own, and so I am excited to spend time with and care for others! I have a full-time job from 8-4 and have two days off that are not always weekends. I live an active lifestyle and love walking and hiking. I would love to be able to take dogs with me as a part of this program. I also would be able to check on pets early in the morning and then after work. I truly have a flexible schedule and am willing to be flexible for yours as well. I will follow all house rules as well as training rules. I listen to all owner needs and expectations, and follow through on them. I want your dog to feel safe and also have consistency.

Sitter Profile Image: Emily K.
Verified Enhanced Background Check
Emily K.
from
$50
per night
5.0 out of 5 stars
• 34 reviews
11 repeat clients
17 years of experience
Belgrade, MT, 59714

“Thank you! They have never been better cared for and I was at ease leaving them in your care. The updates for me and the attention for them were above and beyond.”

Profile image
Lisa L.
Sitter Profile Image: Jessica E.
Verified Enhanced Background Check
Jessica E.
from
$30
per night
1 repeat client
10 years of experience
Bozeman, MT, 59715

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.

Sitter Profile Image: Hannah B.
Verified Enhanced Background Check
Hannah B.
from
$17
per night
5.0 out of 5 stars
• 10 reviews
2 repeat clients
2 years of experience
Bozeman, MT, 59718

“Beginning to end Hannah made everything easy and felt comfortable with her immediate. I was confident she would take good care of are of my golden and communication was responsive”

Profile image
Lauren S.
Sitter Profile Image: Bailey S.
Verified Enhanced Background Check
Bailey S.
from
$29
per night
5.0 out of 5 stars
• 20 reviews
5 repeat clients
6 years of experience
Bozeman, MT, 59715

“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!”

Profile image
Nicole G.
Sitter Profile Image: Sadie H.
Verified Enhanced Background Check
Sadie H.
from
$25
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
10 years of experience
Bozeman, MT, 59715

“Sadie did a wonderful job watching Rem in our home. He was happy and well cared for. We will definitely hire Sadie to pet sit again!”

Profile image
Laurel W.
Sitter Profile Image: Tressa M.
Verified Enhanced Background Check
Tressa M.
from
$35
per night
5.0 out of 5 stars
• 22 reviews
8 repeat clients
5 years of experience
Belgrade, MT, 59714

“Tressa is truly amazing. We had an AWFUL experience with another (non-rover) sitter and I had true PTSD with leaving them with someone else. Tressa ensured her communication was precise, she sent multiple photos and videos daily, took my dogs on hikes and walks, and left the house spotless. There is a reason she is booked out for months!!! I cannot recommend her high enough!!!”

Profile image
Shawnna M.
Sitter Profile Image: John G.
Verified Enhanced Background Check
John G.
from
$68
per night
4.9 out of 5 stars
• 29 reviews
12 repeat clients
26 years of experience
Bozeman, MT, 59718

“Hilton did a great job taking care of our Piper. He sent daily updates with pictures- which we loved! I arrived home to a content dog and the house was clean and in order. Would definitely recommend Hilton and will be happy to seek him out again for our dog sitting needs.”

Profile image
kathy c.
Sitter Profile Image: Carolyn S.
Verified Enhanced Background Check
Carolyn S.
from
$28
per night
5.0 out of 5 stars
• 3 reviews
7 years of experience
Bozeman, MT, 59718

“We had an excellent experience with Galina! She took care of our two dogs in our home while we were away on vacation, and everything went smoothly from start to finish. She was incredibly attentive and caring, and it was clear our dogs felt comfortable and happy with her. We really appreciated the regular updates and photos. It gave us real peace of mind knowing our dogs and home were in such good hands. We would absolutely recommend Galina to anyone looking for a reliable and thoughtful pet sitter, and we’ll definitely be reaching out to her again in the future.”

Profile image
Craig H.
Sitter Profile Image: Kassidy H.
Verified Enhanced Background Check
Kassidy H.
from
$40
per night
10 years of experience
Bozeman, MT, 59715

About: As a lifelong animal lover and responsible caregiver, I understand how important it is to have someone you can trust looking after your pets. Whether it’s daily walks, drop in visits, or overnight care, I treat every pet like they’re my own with patience, love, and attention to detail. I’m proud to live locally and be part of this community. That means I’m close by, flexible, and easy to communicate with. You can count on me to show up on time, follow instructions carefully, and give your pets the care, comfort, and companionship they deserve. I work full time during the day but am available before 8am and after 5 PM on weekdays and full time on weekends for walks, drop in visits, or pet sitting. Living locally means I’m just around the corner, and you can always count on me to show up on time and follow your pet’s routine with care. When caring for pets in your home, I provide a safe, comfortable, and stress free environment. I make sure your pet has a cozy space to relax, regular potty breaks, plenty of playtime, and lots of love and attention. I keep their routine as close to home as possible, following any feeding, walking, and care instructions you provide. Safety is always my top priority, and I make sure your pet feels right at home.

Sitter Profile Image: Abby G.
Verified Background Check
Abby G.
from
$70
per night
5.0 out of 5 stars
• 315 reviews
104 repeat clients
16 years of experience
Bozeman, MT, 59715

“Abby was great and my pups loved her! She was so sweet even my shy boy liked her quickly at the meet and greet. She left the house great and even washed the sheets when she left as well as bringing in my packages! She went above what she needed to do. Abby gave great updates and photos! Definitly trust her and will continue to use her in the future!!”

Profile image
Amanda Z.
Sitter Profile Image: Alysse W.
Verified Background Check
Alysse W.
from
$80
per night
5.0 out of 5 stars
• 10 reviews
4 repeat clients
10 years of experience
Bozeman, MT, 59718

“Alysse is truly exceptional. She took excellent care of our dog, Sadie! She was attentive, she played games with her and kept her engaged so that she wouldn’t miss us too much. She is super reliable, and I have every confidence in her as a sitter, especially with her background as a vet tech. I highly recommend Alysse and will absolutely book her again!”

Profile image
Anne Marissa A.
Sitter Profile Image: Roslyn O.
Verified Background Check
Roslyn O.
from
$55
per night
5.0 out of 5 stars
• 17 reviews
4 repeat clients
15 years of experience
Bozeman, MT, 59718

“Roslyn did an amazing job with our dogs! She gave consistent updates and got them out for early morning walks to avoid the heat which we really appreciated.”

Profile image
Haley D.
1 / 1
View more

The median cost per night for house sitting in Chestnut is $55

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. 1. Search

    Browse profiles of sitters near you who offer house sitting.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 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 November 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 November 2026, there are 413 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 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:

  • 89% of sitters can help with special care needs
  • 94% 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge