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.”
“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.”
“We are very fortunate to have found Jenna and Tula. From our very first meeting, she made us feel completely comfortable leaving our dogs in her care and the pups all got along great. During the stay, Jenna was always in touch, sending daily updates and pictures. It was clear that they were having a great time enjoying her and Tula's company, and we could see how much attention and love they were receiving. We returned home to happy, well-cared-for dogs, and we couldn’t have asked for more. Jenna truly goes above and beyond and we will definitely be reaching out the next time we need help with our fur babies.”
“Bailey took such great care of our senior dog! Our dog can be a little quirky so it’s comforting to find someone that understands that. When we got back from our trip our dog even went up to the guest room like she missed Bailey! Bailey also left our house in great condition and washed all of the linens she used. Happily will book her again!”
“Paige is reliable, responsive, and responsible. And my dog adores her!!! Took great care of him while I had a two-week vacation and I never worried for an instant. Paige answered my booking request really fast and came over for a refresher on my dog’s care since her last stay with him. Paige will be my first choice as dog sitter whenever I go away in the future.”
“Savannah is great- reliable, communicative, and friendly. While gone for the weekend she made sure to not only check on my two cats, but love on them and play with them too. My favorite part was the update pictures she would send, as well as feedback on how my cats were doing (eating, energy, litter activity, etc.) and having the veterinary background that Savannah does, my babies were in great hands. Consider Savannah for your booking and you won’t be disappointed!”
“Ashley has great communication! She sent multiple pictures, let me know when she arrived and when she left. My dog was the most relaxed and content he has been with any sitter. We will definitely be using Ashley again.”
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: Hi there! My name is Samantha and since I am home full-time, your pets will receive my undivided attention and a flexible routine tailored exactly to their needs. I genuinely love both cats and dogs, and I focus on providing a calm and reliable presence. Whether I am staying at your home, dropping in, or out on a walk, your pet's safety is my absolute top priority. I can confidently monitor everything they chew on, what they eat, and keep a strict, watchful eye whenever they are outside around other dogs. What sets me apart is my extensive, practical experience with medical and senior care. I am entirely comfortable administering pills, liquids, specialty diets, and medical shots (like insulin). Services I Offer: ~In-Your-Home Sitting, Walks, & Drop-Ins: Available for cats and dogs of all ages. ~Senior-Only Boarding (My Home): I live right on a beautiful trail system perfect for peaceful, low-impact walks! I have two sweet senior dogs of my own who love calm company. Because my dogs prefer a quiet environment, I happily open my home to fellow senior dogs only—no energetic puppies, just a relaxed space for older pups to lounge and stroll safely.I treat every animal in my care with the same love, protection, and respect I give my own! Because I am home full-time with an open schedule, I am flexible and can easily structure my days around your pet's exact feeding, walking, and medication timelines. My regular day already revolves around senior pet care. I live right on a beautiful trail system, so my mornings and evenings include peaceful, low-impact trail walks. If I am house sitting for you, doing drop-ins, or hosting a fellow senior dog at my place, your pet will seamlessly fit into this relaxed, attentive routine. In Your Home (House Sitting & Drop-Ins): When I watch your pets in their own home, my goal is to keep their routine exactly as it is to prevent any stress. I am hyper-vigilant about their safety. I closely monitor everything they chew on or eat, and I keep a watchful eye whenever we are outside around other dogs. I am highly experienced with medical routines, so I can smoothly handle precise schedules for pills, liquid medications, specialty diets, and medical shots (like insulin).
“Frenchie has sat a few times for us and always does a great job. We were running a little late leaving so we’re still home when she arrived. Both of our dogs ran to her and were so excited to see her so it’s obvious they have bonded well as they are normally reserved with people they aren’t fond of.”
“Kona had as great of a vacation as we did! We felt guilty leaving our new rescue, but Keeley made everyday fun and exciting for our high energy pup - long walks and lots of attention...and even a pup cup for our spoiled girl. Keeley sent great pictures. Aside from dog care, we had her take care of our cats, plants, mail and house. Everything looked great. Highly recommended!”
“Britney was wonderful! Very responsive and communicated (with the best photos!) throughout the time she house-sat for us. She was professional, tidy and the pups enjoyed the time with her. We're thrilled with Britney and can't wait to have her sit for us again soon!”
“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.”
“Cate did an excellent job ? ? ? taking care of our puppies and our place. She is clean, extremely respecful and reliable. Our dogs bonded with her immediately after meeting her and we loved the peace of mind. Very responsive and flexible. Receiving pictures during our trip was awesome. Thank you so much for loving our babies...”
About: Hello! I am a travel nurse in between contracts, always looking a fun way to get out of the house. Being from Montana, I grew up with all sorts of animals, learning how to take care of them through 4H and all our household pets. Layla and I love going to the beach along with hiking and we would really enjoy some more company. Also, I know I hate leaving my pets home alone for too long and I would love to help anyone out with giving their dog babies plenty of attention throughout the day or overnight. Let me know what I can help you with, I look forward to meeting you.
“Gabby was amazing! She was very responsive, kept us updated, and took excellent care of our girl while we were away. We came home to a happy pup and would absolutely work with her again. Highly recommend!”
“Trena was amazing! She is great at sending pictures and keeping us updated. Our house looked like she had never even been here when she left. It was so nice not having to worry at all about our dog while we were on a trip. Thanks so much Trena!”
The median cost per night for house sitting in Chestnut 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?
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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
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Schedule a free in-person Meet & Greet to find the perfect fit
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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 for House Sitting in Chestnut on Rover is $61.05 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .
As of September 2026, there are 416 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 short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works 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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