Dog Boarding Chestnut
Find a loving dog sitter to watch your dog overnight at your sitter's home.

Over 10 pet parents in Chestnut have booked dog boarding
Chestnut, Find top rated dog boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Finding a dog sitter who only watches small breeds can be tricky, so we’re incredibly grateful to have found Katie! She was communicative, caring, and always reassured us that our little guy was doing well. We’ll definitely be calling her our go-to sitter for future trips!”

“Toaster had a fantastic time with Eliza and Gus! New best buds. ☺️ I really appreciate Eliza’s quick communication and her working with us through a schedule change. Thank you!”

“Whitley has helped us twice, and does a wonderful job! She kept us updated with photos, took our puppy for walks, and took great care of him. The second time we dropped him off he ran straight up to Whitley wagging his tail so hard - he was really happy to see her again! =) So our dog's rating also seems to be 5 stars for Whitley.”

“Traci and family took very good care of my boys 🐶🐶. She sent pictures of our 2 dogs every day, including after I left and they settled in. They seemed pretty chill when I picked them up, so I knew they had been doing ok. I would definitely recommend Traci to anyone looking for a small dog pet sitter!”

“Tori was a great find. I had two dog sitters to bridge week vacation and Tori went beyond normal service by helping with pick up and drop off with dog sitter #1. Ladybug was comfortable in her place.”


“Holly was great with my aussie, Draper! 😊 She clearly loves dogs. She practiced great safety in feeding separate, having separate areas if needed, having AC and access to water throughout the home so her dog and my dog could both enjoy their time together! Her puppy is sweet and had great manners with my dog. I was super confident my pup would be well taken care of while I was out. Would book again!”

“My baby boy seemed like he had a good time! I’m always nervous to leave him behind for days at a time but Cait kept me updated with pictures throughout the week which out my mind at ease! She’s very friendly and accommodating.”

“Naomi and her cat duchess were so good to my senior dog Cody. He was very happy and totally at ease when I went to pick him up. This was a last minute booking and Naomi was great about it. Would highly recommend her.”


About: What sets me apart is a lifetime of hands-on pet care. I currently own a cat, and I have years of experience walking dogs for family friends. Additionally, my time volunteering at an animal shelter gave me great practical skills—from feeding and cleaning up after cats to watering, exercising, and safely walking dogs of all sizes. Because I limit my apartment boarding to just one or two pets, your fur baby will get focused, one-on-one attention in a calm environment. As a student who also works, my daily routine is structured but flexible. I am fully available for morning and evening care, and I balance my schedule so I can easily fit in midday check-ins, walks, and drop-in visits between my classes and shifts. Because I manage my time carefully, pet care fits naturally into my day, ensuring your pet gets consistent attention and regular potty breaks right on schedule. In my home, safety and a low-stress environment are my top priorities. Because I live in an apartment with my own cat, I only board one or two pets at a time, ensuring they get dedicated one-on-one attention and have plenty of space to feel comfortable. When caring for pets in a client's home, I strictly follow the owner's exact instructions regarding their routine, feeding schedules, and safety boundaries. Whether at my home or yours, I always double check that doors and gates are secure, maintain a calm atmosphere, and keep a close eye on body language to ensure every pet feels safe, happy, and loved.
About: I’ve had my own dogs & cats all my life and love to love them! I’ve dog sat 7 dogs at one time and they were all such happy campers! I do not currently live with all of my pets! Puhi and Bass, my cats, live with me. I am currently a full-time student and work part time at a local restaurant. I do have lots of free time where I would love to take care of some dogs and cats to fill my time. I am very aware of my surroundings when I’m in charge of other peoples animals. I can crate them if needed and walk them as much as needed, etc.
“Raina provided excellent care for our dog Sienna. She quickly made Sienna feel comfortable, giving us peace of mind knowing our pup was in good hands. We got regular updates and Raina was always responsive with our communication, which was much appreciated as well! If you are in need of a thoughtful, responsive, and caring pet sitter, we would recommend Raina (& Ridley)!”

About: What sets me apart from other sitters is my hands-on experience and deep love for animals. I’ve trained my golden retriever for bird hunting, which highlights my ability to handle and train dogs with specific goals in mind. Growing up around English bulldogs has given me valuable insight into their unique care needs due to health complications. I’m also a strong communicator, ensuring clear and open connections with both pets and their owners. Above all, I’m at my best when I’m spending time with animals, and my genuine passion for their well-being drives me to provide the best care possible. My schedule is quite flexible, allowing me to offer weekend boarding and drop-in visits on most weekdays. I can accommodate various timings, whether you need morning or afternoon visits. I am a firm believer that a well exercised pup is a well behaved & happy pup. I spend much of my time with your pet either walking, playing fetch, or letting them run around with other dogs. If boarding, I live in a neighborhood with a wonderful trail system and park for your dog to explore. I have a 1.5 year old golden retriever who is very friendly and social! If your dog requires crating I can definitely accommodate this, my golden is crate trained as well. Additionally, if your dog has specific medical needs, I am both nurturing and attentive in providing the necessary care.
About: I have had dogs throughout my entire life. Two of which live with my parents back in my hometown, and we have had them since they were puppies. With both dogs, I have personally crate trained and potty trained them both, as well as trained them to sit, lay down, and wait for their food. Additionally, a fun skill one of mine has learned is to wait and lift up each leg to get his harness on. While that is all experience with my own dogs, I have also done many drop in visits and overnight sitting for other pets. I am currently work a full-time job and am available to care for your pets in the evenings during the weekdays. As for weekends, I am available for boarding at my home, walks and drop-in visits! In your home, I will make sure that your pets are comfortable with me before proceeding, as this is the most important! Additionally, if you crate your dogs, I will make sure that they get to potty, play, and have water before returning to their crate. I am always open for any special requests that you may have, such as help with training, bathing, etc.
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.
About: i have many years of experience with household animals such as dogs and cats, as well as, any type of farm animals, equine, and livestock! i have grown up around animals and have always owned animals of my own. i have been doing animal care for as long as i can remember. it started as a “weekly chore” for me as a child and then as an adult became second nature. i am a traveler and adventurer and i know how hard it can be to leave your fur baby behind, i am here to help ensure your pet is loved regardless! we will take walks, have cuddles, eat treats, play with other pups, and just enjoy each others company! i am happy to fit your pets needs into my schedule at any time in order to ease your stress and make your pets comfortable! i will ensure your animals safety is my top priority. I will care for your animal just as i do for mine, ensuring plenty of love, safe care, and healthy accommodations!
The median cost per night for dog boarding in Chestnut is $58
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 dog boarding

1. Search
Browse profiles of sitters near you who offer dog boarding.
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 dog boarding - Chestnut
Select a filter and find qualifying sitters offering dog boarding.Sitters in Chestnut average 7 repeat dog boarding clients
FAQs for Dog Boarding - Chestnut
Frequently asked questions about Rover
The average cost of Dog Boarding in Chestnut is $72 per night as of November 2026. Most bookings cost between $71 and $87 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 168 sitters on Rover offering Dog Boarding across Chestnut. Enter your ZIP code to see which available sitters are closest to your home.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.
97% of sitters in Chestnut can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.
During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Chestnut home-away-from-home, we recommend packing:
- Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
- Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
- Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Chestnut.
Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.
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
- 98% can help with giving oral medications or injections
- 97% 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.
You and your Chestnut sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.
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.
While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.
Many sitters in MT ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
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 dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog 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.
Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.





