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

Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Chestnut dog boarders

“From our meet-and-greet I knew my doggos were going to be in good hands! You can tell that Elizabeth and Al want to create a happy, calm environment for visiting dogs. I got a couple updates while I was gone but quite frankly, I knew they were in great hands and my time away was easy and stress-free (and for the fur-dudes, as well!) Also, their little dog Tippet is THE CUTEST!”


“Erika and Tim are absolutely amazing!! Just total animal lovers and made us feel so comfortable leaving our dog child for a few days! LOTS of photos and update throughout the weekend on their adventures with him. Our dog can be a little slow to warm up to new people, but we could tell he loved them right away ❤️ I think we’re going to have to plan a special visit back to Bozeman in the future just to visit ☺️ Thanks, Erika and Tim! You guys rock!”


“Charles was so good with my baby boy! He was great with communication, played so much fetch with my lab, and made my pup feel loved in his home! I would use him again & could not appreciate his care more.”


“Sara was amazing! I am so thankful to have found her on here. She was excellent with updates and photos. She even got my dog to do things that I can’t even get her to do. You can tell she loves and cares for other dogs like her own. I will definitely be using her again, and I cannot recommend her enough. I am completely at ease when I know my girl is under Sara’s care. She is such a rare find!”


“Lauren was fabulous! She’s an awesome communicator & sent regular updates & photos :) I was stressed leaving my dog for a week with someone new, she eased my mind! Would definitely use her again!”


“I feel lucky to have found you Candice! I was looking for someone special with experience who would love my pet as family! I appreciate your thoughtful set-up for the pups at home and how easily you introduced Tucker to the others. We will be back next week!”


“Tara had excellent communication with me the entire time I was gone. I never had left my baby with anyone before so it was difficult, but I wasn’t worried for a second. She always sent me pictures and updated me whenever I asked. She also just seems to be a really kind person overall. 10/10 would recommend.”



“Bella was amazing and took great care of Yukon for 8 days, while we were on vacation! She kept me updated and sent pics. She was very sweet and patient with Yukon (he can be a bit hyper and barks a lot). Thank you Bella!! :)”


“Sarah and her daughter were amazing with Roo! She didn't want to come back with me when we picked her up. I was sent pictures every day of Roo playing with their pup which was a match made in heaven. For anyone who needs their pet watched I would highly recommend going with Sarah and her Daughter!”


“A MILLION STARS. What a lovely family on this authentic homestead. They are all about the animals. Their 2 y o daughter Miller and their infant daughter Sutton are just precious. And then there is Storm -aka Bubba their sweet yellow lab He loves to play with new friends. It’s not fancy, it’s a family who has lived here for generations with 3 family homes plus steers and goats. I can’t wait to bring my dogs back. Josie and Jarrett are the BEST!!!! Thank you for loving Ima like your own.”



“Alison was so sweet & helpful to us short notice when our other dog sitter had to cancel last minute. She was so attentive & loved on our dog so well! Alison did a great job of keeping us updated and sending pictures & videos, which were very appreciated! We look forward to being able to leave our dog with Alison in the future!”


“10/10 !! I can’t recommend Sam enough. She is incredible! I needed help for 2 full days with one overnight for my dog, Revel, and she had the absolute best weekend. Sam has two dogs of her own and is already super active with them, so I knew my dog would be well taken care of and exercised plenty. Sam sent me many photos and videos of all the fun and adventures they were on - which included walks, meeting new dog friends, a long hike with water along the way, a full day trip to a lake with lots of swimming and fetch, and plenty more. I have a very tired and happy pup today. :) Sam made sure to ask all the important questions and made everything a breeze. She took the best care of my sweet girl and loved on her like her own. I am so appreciative. Sam will be my first choice for anytime I need help in the future.”


“Emma was an amazing sitter for my pup, Crouton! I had to go out of town last minute for a few days and Emma was thankfully available. Crouton got along really well with her pup, Nova. I got ample updates and pictures. Crouton seemed so happy during her stay, I would definitely rebook with Emma again!”


“Gina did an amazing job watching my near 9 year old dog, Buddy! She took him on many walks and cared for him like he was her own. I was reassured by lots of photos and quick responses whenever I communicated with her. I would absolutely want her to watch Buddy again in the future! Thank you, Gina!”


“Allie was so accommodating and great! Her dog Walter is a treat as well, and they took excellent care of our pup while we attended a wedding weekend outside of town. Thanks Allie!”

Loving dog boarding sitters in your neighborhood
Search Results


Elizabeth & Al C.Star Sitter

“From our meet-and-greet I knew my doggos were going to be in good hands! You can tell that Elizabeth and Al want to create a happy, calm environment for visiting dogs. I got a couple updates while I was gone but quite frankly, I knew they were in great hands and my time away was easy and stress-free (and for the fur-dudes, as well!) Also, their little dog Tippet is THE CUTEST!”


Erika D.

“Erika and Tim are absolutely amazing!! Just total animal lovers and made us feel so comfortable leaving our dog child for a few days! LOTS of photos and update throughout the weekend on their adventures with him. Our dog can be a little slow to warm up to new people, but we could tell he loved them right away ❤️ I think we’re going to have to plan a special visit back to Bozeman in the future just to visit ☺️ Thanks, Erika and Tim! You guys rock!”


Charles F.Star Sitter

“Charles was so good with my baby boy! He was great with communication, played so much fetch with my lab, and made my pup feel loved in his home! I would use him again & could not appreciate his care more.”


Sara J.Star Sitter

“Sara was amazing! I am so thankful to have found her on here. She was excellent with updates and photos. She even got my dog to do things that I can’t even get her to do. You can tell she loves and cares for other dogs like her own. I will definitely be using her again, and I cannot recommend her enough. I am completely at ease when I know my girl is under Sara’s care. She is such a rare find!”


Tori H.

“Second trip with Tori, my dog loves her, she’s kind, patient, sends pics, gives her awesome treats and takes her out when she needs. Well done and thanks again!”


Lauren T.

“Lauren was fabulous! She’s an awesome communicator & sent regular updates & photos :) I was stressed leaving my dog for a week with someone new, she eased my mind! Would definitely use her again!”


Candice S.

“I feel lucky to have found you Candice! I was looking for someone special with experience who would love my pet as family! I appreciate your thoughtful set-up for the pups at home and how easily you introduced Tucker to the others. We will be back next week!”


Tara S.Star Sitter

“Tara had excellent communication with me the entire time I was gone. I never had left my baby with anyone before so it was difficult, but I wasn’t worried for a second. She always sent me pictures and updated me whenever I asked. She also just seems to be a really kind person overall. 10/10 would recommend.”




Bella B.

“Bella was amazing and took great care of Yukon for 8 days, while we were on vacation! She kept me updated and sent pics. She was very sweet and patient with Yukon (he can be a bit hyper and barks a lot). Thank you Bella!! :)”


Christa & Marek Z.Star Sitter

“Christa and Marek were wonderful sitters for our pup. Our pup didn’t want to leave she had such a great time. Would book again in a heartbeat!!”


Sarah A.

“Sarah and her daughter were amazing with Roo! She didn't want to come back with me when we picked her up. I was sent pictures every day of Roo playing with their pup which was a match made in heaven. For anyone who needs their pet watched I would highly recommend going with Sarah and her Daughter!”


Josie D.

“A MILLION STARS. What a lovely family on this authentic homestead. They are all about the animals. Their 2 y o daughter Miller and their infant daughter Sutton are just precious. And then there is Storm -aka Bubba their sweet yellow lab He loves to play with new friends. It’s not fancy, it’s a family who has lived here for generations with 3 family homes plus steers and goats. I can’t wait to bring my dogs back. Josie and Jarrett are the BEST!!!! Thank you for loving Ima like your own.”


Katy S.Star Sitter

“Katy took amazing care of my pup! She sent frequent updates, was very responsive, and attentive to all of my dog’s needs. Definitely would board with her again!”




Alison Y.


“Alison was so sweet & helpful to us short notice when our other dog sitter had to cancel last minute. She was so attentive & loved on our dog so well! Alison did a great job of keeping us updated and sending pictures & videos, which were very appreciated! We look forward to being able to leave our dog with Alison in the future!”


Samantha B.

“10/10 !! I can’t recommend Sam enough. She is incredible! I needed help for 2 full days with one overnight for my dog, Revel, and she had the absolute best weekend. Sam has two dogs of her own and is already super active with them, so I knew my dog would be well taken care of and exercised plenty. Sam sent me many photos and videos of all the fun and adventures they were on - which included walks, meeting new dog friends, a long hike with water along the way, a full day trip to a lake with lots of swimming and fetch, and plenty more. I have a very tired and happy pup today. :) Sam made sure to ask all the important questions and made everything a breeze. She took the best care of my sweet girl and loved on her like her own. I am so appreciative. Sam will be my first choice for anytime I need help in the future.”


ava c.

“Barley had a great time with Ava - happy & tired out by all the fun she had. Great communication & updates. I highly recommend Ava for taking good care of your pup.”


Emma D.Star Sitter

“Emma was an amazing sitter for my pup, Crouton! I had to go out of town last minute for a few days and Emma was thankfully available. Crouton got along really well with her pup, Nova. I got ample updates and pictures. Crouton seemed so happy during her stay, I would definitely rebook with Emma again!”


Gina S.

“Gina did an amazing job watching my near 9 year old dog, Buddy! She took him on many walks and cared for him like he was her own. I was reassured by lots of photos and quick responses whenever I communicated with her. I would absolutely want her to watch Buddy again in the future! Thank you, Gina!”


Allie M.Star Sitter

“Allie was so accommodating and great! Her dog Walter is a treat as well, and they took excellent care of our pup while we attended a wedding weekend outside of town. Thanks Allie!”
Popular requests near you
Select a filter and find qualifying Chestnut sitters!How Rover works
1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs 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!
The median cost per night for dog boarding in Chestnut is $55
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 dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Sitters in Chestnut average 8 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, 141 sitters provided dog boarding in Chestnut. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 90% of Chestnut dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Chestnut have an average of 14 years of experience. Dog boarding sitters with repeat customers have an average of 8 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Chestnut.
Rover makes it easy to find Chestnut dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:
- Dogs of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their sitter’s pets
There are 141 dog boarding sitters in Chestnut on Rover, so you’re sure to find the perfect match for your dog! In Chestnut, 100% of sitters offer daily exercise, 93% offer medication administration, and 100% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your 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 dog boarding 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 dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
