Vacation rentals in Madison County

Sunrise Silo - Luxury silo near Bozeman, Montana.

Newly constructed, 675 sq ft Sunrise Silo sleeps 4, with a queen bed in the loft and a main floor pull-out sleeper sofa. Sunrise Silo is a unique example of how rustic charm pairs perfectly with modern amenities and an indulgent experience. The stunning, unobstructed views of the Bridger Mountains and surrounding Gallatin Valley will ensure this becomes your favorite Montana vacation destination. Enjoy a rural setting while having easy access to adventure and entertainment opportunities.

Hardy Hill Cabin

Escape to this private, beautifully refinished historic cabin just 4 miles east of Sheridan. Nestled in the foothills with breathtaking mountain views, wide-open skies, and unforgettable Montana sunsets, it’s the perfect place to relax and unwind. Enjoy the convenience of self check-in with a private entrance/keypad door. Ideally located near rivers, streams, hiking trails, and mountain adventures, this cozy retreat offers the perfect balance of seclusion and easy access to outdoor recreation.

2-bedroom Cabin in the Heart of the Ruby Valley

Bring your family for a vacation and enjoy some fishing in one of our Blue Ribbon trout streams including the Big Hole and Beaverhead Rivers less than a mile away… or maybe track down that monster bull this fall ... or come for a winter getaway and take a snow excursion in Yellowstone Park.... or just enjoy the peaceful views from our property and relax... the options are endless. This cabin has a full kitchen with dinnerware and utensils, full bathroom with full tub/shower and oil stove heat.

Little Pipestone Lodge w/ Views

Escape to the breathtaking beauty of Whitehall, Montana, where nature's wonders unfold in every direction. Enjoy: -Private patio with breathtaking view of the valley and also snow-capped mountains -Gas grill -Fully stocked chef's kitchen -Smart TV (we provide Netflix), games -Walk-in shower -Washer/dryer -Complimentary coffee -Fully remodeled home -Desk if you must work from home -Complimentary toiletries This is the bottom half of a duplex. The best part is the stunning views!

Tiny house and RV hook-up in Big Sky Country

Keep it simple at this rural, peaceful and centrally-located place. The house is located between an abundance of mature trees providing a "tucked-in" feeling. There is ample parking and a large grassy area great for outdoor activities. A full hook-up camp spot is available for an additional fee. The location is close to the Town of Whitehall, the Jefferson River, Lewis and Clark Caverns, Copper K Barn wedding venue, Ringing Rocks, and numerous ATV, horseback, and hiking trails.

The Garden Haus

Charming historic log cottage, newly remodeled. Nestled in a rural agriculutural neighborhood, the old historic Ruby Town, with enclosed private backyard and garden. Connect with the natural world and inspire your artist within! Delight in the vintage details and history of the house: 1 king, two twins, and a large open studio space. Enjoy soaking in the vintage tub, dining in the enclosed porch, and eating straight from the garden!

Luxury Solar Powered Tiny Cabin-Full Kitchen-Sauna

Stay in our Gala Cabin on a WORKING (formerly Amish) farm in rural southwest Montana—complete with access to a wood-fired barrel sauna. This is a true farm experience—rustic, grounded, and one-of-a-kind. The cabin is off-grid (solar), so power is limited at times. Expect open land, animals, and the rhythms of farm life (including guardian dogs at night). Located 17 minutes south of I-90 near hot springs and hiking.

S-S Cabin in Twin Bridges

Whether you are on a fishing trip, hunting trip, or simply finding a place in between, the S-S Cabin is the perfect spot to relax. Located on Highway 41 just 5 minutes outside of Twin Briges, this cozy 1950’s studio log cabin with modern updates has just enough space for 2-3 people. There is a queen bed and full-sized pull-out couch, a full-sized kitchen, ¾ bathroom, and plenty of free parking.

Montana Mountain Retreat - 2BD

Retreat to a serene historic ranch with breathtaking wildlife and mountain views. Relax in a modern rustic 2bd 2 bath condo with private 2nd floor patio, bbq grill & heated garage parking. Minutes from the famous Madison River & charming Ennis. Ideal for fishing, hiking & more. 1 hr from Bozeman Airport & Yellowstone. Surrounded by horses & diverse wildlife including elk, deer, antelope.

Madison Suite the Bluffs Best Views on the River

Singles and Couples will be delighted with this spacious and unique space. Private 950 Sq Ft fully appointed apartment with commanding views of the Madison River to the West, Madison Valley to the North and Madison Range to the East. Strong WiFi signal and desk space for remote working (if necessary). Walk in closet with clothes drawers and hangers for all your needs.

The Dillon Lodge

The Lodge is a stylish place to stay. It is perfect for group trips. The setting makes The Lodge in Dillon a fun, unique place to stay with full attention to detail. It is conveniently located in Dillon. It truly has the feeling of a lodge setting to appeal to all. It is fully stocked to meet your needs!

Jefferson River Escape | Cabin with Deck & Views

Escape to a cozy winter retreat with a warm fireplace, serene surroundings, and abundant wildlife. Perfect for quiet getaways, our charming home offers rustic comfort, scenic views, and easy access to outdoor winter adventures. Ideal for families or friends seeking a peaceful Montana escape this season.