Holiday rentals with outdoor seating in Madison County

Vintage shotgun home with modern updates.

This vintage shot gun house retains its old-world charm while being updated with modern amenities. The bedroom area has a queen size adjustable bed. The living room area has a small sleeper sofa & a smart TV. The kitchen is full sized with a gas stove and stocked with basic cooking needs. The house faces the alley with 2 private parking spots and is located within walking distance of downtown Dillon, parks and U of MT Western. Fishing & hunting opportunities are within easy driving distance.

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.

Ski, bike, hike, or work remotely at Lone Peak

Enjoy a cozy, comfortable, mountain getaway at this centrally located unit just minutes from Big Sky Resort. This condo’s convenient location and easy access to the slopes make it the ideal outpost for all of your seasonal Big Sky adventures! This unit features 2 bedrooms each with queen beds, 2 bathrooms and a sleeper sofa in the living room. There is a designated workspace in the master with high speed internet. The kitchen is fully equipped with everything you need for a cozy night in.

Blue Pine Guesthouse MT

This unique getaway is just blocks from downtown Dillon. It’s one of a kind blue pine interior is gorgeous & spacious. The perfect place to enjoy Southwestern Montana from. Dillon offers world renowned fly fishing in the summer, ski slopes 45 minutes away at Maverick mountain in the winter. There’s also the famous Elkhorn hot springs to visit for a $5 day. Enjoy Beaverhead-Deerlodge national forest and Clark Canyon reservoir. Come decompress in this small Montana town surrounded by nature!

The Ranch Cottage Hideaway with Sauna!

This three bedroom three bath cottage is part of a Montana working ranch that sits where the original homesteaders once staked their claim. Nestled along the South Boulder River this location is a great jumping off point for all your Southwest Montana adventures. Relax in your own private sauna with the beautiful backdrop of the Tobacco Root Mountains. Only two hours from Yellowstone National Park, minutes away from Lewis and Clark Caverns, and 75 feet from your new favorite fishing hole.

Private Blacktail Retreat

Blacktail Retreat is a charming cabin perfect for anyone wanting to get away from it all & indulge in Montana Big Sky views. The cabin is situated 4 miles south of Dillon w/great views & tons of elbow room. Nestled in the Beaverhead Valley, the cabin offers incredible views of several mountain ranges & is only minutes from world class fishing on the Beaverhead & Big Hole Rivers. This space is great for all travelers & has some of the coolest sunsets! (Inquire for 1 night stays.)

Slope-Side 1 Bedroom, Walk to Chairlifts!

This beautiful 1 bedroom Stillwater condo is located at the base of Big Sky Resort. It sleeps 4 adults comfortably in 2 beds (king and full). The condo has a fully sticked kitchen and bathroom, and comfortable living space with dining and bar seating. The private outdoor patio has a bistro set and gas grill for your use. Parking is free and located right outside the front door. The home is located only an hour away from the West Yellowstone entrance to Yellowstone National Park!

Ruby Meadows Ranch Sheep Wagon

For the adventure traveler, try a night or two in a sheep wagon. Home on wheels to early sheep herders in the mountains of Montana, this hand built wagon sits on our 30 acre homestead. Finished under canvas with tongue and groove pine, this very small space offers a unique lodging experience. Inside is a nice queen size bed, 2 bench seats, and a pull out dining table. Enjoy mountain views from the outside bench, rocker & fire pit. Bathroom facilities in our nearby shop.

Tiny Sauna cabin on 5 acres

Unique living experience with stunning mountain views and roaming pronghorn! Enjoy the quietness and feel like you are returning to the pioneer days. This is a fully functional house for two people. There is no running water into the house itself, but there is an electric well pump delivering water 200 yards from the house. There is an outhouse and a wood fired sauna to heat bathing water with. Drinking water, instructions and firewood are provided.

New modern house with unreal view of Lone Peak!!

Featured as one ofAirBnB's most wish-listed ski homes! Breathtaking view of Lone Peak. Stacking windows that open to the deck with hot tub, grill and slide for the kids! Pure oxygen pumped into two main bedrooms. Indoor and outdoor fireplace. Open floor plan with 25' vaulted ceilings. Custom bunk beds. 1 mile drive to Big Sky parking lot and .3 mile ski/walk down to White Otter 2 lift from house (can't ski back). Ski directly to the Explorer Gondola!

Halcyon Days

Guest quarters of quiet ranch-style home on 3.3 acres near Dillon, MT: (1) pvt entrance/parking, (2) pvt. full bath, (3) one BR with Queen bed, (4) Family room with (a) sofa bed, (b) 55" internet TV (Netflix, Amzn Prime) (c) kitchen, (d) office with WiFi, Copier, Printer, FAX. Wheelchair accessible (all internal doors are 3' w). We are located in SW Montana in Beaverhead River Valley devoted to ranching, trout fishing & hunting.

Countryside Bunkhouse near Madison River

Whether fishing, hunting, hiking, river adventures, or peace and quiet is what you are seeking, this is the perfect place for you! The bunkhouse is a newly built out studio apartment above our barn. Enjoy fresh eggs complimentary from our chickens (in the spring, summer, and fall months), bring your pets (as long as they are friendly with other animals). Enjoy fly fishing or tubing down the famous Madison River.