Family-friendly holiday 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.

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.

Mountain View a Walk to Big Sky Resort!

The Mountain View, Hill Condo 1290 is located in the Big Sky Mountain Village at 7,500 vertical feet above sea level. Enjoy views of Lone Peak towering at 11,166 feet. Take the shuttle to Big Sky through the winter season or walk the 10 minute trail to Big Sky Base Area. Hiking and biking trails out the door with Lake access from the the property. With lots of wildlife out your door, relax in this Big Sky Condo with two queen beds, full kitchen, TV, internet, and great views of the mountain!

Dillon Den

Enjoy this private, charming 1 bedroom 1 bath unit that can sleep 4 guests. This stylish, comfortable suite offers all the amenities and extras along with a full kitchen, breakfast bar, and full bath. A fun theme helps give this unit its own character and style. A private parking area out front and a private entrance are part of this units attractions for guests to come and go with privacy. The bedroom offers a California King Mattress with high quality bedding for a great nights sleep!

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.

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!

Ruby Valley Getaway Cabin

Welcome to our inviting and cozy studio cabin nestled in Twin Bridges, Montana, just a stone's throw away from the beautiful Beaverhead River. This picturesque cabin offers all the modern day luxuries while providing a quiet and serene setting to enjoy your time in the Ruby Valley. Whether you're here for a fishing expedition or a peaceful escape, our cabin is the ideal place to call home during your Montana adventure.

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.

Cozy Guesthouse

Welcome to our guesthouse! Dillon is a small town, with so many things to do. Fishing, hiking, hunting, relaxing, and shopping. This house was built in 2004 as a guest house. It's a spacious one bedroom and one bath house. The kitchen and living room are perfect for cooking and lounging. There is a huge, fenced yard. It’s located in town close to restaurants, shopping and outdoor activities.

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.