Chalets in Madison County

Big Sky Paradise - Arrowhead

One of the most amazing ski-in/ski-out locations in Big Sky. Our 4-bedroom, 4 bath, 3 level chalet at the base of Silverknife ski run has everything you need to comfortably accommodate 8 guests. There are no other ski-in/ski-out chalets with 3 ensuite bedrooms (private bathroom/ shower) and wood burning fireplaces in the living room this close to the ski lifts, at this price, with our views.

Expedition Lodge

My place is close to great views, restaurants and dining, and family-friendly activities. You’ll love my place because of the location, the ambiance, and the outdoors space. My place is good for couples, business travelers, families (with kids), and big groups. The outdoor rock fireplace is a customer favorite, and the sunsets are photo worthy.

Big Sky Vacation Rentals: MMH 7 Derringer

Escape to Big Sky Country and stay at Moonlight Mountain Home 7 Derringer, a stunning ski in ski out mountain chalet located right on the slopes. Ideal for families or small groups, this spacious three-level home offers three beautifully designed bedrooms, three full bathrooms, a private hot tub, a one-car garage, and a two-car driveway.

Big Sky Vacation Rentals: Homestead Chalet 4

It’s not easy to find a six-bedroom home in Big Sky and definitely not one as simply stunning as Chalet 4. This contemporary mountain home is perched on Lone Mountain in Big Sky Resort's newest and most sought-after development, with effortless access to the slopes. The best in Big Sky Lodging.

Big Sky Vacation Rentals: Coyote Bluff

This 4 bedroom 4.5 bathroom ski-in/ski-out Big Sky mountain chalet is perfectly perched on the slopes of Cowboy Heaven with unobstructed views of the Spanish Peaks Mountain Range, top-of-the-line indoor and outdoor amenities and elegantly curated interiors for a luxury vacation in Big Sky, MT.

Big Sky Vacation Rentals: MMH 4 Mountain Home

If comfort and convenience are important to you on vacation, then look no further! This Moonlight Mountain gem is situated in Big Sky and Moonlight Basin's most sought-after location, Cowboy Heaven and you can ski right to/from the back door of the home.

Big Sky Vacation Rentals: MMH 4 Indian Summer

Situated up in Cowboy Heaven on the Moonlight side of Lone Mountain this ski-in/ski-out property is one of the best Moonlight Mountain homes available, only steps from a groomed ski access run and unlimited Big Sky activities.

Big Sky Vacation Rentals: MMH 6 Harvest Moon

Moonlight Mountain Homes offer some of Big Sky’s finest lodgings and from its sunny perch up in Cowboy Heaven, this ski-in/ski-out stylish alpine retreat does not disappoint.

Big Sky Vacation Rentals: MMH 1 Gambler

This high altitude alpine hideaway in Cowboy Heaven overlooks the Spanish Peaks and boasts both breathtaking mountain views and outstanding ski access from your door!