Chalet vacation rentals in Madison County

Ski right to your Chalet! (Twin)

Amazing sk-in/ski out location! Private Bedroom with Twin beds. Your own private full bathroom, Smart TV, mini fridge, Keurig, Wifi. Walking distance to restaurants, bars, nightlife. Bring your own streaming service logins. We do NOT provide cable TV. (We also have a separate bedroom with Queen bed also available (listing 29173325). Beds CANNOT be moved together. No Cooking in the room. Leave your toasters and hotplates and crockpots at home.

Ski right to your Chalet!

Amazing ski-in/ski out location! Private Bedroom with Queen bed & single bed (separate bedroom with 2 twin beds also available in separate listing). Your own private bathroom, Smart TV, mini fridge. Wifi. Walking distance to restaurants, bars, nightlife. Bring your own streaming service logins. We do NOT provide cable TV. No Cooking in the room. Leave your toasters and hotplates and crockpots at home.

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.

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: MMH 5 Derringer

Experience mountain living at its finest in this Big Sky home situated atop Cowboy Heaven on the Moonlight side of Lone Mountain. Big Sky Resort ski access doesn’t get better than this with America's Biggest Skiing right off your back deck! This home was recently renovated and has new furniture, paint and art, throughout.

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.

2 Bed ski out Apt in Private Home

Luxurious ski in - out rental apartment in private ski lodge in Big Sky, Montana. Full home comforts. Groomed ski trails to the resort lifts. Located on a warm southern facing slope of the Big Sky ski area, with panoramic views.

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: AM 5 Silver Star

This luxurious Alpine Meadows ski chalet is perched high on the slopes of Moonlight Mountain, secluded in a quiet cul de sac in the pines, with direct ski-in/ski-out to the uncrowded slopes of Big Sky Resort.