Chalet holiday rentals 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 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: 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: 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.

Big Sky Vacation Rentals: Homestead 10 Claim

Homestead Chalet 10 is an impressive contemporary ski chalet located in Big Sky’s newest neighborhood with easy ski-in/ski-out access to Big Sky’s uncrowded slopes and fresh powder.