Chalet vacation rentals in Madison County

Ski-in/Ski-Out Condo Private Hot Tub Moonlight

This Ski-In Ski-Out, 3 bed 2.5 bath townhome featuring a private hot tub in Big Sky, MT is your perfect winter getaway! This rustic getaway is steps away from the Iron Horse lift at Big Sky resort with unbeatable views of Lone Peak. Inside you are greeted by a cozy atmosphere with a open concept kitchen and living room. The kitchen features stainless steel appliances with everything you need to make a meal for the whole crew. The living room features a gray stone fireplace and easy access to t

Ski-In/Ski-Out Luxury Chalet at Big Sky Resort

Welcome to your mountain getaway in Big Sky! This four-bedroom, 3,033 square-foot residence offers the perfect blend of luxury, comfort, and adventure—with direct ski-in/ski-out access to some of the best terrain in North America. The slopeside setting places world-class skiing at your back door, while Mountain Village shops, dining, and après-ski are just a short walk away. To make your trip even easier, our partner Ski Butlers delivers top-of-the-line rental equipment right to your door.

Ski-in/out home w/hot tub in Moonlight Basin

Ski-in/ski-out from this 3 bedroom/2.5 bathroom + bonus room Montana Mountain Chalet. Only steps away from the Iron Horse Lift and with your own private hot tub, this chalet offers all of the luxury and comfort that you could possibly want, with a true Montana rustic feel. This unit is equipped with a gas grill on the deck & a sled for afternoon fun and TV's throughout. You can watch your kids sled from your back deck as you soak in the hot tub with a delicious beverage of your choice.

New! Ski-in/ski-out condo w hot tub & grill

Welcome to The Snowline Chalet, a true ski-in/ski-out townhouse nestled in Big Sky’s Saddle Ridge community. This three-bedroom, two-and-a-half-bath home spans three levels, each offering sweeping valley views, multiple balconies, a private hot tub, and a grill. With true ski-in/ski-out access, guests can hit the slopes effortlessly via the nearby Iron Horse Lift—the preferred choice for quick access to Big Sky’s vast terrain. The Pony Express Lift also provides additional access.

Luxe Mountain Home | Lone Peak Views | Hot Tub

★ Welcome to Big Sky Bliss, a thoughtfully designed mountain retreat for families and group getaways seeking space, comfort, and unforgettable views. ★ Nestled on a scenic slope near Big Sky Resort in the heart of the Gallatin Mountains, this newly remodeled home offers unobstructed Lone Peak views, modern upgrades throughout, and plenty of room for everyone to gather, reconnect, or enjoy a peaceful mountain escape year-round.

Ski-in/Out w/private hot tub & gorgeous views

Saddle Ridge Family Retreat is the perfect Big Sky ski-in/ski-out townhome! This well appointed 3 bedroom townhome is awaiting you for your next Big Sky Escape! Located within the Moonlight base area is the Saddle Ridge ski-in/ski-out townhouse complex and it is the perfect blend of convenience and value. After a day of adventure you can relax in the private hot tub and take in the amazing views of Big Sky Resort. Stay Montana

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.

Vast Ski In/Ski Out Big Sky Chalet

Luxury Ski-in/Ski-out Retreat in Big Sky, Montana <br><br>Experience the ultimate mountain escape at this stunning 6-bedroom, 8-bathroom ski-in/ski-out home, nestled in the heart of Big Sky, Montana. Whether you're here to carve the slopes, unwind by the fire, or explore the breathtaking landscapes, this luxurious retreat is the perfect base for your adventure.

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.

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 44 Cowboy Heaven

Set on a sunny perch high in Cowboy Heaven overlooking the Spanish Peaks, this tasteful alpine home tucked in the woods offers a top Big Sky ski-in/ski-out location with direct access to the slopes from your back door.