Ski-in/Ski-out holiday rentals in Madison County

Cozy ski-in/out home w/fireplace & clawfoot tub

Little Plume Flat is the quintessential cozy, ski-in/ski-out flat! This luxury above garage flat is awaiting you for your next Big Sky Escape! Delight in this winter wonderland escape and warm up by the cozy stone fireplace. Have a bubble bath in the vintage clawfoot tub and watch as the snow falls. Cook up a gourmet meal in the gorgeous kitchen and serve it up at the adorable 4-person dining table right next to the fireplace! The owner lives on-site in the main house attached to the garage.

Ski, bike, hike, or work remotely at Lone Peak

Enjoy a cozy, comfortable, mountain getaway at this centrally located unit just minutes from Big Sky Resort. This condo’s convenient location and easy access to the slopes make it the ideal outpost for all of your seasonal Big Sky adventures! This unit features 2 bedrooms each with queen beds, 2 bathrooms and a sleeper sofa in the living room. There is a designated workspace in the master with high speed internet. The kitchen is fully equipped with everything you need for a cozy night in.

*3 Level Loft *Lone Peak Views* Shuttle to Lift

This Mountain Village adjacent and recently renovated Hill Condo is perfect for your dream Big Sky Ski Vacation. All reservations include local advice on transportation, itinerary and digital guidebook to the Big Sky area, to ensure you make the most out of your time in Big Sky! • Complete Remodel in 2021 • 3 Levels, 850 ft² • Loft with panoramic 180° Lone Peak View • Minutes to the Lifts, Shopping and Restaurants • 3 Distinct Sleeping areas • Great for Couples or Small Groups

Tranquil 2BR Retreat | Ski In Ski Out

Welcome to your mountain escape in beautiful Big Sky, Montana! This newly renovated 2-bedroom, 2-bath loft condo offers the perfect blend of comfort, style, and location. Just a short walk to the lifts, you’ll be steps away from adventure—whether you're skiing in winter or hiking and biking all summer long. Located at the base of Big Sky Resort and only a scenic drive from Yellowstone National Park, this condo is your gateway to everything Montana has to offer.

4 Wildwood/ Ski in/Ski out

With premium ski- in/ski-out access right at your doorstep to the stagecoach lift, snowy adventures are just a step away. This exquisite 4- bedroom dwelling boasts a bonus room, fitted with two bunk beds, making it an ideal set the perfect ambiance with the in-house Sonos system and let your favorite tunes accompany you as you whip up delicious meals in the lavishly equipped kitchen. Here, culinary enthusiasts will find every gadget they could dream of.

Innsbruck 1974 | Walkable to Big Sky Resort

Stay in a 70s time-capsule in the heart of Big Sky, Montana with views of Lone Peak! Innsbruck is best for those looking for an immersion into local mountain life. With trails right out the door and at the foot of Big Sky Resort, this cozy studio couldn't be in a better location. The complex is shared with locals who ride bikes, run, hike, and ski on the trails you are going to want to be on! Basecamp here for your Big Sky / Yellowstone adventure.

Studio getaway within walking distance to ski lift

Enjoy your time in Big Sky in this top floor studio apartment!! 8:00am check in, 4:00pm check out! This home is located walking distance to Big Sky Ski Resort and has an incredible view of the iconic Lone Peak from the window! It is a perfect spot for travel partners to come stay and enjoy the Biggest Skiing in America. This will provide you with everything you need to make your mountain getaway relaxing and fun.

Studio getaway steps away from Big Sky Resort

This 440 sq ft studio in Big Sky has everything you need to enjoy your trip to the mountains. Walking distance to Big Sky Resort! Ski, bike, and hike then relax with wifi, smart TV, DVD player, and full kitchen. Lone Peak view right out the window. Everything you need is just steps away. Next to the free shuttle route to Big Sky Mountain Resort!

Camp Tu’Wani Ski-in/Ski-out Condo Retreat Big Sky

NEW RENOVATIONS with hardwood floors, new siding, new bathrooms! Camp Tu' Wani is a fun and funky ski-in/ski-out condo retreat at Big Horn at the Big Sky Ski Resort. With 3 bedrooms, each with their own private en suite bathroom, there is plenty of space for everyone! Located at the base of the Big Sky Resort and the biggest skiing in America..