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

Big Sky Evergreen Retreat

Enjoy a stay at this stylish, classy and comfortable condo in the Big Sky Mountain Village. You'll love the sense of privacy amid the evergreen trees! Stay in with the fully stocked kitchen, or visit the nearby shops and restaurants. The Hill Condos are easy walking distance to the free parking shuttle to the ski resort and village shops during the winter season. Only a 10 minute drive to the Meadow Village for groceries, more restaurants and great summer hiking and cross country ski trails.

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.

Luxury Big Sky Condo| King Bed| Mountain Getaway

Relax in this beautiful 1st floor condo in the heart of Big Sky’s Mountain Village with easy access to Big Sky Resort and Lake Levinsky. Close to skiing, hiking, mountain biking and a great home base for all of your adventures. This condo has been completely remodeled. It features a king size bed, an open floor plan, fully stocked kitchen with premium appliances, full bathroom with shower-tub combo, smart tv with viewing from the living room and bedroom, and an in unit washer and dryer

*3 Level Loft *Lone Peak Views* Skier's Paradise

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 • 4 adults Max, No restrictions on kids

Moonlight Basin Ski In/Ski Out Cowboy Cabin

Walk out your door and step right onto the run! It does not get more skiing/ski out than this! Nestled on the mountain right in the coveted, Moonlight Basin area, sits our Cowboy Cabin. Whether you’re into summer, hiking and mountain biking or epic skiing in the winter, this cabin puts you right in the heart of the mountains for all the activities but just 15 minutes from Big Sky Town Center. Enjoy the hot tub among the privacy of the trees or sipping wine by the fireplace.

Big Sky Resort Mountain Village Condo - 2Bed/2Bath

Cedar Creek Condo Complex – Unit 19 Enjoy one of the best locations in Big Sky Mountain Resort Village with this 2-bedroom, 2-bathroom ski-in/ski-out condo. Conveniently located for easy access to the slopes, this clean and quiet retreat offers breathtaking views of Lone Peak Mountain. Whether you're hitting the trails, exploring the village, or simply relaxing, this comfortable mountain getaway provides the perfect combination of convenience, comfort, and spectacular scenery.

Fresh Summer Air | Close to Slopes

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.

Cozy, Large Condo at Big Sky Resort!

Elegant, colorful, and inviting, this 2BR/2BA condo has fun colorful finishes and furnishings, a fully stocked kitchen, smart TVs in living room and all bedrooms, comfortable beds, linens, down pillows, and art. The perfect place to stay for all your ski and summer adventures at Big Sky Resort and in Yellowstone National Park. You will be surrounded by mountains and steps from the main Big Sky Resort Base Area and the magnificent 11,166 ft.

Cozy get away for 2 overlooking Lone Mountain

Great views & Great location in Big Sky, a 4 minute drive to Big Sky Center. This cozy upscale one bedroom condo is lower level of A larger home that is occupied by the owner. Large private yard with great views Of Lone Mounntain. Fully equipped apartment. Winter Guest can use the cascade lift for ski in ski out access to and from this property. Summer guest will enjoy hiking & the peaceful outdoor space, and wildlife

Ski Bunny Studio | Steps to Ski Lifts

Welcome to Ski Bunny, your cozy Big Sky ski retreat! Located in the Hill Condos, this sunny studio offers south-facing windows, mountain views, and easy slope access. Walk to the lifts, return for lunch, and unwind as the sun sets behind Andesite Mountain. Enjoy local charm, nearby dining, groceries, and the free Skyline bus only a 2 minute walk. Once you arrive, you can ski, eat, sleep, and repeat—no car needed!

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

Ski-in/ski-out cabin on the Powder River run with access to Iron Horse and Pony Express lifts. Soak in the private hot tub after a day on Big Sky's 5,800 skiable acres or a trip to Yellowstone, just 60 miles away. Two bedrooms sleep up to 5, with a full kitchen, gas fireplace, and washer/dryer. Summer brings fly fishing, hiking, rafting, and golf minutes from your door. Your Montana base camp, winter or summer.

Cowboy Heaven Cabin Ski-In Ski-Out Hot Tub

Perched at 8,300 feet atop Cowboy Heaven, this rare stand-alone Big Sky vacation rental offers true ski-in/ski-out access right from the deck. As the highest cabin in the community, it features south-facing mountain views, a private hot tub, and cozy interiors with a gas fireplace. Perfect for couples or small families seeking elevated adventure and relaxation.