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

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Top-rated ski-in/out rentals in Madison County

Guests agree: these ski-in/out homes are highly rated for location, cleanliness and more.

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Guest favourite
A comfortable living area features a green sofa positioned across from a wall-mounted TV. A round table holds magazines and decorative items. Natural light filters through large windows with soft drapes, while a piece of wall art depicting a tree adds a touch of nature.
Apartment in Big Sky
4.95 out of 5 average rating, 166 reviews

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.

Top guest favourite
A comfortable living area is showcased with a light blue sofa adorned with vibrant throw pillows. A dark coffee table is centered on a colorful area rug, while a mid-century-style armchair complements the space. Natural light filters through a large window, offering scenic views.
Apartment in Big Sky
4.93 out of 5 average rating, 206 reviews

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.

Superhost
A welcoming living area features a comfortable red sofa with a 'SKI' pillow and a cozy orange armchair. A wooden coffee table is placed in front, while a wall-mounted TV and bright window provide light. Ski equipment is displayed on the wall, adding a playful touch.
Home in Big Sky
4.86 out of 5 average rating, 125 reviews

Located at Ski Resort | On Ski Shuttle Route

*MAX OCCUPANCY 2 ADULTS & 2 CHILDREN This 1BR + Murphy Bedroom Condo is perfect for couples or small families looking for the best location right on Lone Mountain! Updated, new bedding, and very cozy! Walk to the lifts or take the shuttle to Mountain Village, right from your front door! This cozy retreat offers comfort and convenience. Enjoy scenic views, a fully equipped kitchen, great location right at the base of Lone Mountain. With easy parking, explore Big Sky's charm and adventure.

Guest favourite
A cozy living area features a sectional sofa adorned with decorative pillows, positioned near a window offering views of the surrounding landscape. A small table sits on a light-colored rug, while a staircase leads to the upper levels, providing access to additional living spaces.
Apartment in Big Sky
4.91 out of 5 average rating, 173 reviews

*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

Top guest favourite
The kitchen features modern stainless steel appliances, including a stove, oven, and dishwasher. Light wood cabinetry complements the subway tile backsplash. A doorway leads to a full bathroom, and utensils hang from a rack on the wall, enhancing the functional design.
Flat in Big Sky
5 out of 5 average rating, 103 reviews

Modern, remodeled ski getaway| prime location

Relax in this beautiful 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

Guest favourite
A welcoming living area features a stone fireplace and wooden ceiling, creating a cozy atmosphere. A large dining table is surrounded by black chairs, while a comfortable seating arrangement invites relaxation. Large windows allow natural light to fill the space, showcasing mountain views.
Apartment in Big Sky
4.77 out of 5 average rating, 105 reviews

Ski in/Ski Beautiful 3BR/3BA at Big Sky Resort

The perfect spot to visit Yellowstone National Park, this Ski in/Ski out Townhome at Big Sky Resort is located just a short walk from the Big Sky Mountain Village and just a few feet from Back Bear Poma Lift. It is the perfect place to come back to after a day of skiing, hiking, fishing, mountain biking, rafting, or a day spent exploring Yellowstone National Park. This condo has what you need to enjoy your next holiday getaway in the beautiful mountains of Montana!

Superhost
Home in Big Sky
5 out of 5 average rating, 4 reviews

Ski-In Condo, Steps to Shuttle, Sleeps 4

★☆ Best location on the mountain ★☆ No vehicle needed! ✹ Step outside to catch shuttles running every few minutes (8am–6pm) to Mountain Village Base! ✹ Walk/ski along a path to the White Otter 2 lift! ✹ When you're skiing back in at the end of the day, take Otter Trail and follow signs for Powder Ridge Cabins ✹ Access the Skyline Bus network 200 feet away from your front door - access to Big Sky Resort, Town Center, Meadow Village, and various stops in Bozeman.

Guest favourite
An aerial view captures the vast landscape of Big Sky, featuring a prominent mountain in the background. The scene showcases a blend of natural greenery and developed areas, with buildings and roads interspersed among the trees, highlighting the accessibility of outdoor activities.
Apartment in Big Sky
4.93 out of 5 average rating, 144 reviews

Tranquil 2BR Retreat | 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.

Top guest favourite
The exterior of a spacious wooden house is displayed under a layer of snow, featuring a large deck with railings. A prominent stone chimney is seen at one end, while the surrounding landscape is covered in a soft, white blanket of snow.
Guest suite in Big Sky
4.97 out of 5 average rating, 103 reviews

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

Guest favourite
A large window is framed by light-colored curtains, offering a view of snow-capped mountains and evergreen trees. The bright sky provides a backdrop to the scene, enhancing the natural beauty visible from inside the studio.
Apartment in Big Sky
4.89 out of 5 average rating, 247 reviews

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!

Guest favourite
Apartment in Big Sky
5 out of 5 average rating, 7 reviews

Moonlight Basin Retreat | Ski-In/Out + Patio

This Big Sky vacation rental offers beautiful Spanish Peaks views, a cozy living space, and thoughtful design throughout. Enjoy ski-in/ski-out access, a gas fireplace, full kitchen, and private patio, all in a quiet, scenic setting near world-class outdoor activities.

Guest favourite
Apartment in Big Sky
4.89 out of 5 average rating, 217 reviews

Powder Pad | Steps from Big Sky Resort

Welcome to Powder Pad, your cozy cabin HQ for year-round adventure in Big Sky, Montana. Whether you’re here for powder days, sunny lake afternoons, or a bucket-list trip to Yellowstone, this rustic-chic retreat puts it all within easy reach.

Popular amenities for Madison County ski-in/out rentals