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

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.

4.94 out of 5 average rating, 162 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.

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.

4.93 out of 5 average rating, 198 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.

4.86 out of 5 average rating, 123 reviews

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

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.

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.

4.92 out of 5 average rating, 165 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

A spacious living area features a large leather sectional couch positioned in front of a wood burning fireplace. A television is mounted on the wall, while a sliding door opens to a balcony with outdoor seating, allowing natural light to fill the room.

4.98 out of 5 average rating, 50 reviews

One Bedroom Ski Condo 300 yard walk to main lifts

Stay walking distance to the lift and other amenities that Big Sky Resort has to offer. The bedroom features a king size memory foam bed for a great night's rest after a long day of skiing, hiking, biking, etc. The fold down murphy bed in the living room is a queen size pillowtop that is as comfortable as any normal bed. The large wrap around leather couch will suck you in for an after skiing movie or just to relax in front of the wood burning fire. Contact us with any questions.

Superhost

An outdoor deck features a private hot tub with bubbling water, surrounded by scenic mountain views. A rustic wooden ceiling and log framework provide structure, while wooden rocking chairs are positioned nearby. A panoramic landscape of trees and distant peaks under a partly cloudy sky is visible.

Home in Big Sky

4.9 out of 5 average rating, 20 reviews

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

Enjoy a true out West vacation in this ski-in/ski-out "Wild West" Cowboy Heaven Cabin. With the back drop of Lone Peak and panoramic views of the Big Sky valley, the sunrise and sunset will take your breath away. This cabin offers easy ski-in/ski-out to the Powder River ski run, which sits on the ridge joining Big Sky to Moonlight Basin. Enjoy your private outdoor hot tub and outdoor seating to take in the amazing views. You will feel as though you are literally on top of the world.

A well-appointed bedroom features a queen bed with a striped blanket. Artwork depicting mountains adorns the walls, while a bedside lamp provides soft illumination. The room is complemented by a bookshelf containing plants and additional decor, creating a cozy atmosphere.

4.76 out of 5 average rating, 49 reviews

Sporty Mountain & Lake View 3rd Floor Studio

Condo is ideal for year-round vacations to Big Sky and Yellowstone National Park. In the summer, hike the Beehive Basin trail which is 5 minutes away, enjoy mountain biking and hiking from the Big Sky base area, or stroll to Lake Levinsky and rent canoes or paddle boats. In the winter, enjoy skiing, snowmobiling, dog sledding, and ziplining by taking the free shuttle to the Big Sky base area. Shopping, dining, and annual events await just 10 minutes away at Big Sky Town Center.

5 out of 5 average rating, 97 reviews

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.

Apartment in Big Sky

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

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.

4.93 out of 5 average rating, 135 reviews

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.

Superhost

The cozy studio living area features a patterned sofa, surrounded by lush plants and a gold-flaked mirror wall. A wooden coffee table anchors the space, while artwork on the walls adds a touch of character. Natural light streams in through large windows, enhancing the inviting atmosphere.

4.81 out of 5 average rating, 197 reviews

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.

A cozy living area is highlighted by a large sectional sofa and a rustic coffee table. Brightly colored walls frame a window that allows natural light in, and a smart TV is mounted above a stone fireplace. Comfortable seating features a mix of textures and patterns.

4.81 out of 5 average rating, 111 reviews

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.