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, 163 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, 199 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.

Superhost

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.

4.91 out of 5 average rating, 166 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.

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

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.

4.76 out of 5 average rating, 101 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!

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, 138 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.

4.89 out of 5 average rating, 144 reviews

A serene sleeping area features a spacious bed with white linens and a grey throw blanket. Nightstands with lamps flank the bed, while a large mirror reflects the room's calming green wall. An abstract art piece adds visual interest to the space.

Apartment in Big Sky

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.

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.

4.9 out of 5 average rating, 245 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!