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

A comfortable seating area is visible, featuring a brown sofa adorned with decorative cushions and a blue accent chair. Two round wooden tables are positioned close by, and natural light filters through the large windows, offering views of the surrounding trees.

4.88 out of 5 average rating, 180 reviews

Moose Tracks Condo in Big Sky Resort

Welcome! Moose Tracks Condo is your home away from home for mtn fun. Fully equipped studio to enjoy playing at and working from Big Sky Resort. A 12-minute walk or free shuttle ride to the base. Free area bus just steps away. Includes free parking plus a full kitchen. A big window overlooks the stream and woods out back. World class skiing, mountain biking, blue ribbon fly fishing, hiking and even a small lake for paddling in summer. Only 45 minutes to West Yellowstone and the National Park.

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, 158 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.

5 out of 5 average rating, 5 reviews

The living area features a modern kitchen with sleek appliances and a dining space, complete with colorful stools. Large floor-to-ceiling windows provide an abundance of natural light while showcasing snow-covered landscapes outside.

Home in Big Sky

True Montana Experience: Secluded & Unreal Views!

Welcome to Backcountry Lookout, a secluded one-bedroom hideaway on a 9,000 ft ridge overlooking Beehive Basin. Enjoy stunning views of Lone Peak, The Sphinx, and Fan Mountain through floor-to-ceiling windows. Wake up to unforgettable sunrises and starry nights, with the chance to see the Northern Lights. Surrounded by national forest, this cozy retreat offers peace, wildlife sightings, and direct access to Big Sky’s best backcountry skiing. A true Montana gem for nature and adventure lovers.

The exterior view captures a multi-level condo with a dark roof, set against a backdrop of trees and mountains. The structure is surrounded by greenery, and a clear sky is visible above, highlighting the peaceful natural setting.

4.95 out of 5 average rating, 60 reviews

St. Moritz in Big Sky

Efficient, clean, tile flooring throughout, 1 sm bdrm queen/1 murphy double bed condo at mountain village at the lifts. 440 sq ft. bright S+W facing 2nd level end unit w/ porch facing mtn. Takes me 12 minutes slight uphill to walk to lifts or shorter w/shuttle. HS internet/UHD smart TV/HULU+Live TV. NO DOGS or pets. Sofa,charging strips,boot heaters,ski rack,wall hooks,pancake mix, coffee. View of mtns+woods. Shared porch w/Lone Peak view. Small shower and combi washer. 2 adults+1 child max.

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, 175 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.

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, 156 reviews

*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

Top guest favorite

A functional entryway is featured, showcasing a built-in storage area for ski gear. Colorful skis are mounted on the wall, with ski boots stored below. Modern cabinetry lines the kitchen area, which is equipped with stainless steel appliances and fixtures.

5 out of 5 average rating, 76 reviews

Beautiful, remodeled condo. Prime ski 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.

4.91 out of 5 average rating, 115 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.

Top guest favorite

Two small dogs are positioned on a dark leather ottoman, one with a black fur coat and the other a cream-colored coat. A spacious bed is visible in the background, along with a round table and modern chairs. Light-colored walls create a bright and clean space.

5 out of 5 average rating, 15 reviews

RescueDogLodge Ski-in/Sky-out

Newly constructed True Ski-in/Ski-out designed by pet lovers for pet lovers. This one-of-a-kind stand-alone Ski-in/Ski-out studio suite is on Big Ski Resort property and has plenty of yard for your pet to run around on or to take on a hike on the adjoining trail systems. The suite directly accesses Low Dog Trail to Thunderwolf lift and is located at the end of a cul-de-sac making the suite private, quiet and safe for you and your pups to enjoy the outdoors.

Superhost

A cozy studio space is highlighted by gold-flaked mirror walls and retro furnishings. A patterned sofa faces a coffee table, with bright natural light streaming through large windows. Green plants add a touch of nature, while vintage lamps provide soft illumination.

4.81 out of 5 average rating, 191 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 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.

4.89 out of 5 average rating, 135 reviews

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.