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

Find and book unique ski-in/ski-out homes on Airbnb

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

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

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Top guest favorite

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.

Condo in Big Sky

4.94 out of 5 average rating, 160 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 snow-covered outdoor pathway leads through a winter landscape, flanked by tall evergreen trees. Nearby, snow-dusted buildings are visible in the background, showcasing a serene, quiet environment. Fresh snowfall blankets the ground, creating a peaceful atmosphere.

Condo in Big Sky

4.92 out of 5 average rating, 183 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 private outdoor hot tub is positioned on a wooden porch, with mountain views in the background. The surrounding area is covered in snow, complementing the rustic cabin structure. A wooden dining table is situated nearby, offering a space to enjoy the scenery.

Home in Big Sky

4.82 out of 5 average rating, 22 reviews

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

There's no better way to enjoy an out-west adventure in Montana than to stay in " The Lookout" Cowboy Heaven Cabin. Enjoy excellent ski-in/ski-out to the Powder River ski run, accessing all of Big Sky's skiable terrain via the Iron Horse and Pony Express lifts. Return home from a great day on the slopes or a day exploring in Yellowstone and indulge yourself with the beverage of your choice while soaking in the spectacular mountain views from the private outdoor hot tub on the front porch.

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.

Condo in Big Sky

4.92 out of 5 average rating, 158 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.

Apartment in Big Sky

5 out of 5 average rating, 82 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

Apartment in Big Sky

4.87 out of 5 average rating, 176 reviews

Big Sky Resort and Lone Peak Views

Amazing Lone Peak views! Enjoy staying in Big Sky, Montana within walking distance to the ski resort. Take a drive to Yellowstone National Park just one hour away. This second floor, newly renovated two-bedroom, two-bath condo is the perfect basecamp for family and friends looking to stay at Big Sky Resort. With world-class skiing, snowboarding, and dogsledding an endless amount of activities awaits. After all your adventures, you will be happy to call this condo "home."

Top guest favorite

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.

Condo in Big Sky

4.92 out of 5 average rating, 119 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.

A modern mountain residence showcases a spacious deck adorned with seating and a private hot tub, framed by snow-covered trees. The structure features clean lines and large windows, offering a seamless connection to the surrounding snowy landscape.

Home in Big Sky

5 out of 5 average rating, 11 reviews

4 Wildwood/ Ski in/Ski out

With premium ski- in/ski-out access right at your doorstep to the stagecoach lift, snowy adventures are just a step away. This exquisite 4- bedroom dwelling boasts a bonus room, fitted with two bunk beds, making it an ideal set the perfect ambiance with the in-house Sonos system and let your favorite tunes accompany you as you whip up delicious meals in the lavishly equipped kitchen. Here, culinary enthusiasts will find every gadget they could dream of.

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.

Condo in Big Sky

4.8 out of 5 average rating, 194 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.

Apartment in Big Sky

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.

The exterior sign for Hill Condominiums is prominently displayed among the snowy landscape, with Lone Peak visible in the background. Snow blankets the ground, and trees frame the scene under a clear blue sky.

Condo in Big Sky

4.9 out of 5 average rating, 241 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!

The bedroom features a spacious bed dressed in crisp white linens. A decorative rug lies beneath, adding warmth. Natural light enters through two windows, with light curtains softly diffusing the sunlight. A ceiling fan is present, and minimalist bedside tables hold elegant lamps.

Condo in Big Sky

5 out of 5 average rating, 12 reviews

Cozy Big Sky Mountain Chalet - Minutes from Slopes

Welcome to Lumiere Mountain Chalet, a light-filled escape in Big Sky! We are excited to host you in what our guests have described as a "gem" in Big Sky mountain village. Whether you are here to hit the slopes, explore hiking trails, or unwind under Montana's famous starry skies, the entire chalet is your home-away-from-home.

Vacation rentals for every style

Get the amount of space that is right for you

Luxury Stays

Experience one of our premier homes

Cabins

Kick off your hiking boots at these rustic lodgings

Chalets

Adventure-ready homes with après-ski style

Popular amenities for Madison County ski-in/ski-out rentals

Free parking on premises

Air conditioning

Ski-in/ski-out house rentals

An inviting living and dining area features a large wooden dining table set for eight, with glasses and placemats arranged at each setting. A stone fireplace adds warmth to the space, while large windows offer views of the outdoors. Cozy seating includes a leather armchair and a rocking chair.

Home in Big Sky

Slopeside retreat in Big Sky's Mountain Village

Top guest favorite

The exterior of a log cabin is displayed, featuring a wrap-around porch with red seating. Lush green grass surrounds the cabin, and trees are visible in the background under a bright blue sky with scattered clouds.

Home in Gallatin Gateway

5 out of 5 average rating, 22 reviews

Ski In/Out | Red Cloud Cabin | Big Sky Resort

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

5 out of 5 average rating, 7 reviews

True Montana Experience: Secluded & Unreal Views!

A snowy landscape showcases a ski lift adjacent to charming wooden cabins, each with a sloped roof and inviting warm lights visible from the windows. Towering snow-covered hills rise in the background, under a softly lit evening sky.

Home in Big Sky

5 out of 5 average rating, 6 reviews

3 Red Cloud Loop Ski In/Out - Alpine Big Sky

Home in Big Sky

5 out of 5 average rating, 4 reviews

Highlands Cabin 18- Ski Access! Hot Tub! Grill!

The exterior of the lodge is shown, featuring a multi-level structure with a wooden deck and large windows, surrounded by a winter landscape covered in snow. A garage is visible, with a vehicle parked outside. Tall pine trees are seen in the background under a partly cloudy sky.

Home in Big Sky

Bulldogger Basin Lodge a ski in and out property i

The modern cabin is surrounded by tall pine trees, showcasing a mix of stone and wood exteriors. Large windows allow natural light to flood the interior. A covered porch extends from the main level, providing additional outdoor space. Snow blankets the ground, complementing the tranquil setting.

Home in Big Sky

4.95 out of 5 average rating, 22 reviews

Lovely Ski-In/Out Cabin, Hot Tub, 10 Min to Resort

Top guest favorite

A private hot tub is situated on a covered deck, surrounded by walls that protect against the elements. Windows provide natural light and views, while wooden decking and bench seating enhance the inviting space.

Home in Big Sky

4.98 out of 5 average rating, 44 reviews

Beaverhead Haven- A Large, Luxury Ski-In / Ski-Out

Family-friendly, ski-in/ski-out home rentals

A private hot tub situated on a wooden deck offers views of the surrounding mountains and trees. The spa features a smooth, curved design with bubbling water, surrounded by sturdy log pillars that frame the picturesque outdoor setting.

Townhouse in Big Sky

4.87 out of 5 average rating, 30 reviews

SaddleRidge A2~Wild Flowers/Wild Life in Big Sky

The studio features a spacious bed with a patterned comforter and decorative pillows. A twin bed is positioned nearby, complemented by a small side table. Soft lighting is provided by bedside lamps, and framed artwork adorns the walls, creating a cozy ambiance.

Condo in Big Sky

4.9 out of 5 average rating, 52 reviews

Traveler’s Rest Studio | Easy Big Sky Access

A Quonset hut is illuminated against a starry night sky, surrounded by tall pine trees and a snowy landscape. A mountain peak is visible in the background, while colorful skis are propped up against a snowbank nearby. A red chair is positioned beside the hut.

Hut in Gallatin Gateway

4.94 out of 5 average rating, 186 reviews

Big Sky "Hive in the Sky" Quonset Hut

A spacious room features two queen-sized beds against a wood-paneled wall. Each bed is adorned with neutral linens and decorative pillows. A bedside table with a lamp and a window providing natural light are also present, along with a lofted seating area visible above.

Hotel room in Big Sky

4.75 out of 5 average rating, 4 reviews

Huntley Lodge Loft Hotel Room

A comfortable living area is furnished with a dark couch and a decorative pillow. A large artwork depicting a skier is displayed above a wooden shelf. Natural light floods through the expansive window, showcasing a snowy landscape outside.

Condo in Big Sky

4.8 out of 5 average rating, 161 reviews

Ski Bunny Studio / Walkable to Ski Lifts

Condo in Big Sky

4.85 out of 5 average rating, 13 reviews

Summit View- Ski in/Out, Pool and Hot Tub!

Top guest favorite

A panoramic view captures a snow-covered landscape with towering evergreens and distant ski slopes. The serene scene includes a collection of rustic buildings nestled in the snowy terrain, framed by majestic mountains under a partly cloudy sky.

Condo in Big Sky

5 out of 5 average rating, 8 reviews

Big Sky Ski In/Out Condo - Cozy, Spacious + Views!

The living area features a gas fireplace surrounded by a wooden mantle. Two large, upholstered sofas and a comfortable armchair are arranged around a wooden coffee table. Large windows allow natural light to fill the space, with scenic mountain views visible outside.

Condo in Big Sky

4.83 out of 5 average rating, 12 reviews

Ski-in/Ski-out condo w/shared hot tub & pool

Ski-in/ski-out cabin rentals

A spacious lodge is situated in a snowy landscape, with a stone chimney and large front porch. The property features a two-car garage and is surrounded by trees, enhancing the serene mountain setting under a bright blue sky.

Cabin in Big Sky

5 out of 5 average rating, 7 reviews

Big Sky Vacation Rentals: MVC Swift Bear Chalet

Cabin in Big Sky

4.9 out of 5 average rating, 41 reviews

Big Sky Vacation Rentals: CH Cabin 11 Derringer

A private hot tub is positioned under a protective overhang, surrounded by snow-covered landscape. Steam rises from the bubbling water, creating a peaceful atmosphere, with distant snow-capped mountains in the background illuminated by bright sunlight.

Cabin in Big Sky

4.84 out of 5 average rating, 32 reviews

Big Sky Vacation Rentals: 15 Rustic Ridge

Cabin in Big Sky

4.8 out of 5 average rating, 5 reviews

Big Sky Vacation Rentals: Cowboy Cabin 13

Cabin in Big Sky

4.57 out of 5 average rating, 14 reviews

Big Sky Vacation Rentals: Cowboy Heaven 13 Bandit

A modern cabin exterior is showcased amidst lush trees, featuring a combination of wood and dark siding. Two garage doors are visible at the front, along with large windows that allow natural light to fill the interior. A gravel path leads up to the home.

Cabin in Big Sky

Big Sky Bliss | Panoramic Views & 5m to Resort

An outdoor hot tub is positioned on a wooden deck, surrounded by a stone wall. Two patio chairs are placed nearby, creating a space for relaxation. Bubbles can be seen rising from the water, highlighting the inviting atmosphere.

Cabin in Big Sky

4.89 out of 5 average rating, 27 reviews

Big Sky Vacation Rentals: PR Manitou 13

A cozy bedroom features wooden walls and warm tones that create a rustic atmosphere. A spacious bed is positioned near a large window, allowing natural light to fill the space. Decorative pillows add a touch of charm, and a small lamp sits on a bedside table.

Cabin in Big Sky

5 out of 5 average rating, 4 reviews

9 Cabin Hollow by Moonlight Basin Lodging