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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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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 cozy living area features a brown leather sectional sofa adorned with patterned throw pillows. Natural light enters through windows showcasing a snowy forest view. A wooden dining table is visible in the background, complemented by rustic decor and wooden accents, enhancing the warm ambiance.

Condo in Big Sky

4.79 out of 5 average rating, 34 reviews

Cozy ski-in/out home w/fireplace & clawfoot tub

Little Plume Flat is the quintessential cozy, ski-in/ski-out flat! This luxury above garage flat is awaiting you for your next Big Sky Escape! Delight in this winter wonderland escape and warm up by the cozy stone fireplace. Have a bubble bath in the vintage clawfoot tub and watch as the snow falls. Cook up a gourmet meal in the gorgeous kitchen and serve it up at the adorable 4-person dining table right next to the fireplace! The owner lives on-site in the main house attached to the garage.

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.

Condo in Big Sky

4.92 out of 5 average rating, 185 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.

Condo in Big Sky

4.93 out of 5 average rating, 160 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 • 4 adults Max, No restrictions on kids

Top guest favorite

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

5 out of 5 average rating, 85 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.

Condo in Big Sky

4.92 out of 5 average rating, 121 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.

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.

Condo in Big Sky

4.81 out of 5 average rating, 195 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.

Condo in Big Sky

4.79 out of 5 average rating, 102 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.

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.

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.

Condo in Big Sky

4.9 out of 5 average rating, 242 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!

Top guest favorite

A contemporary living area showcases a leather couch paired with light-colored accent chairs. A stylish coffee table sits atop a patterned rug. The open kitchen features high-top seating and modern appliances, with natural light streaming through the windows, highlighting the warm wooden tones.

Condo in Big Sky

5 out of 5 average rating, 37 reviews

Perfectly remodeled mountain condo

Welcome to Tala Mountain Studio! Let our newly renovated mountain village condo be your base for your Big Sky adventure or retreat. Whether you spend your days skiing, hiking, mountain biking, fishing, golfing or exploring the natural beauty of the surroundings, look forward to returning to Tala Mountain Studio in the heart of Big Sky Resort.

A cozy living area features a dark futon adorned with a colorful throw pillow and a patterned blanket. A coffee table sits in front, while a large artwork adds character to the wall. Natural light floods in through expansive windows, framed by lush greenery outside.

Condo in Big Sky

4.8 out of 5 average rating, 161 reviews

Ski Bunny Studio / Walkable to Ski Lifts

This is the perfect ski getaway location! In the Hill Condos, right in the Big Sky Mountain area, this studio has everything you need to make your winter getaway comfy and cozy. Walk to the slopes in the morning, stop back in to make yourself lunch, and after the lifts close, watch as the sun sets behind Andesite mountain. Ski, rest, repeat.

Vacation rentals for every style

Get the amount of space that is right for you

Luxury Stays

Experience one of our premier homes

Chalets

Adventure-ready homes with après-ski style

Apartments

Convenient locations with everyday essentials

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

Free parking on premises

Air conditioning

Ski-in/ski-out house rentals

The spacious living area features large windows offering mountain views, complemented by a stone fireplace and a mounted television. A cozy sectional sofa is arranged around a wooden coffee table, with modern armchairs nearby, creating an inviting environment for relaxation.

Home in Big Sky

5 out of 5 average rating, 12 reviews

4 Wildwood/ Ski in/Ski out

A panoramic view captures a snow-covered mountainous landscape, showcasing a series of ski slopes winding down towards a cluster of buildings nestled among evergreen trees. The scene conveys a serene winter atmosphere under a cloudy sky.

Home in Big Sky

5 out of 5 average rating, 3 reviews

All Season Mountain Condo

Home in Big Sky

Big Sky Resort - Ski In Ski Out-Arrowhead Chalet

Top guest favorite

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

A spacious great room features high cathedral ceilings and large windows offering ample natural light. Comfortable seating arrangements include leather couches and armchairs, positioned around a coffee table on a decorative area rug. A stone fireplace serves as a focal point against one wall.

Home in Big Sky

Bulldogger Basin Lodge a ski in and out property i

The charming chalet reveals a welcoming facade framed by snow-covered grounds and towering evergreens. The expansive wraparound deck, illuminated by warm lighting, features sturdy wooden railings, and large windows provide views of the surrounding winter landscape.

Home in Big Sky

4.82 out of 5 average rating, 22 reviews

Moonlight Mtn 2 Lower Mtn -Ski-In/Ski-Out! Hot Tub

Top guest favorite

The spacious living area features a large gray sectional sofa, accented by comfortable cream, leather chairs. A modern coffee table is centrally placed, while a sleek TV unit showcases a flat-screen TV and books for relaxation. Natural light filters through large windows overlooking the surroundings.

Home in Big Sky

4.98 out of 5 average rating, 45 reviews

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

A cluster of modern condos is nestled against a backdrop of a snow-capped mountain. Lush greenery and sparse trees surround the area, highlighting the natural beauty and tranquil setting of the location.

Home in Big Sky

Slopeside condo at Big Sky Resort. Direct access!

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

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

4.91 out of 5 average rating, 53 reviews

Traveler’s Rest Studio | Easy Big Sky Access

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

The open-concept living area features a dining table with six chairs, a comfortable sofa, and a cozy armchair. Natural light pours in through large sliding glass doors, leading to a balcony. A decorative rug adds warmth, while a fireplace and flat-screen TV enhance the inviting space.

Apartment in Big Sky

4.88 out of 5 average rating, 26 reviews

Cozy Condo at the base of Big Sky Ski Resort

Condo in Gallatin Gateway

4.92 out of 5 average rating, 85 reviews

Moose Ridge Retreat

A secluded retreat is nestled in a snowy landscape, surrounded by tall evergreen trees. Soft lights illuminate the structure, highlighting the modern architecture against the dusk sky. The mountainous terrain in the background adds to the serene, remote atmosphere.

Home in Big Sky

5 out of 5 average rating, 8 reviews

True Montana Experience: Secluded & Unreal Views!

A cozy bedroom features a spacious bed adorned with decorative pillows. Natural light enters through a window, complementing the neutral wall tones. A bedside lamp provides additional lighting, while dark curtains frame the window, enhancing the room's serene atmosphere.

Apartment in Big Sky

4.87 out of 5 average rating, 176 reviews

Big Sky Resort and Lone Peak Views

A rustic dining area is highlighted by a wooden table surrounded by four matching stools. An art piece featuring a mountain scene decorates the wall, complemented by snowshoes mounted above. Soft natural light adds warmth to the green-colored wall.

Condo in Gallatin Gateway

5 out of 5 average rating, 34 reviews

Ski-In; within walking distance of Big Sky Resort

A modern exterior of a single-level home is displayed, featuring a snow-covered roof and a welcoming green entry door. A compact garage with a frosted door is visible on the right, while surrounding pine trees are dusted with fresh snow.

Condo in Big Sky

5 out of 5 average rating, 4 reviews

Newly Remodeled Ski-In/Out Condo! Walk to Resort

Ski-in/ski-out cabin rentals

The open-plan living area is highlighted by wooden beams and log walls. A cozy seating arrangement includes a comfortable sofa and armchairs surrounding a central coffee table. Large windows frame expansive mountain views, inviting natural light into the space.

Cabin in Big Sky

4.9 out of 5 average rating, 41 reviews

Big Sky Vacation Rentals: CH Cabin 11 Derringer

An open-plan living area is featured, showcasing a cozy seating arrangement with a sofa and leather chairs. A wooden coffee table sits in the center, while the staircase leads to the loft above. Natural light enters through the window, enhancing the cabin's rustic charm.

Cabin in Big Sky

4.79 out of 5 average rating, 34 reviews

Big Sky Vacation Rentals: 15 Rustic Ridge

A rustic cabin with a high peaked roof is surrounded by snow-covered ground and evergreen trees. A private hot tub is positioned on a deck while a majestic mountain backdrop complements the serene winter setting.

Cabin in Big Sky

4.8 out of 5 average rating, 5 reviews

Big Sky Vacation Rentals: Cowboy Cabin 13

A charming log cabin is set against a backdrop of snow-capped mountains. Large windows allow for natural light, while a spacious front deck features sturdy beams and offers a view of the surrounding nature. The cabin is nestled among trees, enhancing the rustic feel.

Cabin in Big Sky

4.57 out of 5 average rating, 14 reviews

Big Sky Vacation Rentals: Cowboy Heaven 13 Bandit

A charming log cabin is enveloped in fresh snow, with a large deck visible at the front. The structure features a steeply pitched roof and multiple windows, allowing natural light to fill the interior. Surrounding trees stand against a backdrop of snowy peaks under a blue sky.

Cabin in Big Sky

5 out of 5 average rating, 7 reviews

Big Sky Vacation Rentals: PR Manitou 5

The exterior of a modern mountain cabin is shown, featuring a spacious deck with a dining area and large windows that allow for ample natural light. The sleek design is complemented by surrounding trees and snow-capped mountains in the background.

Cabin in Big Sky

4.94 out of 5 average rating, 79 reviews

Luxury Home Moonlight Basin, Excellent Ski Access

Cabin in Big Sky

New place to stay

Powder Ridge Log Cabin: Hot Tub, Ski-In/Ski-Out

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