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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 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.

Condo in Big Sky

4.89 out of 5 average rating, 168 reviews

Moose Tracks Condo at Big Sky Mountain Base

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 cozy seating area features a green sofa paired with a round wooden table. Large windows offer views of surrounding evergreen trees, allowing natural light to fill the space. A pendant light hangs above, adding a warm touch to the inviting interior.

Condo in Big Sky

4.94 out of 5 average rating, 143 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 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

4.93 out of 5 average rating, 161 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.

Top guest favorite

A private hot tub is positioned on a covered deck, surrounded by freshly fallen snow. The view includes snowy trees and distant slopes, creating a serene winter atmosphere. The hot tub cover rests slightly ajar, revealing steamy water within.

Townhouse in Big Sky

5 out of 5 average rating, 26 reviews

New Reno Ski in/out Duplex w/ Private Hot Tub

Mountain modern luxury Full gut renovation in 2022: - New flooring, bathrooms, kitchen, overhead lighting, paint - New furniture, kitchen equipment, premium bedding Front row Beaverhead provides THE best ski in/out location. - Private hot tub - No shared entrances - Wood ceilings & exposed beams - Ample seating/sleeping spaces across 2k SF - 2/3 bedrooms have en-suite bathrooms and decks - 4 workstations across office and bedrooms - Attached garage w/ boot heaters, ski racks, and storage

The open-concept living area features a comfortable sofa positioned near a stone fireplace, with a large flat-screen TV mounted above. Warm wood tones define the space, while natural light floods in from expansive windows, creating an inviting environment. A staircase leads to the upper level.

Condo in Big Sky

5 out of 5 average rating, 5 reviews

Big Sky Vacation Rentals: Beaverhead 90 Downhill

Welcome to your ultimate mountain getaway at Beaverhead 90 Downhill 302 in Big Sky, Montana. This luxurious five bedroom and five bathroom condo offers the perfect blend of comfort, convenience, and adventure. Whether you’re here to ski, explore Yellowstone National Park, or simply relax and recharge, this beautiful Beaverhead condo is designed to meet all your needs. Located directly on the slopes, this condo provides unparalleled ski in ski out access to the world-class terrain of Big Sky

A panoramic view showcases snow-covered slopes and the surrounding mountain landscape, with evergreen trees lining the horizon. The quaint town consists of cozy lodges and condos, all under a clear blue sky, emphasizing the tranquil beauty of the winter scenery.

Condo in Big Sky

4.76 out of 5 average rating, 92 reviews

Ski in/Ski Beautiful 3BR/3BA at Big Sky Resort

Ski in/Ski out and located just a short walk from the Big Sky Mountain Village and just a few feet from Back Bear Poma Lift, this cozy townhome 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! ---Remodel happening Nov 2020 - kitchen, baths, carpet, furnishings are all being updated!

A corner of the living area is highlighted by a large window offering a clear view of the nearby mountain. Natural light fills the space, complementing the soft tones of the walls and wood flooring. A plush, dark rug adds comfort to the seating area.

Condo in Big Sky

4.95 out of 5 average rating, 154 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

The exterior of a modern, wooden-clad building is shown, featuring a sleek garage door and a pathway leading to the entrance. Surrounding pines and rocky landscaping contribute to a natural setting, while a cloudy sky creates a serene backdrop.

Apartment in Big Sky

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.

Condo in Big Sky

4.8 out of 5 average rating, 184 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.

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

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

Chalets

Adventure-ready homes with après-ski style

Apartments

Convenient locations with everyday essentials

Cabins

Kick off your hiking boots at these rustic lodgings

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

Free parking on premises

Air conditioning

Ski-in/ski-out house rentals

A private hot tub sits on the patio, surrounded by lush greenery. The tub is filled with bubbling water, inviting relaxation. In the background, modern multi-story buildings are seen, providing a serene setting for unwinding after a day of activities.

Home in Big Sky

5 out of 5 average rating, 8 reviews

4 Wildwood/ Ski in/Ski out

A spacious living area is highlighted by a large stone fireplace, providing a central focal point. The seating includes cozy armchairs and a sectional sofa, arranged around a wooden coffee table. A colorful area rug adds warmth to the wooden floor beneath.

Home in Big Sky

4.89 out of 5 average rating, 55 reviews

Hideout Nature Lodge at Big Sky Resort

Home in Big Sky

5 out of 5 average rating, 4 reviews

Powder Ridge 9A Red Cloud Loop-Ski In/Ski Out!

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

4.83 out of 5 average rating, 12 reviews

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

An open living space is highlighted by a modern grey sectional sofa and a low black coffee table. A large television mounted on the wall displays a mountain scene above a built-in gas fireplace. The kitchen features a large island with bar seating and sleek cabinetry.

Home in Big Sky

4.98 out of 5 average rating, 43 reviews

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

A dining area features a large wooden table surrounded by dark chairs, with red placemats adding a pop of color. The space is illuminated by natural light through large windows, while a cozy seating area with a fireplace is visible in the background.

Home in Big Sky

New place to stay

Slopeside condo at Big Sky Resort. Direct access!

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

A snow-covered slope extends under a clear blue sky. Evergreen trees line the sides of the hill, with a distant mountain peak visible in the background. A small structure and ski equipment are positioned on the slope, suggesting a winter recreational area.

Condo in Big Sky

4.88 out of 5 average rating, 100 reviews

MountainVillage Family Friendly Ski In

A breathtaking view of Lone Peak dominates the landscape, showcasing its snow-covered summit against a clear blue sky. Pine trees, blanketed in fresh snow, frame the scene, creating a serene winter atmosphere.

Apartment in Big Sky

4.53 out of 5 average rating, 114 reviews

A Little Condo at Big Sky Montana

The open living and dining area features large windows allowing natural light to fill the space. A stone fireplace serves as a focal point, complemented by comfortable seating and a modern dining table. Warm wood tones enhance the inviting atmosphere throughout the room.

Condo in Big Sky

5 out of 5 average rating, 3 reviews

Big Sky Vacation Rentals: Black Eagle 16

Top guest favorite

A private hot tub is set on a snowy deck, with steam rising against a backdrop of towering pine trees and a clear blue sky. The serene environment invites relaxation in a tranquil outdoor setting.

Home in Big Sky

5 out of 5 average rating, 9 reviews

Moonlight Mtn 8 Happy Trails-Ski Accessible!

A panoramic view of Lone Peak is framed by a window, displaying snow-covered slopes and evergreen trees. The bright blue sky contrasts against the white landscape, while a hint of greenery from indoor plants enhances the scene.

Apartment in Big Sky

4.87 out of 5 average rating, 175 reviews

Big Sky Resort and Lone Peak Views

The exterior of a modern mountain lodge is displayed, featuring a combination of wood and stone in its architecture. Snow blankets the surroundings, enhancing the rustic look. Large windows offer views of the mountain landscape, and balconies are visible on the upper levels.

Condo in Big Sky

5 out of 5 average rating, 8 reviews

BIg Sky Vacation Rentals: Black Eagle 24

A comfortable living area features a sectional sofa with decorative cushions, complemented by a rustic coffee table. Vintage skis are mounted on the wall, and warm light is provided by a lamp. An open kitchen area is visible in the background, with seating at a breakfast bar.

Condo in Big Sky

4.79 out of 5 average rating, 101 reviews

Cozy, Large, Colorful Condo at Big Sky Resort!

A modern kitchen is highlighted with sleek gray cabinetry, complemented by a granite countertop. Stainless steel appliances, including a refrigerator and coffee maker, are visible. A small breakfast bar with two wooden stools offers a casual dining area adjacent to the kitchen space.

Condo in Big Sky

4.82 out of 5 average rating, 106 reviews

Walking distance to Big Sky Resort!

Ski-in/ski-out cabin rentals

Cabin in Big Sky

4.9 out of 5 average rating, 41 reviews

Big Sky Vacation Rentals: CH Cabin 11 Derringer

Cabin in Big Sky

4.84 out of 5 average rating, 32 reviews

Big Sky Vacation Rentals: 15 Rustic Ridge

A private hot tub invites relaxation with panoramic views of surrounding mountains and trees. Two glasses and a bottle of champagne sit on the ledge, suggesting a serene experience. The setting sun casts a warm glow over the scene, enhancing the tranquil atmosphere.

Cabin in Big Sky

4.8 out of 5 average rating, 5 reviews

Big Sky Vacation Rentals: Cowboy Cabin 13

The dining area features a large wooden table set for eight, complemented by modern upholstered chairs. A striking antler chandelier hangs overhead, while a colorful wall art piece adds character. Large windows provide expansive views of the surrounding mountains and forest.

Cabin in Big Sky

4.91 out of 5 average rating, 11 reviews

Big Sky Vacation Rentals: Silvertip 16 Alpine Bend

Cabin in Big Sky

4.88 out of 5 average rating, 17 reviews

Big Sky Vacation Rentals: PR Chief Gull 3

Cabin in Big Sky

4.45 out of 5 average rating, 11 reviews

Big Sky Vacation Rentals: Cowboy Heaven 13 Bandit

Cabin in Big Sky

5 out of 5 average rating, 17 reviews

Big Sky Vacation Rentals: Lake Cabin 19 Lakewood

A private hot tub is showcased on a deck with a panoramic view of the surrounding mountains and valley. Sunlight reflects off the water, creating a serene atmosphere.

Cabin in Big Sky

5 out of 5 average rating, 3 reviews

Big Sky Vacation Rentals: CH Cabin 11 Bandit Way

Destinations to explore