Chalet vacation rentals in Big Sky

A row of rustic townhomes is nestled against the backdrop of snow-covered mountains. Tall evergreen trees are positioned around the buildings, highlighting their proximity to nature. The landscape features a clear blue sky, emphasizing the serene winter setting.

Ski-in/Ski-Out Condo Private Hot Tub Moonlight

This Ski-In Ski-Out, 3 bed 2.5 bath townhome featuring a private hot tub in Big Sky, MT is your perfect winter getaway! This rustic getaway is steps away from the Iron Horse lift at Big Sky resort with unbeatable views of Lone Peak. Inside you are greeted by a cozy atmosphere with a open concept kitchen and living room. The kitchen features stainless steel appliances with everything you need to make a meal for the whole crew. The living room features a gray stone fireplace and easy access to t

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A wooden deck extends from the house, offering views of surrounding pine trees and the Bridger Mountain range. Sunshine casts warm light on the structure, highlighting rustic elements of natural wood. The rugged landscape provides a serene backdrop for outdoor relaxation.

4.93 out of 5 average rating, 29 reviews

Modern Mountaintop Retreat

This sunlit home is nestled on the side of the Bridger Mountain range, just 10 minutes from downtown Bozeman and 25 minutes from Bridger Bowl Ski Hill. You will have 60 acres of stunning pine forests to explore or ski. Watch the sunset over the whole valley from the porch or snuggle up by the wood burning fireplace- this home has something for everyone and fast, efficient wifi for remote work. A one of a kind Montana experience that combines rugged natural beauty and thoughtful, modern design.

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A spacious living area features a dark leather sectional sofa positioned around a coffee table on a patterned rug. Mounted artwork adds character to the wall, and natural light filters in through the doorway, highlighting the warm wood ceiling.

4.93 out of 5 average rating, 119 reviews

3BR/3BA | Hot Tub | Mtn View | Fireplace | Twn Ctr

Beautifully designed 3BR/3BA + loft Firelight Chalet in the heart of Big Sky, close to dining, shops and all that Big Sky has to offer. Spacious and comfortable for families, groups, or couples, with an attached garage and peaceful setting just minutes from Town Center and Big Sky Resort. Enjoy skiing, hiking, golf, fishing, rafting, or Yellowstone, then return to a relaxing mountain retreat. With Bozeman and Yellowstone within easy reach, it’s an ideal base for exploring Southwest Montana.

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Ski-In/Ski-Out Luxury Chalet at Big Sky Resort

Welcome to your mountain getaway in Big Sky! This four-bedroom, 3,033 square-foot residence offers the perfect blend of luxury, comfort, and adventure—with direct ski-in/ski-out access to some of the best terrain in North America. The slopeside setting places world-class skiing at your back door, while Mountain Village shops, dining, and après-ski are just a short walk away. To make your trip even easier, our partner Ski Butlers delivers top-of-the-line rental equipment right to your door.

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Lonely Mountain Chalet

Experience the ultimate mountain getaway at this luxury mountainside condo, located next to Bridger Bowl Ski Area and directly across from Crosscut Mountain Sports Center! Imagine stepping out the door onto pristine snow or lush trails, surrounded by the breathtaking beauty of the Custer Gallatin National Forest, this chalet is an outdoor enthusiast's dream. From exhilarating downhill and cross-country skiing in winter to world-class mountain biking and hiking in summer, adventure awaits!

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Top guest favorite

5.0 out of 5 average rating, 9 reviews

Bridger Bowl - Crosscut Hideaway!

Enjoy fresh air and mountain living in this brand new 2 bedroom, 2.5 bathroom, luxuriously furnished home. Located between Bridger Bowl Ski Area and Crosscut Nordic Ski/Bike Area, there are plenty of activities to enjoy right out the front door. Ample hiking, biking and fishing in the summer time as well as downhill, backcountry, and cross country skiing in the winter, to name a few. Enjoy cozy nights around the fireplace while taking in alpine views from every window.

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Top guest favorite

An open living area showcases high A-frame ceilings with wooden beams and modern furnishings. A fully equipped kitchen features a gas range, refrigerator, and bar seating. The cozy seating area includes a circular table and plush chairs atop a textured rug, with large windows allowing natural light.

4.95 out of 5 average rating, 359 reviews

Modern Rustic A-Frame | King Loft w/Bridger Views

Escape to a modern rustic A-frame guesthouse on a shared 5-acre property, tucked away at the end of a quiet road just 10 minutes from downtown Bozeman, 15 minutes from the airport, and 20 minutes from Bridger Bowl. Enjoy a private entrance, soaring ceilings, a full kitchen, a queen bedroom, and a king loft with Bridger Mountain views. Ideal for couples, solo travelers, and business guests. Not suitable for infants or children due to the loft ladder and resident dogs.

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A large dining table is centrally positioned beneath a stylish chandelier, set with plates and glassware. A modern kitchen area is visible in the background, featuring stainless steel appliances. Warm tones and natural textures highlight the inviting atmosphere of the open living space.

4.96 out of 5 average rating, 57 reviews

Modern Upper Pines Chalet

4 bed/4bath chalet. Plenty of room and privacy for multiple families with baths for every bedroom. Home includes a chef's kitchen, large private hot tub, game room, and a balcony with grill and fire pit. Enjoy spectacular views of the local mountains including Lone Peak. Less than 5 minute drive to Town Center for shopping, dining, and festivals and 10 minutes to the Big Sky resort for world class skiing and biking. Perfect year-round escape for your family.

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The exterior of a two-story chalet is shown under a clear blue sky. The building features a deep blue facade with large windows. A patio area is visible, equipped with outdoor seating and a hot tub. Lush green grass surrounds the property.

4.86 out of 5 average rating, 43 reviews

‼️3BR Big Sky Getaway w/ Hot Tub and Mountain View

》Hit '♡ Save' and relax in our cozy Big Sky chalet—perfect for families or groups, with stunning mountain views and space for 8. ✦ 3 comfy bedrooms + loft with sleeper sofa. ✦ Hot tub with mountain views. ✦ Fully equipped kitchen with everything you need. ✦ Washer/dryer in-unit & all essentials provided. ✦ 6 miles to Big Sky Resort, 50 miles to Yellowstone. ✦ Baby gear, board games & kid-friendly extras. Book your peaceful Montana escape now!

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Top guest favorite

A charming log cabin is nestled among lush greenery, with a vibrant red roof contrasting against the natural surroundings. Flower pots filled with daisies add a touch of color at the forefront, while tall trees provide a sense of seclusion.

4.92 out of 5 average rating, 93 reviews

Cozy Log Cabin w/ stunning 360 views!

• Secluded but only 8min drive to downtown Bozeman • Stunning 360 views ~> 4+ mountain ranges • Swimming pond on property w/ beach volleyball court! • Bridger Bowl Ski Area (15min drive) • Rocky Creek Nordic Ski Area just down the hill (ski there!) • Rocky Creek for fly fishing (10min walk) • Nearby Yellowstone Park (~1.5hr drive) Can sleep up to 5: Three bedroom w/ open dining & living room areas, sweeping decks (cover & open).

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Luxe Mountain Home | Lone Peak Views | Hot Tub

★ Welcome to Big Sky Bliss, a thoughtfully designed mountain retreat for families and group getaways seeking space, comfort, and unforgettable views. ★ Nestled on a scenic slope near Big Sky Resort in the heart of the Gallatin Mountains, this newly remodeled home offers unobstructed Lone Peak views, modern upgrades throughout, and plenty of room for everyone to gather, reconnect, or enjoy a peaceful mountain escape year-round.

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5.0 out of 5 average rating, 7 reviews

Vast Ski In/Ski Out Big Sky Chalet

Luxury Ski-in/Ski-out Retreat in Big Sky, Montana <br><br>Experience the ultimate mountain escape at this stunning 6-bedroom, 8-bathroom ski-in/ski-out home, nestled in the heart of Big Sky, Montana. Whether you're here to carve the slopes, unwind by the fire, or explore the breathtaking landscapes, this luxurious retreat is the perfect base for your adventure.

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Popular amenities for Big Sky chalet rentals

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Wifi

Free parking on premises

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Family-friendly chalet rentals

Private room in Gallatin Gateway

The exterior of the multi-story cabin showcases a warm brown wooden façade and a sloped roof. Large windows allow natural light to flood the interior. Surrounding greenery and pine trees enhance the mountain setting. A pathway is visible, leading to the inviting entrance.

4.63 out of 5 average rating, 71 reviews

Ski right to your Chalet!

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5.0 out of 5 average rating, 8 reviews

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

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A scenic view from the balcony showcases a snowy landscape, with mountain slopes in the distance. Sunlight filters through the clouds, illuminating the trees and ski lifts below. Wooden posts frame the image, highlighting the outdoor seating area on the deck.

5.0 out of 5 average rating, 8 reviews

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

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5.0 out of 5 average rating, 9 reviews

Ski In, Slope Views, Private Hot Tub

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The living room features comfortable leather seating arranged around a rustic coffee table. A stone fireplace serves as a focal point, while large windows allow natural light to fill the space. Montana-themed decor is displayed on the walls, adding to the inviting ambiance.

4.68 out of 5 average rating, 28 reviews

Ski-in/Out w/Private Hot Tub & Gorgeous Views

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A private hot tub is featured on a wooden deck, with steam rising from the water. In the background, snow-covered mountains are visible, illuminated by the sun. The serene atmosphere is accentuated by the surrounding trees and the distant snowy residences.

4.83 out of 5 average rating, 30 reviews

Ski-in/Out w/private hot tub & gorgeous views

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A cozy living area is featured, complete with a gas fireplace and a Smart TV. Comfortable seating is arranged around a rustic coffee table, with two armchairs and a sectional couch. Light filters through large windows, highlighting the serene mountain views.

5.0 out of 5 average rating, 6 reviews

*New Listing* Ski-In/Ski-Out Chalet w/ Private Hot

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An outdoor deck is furnished with a round table and four chairs, set against a backdrop of rolling hills and mountains. The scene captures a combination of green foliage and patches of snow, under a sky filled with clouds.

Ski-in/ski-out w/hot tub in Moonlight basin

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Luxury chalet rentals

A spacious living area features a stone fireplace as the focal point, flanked by large windows that provide expansive mountain views. Comfortable seating is arranged around a modern coffee table, with light streaming in from multiple sunlit windows, enhancing the inviting atmosphere.

4.91 out of 5 average rating, 11 reviews

Ski-In/Ski-Out Big Sky Home with Incredible Views

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The exterior of a spacious alpine home features a combination of wooden and stone elements. A large deck extends from the upper level, offering views of the snow-dusted landscape and surrounding mountains under a clear blue sky.

5.0 out of 5 average rating, 13 reviews

1 Gambler | Ski-In/Out | Hot Tub, Mtn Views

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4.83 out of 5 average rating, 12 reviews

Ski-in/out | Dog Friendly | Hot Tub | Moonlight

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4.85 out of 5 average rating, 13 reviews

Harvest Moon Haven | Premier Ski Access + Hot Tub

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5.0 out of 5 average rating, 5 reviews

Big Sky Vacation Rentals: Homestead 6 Claim Jumper

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The chalet is nestled among towering pines, showcasing a warm wooden exterior. Large windows reflect the sunset glow, illuminating the spacious wrap-around deck. The surrounding landscape features gentle slopes and distant mountain views, creating a serene mountain retreat.

4.79 out of 5 average rating, 29 reviews

Silver Star Alpine Lodge | Ski-In/Out Chalet |

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Big Sky Vacation Rentals: MMH 7 Derringer

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A bright, contemporary living space features leather sofas and a recliner, arranged around a central coffee table. A stone fireplace adds warmth. Large windows provide valley views, and the dining area offers seating for six, positioned nearby.