
Chalet vacation rentals in Big Sky
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Top-rated chalet rentals in Big Sky
Guests agree: these chalets are highly rated for location, cleanliness, and more.

New Listing! 5 Bdrm Spacious Chalet in Big Sky, MT
Pay For What You Need! Up to 4 additional bedrooms off main living area, inquire within. Forget your worries and relax in this newly completed spacious chalet, located in a quiet neighborhood on a peaceful ranch nearby to all that Big Sky has to offer! Located off Hwy 191, around 1.5 miles from Lone Mountain Trail that takes you to Big Sky Resort, Moonlight Basin, Big Sky Towne Center, etc. Come and stay with us today, you’ll be thrilled to visit such a beautiful part of the country!

Bridger Bowl Ski Chalet
Ski in ski out chalet at the recreation base area between Bridger Bowl and Crosscut Mountain Sports. Located in the Bridger Canyon with recreational opportunities including hiking, biking and fishing. Brand new construction with high end finishes and exceptional views. Spacious and comfortable with exposed beams, timber trusses and reclaimed floors. 3 bed, 2.5 bath, 2800 sqft, full kitchen, 2 living rooms, wet bar, laundry, and oversized 2 car garage. HDTV, streaming and WI-FI included.

Bozeman - Modern/Rustic 1 bedroom w/ Loft bedroom
My place is close (7 minutes) to nightlife, the airport, parks, and the city center. It is 15 minutes to skiing at Bridger Bowl. You’ll love my place because of the kitchen, the coziness, the high ceilings, the views, and the location. The location is extremely private at the end of the road yet 5 minutes to town. My place is good for couples, solo adventurers, and business travelers. The loft area has mountain views out all windows. Custom mattresses, assortment of pillows.

Big Sky Spacious Well Appointed Condo + Hot Tub
This 1844-square-foot, tastefully and comfortably decorated, THREE Bedroom, THREE Bath, NEW private hot tub, new carpeting in all bedrooms, wood floors, vaulted ceilings, leather couches and rugs, a fully appointed kitchen, and more... Our Condo in Firelight Meadows is centrally-located in the Town Center area of Big Sky and is close to rivers, hiking, cross county skiing trails, restaurants, shopping and more. More 5 star reviews of the property at VRBO #103022.

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.

‼️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 10. ✦ 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!

Town Ctr | Mtn View | Hot Tub | Fireplace l Loft
Beautifully designed 3BR/3BA + loft Firelight chalet with attached garage in the heart of Big Sky. Perfect for families, groups or couples, this spacious retreat offers comfort and convenience just steps from Town Center. Enjoy world-class skiing, hiking, golf, fishing, and rafting, with Yellowstone and Bozeman only 45 minutes away. Nestled in a peaceful setting, it’s the ideal home base to relax, explore, and create lasting memories.

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).

Big Sky Paradise - Arrowhead
One of the most amazing ski-in/ski-out locations in Big Sky. Our 4-bedroom, 4 bath, 3 level chalet at the base of Silverknife ski run has everything you need to comfortably accommodate 8 guests. There are no other ski-in/ski-out chalets with 3 ensuite bedrooms (private bathroom/ shower) and wood burning fireplaces in the living room this close to the ski lifts, at this price, with our views.

Big Sky Vacation Rentals: MMH 5 Derringer
Experience mountain living at its finest in this Big Sky home situated atop Cowboy Heaven on the Moonlight side of Lone Mountain. Big Sky Resort ski access doesn’t get better than this with America's Biggest Skiing right off your back deck! This home was recently renovated and has new furniture, paint and art, throughout.

2 Bed ski out Apt in Private Home
Luxurious ski in - out rental apartment in private ski lodge in Big Sky, Montana. Full home comforts. Groomed ski trails to the resort lifts. Located on a warm southern facing slope of the Big Sky ski area, with panoramic views.

Big Sky Vacation Rentals: MMH 44 Cowboy Heaven
Set on a sunny perch high in Cowboy Heaven overlooking the Spanish Peaks, this tasteful alpine home tucked in the woods offers a top Big Sky ski-in/ski-out location with direct access to the slopes from your back door.
Popular amenities for Big Sky chalet rentals
Family-friendly chalet rentals

Big Sky Vacation Rentals: MMH 44 Cowboy Heaven

Evergreen Cabin @ Bridger Bowl

Big Sky Vacation Rentals: MMH 5 Derringer

Big Sky Vacation Rentals: MMH 4 Indian Summer

Big Sky Vacation Rentals: AM 5 Silver Star

Prime Ski-In/ Ski-Out Big Sky Powder Ridge Cabin

Bozeman - Modern/Rustic 1 bedroom w/ Loft bedroom

Ski-In/Ski-Out Big Sky Home with Incredible Views
Luxury chalet rentals

Big Sky Vacation Rentals: Coyote Bluff

Big Sky Vacation Rentals: MMH 4 Harvest Moon

Big Sky Vacation Rentals: MMH 7 Derringer

Big Sky Vacation Rentals: Homestead 8 Claim Jumper

Big Sky Vacation Rentals: MMH 4 Shadow Ridge

Big Sky Vacation Rentals: MMH 1 Gambler

Big Sky Vacation Rentals: MMH 4 Mountain Home

Big Sky Vacation Rentals: MMH 4 Indian Summer
Quick stats about chalet rentals in Big Sky

Total vacation rentals
Explore 40 vacation rentals in Big Sky

Nightly prices starting at
Big Sky vacation rentals start at ﺩ.ﺇ661 per night before taxes and fees

Verified guest reviews
Over 730 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
40 of Big Sky vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Big Sky rentals

4.8 Average rating
Big Sky stays are highly rated by guests—averaging 4.8 out of 5!
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