Chalet vacation rentals in Big Sky

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.

Location · Family · View

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.

Family · Location · Check-in

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.

Family · Location · Sleep quality

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!

Location · Cleanliness · Skiing

Top guest favorite

Guest favorite

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.

Family · Location · Layout

Top guest favorite

Guest favorite

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.

Family · Value · Comfort

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

Ski-in/ski-out from this 2 bedroom/2.5 bathroom Saddle Ridge townhome. As you walk in, the main level opens to the kitchen, gas fireplace, dining area, and breakfast bar. Walk out on our deck to take in the views while cooking on our gas grill. Upstairs you will find the master suite with a king bed and private bath. As you make your way downstairs from the main entryway you will find bedroom suite number 2. This room contains a queen bed and a twin/twin bunk bed.

Location · Value · Kitchen

‼️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!

Location · Family · Backyard

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).

Family · Value · Skiing

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

Don't miss the rare, true ski-in/ski-out opportunity to stay only steps from the Iron Horse lift in The Iron Horse Haven Chalet, 2 bedroom Saddle Ridge that sits on the slope.This property literally sits on the slopes! We guarantee that if you stay in this unit, you will never need to carry your skis! Ski to the Iron Horse or Pony Express lift in seconds and take your pick, Big Sky or Moonlight Basin.

Location · Check-in · Hot tub

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.

Location · Family · Amenities

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.

Location · Family · Outdoor spaces