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Featured Chalets in Southwest Montana

Alpine Haus Philipsburg

9.4 out of 10, Exceptional, (43)
"Wonderful place, great location!!"
Alpine Haus Philipsburg

Moonlight Magic! Best Views In Big Sky! True Ski-In/Ski-Out! Heated Ski Room!

10.0 out of 10, Exceptional, (137)
"Easy access and great location "
Moonlight Magic! Best Views In Big Sky! True Ski-In/Ski-Out! Heated Ski Room!

Anaconda Chalet - Ski Discovery, Golfing, Fishing, Mountains and incredible view

9.6 out of 10, Exceptional, (32)
"Large house overlooking the valley right outside Anaconda Worked well for multiple families "
Anaconda Chalet - Ski Discovery, Golfing, Fishing, Mountains and incredible view

Big Sky Vacation Rentals: MMH 5 Derringer

10.0 out of 10, Exceptional, (19)
"We loved this property. and Would love an opportunity to stay at it again. The ski in/ski out was great. Well stocked with all the essentials to cook. Beautiful picture window."
Big Sky Vacation Rentals: MMH 5 Derringer

Totally Remodeled Arrowhead Chalet. Awesome location!! Ski in/ski out!!

9.8 out of 10, Exceptional, (33)
"Great location, clean and had everything you need. "
Totally Remodeled Arrowhead Chalet. Awesome location!! Ski in/ski out!!

Big Sky Home, Spacious and Clean, with Private Hot Tub, Fireplace and Garage

9.8 out of 10, Exceptional, (53)
"Stayed here while we worked in the Yellowstone Club"
Big Sky Home, Spacious and Clean, with Private Hot Tub, Fireplace and Garage

Reboot, Recover, Recreate…Centrally located 20 acre Mill Creek getaway cabin!

10.0 out of 10, Exceptional, (14)
"Beautiful property and cabin!"
The price is AU$334
includes taxes & fees
23 July - 24 July
Reboot, Recover, Recreate…Centrally located 20 acre Mill Creek getaway cabin!

Downing Mountain Lodge

9.6 out of 10, Exceptional, (40)
"From the view to chopping firewood for the fireplace, playing family music with the instruments and cooking in a restaurant kitchen, it was a great experience we will always remember fondly."
Downing Mountain Lodge

Big Sky Vacation Rentals: Homestead 16 Claim Jumper

9.6 out of 10, Exceptional, (21)
"great house with perfect location"
Big Sky Vacation Rentals: Homestead 16 Claim Jumper

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

10.0 out of 10, Exceptional, (25)
"The property was exactly as listed! Awesome house was perfect for our group of two families! The ski in/out access was amazing and directions to get around the resort were very detailed. Check in was easy and the manager was a great communicator. We hope to come back! "
Ski-In/Ski-Out Big Sky Home with Incredible Views

Big Sky Vacation Rentals: Homestead 4 Claim Jumper

9.8 out of 10, Exceptional, (12)
"Lovely home! We had a great time."
Big Sky Vacation Rentals: Homestead 4 Claim Jumper

Big Sky Vacation Rentals: Homestead 10 Claim Jumper

10.0 out of 10, Exceptional, (17)
"Property is pretty clean and home is well equipped with all necessities. Would highly recommend the place."
Big Sky Vacation Rentals: Homestead 10 Claim Jumper

Big Sky Vacation Rentals: Homestead 8 Claim Jumper

9.4 out of 10, Exceptional, (13)
"Our group loved our stay and would gladly return! The home was very clean, well supplied, and had a lot of lovely features like a hot tub and fire pit."
Big Sky Vacation Rentals: Homestead 8 Claim Jumper

Chalet w garage

10.0 out of 10, Exceptional, (12)
"Great property, near the ski resort and town center! "
Chalet w garage

Big Sky Vacation Rentals: MMH 4 Indian Summer

2.0 star property
Big Sky Vacation Rentals: MMH 4 Indian Summer

The Sapphire Lodge - Big Sky Town Center

9.8 out of 10, Exceptional, (10)
"The home was so cozy and welcoming. It was great to come home to the fire and hot tub after a cold day of skiing. Would definitely return!"
The Sapphire Lodge - Big Sky Town Center

Big Sky Vacation Rentals: Homestead 6 Claim Jumper

10.0 out of 10, Exceptional, (30)
"We loved staying at 4 Indian summer. The ski in ski out location was GREAT!!!!"
Big Sky Vacation Rentals: Homestead 6 Claim Jumper

New listing! Recently updated chalet in Big Sky. Hot tub & close to town center!

10.0 out of 10, Exceptional, (11)
"Happy with our stay, very clean unit, helpful management, conveniently location in the Meadows."
New listing! Recently updated chalet in Big Sky. Hot tub & close to town center!

Town Ctr l Hot Tub l Mtn View l Loft l Fireplace

9.8 out of 10, Exceptional, (138)
"We had 5 adults and there’s plenty of room. Good location, very nice house. Will book again. "
Town Ctr l Hot Tub l Mtn View l Loft l Fireplace

Big Sky Vacation Rentals: Homestead 12 Claim Jumper

9.2 out of 10, Wonderful, (10)
"Great house. Really enjoyed our time."
Big Sky Vacation Rentals: Homestead 12 Claim Jumper
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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