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Compare 42 Chalets in Southwest Montana with updated reviews, rates, and availability.

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

10.0 out of 10, Exceptional, (133)
"We took full advantage of the great location and fantastic views. The home was perfect for ski in/ski out. It was well equipped and comfortable. The property manager and owner were great to work with and very accommodating. We very much enjoyed our stay."
Moonlight Magic! Best Views In Big Sky! True Ski-In/Ski-Out! Heated Ski Room!

Ousel Falls Retreat - Big Sky Town Center

9.8 out of 10, Exceptional, (6)
"The house is very nice, fully equipped and operational and just a short drive from the Slopes in the winter, perfect for a lovely stay!"
Ousel Falls Retreat - Big Sky Town Center

Big Sky Vacation Rentals: MMH 7 Derringer

Big Sky Vacation Rentals: MMH 7 Derringer

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

9.8 out of 10, Exceptional, (33)
"As advertised. Great property. Excellent location. Was perfect for our group. Would come again for sure!"
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, (50)
"Another stay at this location. The house is great, and the host is great to work with."
Big Sky Home, Spacious and Clean, with Private Hot Tub, Fireplace and Garage

Alpine Haus Philipsburg

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

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

9.6 out of 10, Exceptional, (30)
"Great house, great location, will be back! "
Anaconda Chalet - Ski Discovery, Golfing, Fishing, Mountains and incredible view

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

9.8 out of 10, Exceptional, (137)
"We had a great stay with the family and the place was very well stocked with everything we needed. Great communication from host, easy checkin and checkout process. Highly recommend. "
Town Ctr l Hot Tub l Mtn View l Loft l Fireplace

Big Sky Vacation Rentals: AM 5 Silver Star

9.8 out of 10, Exceptional, (16)
"perfect mountain location with great chalet character"
Big Sky Vacation Rentals: AM 5 Silver Star

Big Sky Vacation Rentals: MMH 4 Mountain Home

9.8 out of 10, Exceptional, (22)
"The property was gorgeous and ski in/out was easy access!"
Big Sky Vacation Rentals: MMH 4 Mountain Home

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

10.0 out of 10, Exceptional, (14)
"A great place to stay"
The price is SAR 559
SAR 875 total
includes taxes & fees
13 May - 14 May
Reboot, Recover, Recreate…Centrally located 20 acre Mill Creek getaway cabin!

Stunning home near slopes with 3 decks, hot tub & 2 kitchens - dog-friendly

7.6 out of 10, Good, (13)
"Great location and amenities!"
Stunning home near slopes with 3 decks, hot tub & 2 kitchens - dog-friendly

Big Sky Vacation Rentals: Homestead 16 Claim Jumper

9.6 out of 10, Exceptional, (20)
"The place is absolutely beautiful and well laid out, everything was well stocked and very clean. The views from every window is stunning!"
Big Sky Vacation Rentals: Homestead 16 Claim Jumper

NEW! LAST MINUTE SPECIAL! Spacious Modern Chalet, Close To Everything Big Sky, MT!

10.0 out of 10, Exceptional, (2)
"We stayed while we skied Big Sky and loved the location and property! It was close to town but out of the way enough that it didn’t feel crowded. "
The price is SAR 992
SAR 2,706 total
includes taxes & fees
7 May - 8 May
NEW! LAST MINUTE SPECIAL! Spacious Modern Chalet, Close To Everything Big Sky, MT!

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

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

9.8 out of 10, Exceptional, (10)
"Everything as advertised! "
New listing! Recently updated chalet in Big Sky. Hot tub & close to town center!

Spacious Ski In-Ski Out Retreat

9.8 out of 10, Exceptional, (27)
"Wonderful stay. The house was plenty big for our family of four. Super location - getting out to ski and getting back at the end of the day was easy. Literally we walked out the back door and started our ski day. House was comfy with good amenities - we grilled out almost every night."
Spacious Ski In-Ski Out Retreat

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 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 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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Other property types in Southwest Montana

Vacation Rentals at Big Sky Resort

4.0 star property
9.0 out of 10, Wonderful, (33)
"Fantastic location, quiet & perfect for what I needed. "
Vacation Rentals at Big Sky Resort

Aspects Big Sky

4.0 star property
10.0 out of 10, Exceptional, (9)
"Great stay excellent property!"
The price is SAR 1,380
SAR 3,056 total
includes taxes & fees
22 May - 23 May
Aspects Big Sky

Newly Remodeled Nye's Place!

10.0 out of 10, Exceptional, (86)
"Wonderful cute cozy property! Would definitely stay here again. "
The price is SAR 293
SAR 559 total
includes taxes & fees
1 Jun - 2 Jun
Newly Remodeled Nye's Place!
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.