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Compare 45 Chalets in Southwest Montana with updated reviews, rates, and availability.

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

9.8 out of 10, Exceptional, (45)
"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

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

7.2 out of 10, Good, (9)
"This property was not very clean and there were several problems. The first problem was the property was under construction. There was nails, screws building material all over the driveway and porch to enter the house. Once in the house there were no towels, toilet paper"
Stunning home near slopes with 3 decks, hot tub & 2 kitchens - dog-friendly

Ousel Falls Retreat - Big Sky Town Center

10.0 out of 10, Exceptional, (1)
"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

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

10.0 out of 10, Exceptional, (122)
"the property had everything you would want and very comfortable for all 6 of us! I would recommend renting this property! "
The price is AED 4,775
AED 8,420 total
includes taxes & fees
29 Jan - 30 Jan
Moonlight Magic! Best Views In Big Sky! True Ski-In/Ski-Out! Heated Ski Room!

Big Sky Vacation Rentals: Homestead 16 Claim Jumper

9.8 out of 10, Exceptional, (18)
"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

Ski In/Ski Out Big Sky Home with Incredible Views

10.0 out of 10, Exceptional, (22)
"We stayed in the property for spring break- the house was a great setup for 2 families with 5 kids combined. The only tricky part was figuring out access to/from the house to the lifts and then back in the afternoon. Easy drive into town and great views from the house"
Ski In/Ski Out Big Sky Home with Incredible Views

Big Sky Vacation Rentals: Homestead 14 Claim Jumper

9.8 out of 10, Exceptional, (7)
"Great Ski-In/Ski-Out location. Well-maintained and managed property. Ideal setting, great views."
Big Sky Vacation Rentals: Homestead 14 Claim Jumper

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

9.6 out of 10, Exceptional, (29)
"Lots of room, clean, great view. "
Anaconda Chalet - Ski Discovery, Golfing, Fishing, Mountains and incredible view

Counts Creek Cabin -Gorgeous Luxury Home on Mill Creek in the Paradise Valley

10.0 out of 10, Exceptional, (1)
"This is the real deal if you want to stay in Montana. Truly fabulous. The people who manage the ranch were very friendly. Two minor quibbles: 1)The communication process is a bit confusing. There is VRBO, then there is a property management company, and then I got asked to download an app for another service (Hospitality) (so 3 apps in total!). Reaching the person responsible can only be done (it appears) using a phone number which is not convenient when traveling abroad. 2) the check and...
Counts Creek Cabin -Gorgeous Luxury Home on Mill Creek in the Paradise Valley

Big Sky Vacation Rentals: AM 5 Silver Star

9.8 out of 10, Exceptional, (14)
"Home was clean and beautiful, view breathtaking. "
Big Sky Vacation Rentals: AM 5 Silver Star

Silverstar Chalet Ski IN/Out Hot Tub

9.6 out of 10, Exceptional, (8)
"We really enjoyed our stay at the property. It was refreshing that all amenity items were as stated. We would definitely stay here again."
Silverstar Chalet Ski IN/Out Hot Tub

Big Sky Vacation Rentals: MMH 7 Derringer

Big Sky Vacation Rentals: MMH 7 Derringer

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

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

Luxurious Black Eagle Chalet

Luxurious Black Eagle Chalet

Ski-in/Ski-out Moonlight Basin 12 Indian Summer, Hot Tub, 4BR/4.5BA BOOK NOW!

2.0 star property
10.0 out of 10, Exceptional, (1)
Ski-in/Ski-out Moonlight Basin 12 Indian Summer, Hot Tub, 4BR/4.5BA BOOK NOW!

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

10.0 out of 10, Exceptional, (11)
"A great place to stay"
The price is AED 547
AED 857 total
includes taxes & fees
12 Jan - 13 Jan
Reboot, Recover, Recreate…Centrally located 20 acre Mill Creek getaway cabin!

Ski-In/Ski-Out Big Sky Resort, Yellowstone, Fly-fishing, Golf, Hiking & Biking

10.0 out of 10, Exceptional, (15)
"This house was a great fit for our family with 4 teenagers. Plenty of room to spread out and they loved the hot tub after long days skiing!"
Ski-In/Ski-Out Big Sky Resort, Yellowstone, Fly-fishing, Golf, Hiking & Biking

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

9.6 out of 10, Exceptional, (24)
"We absolutely loved this property-couldn’t ask for a better location! Convenient to everything -don’t ever need to leave the mountain, didn’t move the car one time! Perfect for extended family, great table for playing cards and board games. House is fully stocked - kitchen, games. The only thing missing is facial tissue. Only warning - all guests need to be quite mobile - the path to the condo can get snowy/icy. Loved being a stone’s throw away from The Cabin and Scissorbill’s Saloon! Great trip...
Totally Remodeled Arrowhead Chalet. Awesome location!! Ski in/ski out!!

Big Sky Vacation Rentals: Homestead 4 Claim Jumper

9.8 out of 10, Exceptional, (12)
"We rented this property for a family vacation in Big Sky with 12 adults and a 4-year old. The house was perfect! Enough bedrooms for everyone to have their own room and space throughout that we didn't feel like we were on top of one another. Great location near Big Sky Resort too and close enough to town that you didn't feel like you were driving a lot. The view from the property was incredible too. Would definitely rent again!"
Big Sky Vacation Rentals: Homestead 4 Claim Jumper

Downing Mountain Lodge

9.6 out of 10, Exceptional, (40)
"Really loved the stay on Downing Mountain. The yurt has great gathering areas both in the large 'great room' or the huge deck, both of which provide excellent view of Hamilton and the valley below. It is a great launch point to enjoy hiking (either straight up the mountain or other trail heads nearby), fishing or just relaxing on the river."
Downing Mountain Lodge
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

Aspects Big Sky

4.0 star property
10.0 out of 10, Exceptional, (5)
"Luxury meets comfort!! We had the most incredible time in Big Sky and fell in love with Aspects. The home had everything we needed, was spacious, had quiet surroundings, had a great hot tub and fire pits to roast s’mores. The 191 is a straight drive to Yellowstone with incredible scenic views. We plan to come back every October as it truly was painful to leave this amazing place! "
The price is AED 2,153
AED 3,891 total
includes taxes & fees
28 Jan - 29 Jan
Aspects Big Sky

The closest you'll get to the Gallatin River

9.8 out of 10, Exceptional, (27)
"We loved the cabin! It felt remote even though it was close to skiing and just a little further to Yellowstone. Staying at the cabin was the centerpiece of our family holiday trip. Beautiful river surrounded by snow and stars."
The closest you'll get to the Gallatin River

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

9.8 out of 10, Exceptional, (45)
"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
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.