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Compare 42 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, (46)
"Stayed here while we worked in the Yellowstone Club"
Big Sky Home, Spacious and Clean, with Private Hot Tub, Fireplace and Garage

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

10.0 out of 10, Exceptional, (126)
"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!

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

Big Sky Vacation Rentals: MMH 7 Derringer

Big Sky Vacation Rentals: MMH 7 Derringer

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
17 Feb - 18 Feb
Reboot, Recover, Recreate…Centrally located 20 acre Mill Creek getaway cabin!

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

Ousel Falls Retreat - Big Sky Town Center

10.0 out of 10, Exceptional, (3)
"The condo was very nice and well stocked with everything we needed. It was close to the resort, market and restaurants. 3 bedrooms, each with an adjoining bathroom was perfect for our group. Reasonably priced for the quality we received."
Ousel Falls Retreat - Big Sky Town Center

Silverstar Chalet Ski IN/Out Hot Tub

9.6 out of 10, Exceptional, (9)
"Magical! The view is incredible! Pictures don't do it justice! The house is very clean and well stocked. Luke, the property manager, went well beyond our expectations to make sure we had everything we needed! I highly recommend renting a car if you’re staying at this location. Taxi service is very limited. But if you do decide to go that route, you have to have your taxi planned out in advance. If you have a small children or teenagers skiing without a navigational adult, skiing back to the...
Silverstar Chalet Ski IN/Out Hot Tub

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

Big Sky Vacation Rentals: MMH 4 Mountain Home

9.8 out of 10, Exceptional, (21)
"A great property. Everything worked perfectly!"
Big Sky Vacation Rentals: MMH 4 Mountain Home

Big Sky Vacation Rentals: AM 5 Silver Star

9.8 out of 10, Exceptional, (15)
"Comfy home with 3 doored bedrooms and a loft with foosball (cool bonus)! Enjoyed real wood fireplace, heated floors in master, gas fireplace in master, boot / glove drier in garage. You can pull into garage— we had Expedition Max and fit easily.. Beds comfortable. Ski in/out if the snow isn’t sticky. My only issue is not really snowboard in/out. I had to walk about 15 min down the ski out trail to reach enough consistent slope. (Advanced Rider). But I would rent again, the view from this...
Big Sky Vacation Rentals: AM 5 Silver Star

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

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

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

Ski In/Ski Out Big Sky Home with Incredible Views

10.0 out of 10, Exceptional, (23)
"We cannot say enough about our stay here. The home is beautiful and perfect location for skiing out each morning. Easy green down to the Madison base. Our one non skier loved the views from the home and the comfort of the fireplace while working while the rest of us skied. No hesitation at all recommending this beautiful home"
Ski In/Ski Out Big Sky Home with Incredible Views

Spacious Ski In-Ski Out Retreat

9.8 out of 10, Exceptional, (22)
"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

Chalet w garage

10.0 out of 10, Exceptional, (10)
"Property was as described. Kitchen had ample storage containers and cookware. Home was easy to find and enter. Heaters work very well. Lots of board games available."
Chalet w garage

Big Sky Vacation Rentals: MMH 6 Harvest Moon

10.0 out of 10, Exceptional, (38)
"We booked this home for our guy's annual ski trip, and it was perfect! The home had everything we needed and more! The hot tub was a bonus, and we enjoyed it after long days of skiing! The location was awesome! We will definitely be back! "
Big Sky Vacation Rentals: MMH 6 Harvest Moon

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

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

Big Sky Vacation Rentals: Homestead 12 Claim Jumper

9.2 out of 10, Wonderful, (9)
"The house is beautiful in a gorgeous setting with easy access to skiing. The space is very luxurious and the hot tub is private."
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

Aspects Big Sky

4.0 star property
10.0 out of 10, Exceptional, (6)
"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 2,230
AED 3,977 total
includes taxes & fees
18 Mar - 19 Mar
Aspects Big Sky

The closest you'll get to the Gallatin River

9.8 out of 10, Exceptional, (30)
"The wood stove was awesome. Nice, quiet, and clean. However, I would not recommend driving across the bridge during the winter. Thank you!"
The closest you'll get to the Gallatin River

SPECIAL RATES Pet Friendly Log Cabin, Sleeps 8, Hot Tub, Fishing & Skiing Galore

10.0 out of 10, Exceptional, (214)
"Our gals group loved the layout and open living room space. The fire was an awesome bonus!"
SPECIAL RATES Pet Friendly Log Cabin, Sleeps 8, Hot Tub, Fishing & Skiing Galore
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.