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Compare 51 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, (131)
"Enjoyed our family 1 week ski stay in luxury accommodation. Very well appointed kitchen, clean and good size bed rooms / individual baths, easy ski in ski out, the ski garage was awesome, the hot tub relaxing and the view . . . wow the view!! Highly recommend and would absolutely stay here again."
Moonlight Magic! Best Views In Big Sky! True Ski-In/Ski-Out! Heated Ski Room!

Ousel Falls Retreat - Big Sky Town Center

10.0 out of 10, Exceptional, (5)
"Great location in the Big Sky area. Close to shopping and dining. Clean and comfortable."
Ousel Falls Retreat - Big Sky Town Center

Big Sky Vacation Rentals: MMH 7 Derringer

Big Sky Vacation Rentals: MMH 7 Derringer

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

9.8 out of 10, Exceptional, (50)
"We had multiple family members, and everyone had enough space to feel comfortable. The hot tub was hot, the kitchen and seating were fully adequate, and the property is a reasonably short distance to the slopes. "
Big Sky Home, Spacious and Clean, with Private Hot Tub, Fireplace and Garage

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

10.0 out of 10, Exceptional, (7)
"Great place, well managed. Thanks for making the emergency early check in possible!"
New listing! Recently updated chalet in Big Sky. Hot tub & close to town center!

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

9.6 out of 10, Exceptional, (31)
"Large house overlooking the valley right outside Anaconda Worked well for multiple families "
Anaconda Chalet - Ski Discovery, Golfing, Fishing, Mountains and incredible view

Alpine Haus Philipsburg

9.4 out of 10, Exceptional, (43)
"When you walk in it’s a unique place but staying here you will really enjoy, it’s comfortable and has all you need to stay. Great location "
Alpine Haus Philipsburg

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

9.8 out of 10, Exceptional, (135)
"Well situated and well maintained unit. Easy access to mountain. Exceptionally comfortable bedding!"
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, (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

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

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

9.8 out of 10, Exceptional, (31)
"Amazing location, slopeside and adjacent to bar/restaurant. Very nice condo with hot tub. Host was fast in responding to questions. In case you are traveling with multiple cars, Just note that there is only one parking spot "
Totally Remodeled Arrowhead Chalet. Awesome location!! Ski in/ski out!!

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

10.0 out of 10, Exceptional, (12)
"Super Clean and cozy! "
The price is AED 547
AED 857 total
includes taxes & fees
23 Mar - 24 Mar
Reboot, Recover, Recreate…Centrally located 20 acre Mill Creek getaway cabin!

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

6.8 out of 10, (10)
"Unfortunately, our stay was disappointing. The house was mostly fine until we encountered bedbugs, which made for an uncomfortable experience. It wasn’t until the end of the trip that we noticed it because there were so many beds/chairs in the master bedroom that we don’t know which bed it could’ve been. Management responded when we reported the issue but didn’t offer any help for the matter. We should’ve been more weary of the cleanliness in the previous reviews but we really wanted a ski...
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, (19)
"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)
"The place is wonderful and we loved everything about it. My only hang up is the price VRBO showed me after booking was significantly lower than what my credit card was billed. All fees considered. Not sure if this is a VRBO issue or the management company but nobody was really interested in explaining to me the difference. Mgt company said what was billed on my credit card was correct so I took their word for it. Nice place though and would love to stay again."
NEW! LAST MINUTE SPECIAL! Spacious Modern Chalet, Close To Everything Big Sky, MT!

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

Big Sky Vacation Rentals: Homestead 12 Claim Jumper

9.2 out of 10, Wonderful, (10)
"The unit was very clean and spacious. The management company responded promptly when we needed something. You can ski in and out by using the access groomed paths leading to the access lift. "
Big Sky Vacation Rentals: Homestead 12 Claim Jumper

Spacious Ski In-Ski Out Retreat

9.8 out of 10, Exceptional, (25)
"It was such an amazing stay! Great location and loved that it was ski in/ski out. Everything we needed was there and the place was beautiful. "
Spacious Ski In-Ski Out Retreat

Big Sky Vacation Rentals: Homestead 14 Claim Jumper

9.8 out of 10, Exceptional, (8)
"House was excellent. Location is great. True Ski-in, Ski-out. You ski-out to White Otter 2 lift, then up to the rest of the mountain, and you can ski directly home. Lots of space. House is very clean, everything is very new. No complaints."
Big Sky Vacation Rentals: Homestead 14 Claim Jumper

Big Sky Vacation Rentals: Homestead 10 Claim Jumper

10.0 out of 10, Exceptional, (17)
"Excellent home for a large family, great location, not far from ski lifts!!"
Big Sky Vacation Rentals: Homestead 10 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)
"Place was cute but a little outdated for what you pay. Location was nice but a little walk to lifts. Would have been nice to have a hot tub outside for each property. "
Vacation Rentals at Big Sky Resort

Aspects Big Sky

4.0 star property
10.0 out of 10, Exceptional, (7)
"Great stay excellent property!"
The price is AED 1,366
AED 3,010 total
includes taxes & fees
10 Apr - 11 Apr
Aspects Big Sky

One-of-a-Kind Home with Incredible Views on 60-Acre Property with Hot Tub

9.2 out of 10, Wonderful, (17)
"What a beautiful and unique place to stay. The location is unparalleled with beautiful views and total privacy. The house itself is so cool, loved the flipped layout and high end appliances. Hosts were very attentive. Couldn't have asked for a better place to vacation!"
One-of-a-Kind Home with Incredible Views on 60-Acre Property with Hot Tub
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.