Photo by Donnie Sexton

Find Chalets in Madison County, MT

Compare and save

Start date: Check-in selected.
To Date
End date: Check-out

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Top Cities in Madison County

Big Sky which includes a luxury hotel or resort, mountains and snow
ChaletsChalets

Big Sky

Big Sky

Chalets in Madison County

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

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

Big Sky
10.0 out of 10, Exceptional, (147)
"House was amazing. Very clean with great views"
United States
Richard T.
Moonlight Magic! Best Views In Big Sky! True Ski-In/Ski-Out! Heated Ski Room!
Exterior
Big Sky Vacation Rentals: MMH 44 Cowboy Heaven

Big Sky Vacation Rentals: MMH 44 Cowboy Heaven

Big Sky
10.0 out of 10, Exceptional, (9)
"Beautiful home and surrounding area. "
United States
Cheryl S.
Big Sky Vacation Rentals: MMH 44 Cowboy Heaven
Exterior
Totally Remodeled Arrowhead Chalet. Awesome location!! Ski in/ski out!!

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

Big Sky Mountain Village
9.8 out of 10, Exceptional, (33)
"Great location, clean and had everything you need. "
United States
Gary O.
Totally Remodeled Arrowhead Chalet. Awesome location!! Ski in/ski out!!
Property grounds
Big Sky Vacation Rentals: MMH 7 Derringer

Big Sky Vacation Rentals: MMH 7 Derringer

Big Sky
Big Sky Vacation Rentals: MMH 7 Derringer
Outdoor dining
Big Sky Vacation Rentals: Homestead 10 Claim Jumper

Big Sky Vacation Rentals: Homestead 10 Claim Jumper

Powder Ridge
10.0 out of 10, Exceptional, (18)
"The house was wonderful for our large family to be together in Big Sky!"
United States
Stephanie C.
Big Sky Vacation Rentals: Homestead 10 Claim Jumper
Outdoor spa tub
Luxurious Black Eagle Chalet

Luxurious Black Eagle Chalet

Big Sky Mountain Village
10.0 out of 10, Exceptional, (1)
"Great location, nice accommodations. We enjoyed our stay"
United States
Tim S.
Luxurious Black Eagle Chalet
Outdoor dining
Big Sky Vacation Rentals: Homestead 16 Claim Jumper

Big Sky Vacation Rentals: Homestead 16 Claim Jumper

Powder Ridge
9.6 out of 10, Exceptional, (24)
"Great mountain location"
United States
Emily B.
Big Sky Vacation Rentals: Homestead 16 Claim Jumper
Exterior
Big Sky Vacation Rentals: Homestead 12 Claim Jumper

Big Sky Vacation Rentals: Homestead 12 Claim Jumper

Powder Ridge
9.2 out of 10, Wonderful, (10)
"Great house. Really enjoyed our time."
United States
Brandon C.
Big Sky Vacation Rentals: Homestead 12 Claim Jumper
Outdoor spa tub
*New Listing* Stunning Ski-In/Ski-Out Mountain Chalet

*New Listing* Stunning Ski-In/Ski-Out Mountain Chalet

Big Sky Mountain Village
*New Listing* Stunning Ski-In/Ski-Out Mountain Chalet
Outdoor spa tub
Prime Ski-In/ Ski-Out Big Sky Powder Ridge Cabin

Prime Ski-In/ Ski-Out Big Sky Powder Ridge Cabin

Powder Ridge
Prime Ski-In/ Ski-Out Big Sky Powder Ridge Cabin
Outdoor spa tub
Big Sky Vacation Rentals: MMH 6 Harvest Moon

Big Sky Vacation Rentals: MMH 6 Harvest Moon

Big Sky
10.0 out of 10, Exceptional, (38)
"We will stay here again with family!"
United States
Denise J.
Big Sky Vacation Rentals: MMH 6 Harvest Moon
Exterior
4 Bedroom Ski-In-Ski-Out Big Sky Cabin

4 Bedroom Ski-In-Ski-Out Big Sky Cabin

Powder Ridge
10.0 out of 10, Exceptional, (13)
"Easy ski-in/ski-out property was top notch!"
United States
phil b.
4 Bedroom Ski-In-Ski-Out Big Sky Cabin
Exterior
Spacious Ski-In/Ski-Out Retreat

Spacious Ski-In/Ski-Out Retreat

Big Sky
9.8 out of 10, Exceptional, (28)
"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. "
United States
Nancy L.
Spacious Ski-In/Ski-Out Retreat
Outdoor dining
Big Sky Vacation Rentals: Homestead 8 Claim Jumper

Big Sky Vacation Rentals: Homestead 8 Claim Jumper

Powder Ridge
9.4 out of 10, Exceptional, (14)
"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."
United States
Brianna B.
Big Sky Vacation Rentals: Homestead 8 Claim Jumper
Exterior
New to Market! Vast Ski In/Ski Out Big Sky Chalet

New to Market! Vast Ski In/Ski Out Big Sky Chalet

Spanish Peaks
New to Market! Vast Ski In/Ski Out Big Sky Chalet
Exterior
Casa Big Sky - Two Bed Apt in Large Private Home on Groomed Ski Trail

Casa Big Sky - Two Bed Apt in Large Private Home on Groomed Ski Trail

Big Sky
9.8 out of 10, Exceptional, (93)
"Amazing views and comfortable space for a ski vacation."
United States
Erin B.
Casa Big Sky - Two Bed Apt in Large Private Home on Groomed Ski Trail
Property grounds
Ski-In/Ski-Out Big Sky Home with Incredible Views

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

Big Sky
10.0 out of 10, Exceptional, (26)
"Beautiful setting!Lovely home has all you need for a fun family getaway!"
United States
Anonymous traveler
Ski-In/Ski-Out Big Sky Home with Incredible Views
Terrace/patio
Big Sky Vacation Rentals: Homestead 5 Claim Jumper

Big Sky Vacation Rentals: Homestead 5 Claim Jumper

Powder Ridge
10.0 out of 10, Exceptional, (21)
"We had the best stay as a large group of friends. The cabin is even better in person, very spacious, comfy beds, and thoughtful details. Would absolutely stay here again. "
United States
Bethany S.
Big Sky Vacation Rentals: Homestead 5 Claim Jumper
Property grounds
Big Sky Vacation Rentals: MMH 4 Shadow Ridge

Big Sky Vacation Rentals: MMH 4 Shadow Ridge

Big Sky
9.8 out of 10, Exceptional, (10)
"Access to the best the mountain has to offer...beehive basin, fly fishing, and more."
United States
Greg D.
Big Sky Vacation Rentals: MMH 4 Shadow Ridge
Exterior
Big Sky Vacation Rentals: AM 5 Silver Star

Big Sky Vacation Rentals: AM 5 Silver Star

Big Sky
9.8 out of 10, Exceptional, (16)
"perfect mountain location with great chalet character"
United States
James C F.
Big Sky Vacation Rentals: AM 5 Silver Star
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.
View all properties

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels.
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Madison County Hotel Reviews

Sportsmans Lodge

Sportsmans Lodge

10/10 Excellent
"We were there for a hunting trip. All the staff were very pleasant and helpful. Whenever we needed some supplies they got them for us right away. The restaurant on the property was good and convenient."
Matthew 10-night trip
Posted 6 days ago
Sportsmans Lodge

Find out more about Madison County

Madison County Chalets information

Number of reviews
364
Accommodation
47 Chalets
Lowest Price
Highest Price

Explore a world of travel with Expedia