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Chalets in Madison County

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Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Top Cities in Madison County

A night scene with a tent, a tree, and a starry sky.
ChaletsChalets

Big Sky

Big Sky

Our top choices for Madison County chalets

Outdoor spa tub

*New Listing* Ski-In/Ski-Out Chalet w/ Private Hot Tub

*New Listing* Ski-In/Ski-Out Chalet w/ Private Hot Tub
Saddle Ridge
10.0 out of 10, Exceptional, (2 reviews)
"Excellent location and nice place. "
United States
Chris C.
*New Listing* Ski-In/Ski-Out Chalet w/ Private Hot Tub
Outdoor dining

*New to Market* Beautiful 4 Bedroom Ski In/Out Big Sky Home

*New to Market* Beautiful 4 Bedroom Ski In/Out Big Sky Home
Big Sky
9.0 out of 10, Wonderful, (2 reviews)
"The house is lovely and was stocked with everything you need. It was clean and comfortable for our group of 7 and could have fit a couple more kid easily. The new property manager was friendly and responsive. All was great except 2 things- 1 the wood burning fireplace is not usable which was a big bummer because we really wanted to relax to a fire/make smores after skiing. Property manager was responsive and tried to help but there’s something wrong with the air flow. Even for the manager...
United States
Jennifer K.
*New to Market* Beautiful 4 Bedroom Ski In/Out Big Sky Home
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, (159 reviews)
"The property was fantastic! Beautiful views, lots of amenities, very clean, great ski in/ski out location and just an incredible place. Would love to stay again!"
United States
Mary R.
Moonlight Magic! Best Views In Big Sky! True Ski-In/Ski-Out! Heated Ski Room!
Fridge, microwave, oven, stovetop

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, (39 reviews)
"Wonderful place to stay. Was great to have so much space and the hot tub was an added bonus. "
United Kingdom
Katrina L.
Totally Remodeled Arrowhead Chalet. Awesome location!! Ski in/ski out!!
Exterior

Spacious Ski-In/Ski-Out Retreat

Spacious Ski-In/Ski-Out Retreat
Big Sky
9.8 out of 10, Exceptional, (31 reviews)
"Great place! Amazing Ski in/out!"
United States
Andy S.
Spacious Ski-In/Ski-Out Retreat
Exterior

Big Sky Vacation Rentals: Homestead 10 Claim Jumper

Big Sky Vacation Rentals: Homestead 10 Claim Jumper
Powder Ridge
10.0 out of 10, Exceptional, (21 reviews)
"Good location for ski in / ski out, accessible to all skill levels "
United States
Alan O.
Big Sky Vacation Rentals: Homestead 10 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 reviews)
"Great house. Really enjoyed our time."
United States
Brandon C.
Big Sky Vacation Rentals: Homestead 12 Claim Jumper
Exterior

Big Sky Vacation Rentals: Homestead 14 Claim Jumper

Big Sky Vacation Rentals: Homestead 14 Claim Jumper
Powder Ridge
10.0 out of 10, Exceptional, (11 reviews)
"Great time great location"
United States
william b.
Big Sky Vacation Rentals: Homestead 14 Claim Jumper
Exterior

Big Sky Vacation Rentals: Homestead 8 Claim Jumper

Big Sky Vacation Rentals: Homestead 8 Claim Jumper
Powder Ridge
9.4 out of 10, Exceptional, (15 reviews)
"Great property with all the amenities for a group retreat! Enjoyed fire pit at night and hot tub. Kitchen was perfect for group cooking and all items needed for food prep were there. Easy access to shops and Farmer's Market in Big Sky. Definitely a place to return to!"
United States
Kathy Z.
Big Sky Vacation Rentals: Homestead 8 Claim Jumper
Outdoor spa tub

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

4 Bedroom Ski-In-Ski-Out Big Sky Cabin
Powder Ridge
9.8 out of 10, Exceptional, (16 reviews)
"Host is very responsive.House is well-decorated, equipped and maintained. Ski in/out is convenient - you can reach the cabin directly from the top of the main chair/gondola (i.e. no multi lift treking at the end of the day)"
United States
Bob M.
4 Bedroom Ski-In-Ski-Out Big Sky Cabin
Outdoor spa tub

Stunning Ski-In/Ski-Out Mountain Chalet

Stunning Ski-In/Ski-Out Mountain Chalet
Big Sky Mountain Village
9.6 out of 10, Exceptional, (5 reviews)
"Really impressed with the little extra touches and supplies we were provided for the week. House had plenty of space and seating for our group and kitchen was well supplied to comfortably cook some meals. We will be back to Big Sky "
United States
Angela M.
Stunning Ski-In/Ski-Out Mountain Chalet
Outdoor spa tub

Big Sky Vacation Rentals: MMH 7 Bull Dogger

Big Sky Vacation Rentals: MMH 7 Bull Dogger
Big Sky
10.0 out of 10, Exceptional, (6 reviews)
"We really enjoyed our stay and look forward to book this property again, the hot tub was a highlight it is very modern and clean. Views of spanish peaks great and the house is very well maintained with all the gadgets you may need!"
United States
Jose G.
Big Sky Vacation Rentals: MMH 7 Bull Dogger
Terrace/patio

Vast Ski In/Ski Out Big Sky Chalet

Vast Ski In/Ski Out Big Sky Chalet
Spanish Peaks
10.0 out of 10, Exceptional, (3 reviews)
"Excellent accommodations all around! We had an amazing stay here and will be back. "
United States
Sterling H.
Vast Ski In/Ski Out Big Sky Chalet
Property grounds

Big Sky Vacation Rentals: MMH 44 Cowboy Heaven

Big Sky Vacation Rentals: MMH 44 Cowboy Heaven
Big Sky
10.0 out of 10, Exceptional, (11 reviews)
"Great house and location"
United States
Wyck N.
Big Sky Vacation Rentals: MMH 44 Cowboy Heaven
Exterior

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, (28 reviews)
"Beautiful setting!Lovely home has all you need for a fun family getaway!"
United States
Anonymous traveller
Ski-In/Ski-Out Big Sky Home with Incredible Views
Terrace/patio

Big Sky Vacation Rentals: MMH 5 Derringer

Big Sky Vacation Rentals: MMH 5 Derringer
Big Sky
10.0 out of 10, Exceptional, (21 reviews)
"Had an amazing time staying at this home. The views were stunning and the home was in great condition. It felt very homey, would stay again! "
United States
JOE C.
Big Sky Vacation Rentals: MMH 5 Derringer
Exterior

Big Sky Vacation Rentals: Homestead 6 Claim Jumper

Big Sky Vacation Rentals: Homestead 6 Claim Jumper
Powder Ridge
10.0 out of 10, Exceptional, (32 reviews)
"Great location and perfect for our large group family ski trip. Easy Ski In Ski Out via White Otter access. House was comfortable and well provisioned. Would definitely stay again. "
United States
Ross F.
Big Sky Vacation Rentals: Homestead 6 Claim Jumper
Exterior

Luxury Big Sky Ski Retreat - Moonlight Basin

Luxury Big Sky Ski Retreat - Moonlight Basin
Big Sky
10.0 out of 10, Exceptional, (6 reviews)
"Perfect location! Beautiful property. Would definitely stay here again. "
United States
Jason W.
Luxury Big Sky Ski Retreat - Moonlight Basin
Exterior

Harvest Moon Haven | Premier Ski Access + Hot Tub

Harvest Moon Haven | Premier Ski Access + Hot Tub
Big Sky
10.0 out of 10, Exceptional, (34 reviews)
"Great stay with 2 families. Would stay again"
United States
Cliff H.
Harvest Moon Haven | Premier Ski Access + Hot Tub
Outdoor dining

Big Sky Vacation Rentals: Homestead 5 Claim Jumper

Big Sky Vacation Rentals: Homestead 5 Claim Jumper
Powder Ridge
10.0 out of 10, Exceptional, (22 reviews)
"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
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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Top Madison County Hotel Reviews

Sportsmans Lodge

Sportsmans Lodge

8/10 Good
"Stayed in 2 bedroom cabin. These are like hunting cabins. They are small and the bathroom was tiny, although nicely redone and clean. Outlets in the floor don’t fit modern chargers. Nice chairs on the “porch” outside each unit. Staff was super friendly and helpful. Location is excellent—next door to grocery store and 3 minute walk into Ennis."
Misti 3-night trip
Posted 13 hours ago
Sportsmans Lodge

Find out more about Madison County

Madison County Chalets information

Number of reviews
455
Accommodation
42 Chalets
Lowest Price
Highest Price

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