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Chalets in Madison County

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Madison County chalets

A wooden cabin with a snow-covered roof, large windows, and a hot tub in front.

1. Homestead Chalet 10 | White Otter Lift Access, Private Hot Tub, Sleeps 17

Homestead Chalet 10 | White Otter Lift Access, Private Hot Tub, Sleeps 17
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.
Homestead Chalet 10 | White Otter Lift Access, Private Hot Tub, Sleeps 17
A wooden deck with outdoor seating, a fire pit, and a view of a mountain.

2. 5 Claim Jumper | Ski-in/Out Chalet, Hot Tub

5 Claim Jumper | Ski-in/Out Chalet, Hot Tub
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.
5 Claim Jumper | Ski-in/Out Chalet, Hot Tub
A hot tub with a control panel, surrounded by a wooden deck, overlooking a mountainous landscape.

3. *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
A multi-story wooden cabin with large windows and a snow-covered roof, surrounded by a forest.

4. 8 Claim Jumper | Slopeside Chalet, Hot Tub, Sleeps 18

8 Claim Jumper | Slopeside Chalet, Hot Tub, Sleeps 18
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.
8 Claim Jumper | Slopeside Chalet, Hot Tub, Sleeps 18
A wooden cabin with a stone chimney, a covered porch, and a stone fireplace.

5. 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, (165 reviews)
"Excellent amenities and hosting "
United States
Brevard W.
Moonlight Magic! Best Views In Big Sky! True Ski-In/Ski-Out! Heated Ski Room!
A wooden cabin with a balcony, surrounded by snow-covered trees and mountains in the background.

6. Homestead Chalet 6 | Ski, Hot Tub, Sleeps 16

Homestead Chalet 6 | Ski, Hot Tub, Sleeps 16
Powder Ridge
10.0 out of 10, Exceptional, (34 reviews)
"Great house, would definitely stay here again."
United States
Stephen P.
Homestead Chalet 6 | Ski, Hot Tub, Sleeps 16
A covered patio with Adirondack chairs, a stone wall, and a hot tub.

7. Vast Ski In/Ski Out Big Sky Chalet

Vast Ski In/Ski Out Big Sky Chalet
Spanish Peaks
10.0 out of 10, Exceptional, (4 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
A modern lodge with a stone facade, large windows, and a deck area.

8. Homestead Chalet 16 | Luxury Ski-In/Out, Hot Tub

Homestead Chalet 16 | Luxury Ski-In/Out, Hot Tub
Powder Ridge
9.6 out of 10, Exceptional, (27 reviews)
"The house was great, we had an easy time skiing and out and enjoyed our stay."
United States
Michael B.
Homestead Chalet 16 | Luxury Ski-In/Out, Hot Tub
A wooden deck with wicker furniture, a glass door, and a view of mountains.

9. *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
A multi-story wooden house with a balcony, stone pillars, and a stone foundation.

10. Homestead Chalet 4 | Ski-in/Out 6BR w/ Hot Tub

Homestead Chalet 4 | Ski-in/Out 6BR w/ Hot Tub
Powder Ridge
9.6 out of 10, Exceptional, (14 reviews)
"Lovely home! We had a great time."
United States
Vandy F.
Homestead Chalet 4 | Ski-in/Out 6BR w/ Hot Tub
A multi-story log cabin with a balcony and large windows, surrounded by a forest and mountains.

11. Homestead 12 | Ski Access, Retreat, Sleeps 17

Homestead 12 | Ski Access, Retreat, Sleeps 17
Powder Ridge
9.2 out of 10, Wonderful, (10 reviews)
"Great house. Really enjoyed our time."
United States
Brandon C.
Homestead 12 | Ski Access, Retreat, Sleeps 17
A wooden deck with two Adirondack chairs and a small round table, overlooking a forested mountain landscape.

12. 44 Cowboy Heaven | Ski-in/Ski-out Chalet, Hot Tub Views

44 Cowboy Heaven | Ski-in/Ski-out Chalet, Hot Tub Views
Big Sky
10.0 out of 10, Exceptional, (12 reviews)
"Wonderful summer stay! We will be back for ski season!"
United States
Miller G.
44 Cowboy Heaven | Ski-in/Ski-out Chalet, Hot Tub Views
A wooden cabin with a hot tub on a deck, surrounded by snow-covered mountains and trees.

13. Big Sky Vacation Rentals: MMH 7 Derringer

Big Sky Vacation Rentals: MMH 7 Derringer
Big Sky
10.0 out of 10, Exceptional, (2 reviews)
"The home was beautiful, modern and clean. The view was breathtaking and getting to enjoy it from the hottub on the deck was so much fun. We loved this house!"
United States
Kimberly C.
Big Sky Vacation Rentals: MMH 7 Derringer
A hot tub with a snowy landscape in the background.

14. 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
A snow-covered lodge with multiple wooden cabins, surrounded by tall pine trees and a mountain backdrop.

15. 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
A modern kitchen with stainless steel appliances, a marble countertop, and a wooden ceiling.

16. 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, (41 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!!
A two-story wooden cabin with a balcony, surrounded by dense pine trees.

17. 14 Claim Jumper | Ski-in/Out Chalet | Sleeps 16

14 Claim Jumper | Ski-in/Out Chalet | Sleeps 16
Powder Ridge
9.8 out of 10, Exceptional, (13 reviews)
"Great time great location"
United States
william b.
14 Claim Jumper | Ski-in/Out Chalet | Sleeps 16
A hot tub with a wooden deck and a mountain view.

18. 7 Bull Dogger | Moonlight Ski Access & Hot Tub

7 Bull Dogger | Moonlight Ski Access & Hot Tub
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.
7 Bull Dogger | Moonlight Ski Access & Hot Tub
A wooden cabin with a balcony, a hot tub, and a mountain view.

19. Coyote Bluff Haven | Hot Tub, Views + Ski Access

Coyote Bluff Haven | Hot Tub, Views + Ski Access
Big Sky
10.0 out of 10, Exceptional, (5 reviews)
"Exactly as advertised"
United States
Rob R.
Coyote Bluff Haven | Hot Tub, Views + Ski Access
A log cabin with a hot tub, a window with a view of the snowy forest, and a sign indicating a fireplace.

20. 4 Bedroom Ski-In-Ski-Out Big Sky Cabin

4 Bedroom Ski-In-Ski-Out Big Sky Cabin
Powder Ridge
9.6 out of 10, Exceptional, (17 reviews)
"The house worked out extremely well, just as described. The location was excellent. We were able to utilize the shuttle thankfully from this location, do to the lift shutting down early."
United States
Michael B.
4 Bedroom Ski-In-Ski-Out Big Sky Cabin
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

McAllister Inn & Lodging

McAllister Inn & Lodging

8/10 Good
"Nice big rooms, with clean amenities, I would stay again"
DEVIN 2-night trip
Posted 4 hours ago
McAllister Inn & Lodging

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