Chalets in Madison County

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Check prices for these dates

In two weeks
17 Apr - 19 Apr
In two months
29 May - 31 May
In three months
26 Jun - 28 Jun
In four months
24 Jul - 26 Jul

Our top choices for Madison County chalets

Exterior

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, (15 reviews)
"Great place for our group to enjoy some preseason training. Thank you. "
United States
Isabel G.
4 Bedroom Ski-In-Ski-Out Big Sky Cabin
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, (157 reviews)
"The host was very responsive. The house is beautiful, the location is great, and the amenities are generous and welcoming. We will definitely come back."
United States
Karen W.
Moonlight Magic! Best Views In Big Sky! True Ski-In/Ski-Out! Heated Ski Room!
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, (37 reviews)
"Great location, clean and had everything you need. "
United States
Gary O.
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, (30 reviews)
"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 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
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, (17 reviews)
"perfect mountain location with great chalet character"
United States
James C F.
Big Sky Vacation Rentals: AM 5 Silver Star
Exterior

Stunning Ski-In/Ski-Out Mountain Chalet

Stunning Ski-In/Ski-Out Mountain Chalet
Big Sky Mountain Village
10.0 out of 10, Exceptional, (3 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
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
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
8.0 out of 10, Very Good, (1 review)
"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
Interior

Luxurious Black Eagle Chalet

Luxurious Black Eagle Chalet
Big Sky Mountain Village
10.0 out of 10, Exceptional, (10 reviews)
"Great location, nice accommodations. We enjoyed our stay"
United States
Tim S.
Luxurious Black Eagle Chalet
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
Exterior

Big Sky Vacation Rentals: Homestead 4 Claim Jumper

Big Sky Vacation Rentals: Homestead 4 Claim Jumper
Powder Ridge
9.6 out of 10, Exceptional, (13 reviews)
"Lovely home! We had a great time."
United States
Vandy F.
Big Sky Vacation Rentals: Homestead 4 Claim Jumper
Exterior

Big Sky Vacation Rentals: Homestead 16 Claim Jumper

Big Sky Vacation Rentals: Homestead 16 Claim Jumper
Powder Ridge
9.6 out of 10, Exceptional, (26 reviews)
"Loved the location, rooms, Direct TV and hot rub"
United States
George Z.
Big Sky Vacation Rentals: Homestead 16 Claim Jumper
Outdoor dining

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, (97 reviews)
"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
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
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.
New to Market! Vast Ski In/Ski Out Big Sky Chalet
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 6 Claim Jumper

Big Sky Vacation Rentals: Homestead 6 Claim Jumper
Powder Ridge
10.0 out of 10, Exceptional, (32 reviews)
"Great house, would definitely stay here again."
United States
Stephen P.
Big Sky Vacation Rentals: Homestead 6 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
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, (41 reviews)
"We will stay here again with family!"
United States
Denise J.
Big Sky Vacation Rentals: MMH 6 Harvest Moon
Exterior

Big Sky Vacation Rentals: MMH 4 Harvest Moon

Big Sky Vacation Rentals: MMH 4 Harvest Moon
Big Sky
10.0 out of 10, Exceptional, (34 reviews)
"loved the home - very nice amenities"
United States
Laverne R.
Big Sky Vacation Rentals: MMH 4 Harvest Moon
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

The Lodge at Big Sky

The Lodge at Big Sky

10/10 Excellent
"Nice resort. Great value close to mountain. Loved the hot tubs. "
Kevin 2-night trip
Posted 17 hours ago
The Lodge at Big Sky