Ski-in/Ski-out holiday rentals in Madison County

Find and book unique ski-in/ski-out homes on Airbnb

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Popular amenities for Madison County ski-in/ski-out rentals

Ski-in/ski-out house rentals

Guest favourite
Home in Big Sky
5 out of 5 average rating, 9 reviews

4 Wildwood/ Ski in/Ski out

BenRating, 5 stars2 months ago
We absolutely love the location and the place was better than advertised. We created memories that will last a life time and we will definitely be back!!! Thank you.
Guest favourite
Home in Gallatin Gateway
5 out of 5 average rating, 22 reviews

Ski In/Out | Red Cloud Cabin | Big Sky Resort

BryceRating, 5 stars9 months ago
Everything you’d want for a group to stay in big sky. Very clean and lots of pots, pans, utensils, etc. in the kitchen.
Top Guest favourite
Home in Big Sky
5 out of 5 average rating, 9 reviews

Moonlight Mtn 8 Happy Trails-Ski Accessible!

HillaryRating, 5 stars3 months ago
Our group LOVED staying at this home. Perfect for a big group and the ski on ski off was incredible. The bedrooms were great and they all had their own bathroom which was really nice. There were many thoughtful touches throughout the house, including a boot warmer! We love big sky and would definitely recommend this house!
Top Guest favourite
Home in Big Sky
5 out of 5 average rating, 5 reviews

Big Sky 3 Red Cloud Loop - Ski in/out

AmyRating, 5 stars2 months ago
Great place with all we needed, close to where dropped kids for lessons, loved having ski in (we stayed late in the season so the lift for ski out was only open the first day of our stay), great house and great location.
Superhost
Home in Big Sky
4.83 out of 5 average rating, 12 reviews

Ski-in/Ski-out w hot tub/ in Moonlight Basin

JoleneRating, 5 stars4 months ago
Great Ski in/Ski out location. Nice hot tub, clean and fairly spacious!
Superhost
Home in Big Sky
4.78 out of 5 average rating, 9 reviews

Luxury Ski-In/Ski-Out Home in Moonlight w/ Hot Tub

NikkiRating, 5 stars2 months ago
This place was awesome! Truly ski-in, ski-out with easy access to both the main village and Madison base. The views were incredible, and the hot tub was a perfect way to unwind after a day on the mountain. The kitchen was fully stocked, and they even provided toiletries like you’d get at a resort—which was such a nice touch. The host was responsive and easy to communicate with throughout our stay. One heads-up: trash needs to be dropped off at a nearby recycling center, which we couldn’t find at all. There is a pickup service available, so I’d recommend coordinating that throughout your stay—especially if you’re traveling with a larger group. All in all, 10/10—would absolutely stay here again!
Superhost
Home in Big Sky

Slopeside condo at Big Sky Resort. Direct access!

DeidreRating, 5 stars2 months ago
Jenna made our stay delightful and easy to navigate. It is a wonderful spot if you are a skier and want ski in/ski out access to Big Sky. Thanks Jenna!
Home in Big Sky
4.5 out of 5 average rating, 6 reviews

3 Bandit Way by Moonlight Basin Lodging

ErikRating, 5 stars17 months ago
Great ski and ski out. Absolutely stunning views. Tv was confusing but who doesn’t walk into a place and not know how to use the remote

Family-friendly, ski-in/ski-out home rentals

Guest favourite
Condo in Big Sky
4.88 out of 5 average rating, 100 reviews

MountainVillage Family Friendly Ski In

ErikaRating, 5 stars4 months ago
Cozy, well appointed and clean condo, very convenient location right next to the resort shuttle stop. The kitchen had everything needed to cook full meals, including spices. Ellie was super responsive, checking in to see how things are and jumping to resolve an issue for us without hesitation. We really enjoyed our stay and would happily book again in the future.
Superhost
Apartment in Big Sky
4.53 out of 5 average rating, 114 reviews

A Little Condo at Big Sky Montana

SarahRating, 5 stars9 months ago
Wonderful stay. Home has incredible views and is very cozy! Hard to wake up in the AM though because the bedroom is dark with no natural light so remember to set the alarm. Super close to the base area. Great value!
Superhost
Townhouse in Big Sky
4.96 out of 5 average rating, 25 reviews

Spacious Ski-in/out Duplex, Fireplace + Hot Tub!

CarterRating, 5 stars4 months ago
Alex was very responsive and the place was great. Very clean and looked just like the pictures. I would stay again.
Superhost
Chalet in Big Sky
4.86 out of 5 average rating, 29 reviews

Big Sky Vacation Rentals: MMH 5 Derringer

HeatherRating, 5 stars11 months ago
Absolutely beautiful place to stay!! The home was spectacular and the views were amazing
Superhost
Cabin in Big Sky
4.93 out of 5 average rating, 15 reviews

Big Sky Vacation Rentals: Moosewood Retreat

JosephRating, 5 stars28 months ago
Be extra careful walking on the garage floor especially during winter as it is super slippery and even worse with cold ski boots on your feet. Great hot tub with nice kitchen, dining, living area.
Superhost
Apartment in Big Sky
4.87 out of 5 average rating, 175 reviews

Big Sky Resort and Lone Peak Views

RickRating, 5 stars3 months ago
Was our 2nd time staying in the unit, and will definitely be our go to place to stay at Big Sky for skiing. Shuttles to the village are quick and easy. The view from the apartment is amazing. Has everything you need to cook in every night.
Top Guest favourite
Chalet in Big Sky
4.81 out of 5 average rating, 27 reviews

Big Sky Vacation Rentals: AM 5 Silver Star

RussellRating, 5 stars3 months ago
Excellent place for skiers to stay. Garage is set up perfectly with boot warmers, bench, treated floors, and ski storage. The location is great for ski in and ski out. It’s a slight walk uphill to the trail, but not too bad. When there’s snow on the road, you can literally ski from the trail into the garage. The view from the living room and master bedroom of the mountains is magnificent.
Superhost
Cabin in Big Sky
5 out of 5 average rating, 4 reviews

Big Sky Vacation Rentals: PR Little Shadow 7

FabianaRating, 5 stars30 months ago
It was our first time in Montana and this cabin was everything we dreamed! The ski-in and out was not easy to figure out at first but once we learned was amazing to get home from the slopes directly. The cabin was amazing and very clean. We had an amazing Christmas there and will definitely return.

Ski-in/ski-out cabin rentals

Superhost
Cabin in Big Sky
5 out of 5 average rating, 7 reviews

Big Sky Vacation Rentals: MVC Swift Bear Chalet

LindsayRating, 5 stars9 months ago
Absolutely beautiful home in a peaceful location with great views. This house has everything you might possibly need and then some! We really loved the hot tub with views of Lone Peak! Beds were comfortable and the house was super clean. We hope to come back someday!!
Cabin in Big Sky

Ski out private home in 2 acre private lot

DebiRating, 5 stars23 months ago
The home was in such a beautiful spot. Enjoyed the views and area. The house fit our families well. The addition of a second living area was wonderful for our grandchildren if they wanted a place for themselves. Seeing wildlife walk by was very special.
Superhost
Cabin in Big Sky
4.8 out of 5 average rating, 5 reviews

Big Sky Vacation Rentals: Cowboy Cabin 13

LisaRating, 5 stars21 months ago
Everything was perfect, the coffee was really good. All the amenities were exactly the way they should be The coffee was really good. All the amenities were exactly what was described The view was spectacular. The master bedroom was really pretty. The bunk room has a super smart layout.
Superhost
Cabin in Big Sky
4.45 out of 5 average rating, 11 reviews

Big Sky Vacation Rentals: Cowboy Heaven 13 Bandit

AnamRating, 5 stars21 months ago
Our stay at the Cowboy Cabin 13 was amazing, and everything we could have hoped for! The place was clean, quiet, and surrounded by beautiful nature. It offered all the amenities we needed and more! It was also a perfect location from the town center so we were located close to a bunch of great restaurants and activities. Would def recommend!
Guest favourite
Cabin in Big Sky
5 out of 5 average rating, 17 reviews

Big Sky Vacation Rentals: Lake Cabin 19 Lakewood

JessieRating, 5 stars12 months ago
Lakeside Cabin #19 in Moonlight Basin, Big Sky, was the absolute best. Incredible views from every huge window as well as from the great hot tub! Wind your way up the mountain past the elk and stunning scenery to this lovely “cabin” with all modern amenities. We enjoyed the deck! Response time was immediate and friendly as can be for the few questions we had. Rented e-bikes (BlackTie), went fly fishing with guides (Gallatin River Guides), spent a day in Yellowstone, and a day in Bozeman at Hot Springs and in town. Terrific location, great people - fabulous week with our family.
Superhost
Cabin in Big Sky
5 out of 5 average rating, 15 reviews

Big Sky Vacation Rentals: PR Rosebud 24

JessicaRating, 5 stars16 months ago
Beautiful home! Ski in and ski out. We had the most wonderful stay.
Guest favourite
Cabin in Big Sky
4.93 out of 5 average rating, 76 reviews

Luxury Home Moonlight Basin, Excellent Ski Access

AmandaRating, 5 stars9 months ago
We had a great visit! The space was beautiful with a well stocked kitchen (pots, pans, popcorn maker, blender etc.) and unmatched views. Would recommend in the fall for sure. it is near the big sky resort and many hikes, the golf course and a cute downtown.
Superhost
Cabin in Big Sky
4.75 out of 5 average rating, 4 reviews

Big Sky Vacation Rentals: PR Moose Ridge 1

NatalieRating, 5 stars21 months ago
Great place to stay! Felt right at home. Was a Great in between place to stay to be able to visit Yellowstone and Bozeman. Very cute stores downtown Big Sky as well.

Destinations to explore