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

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

0 of 0 items showing
1 of 3 pages

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

Ski-in/ski-out house rentals

Guest favorite
A modern mountain residence showcases a spacious deck adorned with seating and a private hot tub, framed by snow-covered trees. The structure features clean lines and large windows, offering a seamless connection to the surrounding snowy landscape.
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.
Top guest favorite
A spacious great room features a floor-to-ceiling stone fireplace, providing warmth against a backdrop of large windows showcasing mountain views. Comfortable seating arrangements invite relaxation, with a round coffee table at the center, enhancing the room's inviting ambiance.
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 favorite
A snowy landscape showcases a ski lift adjacent to charming wooden cabins, each with a sloped roof and inviting warm lights visible from the windows. Towering snow-covered hills rise in the background, under a softly lit evening sky.
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.
Guest favorite
Home in Big Sky
5 out of 5 average rating, 10 reviews

Ski In/Out | Swift Bear Base-Inn | Big Sky Resort

JohnRating, 5 stars12 months ago
The house and the area was as described. Beautiful and well cared for. The home was more then well stocked with all the amenities available for a great stay. The views were spectacular and to have a little snow fall made it very enjoyable for the kids who had never seen snow. Only surprise was the alarm going off at 4:00am. Response for someone to come to the house could have been a little quicker. Still a great time and vacation for all.
A private jacuzzi hot tub is situated on a wrap-around balcony, surrounded by tall pine trees and snow-covered scenery. Large windows offer views of the outdoors, allowing natural light to enhance the inviting space.
Home in Big Sky
4.67 out of 5 average rating, 3 reviews

38a Cowboy Heaven by Moonlight Basin Lodging

MichaelaRating, 5 stars5 months ago
We had a great time at this stay! The ski-in/ ski out access and hot tub were our favorite amenities, along with some wonderful touches from the host. We had 9 guests and it was a packed house, we will definitely be back!
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!
Top guest favorite
A private hot tub is showcased, with seating for six and illuminated by colored mood lighting. Water cascades gently from one side of the tub, while snow-covered landscaping is visible through a nearby window.
Home in Big Sky
5 out of 5 average rating, 12 reviews

Ski-in/Ski-Out Slopeside Luxury Condo in Big Sky

MikeRating, 5 stars1 month ago
Wonderful stay in a perfect condo. We loved it and the family of 6 we had enjoyed the trip a ton. Would definitely stay in this condo again and we’re already thinking about our next trip back to big sky. Perfect all around!
A cozy living area features a red sofa adorned with decorative pillows, including one with the word 'SKI.' Natural light floods the space through large windows, showcasing a view of trees outside. A wooden coffee table with a geometric design sits in front of the sofa.
Home in Big Sky
4.85 out of 5 average rating, 117 reviews

Mountain Retro | Best Location | On Shuttle Route!

NoraRating, 5 stars1 month ago
We had a great stay!! Great location, fast WiFi, and very comfortable month long stay working remotely.

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

Guest favorite
A fat tire bike is positioned against a wooden fence. The bike features a grey frame with red accents, large tires for enhanced stability, and a multi-gear system visible near the pedals. The grassy area beneath adds a natural backdrop.
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
A breathtaking view of Lone Peak dominates the landscape, showcasing its snow-covered summit against a clear blue sky. Pine trees, blanketed in fresh snow, frame the scene, creating a serene winter atmosphere.
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!
Guest favorite
A comfortable living area is illuminated by natural light pouring through large windows, offering expansive views of the surrounding mountains. A sleek coffee table and a modern chair provide a stylish seating option. A flat-screen TV is positioned on a dark cabinet, complementing the cozy decor.
Condo in Big Sky
4.93 out of 5 average rating, 56 reviews

Comfy, Quiet, Clean, 2 Bdrm, 2 Bath, Full Kitchen.

SeanRating, 5 stars3 months ago
Had a great time being so close to the slope at Greg's place. Skiing right back to the condo was so nice at the end of the day.
Superhost
The living area features a spacious gray sofa positioned near large windows with wood trim. A floor lamp provides soft lighting, and a wooden coffee table holds a bottle of wine, two glasses, and a decorative tray. Soft curtains frame the windows, enhancing comfort.
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
An open living space features large windows framing stunning views of the mountains. A rustic dining table is set for six, and warm brown leather seating is arranged around a stone fireplace with mounted antlers above. Natural light brightens the room, enhancing the cozy atmosphere.
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
A panoramic view of Lone Peak is framed by a window, displaying snow-covered slopes and evergreen trees. The bright blue sky contrasts against the white landscape, while a hint of greenery from indoor plants enhances the scene.
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.
Superhost
A cozy living room is highlighted by wood-beamed ceilings and a stone fireplace with a mounted television above. Comfortable seating is provided by a dark sofa and two red armchairs. Large windows frame scenic mountain views, while a dining area is visible in the adjacent space.
Condo in Big Sky
4.79 out of 5 average rating, 28 reviews

Ski In/Out | At Big Sky Resort | Mountain Views

MikeRating, 5 stars5 months ago
Great place with an exceptional location. Steps away from white wing run. Easy in and easy out. Definitely recommend.
A modern kitchen is highlighted with sleek gray cabinetry, complemented by a granite countertop. Stainless steel appliances, including a refrigerator and coffee maker, are visible. A small breakfast bar with two wooden stools offers a casual dining area adjacent to the kitchen space.
Condo in Big Sky
4.82 out of 5 average rating, 106 reviews

Walking distance to Big Sky Resort!

BrendaRating, 5 stars4 months ago
Location was perfect for a long weekend in Big Sky. Lodging was very cozy! The Association was quick to shovel while we were there. Highly recommend for a couple or a family of 3-4. Highly suggest host update the photos in the listing, as now there are two queen beds and no bean bag chair. One of the queen beds being a murphy bed. Had a wonderful time in Big Sky staying at Mike's listing.

Ski-in/ski-out cabin rentals

Superhost
The kitchen area features rustic log walls, enhancing a cozy atmosphere. A central island is surrounded by modern appliances. A dining table is set for four, complemented by a dark wooden cabinet, showcasing a blend of contemporary and traditional design elements.
Cabin in Big Sky
4.9 out of 5 average rating, 41 reviews

Big Sky Vacation Rentals: CH Cabin 11 Derringer

AmyRating, 5 stars10 months ago
This was the most incredible cabin!!! Everything about this listing is amazing. From the kitchen appliances to the finishes around this cabin, they spared no expense nor cut any corners. Beds/linens: Outstanding and SO comfortable! There were so many options for pillows and linens to suit anyones comfort level. Bathrooms: Spotless! Kitchen: Everything we needed and so much more! Beautiful appliances and finishes. Extras: We were surprised with all the extras provided! Dishwasher detergent, Laundry detergent, shampoo, conditioner, body wash/lotion, extra paper towels, extra bath tissue, extra tissue boxes, extra everything! We were very impressed. Accessibility: About a 15-20 minute drive into the town center with amazing restaurants. I personally appreciated this distance because patio sitting in this cabin is completely peaceful and silent. Overall we LOVED this cabin and cannot wait to return!
Cabin in Big Sky

Ski out private home in 2 acre private lot

DebiRating, 5 stars22 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
4.76 out of 5 average rating, 29 reviews

Big Sky Vacation Rentals: Big Dog Lodge

BjRating, 5 stars6 months ago
A great experience, a perfect location and incredible house. There was something for everyone both in the house and the surrounding area. Close to the ski runs and an easy drive down to the city village. Would book here again if available for our next trip to Big Sky.
Guest favorite
The exterior of a modern mountain cabin is shown, featuring a spacious deck with a dining area and large windows that allow for ample natural light. The sleek design is complemented by surrounding trees and snow-capped mountains in the background.
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
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.
Superhost
An open living area is highlighted by a combination of rich wooden beams and large windows, providing ample natural light and forest views. The space includes a cozy seating arrangement and a dining area with a table for eight. Bar seating for three is available at the kitchen counter.
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
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.
Superhost
A spacious cabin is nestled in snow-covered terrain, showcasing warm light glowing from multiple windows. The rustic wooden exterior features a deck surrounded by tall trees, with a backdrop of distant mountains visible under a twilight sky.
Cabin in Gallatin Gateway
4.75 out of 5 average rating, 16 reviews

Luxury 5 Bedroom Big Sky Retreat

JeffRating, 5 stars9 months ago
Beautiful place for our group who was running The Rut race. Very close to the main resort and wildlife all over the place.

Destinations to explore