
Ski-in/Ski-out vacation rentals in Madison County
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Top-rated ski-in/ski-out rentals in Madison County
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Popular amenities for Madison County ski-in/ski-out rentals
Ski-in/ski-out house rentals

4 Wildwood/ Ski in/Ski out
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.

Moonlight Mtn 8 Happy Trails-Ski Accessible!
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!

Big Sky 3 Red Cloud Loop - Ski in/out
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.

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

38a Cowboy Heaven by Moonlight Basin Lodging
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!

Slopeside condo at Big Sky Resort. Direct access!
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!

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

Mountain Retro | Best Location | On Shuttle Route!
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

MountainVillage Family Friendly Ski In
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.

A Little Condo at Big Sky Montana
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!

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

Spacious Ski-in/out Duplex, Fireplace + Hot Tub!
Alex was very responsive and the place was great. Very clean and looked just like the pictures. I would stay again.

Big Sky Vacation Rentals: MMH 5 Derringer
Absolutely beautiful place to stay!! The home was spectacular and the views were amazing

Big Sky Resort and Lone Peak Views
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.

Ski In/Out | At Big Sky Resort | Mountain Views
Great place with an exceptional location. Steps away from white wing run. Easy in and easy out. Definitely recommend.

Walking distance to Big Sky Resort!
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

Big Sky Vacation Rentals: CH Cabin 11 Derringer
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!

Ski out private home in 2 acre private lot
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.

Big Sky Vacation Rentals: Big Dog Lodge
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.

Luxury Home Moonlight Basin, Excellent Ski Access
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.

Big Sky Vacation Rentals: PR Rosebud 24
Beautiful home! Ski in and ski out. We had the most wonderful stay.

Big Sky Vacation Rentals: Moosewood Retreat
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.

Big Sky Vacation Rentals: PR Little Shadow 7
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.

Luxury 5 Bedroom Big Sky Retreat
Beautiful place for our group who was running The Rut race. Very close to the main resort and wildlife all over the place.
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