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

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Top-rated ski-in/ski-out rentals in Madison County

Guests agree: these ski-in/ski-out homes are highly rated for location, cleanliness, and more.

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Guest favorite

Condo in Big Sky

4.94 out of 5 average rating, 132 reviews

Big Sky Evergreen Retreat

Enjoy a stay at this stylish, classy and comfortable condo in the Big Sky Mountain Village. You'll love the sense of privacy amid the evergreen trees! Stay in with the fully stocked kitchen, or visit the nearby shops and restaurants. The Hill Condos are easy walking distance to the free parking shuttle to the ski resort and village shops during the winter season. Only a 10 minute drive to the Meadow Village for groceries, more restaurants and great summer hiking and cross country ski trails.

Guest favorite

Condo in Big Sky

4.88 out of 5 average rating, 154 reviews

Moose Tracks Condo at Big Sky Mountain Base

Moose Tracks condo is your home away from home for fun, play, and work at Big Sky Resort. A 12-minute walk or quick shuttle ride to the base. Free parking, full kitchen, space for your things, and a big window overlooking the river and forest is very relaxing. Beautiful to visit, summer, fall, winter and spring for world class skiing, mountain biking, blue ribbon fly fishing close by, and a small lake for paddleboarding. Only 45 mins to Yellowstone National Park. Great hiking nearby too.

Guest favorite

Condo in Big Sky

4.93 out of 5 average rating, 134 reviews

Ski, bike, hike, or work remotely at Lone Peak

Enjoy a cozy, comfortable mountain getaway at this centrally located unit just minutes from Big Sky Resort. This condo’s convenient location and easy access to the slopes make it the ideal outpost for all of your seasonal Big Sky adventures! This unit features 2 bedrooms each with queen beds, 2 bathrooms and a sleeper sofa in the living room. There is a designated workspace in the master with high speed internet. The kitchen is fully equipped with everything you need for a cozy night in.

Guest favorite

Condo in Big Sky

4.96 out of 5 average rating, 136 reviews

*3 Level Loft *Lone Peak Views* Shuttle to Lift

This Mountain Village adjacent and recently renovated Hill Condo is perfect for your dream Big Sky Ski Vacation. All reservations include local advice on transportation, itinerary and digital guidebook to the Big Sky area, to ensure you make the most out of your time in Big Sky! • Complete Remodel in 2021 • 3 Levels, 850 ft² • Loft with panoramic 180° Lone Peak View • Minutes to the Lifts, Shopping and Restaurants • 3 Distinct Sleeping areas • Great for Couples or Small Groups

Guest favorite

Rental unit in Big Sky

5 out of 5 average rating, 33 reviews

Beautiful, remodeled condo. Prime ski location!

Relax in this beautiful condo in the heart of Big Sky’s Mountain Village with easy access to Big Sky Resort and Lake Levinsky. Close to skiing, hiking, mountain biking and a great home base for all of your adventures. This condo has been completely remodeled. It features a king size bed, an open floor plan, fully stocked kitchen with premium appliances, full bathroom with shower-tub combo, smart tv with viewing from the living room and bedroom, and an in unit washer and dryer.

Superhost

Hut in Gallatin Gateway

4.94 out of 5 average rating, 185 reviews

Big Sky "Hive in the Sky" Quonset Hut

"Hive in the Sky" is a Quonset hut rental located in Beehive Basin just a couple miles from the heart of Big Sky Resort. Sitting at 8,100 feet it serves as a great basecamp for backcountry skiing and snowboarding in the winter and hiking and biking in the summer. Sleeps 4 adults so bring your squad and plan your route with year round vehicle access (4x4 in the winter required) the hut experience can be had with out having to haul all your food and gear with you on your back!

Superhost

Rental unit in Big Sky

4.88 out of 5 average rating, 164 reviews

Big Sky Resort and Lone Peak Views

Amazing Lone Peak views! Enjoy staying in Big Sky, Montana within walking distance to the ski resort. Take a drive to Yellowstone National Park just one hour away. This second floor, newly renovated two-bedroom, two-bath condo is the perfect basecamp for family and friends looking to stay at Big Sky Resort. With world-class skiing, snowboarding, and dogsledding an endless amount of activities awaits. After all your adventures, you will be happy to call this condo "home."

Superhost

Condo in Big Sky

4.88 out of 5 average rating, 227 reviews

Beautiful Big Sky Location and Condo

Stillwater Condo are one of the best locations in Big Sky! Basic, comfortable and cozy lodging. The lifts, restaurants, bars, shops are just a few steps away. Unit is on the ground level and set up for skiing/biking with plenty of gear storage and drying space. Fully equipped kitchen and eating space. Pets are welcome with a $50 per pet fee . Very comfortable place to come relax after taking advantage of the Montana outdoors. We look forward to hosting your group.

Superhost

Condo in Big Sky

4.83 out of 5 average rating, 173 reviews

Innsbruck 1974 | Walkable to Big Sky Resort

Stay in a 70s time-capsule in the heart of Big Sky, Montana with views of Lone Peak! Innsbruck is best for those looking for an immersion into local mountain life. With trails right out the door and at the foot of Big Sky Resort, this cozy studio couldn't be in a better location. The complex is shared with locals who ride bikes, run, hike, and ski on the trails you are going to want to be on! Basecamp here for your Big Sky / Yellowstone adventure.

Guest favorite

Guest suite in Big Sky

4.96 out of 5 average rating, 75 reviews

Cozy get away for 2 overlooking Lone Mountain

Great views & Great location in Big Sky, a 4 minute drive to Big Sky Center. This cozy upscale one bedroom condo is lower level of A larger home that is occupied by the owner. Large private yard with great views Of Lone Mounntain. Fully equipped apartment. Winter Guest can use the cascade lift for ski in ski out access to and from this property. Summer guest will enjoy hiking & the peaceful outdoor space, and wildlife

Guest favorite

Rental unit in Big Sky

4.89 out of 5 average rating, 123 reviews

Studio getaway within walking distance to ski lift

Enjoy your time in Big Sky in this top floor studio apartment!! 8:00am check in, 4:00pm check out! This home is located walking distance to Big Sky Ski Resort and has an incredible view of the iconic Lone Peak from the window! It is a perfect spot for travel partners to come stay and enjoy the Biggest Skiing in America. This will provide you with everything you need to make your mountain getaway relaxing and fun.

Guest favorite

Condo in Big Sky

4.9 out of 5 average rating, 234 reviews

Studio getaway steps away from Big Sky Resort

This 440 sq ft studio in Big Sky has everything you need to enjoy your trip to the mountains. Walking distance to Big Sky Resort! Ski, bike, and hike then relax with wifi, smart TV, DVD player, and full kitchen. Lone Peak view right out the window. Everything you need is just steps away. Next to the free shuttle route to Big Sky Mountain Resort!