Chalet vacation rentals in Addison County

The Mad House

Enjoy the beautiful Mad River Valley while staying at The Mad House – a classic Vermont ski chalet in Waitsfield, VT! Ideally located <4 miles from Sugarbush Resort + Mad River Glen, this spacious, charmingly retro, family-oriented house accommodates large groups for your ski vacation or weekend getaway. Easy access to hiking, cycling, golf, tennis, leaf peeping, swimming, and many local wedding venues, such as the nearby Inn at the Round Barn Farm, among others in the Waitsfield/Warren area.

Handcrafted Chalet for Ski Days and Lake Walks

Welcome to our handcrafted log chalet tucked away in the Mad River Valley—our spacious, light-filled retreat, is the quintessential Vermont getaway. Just a short walk to Blueberry Lake and minutes to Sugarbush, Mad River Glen, wedding venues, hiking, and biking. Ideal for ski trips, a couples cabin getaway, wedding guests, and close friends looking for adventure. Featuring an open loft w/ queen bed, full bath w/ shower, fully equipped kitchen, full size sofa bed, and private workspace.

5 bed Ski Chalet in the Green Mountains with Sauna

Enjoy a peaceful mountain getaway outside the charming town of Rochester, VT in the heart of the Green Mountains. This recently built chalet provides ample space for all guests to enjoy a comfortable and relaxing stay with a four-person sauna in the basement. Take advantage of the many outdoor recreational opportunities, including hiking, mountain biking (~30 miles of single track in Rochester), world class downhill skiing at Killington and Sugarbush, and backcountry skiing at Brandon Gap.

Private Mountain Sanctuary | 15 Min to Killington

*Winter Stays* Must have 4WD vehicle with snow tires or snow chains. We want you to make it safely up the mountain for those breathtaking views! This is not just a house. Welcome to your one-of-a-kind off-grid nature adventure! Wow: - Designer modern chalet on 150+ private acres - Off-grid privacy, while 15 minutes to Killington. 5 min to world class mountain bike trails. - 360 degree panoramic view - VAST trail, walking trails - Hike, Bike, Ski, Snowshoe, Stargaze, Views Views Views!

Warm Luxury Mid-Century Modern Chalet

Woodward Haus is a stylish MCM retreat with wood, glass, & stone design. Perfect for remote work, a romantic weekend, a multifamily gathering, a girls' weekend, or retreat. MRV offers all season fun: farmer's market, swimholes, farms, hiking, road & mtn bike, golf, climbing, tubes on the river and lake, can't be beat. The house is nestled in the woods w/ beautiful views mountains. The area's food & breweries, including Lawsons are phenomenal. 1 min to MRG & 14 min to Sugarbush. Exp Wifi

The Langhorne - Vermont Mountain Getaway

Relax with the whole family at this peaceful place to stay. This 3 bed/1.5 bath cabin in the woods is the perfect place to experience nature. Our home is located on Hawk Mountain, a couple miles above the cozy town of Rochester VT in the White River Valley. 30 minutes to Killington, 40 to Sugarbush, and 20 to Middlebury Snowbowl, this is a great getaway for those who like to go on nature walks, hike, mountain/road bike, downhill/XC ski, or just have a quiet vacation in the mountains.

Brand New Mountain Chalet

Just a few nights left for foliage season! Built in 2023 and located only a half mile from Historic Warren Village, this peaceful mountain cottage has 1 full bedroom and a gorgeous finished loft. Each private space has a king bed, it's own bathroom and new furniture. Inside, the bright and spacious interior boasts modern finishes, brand new appliances and a rustic country charm. Outside, relax in the serenity of the surrounding forest, and take in the view of Sugarbush Resort.

The Sklarzhaus

This spacious mountain chalet offers views of both Killington and Pico looking out over your 2 story deck. Decorated with original Scandinavian light fixtures, vintage ski posters & wood burning fireplace, it is a skiers' dream getaway. With an entertainer’s kitchen updated with modern appliances, a huge island, and expandable dining table - this house is perfect for groups and families to enjoy. Recently installed heat/ac system quietly keeps you comfortable summer and winter.

Chalet Vermont - Ski In/Ski Out at Sugarbush

This 1963 four-season remodeled ski Chalet is one of the original homes built right on the trails of Sugarbush. You will enjoy a historic yet modernly furnished and immaculately maintained home. Soak in views of the mountain beside the wood stove or boot-up in the mudroom and walk down the road to where you can access the trail. Ski home for lunch or to celebrate a great day in classic après style. Perfect for spring skiing, summer swimming/biking, and autumn leaf-peeping.

Gnome Home Mountain Ski Chalet w/Sauna Killington

Mountaintop Chalet perched in the heart of Green Mountains. Enjoy true mountain living all year long 25m to Killington, White River access minutes from home, abundance of hiking trails, and golf courses. Central to Killington, Rochester, & Woodstock. After your adventures, return to a welcoming & comfortable home with beautiful views from every room, multiple decks, new! fireplace, & sauna, and plenty of special touches to help you unwind and relax.

Vermont Dream Mountain Cabin.

Our beloved home is a cozy, fully equipped cabin nestled in Vermont’s Green Mountains National Forest. Secluded yet just 10 minutes from town and 25 from the nearest ski area, it features a warm interior and a spacious deck overlooking the forest—perfect for relaxing. Enjoy hiking, biking, snowshoeing, skiing, swimming in the community pond, or cooling off in nearby waterholes. A peaceful mountain escape surrounded by nature.

Alpine Village Chalet

Private A-Frame in Alpine Village, Warren, Vermont. 10 min to Sugarbush Resort, 20 min to Mad River Glen. A mile from beautiful Blueberry Lake and nearby is Warren. Full bedroom & upstairs sleeping loft w/2 twin beds. Very peaceful & quiet dirt road w/partial views facing East towards Roxbury Range. 4WD/AWD required Nov-April with decent tires, low clearance cars not advised. Any questions or requests, please ask!