Chalet holiday rentals in Addison County

Chalet in the Clouds (Sauna in the Sky!)

This Scandinavian-inspired retreat sits high in the Green Mountains, offering stunning views of Sugarbush and Lincoln Gap. Enjoy unforgettable sunsets from the sauna or wrap-around balconies and unwind in the peaceful surroundings. Whether you’re skiing, hiking, or relaxing by the wood-burning stove or outdoor gardens and fire pit, this home is the perfect getaway for nature lovers seeking comfort, tranquility, and adventure, just minutes from world-class outdoor activities and mountain resorts.

Cozy all-season mountain escape

Spacious 3-bedroom home in the mountains, with a large yard and stunning panoramic view of the Green Mountains. Main floor has a kitchen, living room, wood stove, and full bath with a modern cabin feel, plus an open loft that can function as the third bedroom and/or remote work space. Downstairs has two bedrooms, full bath, laundry, plenty of storage for ski equipment. 20 minutes from Mad River Glen Ski Resort and 25-30 minutes from Mt. Ellen & Sugarbush Resort. AWD or 4WD highly recommended.

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.

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 Snow'd Inn!

This bright 2 bedroom 1 1/2 bath ski house makes for a great multi season getaway. Brand new kitchen counter and full size laundry in '22. Bedrooms newly furnished, complete with desk for working remote. Lots of natural light to enjoy after an adventurous day in the mad river valley. We are ski in/ walk out snow dependent and minutes from Mt Ellen and Mad River. Mountain Biking, snowshoe and hiking trails at Sugarbush are steps away. A common pool and tennis courts during the summer.

Inviting 2-bedroom chalet with views!

Welcome to this charming 2-bedroom, 1-bathroom mountainside chalet, nestled amidst breathtaking views of the Mad River Valley. Immerse yourself in modern comfort, featuring Moen fixtures and GE appliances that ensure a luxurious stay. Cozy up to the inviting gas fireplace, and you might find yourself reluctant to go outside. But fear not, as the Lincoln Peak base area is a stone’s throw away, offering easy access to all the amenities. This is the perfect retreat you’ve been dreaming of!

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.

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.

A-Frame Resto-Mod: Built in '73, Restored in '23

The floor-to-peak windows of this updated mid-century A-Frame look out across the Mad River Valley. It's an easy walk to the historic Waitsfield Common Road, locally known as one of the best walking/biking roads in the Valley, if not all of Vermont. The ski resorts are a 10 to 15 minute drive away. In the warmer months this is a great starting point for hiking, biking, kayaking, and fishing. After a day out, unwind in the hot tub and take in the fresh air.

Vermont Dream Mountain Chalet | Outdoor Adventures

Our beloved home is a unique, fully equipped chalet tucked into Vermont’s Green Mountains. Secluded yet only 10 minutes from town and 25 from the nearest ski area, it offers a cozy interior and a spacious deck with forest views—perfect for unwinding. Enjoy hiking, biking, snowshoeing, skiing, swimming in the community pond, or cooling off in nearby waterholes. A serene mountain escape filled with endless outdoor adventures for all skill levels.