Chalet vacation rentals in Addison County

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Top-rated chalet rentals in Addison County

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Guest favorite

Chalet in Warren

5 out of 5 average rating, 75 reviews

Cheerful 2-bedroom chalet with views!

Welcome to this 2-bedroom, 1-bathroom mountainside chalet offering breathtaking views of Sugarbush and the Mad River Valley. With modern touches, such as Moen fixtures and GE appliances you will feel right at home. Cozy up to the gas fireplace and you may not want to go outside. You won’t have to go far as the Lincoln Peak base area is less than a minute away. With award winning breweries and delicious restaurants your favorite beer and food is around the corner. This is the retreat you deserve!

Guest favorite

Chalet in Stockbridge

4.93 out of 5 average rating, 175 reviews

Killington ski house winter MTbike -new jacuzzi

Killington Ski Area with access to snowmobile and mountain biking trails. This is a 3 bedroom, 2 bath upper unit duplex. with outdoor Jacuzzi open year round with barbecue on very nice decks for those nicer days , snow mobile right from the house , on the tweed valley vast trails , in the summer mountain bike on the green mountain trail system right on our mountain keep us in mind for the summer event like the spartan race and the peak series Mt biking events too Fantastic unit check our review

Superhost

Chalet in Stockbridge

4.86 out of 5 average rating, 76 reviews

Private House - Hot Tub, Steam Room, Fire pit

Located just 10 short miles from the nationally acclaimed Killington Mountain, you’ll find “Lucid Stream” - a secluded respite from reality, surrounded by the Green Mountains and above a soothing stream that flows year-round. Wrapped by a large, scenic deck, this 3-bedroom, 3-bath hideaway is an idyllic getaway for families, couples and friends alike. We're just down the road from the Riverside Farm wedding venue, and have direct access to the Green Mountain trails for hiking / mountain biking.

Guest favorite

Chalet in Warren

5 out of 5 average rating, 18 reviews

Kismet Cabin: Authentic Log Home

Nestled in the heart of Vermont, Kismet Cabin offers a central location for a mecca of activities. Just steps away from an array of adventures, wedding venues, & tranquil retreats, this authentic log home is ideal for friends, families, and multigenerational gatherings. It features two living rooms, two kitchens, three bedrooms, five beds, two queen pull-out sofas, a wrap-around deck, fire pit, & a covered porch with a porch swing—perfect for enjoying the morning sunrise or evening star gazing.

Guest favorite

Chalet in Waitsfield

4.96 out of 5 average rating, 135 reviews

Warm Luxury Mid-Century Modern Chalet

Warm, clean & comfortable chalet w/ thoughtful & stylish touches. Perfect for remote work, a romantic weekend, a multifamily gathering, a girls' weekend, or retreat. MRV offers all season fun: farmer's market, swim holes, farms, hiking, road & mtn bike, golf, climbing, tube on the river and lake, can't be beat. The house is nestled in the woods w/ beautiful views of surrounding mountains. The area's food & breweries, including Lawsons are phenomenal. 1 min to MRG & 14 min to Sugarbush. Exp Wifi

Guest favorite

Chalet in Fayston

4.97 out of 5 average rating, 152 reviews

4BR Mad River Valley Chalet w/ View, Close to All

*Featured in Food + Wine Magazine!* Welcome to Stars Hollow Chalet, perfect for a romantic getaway, family and friend getaways, or remote work with super-fast internet (rare in the area!). We're on the Fayston/Waitsfield line fantastically close to downtown shops, food, swimming & skiing. Explore all the Mad River Valley has to offer right down the street, then retreat back to the chalet, switch into your slippers and cozy up on our comfy green velvet and leather couches by the fireplace.

Superhost

Chalet in Waitsfield

4.79 out of 5 average rating, 80 reviews

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.

Guest favorite

Chalet in Warren

5 out of 5 average rating, 46 reviews

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.

Guest favorite

Chalet in Stockbridge

4.95 out of 5 average rating, 107 reviews

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.

Guest favorite

Chalet in Warren

4.92 out of 5 average rating, 220 reviews

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!

Guest favorite

Chalet in Stockbridge

4.94 out of 5 average rating, 33 reviews

360 View Mountaintop Sanctuary

Ultimate remote mountain experience in Vermont's Green Mountains, 15 min to Killington Wow!: - Designer modern eco-chalet, off grid and on solar power - True privacy on 150+ acres, while 15 minutes to Killington Ski, 5 minutes to world class mountain bike trails. - 360° panoramic view on mountaintop, fire pit - Connected to VAST trail, walking trails on property - Hike, Bike, Ski, Snowshoe, Stargaze, Views!

Guest favorite

Chalet in Warren

5 out of 5 average rating, 11 reviews

The SugarFunk Chalet (Access Rd w/Sugarbush Views)

Find your next ski escape right on Sugarbush Access Road! Our cozy ski chalet features a funky and modern design with all the essential amenities to guarantee a comfortable place to relax after a fun day on the slopes. We’re located 1.3 miles from Sugarbush Resort, 3.2 miles from Sugarbush at Mt. Ellen, and 4.8 miles from Mad River Glen, not to mention within 30 miles of both Stowe and Burlington.