Chalet holiday rentals in Addison County

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Top-rated chalet rentals in Addison County

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Superhost

Chalet in Stockbridge

4.93 out of 5 average rating, 168 reviews

Killington spring ski - 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 Waitsfield

4.83 out of 5 average rating, 47 reviews

Walk to Ski Lift! Mountain View!

Escape to an ideal Vermont mountain retreat! Walk to Mad River Glen lifts/hiking/Starks Pub. Beautiful View! Sunny open common area with vaulted ceiling is a welcoming gathering area. Star gaze or BBQ on private deck. After a day adventuring or relaxing, 5 bedrooms offer a great night’s rest. Well appointed kitchen. 3 full baths. Perfect Location for Skiing, Hiking, Road & Mountain Biking, Warren Falls, Blueberry Lake, Resort Tennis, Golf Course, River Tubing & Swim Holes, Dining!Wifi. ACs. W/D

Guest favourite

Chalet in Stockbridge

4.86 out of 5 average rating, 76 reviews

Private House - Hot Tub, Steam Room, Fireplace

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 favourite

Chalet in Waitsfield

4.96 out of 5 average rating, 126 reviews

Warm Luxury Mid-Century Modern Chalet

Warm, clean & comfortable chalet w/ thoughtful & stylish touches. Perfect for a remote work, 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 favourite

Chalet in Warren

5.0 out of 5 average rating, 71 reviews

Cheerful 2-bedroom chalet with views!

Welcome to this 2-bedroom, 1-bathroom mountainside chalet offering unparalleled 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 break you deserve!

Guest favourite

Chalet in Fayston

4.96 out of 5 average rating, 138 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

4.77 out of 5 average rating, 74 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 favourite

Chalet in Stockbridge

4.95 out of 5 average rating, 41 reviews

BENT TREE Vermont, Mtn Chalet 20 min to Killington

BENT TREE has a spectacular view of the mountain valley and overlooks the scenic VT Rte 100. The chalet designed by a famous architect, gives you everything you want for a perfect getaway. Featuring 4 bedrooms and 3.5 bathrooms, with a tatami game room. 25 mins to Killington Ski Area, 20 mins to Mtn Meadows for XC Ski, and 45 mins to Sugarbush. Great for guests that want winter activities and nature views. Enjoy working remotely with FAST fiber and 3 different workplaces. @BentTreeVermont

Guest favourite

Chalet in Rochester

4.95 out of 5 average rating, 22 reviews

Owl's Perch mountain chalet in heart of Vermont

Enjoy a peaceful mountain getaway outside the charming town of Rochester, VT. This elegant Great Hawk chalet set in the heart of the Green Mountains provides ample space for all guests to enjoy a comfortable and relaxing stay. Take advantage of the many outdoor recreational opportunities, including hiking, mountain biking, and world class skiing only a half hour drive away. Explore the bucolic scenery and quintessential towns of central Vermont or hunker down and never leave the house.

Guest favourite

Chalet in Warren

5.0 out of 5 average rating, 8 reviews

Authentic Log Home: Kismet Cabin

The perfect getaway for a summer trip to the Mad River Valley! 5 min walk to Blueberry Lake and Mountain Bike Trails. 10 min drive to The Round Barn, Lareau Farm, Sugarbush Resort, and Skinner Barn. 45 min to Green Mountain National Golf Course & Killington Resort. Unwind after a day of adventure in the Mad River Valley. Laugh & share stories while preparing a meal in the open kitchen. Relax with a warm bath in the whirlpool tub. Gaze at the stars from the porch swing.

Guest favourite

Chalet in Stockbridge

4.95 out of 5 average rating, 88 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.

Superhost

Chalet in Stockbridge

4.96 out of 5 average rating, 24 reviews

360 Mountain Off Grid Sanctuary

The ultimate remote romantic 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!