Chalet vacation rentals in Appalachian Mountains

Mid-Century Glass Octagon in the Berkshires

This architectural gem with wrap-around glass windows welcomes guests with its uniquely-designed, informal interior set on 7 private woodland acres. Cozy up around the wood-burning fireplace with floor to ceiling windows as a backdrop, or sit on the expansive deck around the firepit gazing at the stars. Use as a home base for the wonderful cultural and outdoor activities in the area, or enjoy nature in luxury without ever leaving home. *Book midweek for discounted rates IG@midcenturyoctagon

Location · Family · View

Rooftop Heated Pool - Fire Pit - Pool table - LUX

Experience unparalleled luxury at Windows to the Mountains, a modern marvel nestled in Gatlinburg with stunning views of Mt. Leconte. Chalet features a rooftop deck with a modpool, movie theater, and exquisite outdoor amenities. Enjoy a fully-equipped kitchen, cozy living room with a vapor fireplace, and a master suite with a spa-like bathroom. Complete with a coffee bar, game tables, and a sauna, Windows to the Mountains offers an exclusive retreat for discerning guests seeking a lavish escape.

Location · Value · Condition

Muskoka A-Frame +HOT TUB | Beach, Kayak, Arrowhead

*SUMMER AVAILS* Welcome to Muskoka A-frame. Start your couple’s getaway with a hot tub soak, roast marshmallows over a fire, wake to swaying treetops, play boardgames & albums. This classic 70’s cabin has been re-imagined for the modern world. Nest away or make it your base for 4-seasons of adventure. Take a lake swim & borrow the double kayak at the private-access beach. Explore Arrowhead or Limberlost forests & trails or visit charming Huntsville for restaurants, breweries & local amenities

Family · Value · Backyard

Cozy Poconos A-Frame on Appenzell Creek

Charming A-frame cabin with modern amenities on 3.5 acres of private land. Appenzell Creek and its tributaries run through the property. Perfect for a relaxing getaway. Minutes from Delaware Water Gap, skiing, hiking, state parks, lakes, water parks, outlet shopping, breweries, wineries, great dining, resorts, casinos and more. Enjoy listening to the rushing creek while grilling on the deck, soaking in the hot tub, decompressing in the sauna or dipping your feet in the creek.*NOT a party house*

Family · Value · Getting around

Elk Mountain Overlook: Breathtaking Views

Mountaintop overlook with jaw dropping views and camp themed interior design. Perched upon Elk Mountain just off the Blue Ridge Parkway this petite chalet is under 30 min from Charlottesville, 10 min to 151 vineyards/breweries/cideries, and 10 min to Waynesboro. Relax in this natural retreat featuring 2 king bedrooms, 2 person soaker tub, double headed shower, and ample kitchen w/many extras. Take in the views from the large deck, firepit, under porch swing, or mountainside adirondack chairs.

Family · Value · Hiking

Snö Tremblant l Architect Glass Cabin, Spa &View#1

★ One of the most unique chalets in Mont-Tremblant★ Unique & Secluded all White Glass Treehouse with Breathtaking Mont-Tremblant mountains views! The cabin is majestically glazed architectural space combining natural simplicity and contemporary luxury, 10 min from village of Mont-Tremblant, Ski Tremblant. Nestled on the end of the cliff with a fully glazed living space, Bathtub with view, The Panoramic terrace & Private hot tub for an unparalleled relaxation experience. Canadian Designer.

Family · Value · Air conditioning

La Binocle: Peaceful Architect Cottage

Cosy timeless chalet conceptualized by the architects of _naturehumaine. Nestled into the cliffside at an altitude of 490 meters (1600 feet), its unique design is distinguished by boldness and originality and fits with harmony in its environment. Surrounded by forest, the cottage offers breathtaking views of Mount Glen and the surrounding nature largely protected by the Appalachian Corridor. The perfect silent place to relax and unwind. Photo: Adrien Williams / S.A. CITQ #302449

Location · Family · Long stay

Window Rock A-Frame | Bluff View, Hot Tub, Top 1%

Experience the Window Rock Modern A-Frame—an exclusive retreat perched on a private 5-acre bluff. Wake up to panoramic mountain views from the lofted king suite. Soak in a seven-foot Alaskan cedar hot tub at sunset. End the night at the fire pit under some of the darkest skies in the region. Rated in the top 1% on Airbnb. For more images and videos, follow us at @windowrockmodern, or find us online. Booked on your preferred date? Try our other, larger property, Jackson Point!

Family · Location · Checkout

RidgeView - Mountain View and Spa Near Quebec City

Step into the world of "Ridge View," an upscale tiny-house nestled atop the mountain. Immerse yourself in a captivating scenic experience, a mere 30-minute drive from Old Quebec. Indulge in a breathtaking view of the valleys and mountains, along with awe-inspiring sunsets from the comfort of your bed. Embark on a journey akin to a national park experience through the mountain's distinctive topography by navigating recreational trails accessible year-round.

Family · Value · Hiking

Romantic AFrame Cabin •Firepit • Near Boone Hiking

Escape to the Boulder Garden A-Frame — a cozy, light-filled mountain chalet designed for peace, renewal, and connection. With 2 bedrooms, 2 baths, a full kitchen, gas fireplace, and serene outdoor space (pond, hammock, firepit), it’s ideal for couples or small families. Just minutes from Boone, Banner Elk, Grandfather Mountain, and the Blue Ridge Parkway. Hike, ski, explore, or simply unwind — your perfect High Country getaway starts here.

Family · Value · Hospitality

Firetower Chalet: Majestic views+private 60 acres

Escape to Firetower Chalet—your private mountain retreat on 60 acres of trails, wildlife, and stunning views. Enjoy a fully stocked kitchen, cozy living room, and dreamy master bedroom with panoramic scenery. Unwind on the wraparound deck, stargaze by the firepit, or explore the treetop perch via hanging bridge. Just 5 minutes from town, but feels worlds away. Perfect for nature lovers, families, or a peaceful couples’ getaway.

Value · Family · Accuracy

Modern Zen Chalet at the Foot of Gunks w Mt. View

Kick back at the foot of the Shawangunk Mountains in this calm, stylish home. Surrounded by forest, the house features large picture windows in every room to help you reconnect with nature. Enjoy the natural stone porch with a fire pit and newly built barrel sauna. Located near Minnewaska State Park, with quick access to trails, and views of Millbrook Ridge and the Gunks’ iconic climbing routes right from the windows.

Location · Family · Accuracy