Chalet holiday rentals in New England

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

Value · Location · Indoor spaces

Chalet & Spa River View | Style + Foyer + Confort

Breathtaking views! A brand-new chalet with a spa, situated alongside the tranquil Rivière aux Écorces, combining luxury, design, comfort and nature. Modern and refined chalet with air conditioning, underfloor heating, a new spa, an indoor/outdoor fireplace, a BBQ and high-speed Wi-Fi. Privacy and relaxation guaranteed thanks to 4 ultra comfortable beds, high-end bedding and 2 full bathrooms. Enjoy a huge 20-foot fenestration with views of the river and forest. Nearby: lakes, rivers and trails!

Location · Family · Kitchen

One-of-a-kind log home

A truly unique mountain getaway! Close to all that the White Mountains and North Conway have to offer, in a private and idyllic setting with mountain views. While the main level tends to offer a peaceful retreat, the ground level is the place to entertain. With the hot tub and outdoor firepit overlooking the mountains, no need to go out. A ski enthusiast’s dream location! Delicious dining & plenty of shopping nearby! * The primary guest making the reservation must be at least 21 years old.

Location · Family · Cleanliness

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 · View

Bear Ridge Lodge

Newly built, chalet-style log home featured in both Cabin Living and Log Cabin Homes Magazines. Sweeping mountain and sunset views. Modern, Scandinavian decor. Generous front deck and covered porch for sunbathing, stargazing and outdoor dining in the summer and fall. Soaring stone fireplace makes for a warm, fully-appointed ski lodge in the winter months. 5 minutes from Cannon and 20 minutes from both Loon and Bretton Woods. Miles of National Forest trails out the back door.

Location · Family · Walkability

Sunday River | Mt Views | Dog Fndly | 20% Off 3+

Luxury mountain retreat minutes from Sunday River slopes. Designed for discerning guests, this upscale estate features breathtaking panoramic views, a private hot tub, a gourmet chef’s kitchen, and an open living space with a cozy fireplace. Whether you're here for world-class skiing, hiking, or a premium alpine getaway, enjoy high-end finishes and ultimate comfort. Perfect year-round Maine escape for families and groups seeking outdoor adventure and relaxation. Book your stay!

Location · Family · Heating

Winter Forest Retreat | Hot Tub + Massage Chair

⭐ TOP 1% STAY — 300+ 5★ Reviews Guests often say: “This was exactly what we needed.” Welcome to Place of Prana — a peaceful Adirondack escape designed for rest, healing, and true reset. Winter weekends are filling quickly! Book your Adirondack escape before the season is gone. Are your dates unavailable? Explore our sister stay, Place of Poiema — another peaceful Adirondack retreat designed for gathering, connection, and unforgettable time together for 12 guests.

Location · Value · Outdoor spaces

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.

Location · Value · Checkout

Solästä – Maple grove and trail – 3rd night at 50%

Nestled in a private maple grove near the lake, this bright refuge offers a timeless break where you can relax and savour the present moment. Solästä - from the Irish "luminous" - is an intimate place where nature, light and comfort meet. It invites calm and offers a unique experience: sculptures inspired by nature, a wood stove under the trees and a private trail with breathtaking views of the mountains. The Solästä: light as a refuge. Animals welcome $

Family · Location · Bathroom

Villa Azur Charlevoix | View of three floors

Nestled on a cliff with stunning river views, Villa Azur Charlevoix offers a perfect combination of comfort and proximity to nature. Panoramic windows allow you to fully enjoy the beauty of the surrounding landscapes on 3 floors, while the warm interior of the cottage invites you to relax. 5 minutes from downtown Baie-Saint-Paul 25 minutes from Massif de Charlevoix 40 min from Manoir Richelieu (Casino & Golf) CITQ: 222238 (Expires 2026-07-10)

Location · Family · Amenities

Classic Vermont A-Frame | Fire Pit | Near Stratton

Escape to a classic Vermont A-Frame in Jamaica, Vermont on a private wooded 3-acre property along scenic Route 100. Near Stratton Mountain, Mount Snow, Jamaica State Park, and Pike Falls, this peaceful mountain retreat is perfect for hiking, swimming holes, fall foliage, scenic drives, and outdoor adventures. Enjoy mornings on the screened porch and evenings around the fire pit listening to the river across the street under the Vermont stars.

Location · Value · Pets

Great Timbers Retreat Minutes from Schoodic Park

This private newly renovated log home is nestled right next to the ocean front. Radiant floors with all new appliances and granite countertops. Spa showers in both bathrooms. One large bedroom with king bed and two Queen luxury futon beds for guest. Stone fireplace. Brand new washer and dryer. Charcoal grill outside and picnic table with ocean views. Pet Friendly there are pet beds and crate available

Value · Family · Cleanliness