
Chalet vacation rentals in Connecticut River
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Top-rated chalet rentals in Connecticut River
Guests agree: these chalets are highly rated for location, cleanliness, and more.

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
4.95 out of 5 average rating, 486 reviews
Cozy 1 Bed Chalet w/ King Bed & Indoor Fireplace
Cozy up at this unique and tranquil getaway cabin. Perfectly set up for 2 people, this charming A-frame is spacious, peaceful and well thought out. If its a romantic getaway you are looking for, look no further!! - with the king four-poster bed, the indoor fireplace & large, private back deck with grill you will have everything you need to enjoy & relax during your stay in the White Mountains. Close enough to everything to be convenient yet far enough away from it all for privacy and peace!
4.83 out of 5 average rating, 276 reviews
**Remodeled** Chalet near Beach and Mt. Sunapee
Spacious for 1 large/ 2 small families. Cathedrals on main floor. Entire home renovated, incl. full kitchen & appliances, all new floors, brand new mattresses and pillows, fresh white linens, towels, new paint and more. Lots of light and room to spread out with 2 furnished common areas and a bathroom on each floor. Just a quick walk to the private community beach, or a 6 mile drive to the amenities at Mount Sunapee and Lake Sunapee. Short drive to New London provides grocery and restaurants.
4.83 out of 5 average rating, 288 reviews
The Birch House | Outdoor Theater + Fire pit + Ski
🍂 Fall in the White Mountains 🍂 Enjoy crisp autumn days exploring the White Mountains and cozy evenings under the stars at our private outdoor theater, complete with projector, cozy seating, string lights, and blankets. Gather around the firepit, grab your favorite snacks, and enjoy a movie beneath the fall sky. By day explore trails across the street, relax at the private neighborhood river beach, or visit Jackson’s covered bridge & falls. StoryLand and North Conway are just minutes away!
4.98 out of 5 average rating, 201 reviews
Falcon House: VT Chalet w/Sauna, Bike to Village
Welcome to Falcon House! A modern VT chalet w/sauna at the edge of a 60 acre forest ∙ Outdoor Finnish sauna, shower, yoga platform & hiking trails ∙ 5 min to Woodstock village, 20 min to ski Killington ∙ Spotlessly clean, tastefully furnished, well stocked with thoughtful amenities ∙2 bedrooms, 2 full baths. Lofted king master has ensuite +Lower level den w/double futon ∙ Chefs kitchen, fireplace, 2 TVs & WiFi ∙ Brookside deck w/BBQ & dining ∙Follow Falcon House on Social @falcon_house_vt
4.98 out of 5 average rating, 120 reviews
Mountain view chalet with hot tub & fire pit!
Welcome to the @vermontviewchalet! This spacious, family-friendly property is perfect for year-round enjoyment. With the mountain view as your backdrop, come unplug by the fire pit and unwind in the hot tub. Perfectly situated between Manchester (shopping & dining) and Bromley/Stratton (skiing and entertainment). You're also just 2 minutes away from the Appalachian trail for the best hiking and fall foliage Southern Vermont has to offer. Look no further, you've arrived at your destination.
4.99 out of 5 average rating, 141 reviews
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.
4.9 out of 5 average rating, 167 reviews
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
4.99 out of 5 average rating, 258 reviews
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.
4.95 out of 5 average rating, 354 reviews
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.
4.96 out of 5 average rating, 391 reviews
Highland Haus | Cozy 70s Aframe | Lake Access
Authentic 1975 A-frame chalet nestled in peaceful Stoddard countryside. This cozy cabin sleeps 5 with two wood stoves and full kitchen. Perfect rural retreat just 2 hours from Boston! Explore nearby hiking trails, swimming spots, and fishing areas. Summer bonus: complimentary canoe access! Highland Haus offers a tranquil escape with vintage charm. Note for winter visitors: Shedd Hill Road requires AWD/4WD due to steep terrain. Your cozy retro hideaway awaits!
4.93 out of 5 average rating, 329 reviews
Scandinavian design Chalet hiking trail + hot tub
This bright, well-designed Scandinavian-style chalet is the perfect cozy retreat. Nestled in the woods on a plot of 20+ acres, it offers scenic views and a private hiking trail leading to beautiful vistas, transforming into a winter wonderland for skiing adventures, a summer paradise for outdoor relaxation, and a vibrant canvas for leaf peeping during Vermont's stunning fall foliage season. Goodland wood burning hot tub is available 365 days a year.
4.94 out of 5 average rating, 228 reviewsPopular amenities for Connecticut River chalet rentals
Family-friendly chalet rentals

Direct Waterfront A-Frame, Close to 3 Ski Areas!
4.89 out of 5 average rating, 159 reviews
Chalet Potton Cottage - spa, sauna & pool
4.86 out of 5 average rating, 416 reviews
Family-Friendly Stunning Chalet w/ Hot Tub
5.0 out of 5 average rating, 192 reviews
Close to Killington-Loaded with Amenities-Hot Tub
4.99 out of 5 average rating, 112 reviews
Classic Vermont A-Frame | Fire Pit | Near Stratton
4.97 out of 5 average rating, 295 reviews
Hidden Chalet 8 minutes from Jay Peak
4.92 out of 5 average rating, 167 reviews
Le Chalet Catskills: Mountain View• Sauna• Hot Tub
4.99 out of 5 average rating, 188 reviews
Blueberry Hill
4.96 out of 5 average rating, 263 reviewsLuxury chalet rentals

Contemporary Chalet in Stowe
4.95 out of 5 average rating, 402 reviews
Stratton Chalet | Barrel Sauna, Hot Tub & Views
4.97 out of 5 average rating, 158 reviews
Ski, Raft & Relax | Lodge w/ Pool Table & Fire Pit
4.97 out of 5 average rating, 152 reviews
Breathtaking Mt Washington Views Jackson Chalet
4.96 out of 5 average rating, 142 reviews
The Overlook - Views | Hot Tub | Fire Pits | Games
4.97 out of 5 average rating, 112 reviews
Mountain View Retreat
4.9 out of 5 average rating, 520 reviews
Mt Snow Chalet: Peaceful Escape w/Hot Tub
5.0 out of 5 average rating, 131 reviews
Cozy Silo Home with Mountain Views near Woodstock
4.91 out of 5 average rating, 179 reviewsLakefront chalet rentals

Le cottage by the lake in wine country
4.89 out of 5 average rating, 251 reviews
Mountain cabin with views, privacy, and more.
4.9 out of 5 average rating, 450 reviews
Visit Beautiful Home on Snow Pond
4.83 out of 5 average rating, 129 reviews
Quiet cabin- wine route/waterfront/ mountain views
4.92 out of 5 average rating, 102 reviews
ADK River Rapture- Warrensburg/Lk George/Gore Mntn
4.96 out of 5 average rating, 161 reviews
Secluded Lakefront Chalet•Firepit•Yard Dogfriendly
4.94 out of 5 average rating, 157 reviews
Le Noyan - Luxurious 6-Bedroom Getaway
4.79 out of 5 average rating, 171 reviews
Smart Chalet for large families and athletic people
4.91 out of 5 average rating, 139 reviewsDestinations to explore
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