
Chalet holiday 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.

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!

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

Direct Waterfront A-Frame, Close to 3 Ski Areas!
My direct waterfront, year-round A-Frame cabin is 30 min to Mount Sunapee, 20 min to Crotched, and 15 min to Pat's Peak! It’s located on a small 32-acre pond near Franklin Pierce Lake with over 100 feet of waterfront. There is a 6 foot main dock to load kayaks, and a small fishing dock off to the side. The fishing on our pond gets rave reviews! The property sits on 1/3 of an acre, on a sloped hill. It's located between Keene and Concord, and nearby many great hiking and snowmobile trails

BEAUTIFUL chalet in Memphremagog with ROOFTOP
Vous cherchez le chalet à louer de vos rêves ? Ne cherchez plus vous l’avez trouvé! Construction récente au bord du Lac Memphrémagog! - Décoré avec goût -wifi (100mb/s) - immense (2600 pi2) - 3 chambres à coucher + divan lit au sous-sol - plafond de 10pi - salle de jeux au sous-sol, table de ping pong et cinéma maison. - 3 terrasses, dont une sur le toit donnant une vue imprenable sur le Lac Memphrémagog - Spa / sauna - Foyer de bois - quai privé - borne pour véhicule électrique ($)

The Overlook - Views | Hot Tub | Fire Pits | Games
Escape to stunning mountain views at The Overlook. Just 5 min from Killington Resort, restaurants, and shops. Enjoy the peacefulness of this private cozy mountain chalet after a long day of adventure and unwind in the hot tub, game room, or by the fireplace. Convenient Level 2 EV charger compatible with all EVs at the chalet. 🏔️ Mountain View 🌄 Large decks and balcony 🏖️ Hot tub ⚽️ Game room 🍗 Propane grill 🍳 Fully stocked kitchen 🪵 Fire pit 🔥 Fire table ⚡️Level 2 EV Charger

The Binocular: 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

Summer 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. Summer 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 10 guests.

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!

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.

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.

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.

Cozy Silo Home with Mountain Views near Woodstock
Escape to the Willow Silo, a unique 3-story tower retreat with stunning mountain views. Comfortably sleeping 6, this charming home is nestled in the woods yet just 10 mins from Woodstock & 15 from Phoenicia. Features include an indoor fireplace, outdoor fire pit, and a deck perfect for stargazing. Your ultimate relaxation getaway awaits, surrounded by hiking trails and nature's beauty. PERMIT No: 23N-277
Popular amenities for chalet rentals in Connecticut River
Family-friendly chalet rentals

Adirondack Chalet on 80 private acres

Spruced Moose Lodge & Treehouse w/ New Hot Tub!

The Old School | Spa | Natural Park | Countryside

Designer Chalet w/ Mountain Views close to it all

Brook Haven Retreat - Minutes to Mt Snow&Stratton

Luxe Hot Tub, Sauna 8-12 min Stratton & Mount Snow

Mt Snow Chalet: Peaceful Escape w/Hot Tub

Chasing Affinity Riverside, Modern, Hot Tub
Luxury chalet rentals

The SugarHouse: Chic Chalet, Prime Location

Gorgeous Lodge | Mt View, HotTub, Firepit, Game Rm

Brook House: Hot Tub, Fire Pit, Ping Pong, Mt Snow

Modern Mountain Chalet on 15 Acre Catskills Estate

Catskill Chalet: Hot Tub, Fire Pit, Cozy, Private

HAVRE DE PAIX lac-Golf-Tennis-Ski Mont Owl's Head

Breathtaking Mt Washington Views Jackson Chalet

Maple Pine w/Hot Tub Pool Table 3min to Mount Snow
Lakefront chalet rentals

The Cool Shack, with private lake

Le cottage by the lake in wine country

Chalet Sonsie: A Sweetwater Stay

The Chalet~ 4 bed Lakefront Family Vacation

Sunset Chalet Lakefront Hot Tub Game Room

La Brise d'Orford waterfront cottage

Large Hottub Chalet with Mtn Views on Lake

Mountain cabin with views, privacy, and more.
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