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Chalet vacation rentals in Connecticut River

Find and book unique chalets on Airbnb

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Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Connecticut River chalet rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Family-friendly chalet rentals

Guest favorite
The cabin's exterior is warmly lit, showcasing a cozy front porch area. Two chairs are positioned beside a small table, complemented by decorative lighting overhead. Red shutters frame the windows, while a fern adds a touch of greenery at the entrance.
Chalet in Conway
4.94 out of 5 average rating, 104 reviews

Lost Compass Cabin Close to Saco River and Hiking

Guest favorite
The exterior of the chalet is shown, featuring a classic A-Frame design. Large windows invite natural light, reflecting the surrounding greenery. A wooden door leads to the entrance, and a spacious deck extends outward, surrounded by trees, offering a sense of seclusion.
Chalet in Jamaica
4.89 out of 5 average rating, 106 reviews

Classic A-Frame in Jamaica

Guest favorite
A serene view of a stream surrounded by trees that display autumn foliage in warm hues. A deck area with comfortable chairs is visible by the water, providing a peaceful spot for relaxation amidst the natural landscape.
Chalet in Dover
4.97 out of 5 average rating, 129 reviews

Mountain Chalet: Private Brook - Hot Tub - Firepit

Superhost
The kitchen features a modern design with stainless steel appliances and granite countertops. A round white dining table is placed at the center, surrounded by four white chairs. An antler chandelier hangs from the ceiling, complementing the exposed wooden beams.
Chalet in Newbury
4.83 out of 5 average rating, 269 reviews

**Remodeled** Chalet near Beach and Mt. Sunapee

Guest favorite
An aerial view showcases a secluded log home surrounded by lush green trees on a mountainside. The property features a pool and well-maintained landscaping, creating a serene natural environment. Rolling hills and forest are visible in the background, enhancing the sense of privacy and tranquility.
Chalet in Olivebridge
4.99 out of 5 average rating, 163 reviews

Spruced Moose Lodge & Treehouse w. Hot Tub & Pool!

Guest favorite
A wooden deck features two red Adirondack chairs, positioned to overlook rolling green hills and distant mountains. The sky is painted with soft hues of pink and blue, hinting at a tranquil sunset. Lush trees and greenery surround the area, enhancing the natural ambiance.
Chalet in Bartlett
4.92 out of 5 average rating, 294 reviews

*Chalet in the Sky|NorthConway|StoryLand|Shopping

Top guest favorite
An aerial view captures the A-Frame home nestled among dense green foliage, surrounded by towering trees. The property is set back on a private road, with only traces of the home visible through the canopy, highlighting its secluded woodland location.
Chalet in Conway
4.9 out of 5 average rating, 166 reviews

North Conway Woodsy Escape by Echo Lake & Downtown

Top guest favorite
A bright living area features a wood-burning stove and large windows allowing natural light. Two modern armchairs surround a natural wood coffee table, placed atop a cowhide rug. A decorative basket and firewood are visible on one side, enhancing the warm ambiance.
Chalet in Conway
4.95 out of 5 average rating, 175 reviews

HAPPY TREES: swanky chalet near Conway Lake & Saco

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Luxury chalet rentals

Guest favorite
An expansive living room features a high wooden ceiling with exposed beams, creating an open feel. Multiple large windows invite natural light, showcasing a neutral color palette. A cozy seating arrangement includes two brown curved chairs and a light-colored sofa, centered on a plush area rug.
Chalet in Mount Tremper
4.97 out of 5 average rating, 110 reviews

Modern Mountain Chalet on 15 Acre Catskills Estate

Superhost
A serene outdoor space is illuminated by soft string lights and torches, surrounding a stone fire pit. Comfortable seating is arranged with natural wooden chairs, inviting guests to gather. The backdrop features a charming house with a triangular roof, nestled among lush trees.
Chalet in Ruby
4.89 out of 5 average rating, 124 reviews

Enchanting Upstate Cabin w Pool, Firepit

Top guest favorite
An aerial view of the lodge reveals a spacious structure surrounded by vibrant fall foliage. The well-maintained landscape features a deck with outdoor seating and a cozy firepit area. Nearby trees add to the serene natural setting, while the winding road leads to the entrance.
Chalet in Intervale
5 out of 5 average rating, 156 reviews

Valley Vista: Family-focused with stunning views!

Guest favorite
A spacious living area is highlighted by large floor-to-ceiling windows, offering stunning mountain views. Natural light fills the room, accentuating the wood-beamed ceiling and relaxed seating arrangements, including a large sofa and armchairs. A small table sits center stage, inviting conversation and connection.
Chalet in Jackson
4.96 out of 5 average rating, 120 reviews

Mt. Wash views 3 floors bed/bath on each floor

Guest favorite
A unique three-story silo home is showcased, featuring a wooden exterior and numerous windows glowing warmly. Surrounded by snowy landscapes and trees, the structure is complemented by a wooden deck leading to an inviting red door.
Chalet in Willow
4.89 out of 5 average rating, 158 reviews

Cozy Silo Home w Mountain Views near Woodstock

Guest favorite
The exterior of Hygge House is highlighted by sleek wooden siding and a modern design. Large windows reflect the surrounding greenery, while a stone pathway leads to the entrance. Sunlight filters through the trees, illuminating the inviting facade set on a spacious grassy area.
Chalet in Stratton
4.96 out of 5 average rating, 141 reviews

Luxe HOT TUB, SAUNA 8-12 min Stratton & Mount Snow

Guest favorite
A stone pathway is framed by lush greenery and garden beds leading to the entrance of the chalet. Soft lighting from lanterns illuminates the steps, creating a welcoming atmosphere as it transitions from the natural surroundings to the home's entrance.
Chalet in Stockbridge
4.96 out of 5 average rating, 133 reviews

Gnome Home Mountain Ski Chalet w/Sauna Killington

Guest favorite
Natural light floods a living area through large glass doors, which provide views of the garden and mountains. A comfortable couch faces a wooden coffee table, and a fireplace is situated beside a bookshelf filled with books. Decorative art enhances the space.
Chalet in Cold Spring
4.91 out of 5 average rating, 467 reviews

Mountain View Retreat

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Lakefront chalet rentals

Guest favorite
A charming cottage exterior is framed by lush greenery. The entrance features a bright yellow door and a spacious porch. Steps lead up to the porch, complemented by white railings and outdoor seating, creating a welcoming entryway surrounded by nature.
Chalet in Dunham
4.89 out of 5 average rating, 230 reviews

Le cottage by the lake in wine country

Guest favorite
A scenic view from a wooden deck showcases a tranquil lake surrounded by greenery. Bright, leafy trees frame the image as the calm water reflects the sky. Cozy seating is positioned on the deck, inviting relaxation in this serene outdoor space.
Chalet in Hunter
4.98 out of 5 average rating, 163 reviews

THE LAKEFRONT CHALET - SKI, RIDE, GOLF, BIKE, HIKE

Guest favorite
An A-Frame cabin is set on a sloped hill, surrounded by trees. The cabin features a deck overlooking the water, with kayaks and a hammock visible on the lawn. A wooden dock extends into the pond, enhancing the serene outdoor setting.
Chalet in Antrim
4.91 out of 5 average rating, 113 reviews

Direct Waterfront A-Frame, Close to 3 Ski Areas!

Superhost
A wooden deck overlooks a serene lake, featuring a round glass table with a central umbrella. A charcoal grill is positioned nearby, surrounded by trees that enhance the natural setting.
Chalet in Winchester
4.86 out of 5 average rating, 132 reviews

Chalet Sonsie: A Sweetwater Stay

Guest favorite
A cozy fire pit area is situated near the water's edge, surrounded by tall trees. Adjacently, five colorful adirondack chairs offer seating for gatherings. A serene view of the lake and a private dock can be seen in the background, providing a tranquil backdrop.
Chalet in Naples
4.96 out of 5 average rating, 111 reviews

The Chalet~ 4 bed Lakefront Family Vacation

Guest favorite
The living area features a high, wooden A-frame ceiling and large windows offering views of the outdoors. A cozy seating arrangement includes a sofa and armchairs, complemented by a coffee table. A dining table is situated nearby, enhancing the warm, inviting space.
Chalet in Saranac Lake
4.89 out of 5 average rating, 181 reviews

Secluded Chalet with Hottub Lake Front & Mtn Views

Guest favorite
The exterior of a single-story house is framed by tall trees, with a front porch featuring white railings. Large windows are dressed in light curtains, providing a view into the inviting interior. A stone chimney adds character to the home.
Chalet in Hatley
4.86 out of 5 average rating, 125 reviews

Blue cottage near the lac, spa, fire place

Superhost
A spacious living area features a stone fireplace, surrounded by windows offering views of the snowy landscape. Natural wood accents and warm tones create a cozy environment, while a comfortable chair and woolen blanket invite relaxation.
Chalet in Campton
4.9 out of 5 average rating, 388 reviews

Mountain cabin with views, privacy, and more.

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Destinations to explore