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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
An outdoor area features a hot tub under a wooden gazebo, surrounded by a stone patio. Relaxation spaces include two wooden chairs and a circular sauna, with a serene forest backdrop providing privacy and tranquility.
Chalet in Mansonville
4.95 out of 5 average rating, 155 reviews

Scandinavian chalet with private hot tub & sauna

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!

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

Guest favorite
A bright living area is feature with a white sectional sofa and a round coffee table. Natural light filters through multiple skylights and windows, highlighting the exposed brick wall with a fireplace. A serene atmosphere is created, complemented by a few decorative plants.
Chalet in North Kingstown
4.9 out of 5 average rating, 298 reviews

Wickford Beach Chalet Escape

Guest favorite
A cozy living space features large windows that allow natural light to fill the room. A hammock is suspended from wooden beams, complemented by a comfortable seating area with a light sofa and a wooden rocking chair. A decorative mirror and a small accent table add character.
Chalet in Foster
4.92 out of 5 average rating, 166 reviews

Chalet with unique Sauna on Brome Lake

Top guest favorite
An open living area features a high wooden ceiling and large windows, allowing natural light to fill the space. A cozy seating arrangement is complemented by a sculptural centerpiece on a long table, with a fireplace set against a dark brick wall. Two armchairs add to the inviting atmosphere.
Chalet in Winhall
4.98 out of 5 average rating, 109 reviews

Mountain view chalet with hot tub & fire pit!

Guest favorite
A hot tub is situated beneath a covered gazebo, surrounded by natural foliage. A pathway leads through decorative stones to a cedar sauna in the background, while a gentle mist rises from the hot tub, creating a serene atmosphere.
Chalet in Mansonville
4.87 out of 5 average rating, 383 reviews

Chalet Potton Cottage - spa, sauna & pool

Guest favorite
The open concept kitchen, dining, and living area features vaulted wooden ceilings and ample natural light. A dining table with black chairs is positioned on an area rug, while the kitchen showcases blue cabinetry and essential appliances in the background.
Chalet in Bartlett
4.95 out of 5 average rating, 199 reviews

Saco Beach + Deck at Centrally-Located Chalet

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Luxury chalet rentals

Guest favorite
The living area features a cozy L-shaped sofa and an armchair, complemented by a unique hanging fireplace. Large windows allow natural light to illuminate the space, while a circular wooden coffee table adds warmth. A stack of firewood is neatly arranged nearby.
Chalet in Leeds
4.96 out of 5 average rating, 145 reviews

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

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!

Top guest favorite
A wooden exterior is complemented by solar panels on the roof, showcasing sustainability. Surrounding foliage displays autumn colors, with trees and shrubs framing the entrance. The home features a welcoming porch area leading to large glass doors that invite guests inside.
Chalet in Mount Tremper
4.98 out of 5 average rating, 152 reviews

Secluded Woodstock Retreat with Pool and Sauna

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

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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
4.92 out of 5 average rating, 112 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