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Ski-in/Ski-out vacation rentals in Addison County

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Vacation rentals for every style

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Popular amenities for Addison County ski-in/ski-out rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Ski-in/ski-out house rentals

Top guest favorite
A dining area features a round pendant light casting warm shadows on the ceiling. Dark wooden chairs surround a square table, and a small decorative arrangement sits in the center. A cozy bench with cushions is positioned against the wall, with two large windows providing a snowy outdoor view.
Home in Warren
5 out of 5 average rating, 62 reviews

Mountain Escape-Beautiful Views, New Home

A spacious living area is illuminated by natural light streaming through large windows. A comfortable sectional sofa is arranged around a wooden coffee table, displaying various board games. A flat-screen TV is mounted on the wall, enhancing the inviting atmosphere.
Home in Warren
4.75 out of 5 average rating, 32 reviews

Walk to lifts 3BR Ski In/Out Mountainview Ski In/O

Superhost
A snow-covered road is flanked by trees and a mountain view in the distance. The houses along the street are nestled among the snow, while a vehicle can be seen parked nearby. Fluffy snow blankets the ground, creating a serene winter landscape.
Home in Warren
4.8 out of 5 average rating, 71 reviews

Sugarbush Resort Mountain Condo

Home in Waitsfield
4.86 out of 5 average rating, 22 reviews

Historic Valley View with EV charger and Game Room

A spacious living area features a combination of soft seating arrangements, including multiple sofas and cushions. Natural light filters through tall windows adorned with sheer curtains. A wooden coffee table is positioned centrally, with a TV set mounted nearby.
Home in Warren

Cozy 2 bedroom house at Sugarbush

An inviting outdoor deck features a grill and a bean bag toss game. A round table with four chairs sits under a canopy of trees, offering views of the surrounding mountain landscape. The deck is surrounded by greenery and includes string lights for a cozy ambiance.
Home in Warren
4.8 out of 5 average rating, 10 reviews

Whispering Pines & Game Nights

A spacious white contemporary home is set against a clear blue sky and green landscape. The structure features multiple windows and a wraparound deck, offering outdoor access. An American flag is displayed proudly on the roof, emphasizing the serene atmosphere of the surroundings.
Home in Bridport
New place to stay

Contemporary Lake House with Stunning Views

The exterior of a large two-story house is depicted, surrounded by a blanket of fresh snow. The structure features multiple sections, including a deck on the right side with sliding glass doors. Trees can be seen in the background beneath a clear blue sky.
Home in Huntington
5 out of 5 average rating, 3 reviews

Huge 10 Acre Mountain Retreat - LONG TRAIL!

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Family-friendly, ski-in/ski-out home rentals

Top guest favorite
A comfortable living room features a sectional sofa with decorative pillows and a cozy armchair. A television is mounted on the wall above a fireplace. Large windows provide natural light and views of the outdoors, while a small table holds magazines.
Condo in Warren
4.85 out of 5 average rating, 53 reviews

Sunny One Bedroom Ski On/Off Condo-Warren, VT

A spacious living area features a comfortable leather sofa paired with decorative cushions. Large windows bathe the room in natural light, offering views of greenery outside. A dining table can be seen in the background, complemented by a chandelier above.
Condo in Warren
4.87 out of 5 average rating, 54 reviews

Sugarbush Slopeside 2BR/2BA Condo

Superhost
The exterior of a modern three-story building is framed by lush greenery and garden beds. Large windows provide natural light, while two balconies extend from the upper levels. A bicycle is positioned on the ground near the entrance, highlighting outdoor accessibility.
Townhouse in Warren
4.64 out of 5 average rating, 123 reviews

Townhouse on Sugarbush Access Road

A spacious living area features two comfortable sofas adorned with decorative pillows, complemented by a coffee table on a patterned rug. Large windows allow natural light to fill the space, and a striking wall art piece is displayed above the seating.
Home in Chittenden

Resort Property near Killington

Superhost
The exterior of a multi-level duplex is surrounded by snow-covered ground. A wooden deck extends across the front, featuring a central stone chimney. Several trees are visible in the background, contributing to a natural, secluded environment.
Chalet in Stockbridge
4.79 out of 5 average rating, 76 reviews

Killington ski/winter mt House Lower unit sleeps10

Guest favorite
The exterior of a multi-story condo is visible, featuring light gray siding and large windows on multiple floors. A backdrop of lush, green mountains rises prominently, with visible ski trails leading down the slopes.
Condo in Warren
4.98 out of 5 average rating, 48 reviews

Sugarbush Serenity with amazing outside decks !

A comfortable living space features a dark swivel chair positioned near a wooden desk, complemented by a television mounted on a light wood cabinet. Floor-to-ceiling windows allow natural light to enter, offering views of the surrounding greenery. A small blue sofa adds a pop of color.
Condo in Warren
4.71 out of 5 average rating, 279 reviews

Condo in ski resort

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Ski-in/ski-out condo rentals

Guest favorite
A cozy living area features a brown leather sofa with decorative pillows and a woven area rug. Nearby, a small table stands beside a stylish lamp. A pass-through connects to the kitchen, equipped with bar stools, enhancing the open and functional layout.
Condo in Warren
4.95 out of 5 average rating, 80 reviews

Newly renovated condo at base of Sugarbush!

Guest favorite
A spacious entryway features natural wood paneling and a wooden bench. Several hooks are positioned above the bench for hanging gear. Soft lighting illuminates the area, complemented by a patterned rug running down the floor.
Condo in Warren
5 out of 5 average rating, 15 reviews

2BR mountainside condo with views & seasonal pool

Top guest favorite
A bright living area is furnished with a sectional sofa in teal and a wooden coffee table. A fireplace with a brick surround adds warmth. Light streams through glass doors leading to a balcony, while wall art provides color and personality to the space.
Condo in Warren
4.96 out of 5 average rating, 108 reviews

Ski-in, Ski-Out / 4 beds / seasonal pool

Superhost
A vibrant landscape is displayed, featuring rolling hills adorned with trees showcasing autumn colors. The scene is framed by greenery in the foreground, with a clear blue sky above, enhancing the natural beauty of the surroundings.
Condo in Warren
4.8 out of 5 average rating, 45 reviews

Family condo by the slopes of Sugarbush

Guest favorite
A bright living area features two white armchairs adorned with checkered cushions, positioned across from a wooden coffee table. A simple fireplace, complemented by a decorative planter, is located beneath a mounted television. Light flows in through large sliding glass doors.
Condo in Warren
4.8 out of 5 average rating, 157 reviews

Mountainside Condo at Sugarbush, Vt

Guest favorite
The living room features a comfortable sofa and a reclining armchair, with a coffee table in front. Large windows provide natural light and a view of the outdoors. A decorative fireplace and artwork add character to the space.
Condo in Warren
4.9 out of 5 average rating, 10 reviews

Sugarbush Ski in / Ski Out 1 Bedroom Condo

A large window with multiple panes frames a view of the lush green landscape and distant mountains. Bright blue skies with a few clouds complement the vibrant scenery, while a tasteful lamp is positioned in the foreground, adding a touch of warmth to the interior space.
Condo in Warren
4.81 out of 5 average rating, 72 reviews

Sugarbush Two-Bedroom Condo with Fireplace

Guest favorite
The dining area features a circular white table surrounded by four modern white chairs with wooden legs. Two black-and-white framed photographs adorn the walls alongside a decorative letter 'VT', adding character to the neutral-toned space.
Condo in Warren
4.97 out of 5 average rating, 113 reviews

NEW: Stylish Ski On/Ski Off Mountainside Retreat

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Destinations to explore