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

Find and book unique ski-in/ski-out homes on Airbnb

Top-rated ski-in/ski-out rentals in Bennington County

Guests agree: these ski-in/ski-out homes are highly rated for location, cleanliness, and more.

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Guest favorite
Condo in Dover
4.9 out of 5 average rating, 118 reviews

SKI IN/OUT @ Mount Snow (Hot Tub & Pool)

Escape to Seasons on Mount Snow & stay in our fully equipped 2 bedroom (ski in/out) condo. Our location is the best on the mountain ... right between the main face & Carinthia Freestyle Park! Enjoy the log burning fire (wood provided), smart TV & boardgames plus the fabulous Seasons on Mount Snow facilities where you can relax in a hot tub, pool or sauna. See below for info on activities in the warmer months including hiking, biking, scenic rides, lakes, golf, camp, a spa & the fall colors!

Guest favorite
The exterior of the lodge features a blend of stone and wood elements, with multiple balconies and large windows reflecting the surrounding landscape. The entrance is framed by a welcoming staircase, leading to the main doorway marked with a sign that reads 'Hardwood Lodge'.
Condo in Stratton
4.91 out of 5 average rating, 45 reviews

Perfect 3 Br. Getaway Condo in Stratton, Vermont!

Beautiful 3 br/3 full bath condo has it all!! This condo is a four-minute walk to the ski lifts and base lodge, or if you prefer, take the shuttle from the heated garage. After a pleasant afternoon skiing take advantage of the heated pool, sauna, or hot tubs. And when you are done head across the street to Village shops and restaurants for amazing dinner! Convenience, convenience, convenience! This unit comes also comes with 2 heated garage spaces! No need to look any longer for Vermont getaway!

Top guest favorite
The spacious living room features a large, sectional grey couch and a white armchair, arranged around a wooden coffee table. A brick wood-burning fireplace is situated against a wooden wall, with a mounted TV above it. The room is illuminated by warm lighting.
Home in Dover
4.99 out of 5 average rating, 70 reviews

Winter Skiing @ Mt Snow! Ski off trail sleeps 8.

Coveted Bears Crossing townhouse at Mount Snow. Less than 3 minutes to the main lodge with direct access to the complex from the ski-home groomed trail, weather permitting. Offers weekend shuttle service to Mt. Snow. You will have full access to the beautiful community center, which has a seasonal heated pool (open from Memorial Day- Labor Day), tennis courts, ping pong table, billiards, TV and fitness center for all year round use. There is also a BBQ area and a large gas fire pit. * no a/c

Top guest favorite
A winter scene is captured at sunset, with silhouettes of trees framing a vibrant orange and pink sky. A blanket of snow covers the ground, reflecting the warm hues, while the distant hills are lightly outlined by the fading light.
Condo in Peru
4.98 out of 5 average rating, 95 reviews

The ultimate ski in/ski out condo

Not only is my condo the definition of a ski in ski out, it’s the combination of wide open views, sunrises glistening over untouched fresh powder or perfectly manicured corduroy beckoning you to the first run to the first lift each morning that makes it a skiers dream. No stairs, no pushing or shushing, simply buckle in on the couch, slide the door, click in skis, point down the hill and go! Ski back with equal ease for a beer, lunch or a zoom call. Skiing at its most civilized and effortless!

Guest favorite
A cozy living area features a dark gray sofa with decorative cushions, complemented by two wooden armchairs. A timber-framed window offers a view of the outdoors. A coffee table holds a small centerpiece, and vintage skis are mounted on the wall above the seating.
Home in Wilmington
4.87 out of 5 average rating, 131 reviews

MtSnow* HotTub* Pool * AirHockey* PingPong * Darts

Welcome to our ❄newly listed❄lodge style home! HOT TUB✅ Our home is located on private 2.6 acre lot with beautiful views of Mount Snow in the distance. Our home offers easy access to night life/restaurants and much more. Whether you are skiing, hiking, biking, kayaking or just enjoying the fresh Vermont air, you'll love the comfort of our home. Enjoy a space that is truly convenient, comfortable, child-friendly and fun for you to enjoy during your hard-earned vacation time in southern Vermont!

Guest favorite
Condo in Dover
4.92 out of 5 average rating, 127 reviews

Base of M.S. All Seasons Fun. Deck/HotT/Pool/Sauna

Sunsil Loft @ MountSnow, your ideal Getaway. Walk to the Base. Unbeatable access to skiing, hiking, biking. Vermont never stops to surprise you with its outdoor adventures, great food and views. The loft offers a cozy gas fireplace, private deck. The kitchen has all you need to prep meals. You also have access to the pool (Summer), sauna, hot tub and GYM. Whether you’re skiing, hiking and biking in summer, or enjoying the fall foliage, our loft is your perfect home base in the Green Mountains.

Guest favorite
A cozy fire pit is surrounded by stone, situated in the foreground of a spacious lawn. In the background, a modern chalet features large windows and a combination of wood and stone siding, framed by colorful autumn foliage.
Home in Winhall
4.95 out of 5 average rating, 169 reviews

Summit View Ski and Golf Retreat w/hot tub & Sauna

Summit View Chalet @ Stratton is the ideal VT retreat, Minutes from Manchester, directly across the entrance from Stratton's 27 Hole Championship Golf Course. Beautifully remodeled! Relax in the hot tub on the deck with direct summit views in any season. Enjoy shuttle access to lifts, minutes from snowmobiling, hiking, fine dining and shopping. Comfortable accommodations for 6 adults and 5 children. Perfect for 2 families to enjoy any season in Southern Vermont's beautiful Green Mountains!

Top guest favorite
A spacious living area features a large sectional sofa adorned with decorative cushions. A wooden coffee table sits in front, with a lamp beside it. A dining area is visible, accompanied by a window allowing ample natural light and a view of the surrounding trees.
Condo in Dover
4.94 out of 5 average rating, 105 reviews

Cozy Mt Snow Ski In / Out

Directly on the mountain. Ski right back to door. Less than 2 minute walk to the trails. Full kitchen, dishwater, washer/dryer, microwave. Fireplace with free wood. Large screen TV in living room and 1 in each bedroom. Ground floor with private deck with tables and chairs for relaxing. Free parking. Condo across the hall is also available for larger groups. The pool (indoor & outdoor) and hot tubs are free to renters as is fully equipped gym (all year) and tennis courts in summer.

Superhost
A comfortable living area features a stone fireplace with a glowing fire. Two armchairs with patterned upholstery sit nearby, complemented by a wooden coffee table. Natural light fills the space through a large window, enhancing the inviting ambiance.
Condo in Dover
4.89 out of 5 average rating, 57 reviews

The Slope Side Lodge, Ski off w/ Fireplace!

Welcome to the Slopeside Lodge! This unit has one of the best locations of any house or townhouse at Mount Snow. It eliminates the stress of finding parking at the mountain and long walks to the car after a full day of skiing, it's just a short walk to the lifts! After skiing, enjoy the warm fireplace in the living room or take advantage of the many amenities the complex has to offer like the heated indoor pool, hot tubs, or saunas. During the summer, enjoy outdoor basketball/tennis!

Top guest favorite
A quaint cabin emerges from a snowy landscape, with a red-trimmed exterior contrasting against the white snow. The roof is blanketed with fresh snow, and leafless trees surround the property, creating a peaceful winter scene.
Cabin in Peru
4.83 out of 5 average rating, 113 reviews

The Grateful Barn

THE GRATEFUL BARN IS BACK ! Renovated 1800's Vermont barn. Located on a National Forest Rd. & land locked by the entire Green National Forest. The Grateful Barn is a cozy converted barn located next to a seasonal country home. The Barn offers a private bedroom with a queen sized bed, 2 single beds in a loft area & a pull out double bed in living room. This remote VT location is just a few steps from the Long Trail …7 minute drive to Bromley & 20 minutes to Stratton or Magic MT.

Guest favorite
An aerial view showcases Ober Tal condo nestled among snowy landscapes, with the nearby Tamarack Lift visible along a snow-covered path. The surrounding area features trees and gently sloping hills, indicating a winter setting conducive to skiing and outdoor activities.
Condo in Stratton
5 out of 5 average rating, 31 reviews

Walk to Lift - 2 Bedroom Condo - Newly Renovated

Renovated 2 bedroom condo at Ober Tal. Walk to Tamarack Lift; Easy walk to Stratton village. Master bedroom has 1 queen bed. 2nd bedroom has a full bed over twin bunk bed. Pull out sofa bed in living room. It is steps away from Stratton's Tamarack lift. When there is snow coverage on the walkways, you can ski to and from the lift. Easily accessible parking. New for 2025-26: Brand new & quieter washer/dryer New toaster-oven Black-out blinds and curtains in master bedroom.

Guest favorite
A spacious living area includes a large sectional sofa, a wooden dining table with chairs, and a flat-screen TV mounted above a fireplace. Natural light filters in through a large window, illuminating the soft beige walls and neutral carpeting.
Apartment in Stratton
4.93 out of 5 average rating, 30 reviews

Summit’s Stratton Sneak Away II

Come enjoy the convenience of this cozy one bedroom, with fireplace located adjacent to the village and lifts at Stratton Mountain. Walk to lifts, shopping and dining. 3 hot tubs and a pool open year round, with a sauna. The condo also features a spacious living area, a flat screen TV, and a pull out full size sofa bed. The unit has WiFi, DVD player, and cable TV. Washer and Dryer across the hall, locker to store your gear and free underground heated parking.

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