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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Superhost

A snow-covered path leads to a two-story home nestled among trees. The exterior features large windows and a welcoming balcony. Snow blankets the ground, with a ski trail visible in the background, creating easy access to the slopes.

Townhouse in Stratton

4.77 out of 5 average rating, 48 reviews

Ski In / Ski Out 4BR / 3BA Private Hot Tub and sha

Location, Location, Location!!! NEW FOR 2024/2025 ski season - Private hot tub on balcony overlooking ski trail!!! Ski in / ski out or bike in / bike out! Perfect location in the Slopeside Community at Stratton Mountain. Ski right onto Home Run and take the Tamarack Lift to URSA Express and your at the top in minutes for first tracks. In the summer, bike right onto Trail Forest One and straight to the lifts. Easy 5 minute walk to Stratton Village for the restaurants, coffee, and nightlife.

Guest favorite

A spacious living area features two patterned sofas and a wooden coffee table, complemented by a textured area rug. A dining table is positioned nearby, with a large window allowing natural light to illuminate the room. Subtle artwork decorates the walls.

Condo in Dover

4.91 out of 5 average rating, 110 reviews

Seasons on Mt Snow Condo - Ski/Hike/Bike/Swim

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

Guest favorite

Home in Wilmington

4.88 out of 5 average rating, 105 reviews

MtSnow * HotTub * Pool * Air Hockey * 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

A cozy hallway features soft, neutral-colored walls adorned with nature-themed artwork. Light filters in from an inviting living area, showcasing a comfortable gray sofa, a small side table, and a dining table with chairs. Large windows offer views of the surrounding greenery.

Condo in Dover

4.91 out of 5 average rating, 104 reviews

Sunsil Loft@MountSnow-All Seasons Fun. Ski/Pool

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, out loft is your perfect home base in the Green Mountains.

Top guest favorite

Condo in Stratton

4.98 out of 5 average rating, 41 reviews

Ski In/Out, Cozy 3BR Condo steps to Village

Mountain Watch is one of the most sought after locations in Stratton due to its proximity to the lifts, shops and restaurants. This comfortable ski-in, ski-out home is well suited for family getaways and ski trips with close friends. Tasteful furnishings, wood burning fireplace (free wood) and lift and mountain views from the deck and living room await your stay here. Comfortably sleeps 7, but can fit 8. "Single" bed in king bedroom is a sleeper chair, appropriate for a child or small adult.

Guest favorite

A spacious living area is highlighted by tall windows that offer a panoramic view of the surrounding landscape. Light wooden beams adorn the ceiling, while light-colored sofas and a central coffee table create a comfortable seating arrangement. A cozy rug lies on the floor, adding warmth to the space.

Home in Winhall

4.95 out of 5 average rating, 137 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!

Guest favorite

A rustic wooden sign displays the words 'WE ♥ SNOW' against a backdrop of snowy landscape. The structure features a supportive wooden frame and is situated in a winter setting, inviting visitors to the Mount Snow area.

Condo in Dover

4.95 out of 5 average rating, 58 reviews

Condo w/ great amenities 4-seasons! Ski in Ski out

True ski in ski out ground floor condo w/ private entrance. Wood burning fireplace, wood included! King size bed in master, true Queen murphy bed, 1-memory foam cot, plus air mattress. Fully stocked & functional kitchen, including Keurig & Mr. coffee. Full bath w/blow dryer. Seating; kitchen counter, expandable table, wine barrel bar top. Walk out the door & down the steps to the NEW Sundance high speed lift. Take the Seasons trail home. Brand new state of the art Sports Center included.

Superhost

Condo in Dover

4.82 out of 5 average rating, 11 reviews

Mt. Snow Ski in/Ski out condo/tennis/pickle courts

2 bedroom ski in/ski out condominium. Full kitchen, large screen TV's, cable, wifi, and fireplace. Literally ski onto and off your private deck on this quiet ground floor walkout. When your done skiing enjoy a Full amenities center with a kids play area, x-box, swimming pool, hot tubs, and 24 hour gym access. Kitchen has coffee maker, garbage disposal, granite countertops. 2 Bathrooms. Master bedroom-King bed Second Bedroom-bunk bed (Twin over Full). Pullout couch with comfortable mattress.

Superhost

A detailed map displays the surrounding area, showcasing ski trails and lodges. The location of the building is marked, indicating its proximity to the slopes and nearby amenities, including the Grand Summit Resort Hotel and Conference Center.

Home in Dover

4.91 out of 5 average rating, 82 reviews

FULLY renovated 1 bed/1 bath ski in-out condo!

Can't get closer to on the slopes than skiing to your door! Walk 100 ft. to the lift, ski locker at entrance. Nothing untouched, FULLY RENOVATED AND STOCKED 1 bd/1 ba unit w QN bed and QN sleeper sofa. Large closet with sheets, pillows, blankets, towels. Bath w/ soaking tub! Full size washer and dryer. Kitchen stocked with appliances, coffee maker, pots, pans, spices, paper products everything you need to cook! Wood burning fireplace, LARGE TV. All new furniture. Office and dining room.

Guest favorite

A snow-covered landscape features a modern condo complex with multiple floors and balconies. Skiers are seen gliding down the slope in the foreground, while the mountainous backdrop adds to the winter atmosphere.

Condo in Stratton

4.94 out of 5 average rating, 170 reviews

Updated Ski in/Ski out Stratton Condo!

Enjoy our cozy ski-in ski -out condo in the Ober Tal complex at Stratton. This newly renovated condo offers a warm, welcoming stay with modern farm house charm! Located just above the base of the mountain, our condo is a stones throw from the nearest lift ( 200 ft) and a ski lovers dream. Unwind after a long day of skiing/snowboarding or take convenient 5 minute stroll to the Village for a bite to eat or some shopping. *Mountain biking & concerts offered in the summer season.*

Guest favorite

A cozy living area is highlighted by an orange sofa and a neutral brown couch, accented with various cushions. Large windows allow natural light to fill the space, while a sliding door leads to a private deck. A floor lamp adds additional warmth to the room.

Condo in Dover

4.89 out of 5 average rating, 9 reviews

New - walk to Mt Snow w/ Tub & Gym

This ski condo offers stunning mountain views from your private deck, the perfect spot to unwind after a day on the slopes. Sleeping up to four, it’s ideal for small families or a friends' getaway. Inside, enjoy a fully equipped kitchen and a cozy living space for ultimate comfort. Community amenities include a hot tub, sauna, gym, tennis court and seasonal outdoor pool. Free WiFi and parking make your stay seamless. Relax and recharge in this perfect mountain retreat.

Guest favorite

Condo in Dover

4.87 out of 5 average rating, 239 reviews

Mt Snow Ski In/Out at Seasons

Directly on the mountain. Minutes walk to 2 trails. Full kitchen, dishwater, washer/dryer, microwave. Fireplace with free wood. Large screen TV in living room and tv in each bedroom. Plenty of board games. King size bed in Master. Free parking for 2 cars. Ground floor with deck with tables and chairs for relaxing. Free parking. The pool (indoor & outdoor) and hot tubs are free to renters as is fully equipped gym (all year) and tennis courts in summer.