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

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

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

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

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Guest favourite
A spacious living area is depicted with a large sectional sofa and a wooden coffee table. A stone fireplace serves as a focal point, featuring a mounted TV above. Natural light streams through the windows, illuminating bookshelves filled with games and books, while a stack of firewood is neatly arranged beside the fireplace.
Apartment in Dover
4.92 out of 5 average rating, 102 reviews

Slopeside Condo @ Seasons on Mt Snow (Ski-In/Out)

Escape to the mountains & stay in our fully equipped 3 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 favourite
A spacious ski home is surrounded by snow-covered trees, featuring a modern design with a sloped metal roof. Large windows allow natural light to enter, while a gravel driveway leads to the entrance. This bustling wooded area provides a serene backdrop during winter.
Home in Peru
4.91 out of 5 average rating, 179 reviews

Beautiful Bromley/Manchester VT Retreat w/hot tub

"Manchester Moose!" Bromley-Stratton VT Slopeside Ski Home, Minutes from Manchester, Beautifully remodeled VT vacation getaway nestled in the Green Mountains. Closest skiing to quaint Manchester VT, minutes from snowmobiling, hiking, fine dining and shopping. This home features 5 bedrooms, 3 with queen beds including 2 Masters, and 2 bedrooms with double bunks. Perfect for 2 or 3 families to enjoy any season in Southern Vermont's beautiful Green Mountains! YouTube video link @GreenMountainStay

Guest favourite
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, 137 reviews

MtSnow HotTub Pool Table 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 favourite
Home in Stratton
5 out of 5 average rating, 5 reviews

Stratton ski on/off, hot tub, King beds, FP

Bringing a taste of the Midwest to Southern VT, this 5 bedroom home is one for the 'Gram! From the gigantic tusks, to the massive high-backed dining room chairs, to the enormous hot tub, you will want to capture every moment here!! • 5 bedrooms • 5.5 bathrooms • Sleeps 14 across 9 beds (2 Kings, 1 set of King bunks, 1 queen, and 2 sets of twin bunks) • Hot tub • Shuttle • Ski on/off • Office • Foosball • 3 living areas • 5 min to Pikes Falls swimming hole • 18 min to Bromley • 25 min to Manch

Guest favourite
Apartment in Dover
4.92 out of 5 average rating, 128 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.

Top guest favourite
A spacious living area is introduced, featuring a stone fireplace and a large sectional sofa arranged around a coffee table. A dining table and chairs are positioned nearby, with natural light filtering through large windows adorned with curtains.
Apartment in Dover
4.95 out of 5 average rating, 102 reviews

Great Amenities-Season Condo gym-sport center-pool

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.

Guest favourite
Flat in Dover
5 out of 5 average rating, 8 reviews

Peaceful Ski Escape in Mountain Village

Cozy 2BR/2BA condo with Mt. Snow views, just ½ mile from the lifts. Free MOOver shuttle outside. Sleeps 6 with two queen beds and a sleeper sofa. Relax by the fireplace after a day on the slopes. Includes Smart TV, fast Wi-Fi, full kitchen, linens and bath towels, ski locker, and laundry in building. Enjoy the indoor pool, new hot tubs, and infrared sauna. Ideal for ski trips and year-round mountain getaways. Perfect for ski weekends or relaxing stays with easy access to Mount Snow. No pets.

Top guest favourite
Home in Wilmington
5 out of 5 average rating, 56 reviews

Game Room, near skiing and lake, walk to downtown

This updated home exhibits rustic charm while also being situated in the perfect location. Spend time with friends and family in this 5 bd, 2 bath home that boasts a large kitchen / dinning room for entertaining. Enjoy the nearby skiing, lakes, hiking within a few miles. Walking distance to downtown where you will be enamored by the many restaurants, bars, breweries, and shops. There is also a one of a kind gameroom with enough room for all! Come experience Vermont the way it should be.

Top guest favourite
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.
Apartment in Dover
4.94 out of 5 average rating, 106 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.

Top guest favourite
Cabin in Peru
4.83 out of 5 average rating, 114 reviews

The Grateful Barn

THE GRATEFUL BARN is a SW Vermont classic. Renovated 1800's Vermont barn. Located on a National Forest Rd. & land locked by the entire Green National Forest The home 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 steps from the Long Trail, 7 minute drive to Bromley & 20 minutes to Stratton or Magic MT.

Guest favourite
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.
Flat in Stratton
4.94 out of 5 average rating, 31 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.

Guest favourite
An open living area features a large wooden dining table surrounded by metal chairs. The kitchen showcases modern appliances and a sleek countertop, while a comfortable seating area is arranged nearby with a sectional couch and coffee table against a textured wall.
Apartment in Stratton
4.97 out of 5 average rating, 120 reviews

Luxury Stratton condo just steps to the lift!

Enjoy this beautifully renovated 1 bed/1 bath condo with a live fireplace conveniently located steps from the mountain and Stratton Village! The Tamarack chair lift is only a few hundred yards away! Washer and dryer in unit to warm up your wet clothes after a long day of skiing or mountain biking. Fully stocked kitchen, 50’ TV w/ AppleTV, cable, Amazon Alexa, 5G WiFi, Firewood and more! This is one of the nicest Ober Tal condos available for rent!

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