Ski-in/Ski-out holiday 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 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.
Condo 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
4.9 out of 5 average rating, 178 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 comfortably furnished living area features a grey sofa and two armchairs paired with a round dining table. A television is mounted on the wall, while a decorative plant sits on the table. Natural light floods through the sliding doors, leading to a private deck.
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.

Top Guest favourite
A clear blue swimming pool is surrounded by a paved deck featuring several lounge chairs. In the backdrop, a multi-level lodge with dark siding and white trim is set against a backdrop of green trees and a blue sky.
Condo in Peru
4.98 out of 5 average rating, 95 reviews

Summer in the mountains!

My slopeside condo miraculously morphs into the perfect Summer mountain getaway. Overlooking the west river valley with views for miles of the greens. With the ski trails to hike and the Appalachian trail running up and around the back you’ll be sure to get your steps in. I sit across the street from the heated pool, tennis courts and clubhouse with full gym. Enjoy the adventure park at base all summer and the never ending shopping and dining down the hill in Manchester. And live music galore!

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.
Condo in Dover
4.95 out of 5 average rating, 99 reviews

Great Amenties-Seasons 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.

Top Guest favourite
Two paddleboards rest on a smooth rock shoreline, overlooking a serene lake. Lush greenery surrounds the water, and a clear blue sky with scattered clouds adds to the tranquil atmosphere.
Home in Wilmington
5 out of 5 average rating, 52 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.

Guest favourite
Home in Stratton
5 out of 5 average rating, 6 reviews

Stratton ski/walk on/off, King beds, FP, Hot tub

Perfect for your Stratton getaways! ~50 yard walk gets you to the path at the end of the parking lot. SKIING: walk just a little ways down the path, strap in and skate! SNOWBOARDING: you might end up walking the path but it's only about 450 yards! NON-SKIER: Shuttle or walk to the village for some fun! • 3 bedrooms (1 King, 1 King, 1 Queen + a set of twin bunks & trundle) • 2.5 bath • Ski/Walk on/off • Shuttle route • 1 min drive to Stratton • Community hot tub & game room • Seasonal pool

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 just a few steps from the Long Trail …7 minute drive to Bromley & 20 minutes to Stratton or Magic MT.

Top Guest favourite
A living room features a large stone fireplace with a wood storage basket beside it. A comfortable sofa with decorative pillows faces a wooden coffee table. Natural light floods the space through a large window, complemented by a nearby area rug.
Condo in Dover
4.88 out of 5 average rating, 261 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.

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.
Condo 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!

Guest favourite
Condo in Dover
4.93 out of 5 average rating, 111 reviews

MountSnow ski on/off condo in Vermont

Pool and Sports Center is open. Hours vary by day BBQ available for use by the outdoor pool pavilion On Mount Snow, Across from the Tin Lizzy trail leading to the Sundance Base Lodge and access to the Seasons Pass trail leading back to the condo. Very unique Condo in seasons as it has high vaulted ceilings. Condo is a 2 bedroom, 2 bathroom with 2nd bedroom on 2nd floor. Plenty of tennis and pickleball courts Best parking on the mountain

Superhost
A living room features a wood-burning fireplace with an exposed brick surround, accompanied by neatly stacked firewood. A large flat-screen television is mounted above the mantle. Natural light enters through sliding glass doors, which lead to an outdoor seating area.
Condo in Dover
4.79 out of 5 average rating, 153 reviews

Cozy Mount Snow 1 Bed : Hot tub, Sauna, Deck

This 1 bedroom 1 bath condo sleeps 4 comfortably in the master bedroom with a queen size bed and a pull out mattress in the living room. Keep warm with a wood burning fireplace in the living room with fire wood included. This condo is a short walk or 3 minute drive to the mountain! The amenities center includes a hot tub, sauna and small gym. During the summer the Pool is open and the apartment is close to the Mt Snow and Haystack golf courses.

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