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

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

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Guest favorite

Condo in Stratton

4.92 out of 5 average rating, 25 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!

Guest favorite

Condo in Dover

5 out of 5 average rating, 51 reviews

Four Seasons Slope-side Getaway at Mount Snow

Come stay at our lovely slopeside condominium at seasons of Mount Snow where you’ll be staying in spacious one bedroom unit with a comfortable king size bed and a wonderful pull out couch that comfortably sleeps 4. In winter we are right on the mountain giving you a true ski in ski out. In summer the rivers the mountain and hiking is right out our back door as we enjoy mountain biking hiking golfing and relaxing around the mountain environment. Our unit is well equipped for a wonderful vacation

Guest favorite

Townhouse in Dover

4.98 out of 5 average rating, 46 reviews

Modern Mountain Retreat w/ Easy Walk to Mount Snow

Experience Gnarvana at Mount Snow! Escape to a chic and cozy retreat in the Green Mountains with our newly-renovated townhome. This modern rustic getaway is located just steps away from Carinthia's base lodge and lifts, offering unparalleled access to the slopes and mountain views. Perfect for couples, families, or small groups, this is the ideal home base for your next mountain adventure for any of the four seasons. We can't wait for you to shred the gnar with us! Follow us on IG: @gnarvana_vt

Guest favorite

Cabin in Woodford

4.98 out of 5 average rating, 145 reviews

Stone's Camp on Stamford Stream

Your snowmobile may be required in winter for access. Renovated 1930’s lumberjack cabin at the end of a road on 45 private acres 3 miles within National Forest. No traffic. Vintage stove, well equipped kitchen. Bathroom and screened back porch with spectacular stream view. Queen & single bed upstairs, a single bed downstairs doubles as a daybed. Wood burning stove. Large front porch. Restorative. No WiFi. $50/pet. Winter access requires your snowmobile. A peaceful cabin deep in the forest.

Guest favorite

Home in Dover

4.98 out of 5 average rating, 41 reviews

Modern 3-Story Cabin! Ski-on/Ski-off, Hot Tub & EV

Slopeside Rd! Perfect for Skiing, Hiking, Biking, Foliage, or Carinthia Base Lodge Events! Our newly renovated 2300 sq ft family-friendly Mt Snow retreat (4 bedrooms - King, 2 Queens, 4 Twins - 2 kitchens, 2 family rooms, brand new hot tub, and EV charger) is a memorable getaway home for any season! Skiers can walk out the front door with skis and be on the slopes (or great hiking) in seconds. Seconds to Carinthia and short stroll/ski to the main base of Mt. Snow. FYI Instacart delivers here!

Guest favorite

Condo in Stratton

4.96 out of 5 average rating, 24 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

Home in Winhall

4.95 out of 5 average rating, 123 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

Condo in Stratton

5 out of 5 average rating, 29 reviews

Your Vermondo awaits: Steps to Lifts & Village.

Time. It’s the one thing we all want more of. So make the most of yours at Vermondo at Long Trail. You’ll Love •Just a few minutes to the lifts & lodge •Beautifully renovated •Cozy, stylish décor •Fully stocked kitchen w/ snacks & waters •Linens & amenities •Walls of windows w/breathtaking views •Private balcony facing slopes •Heated garage parking We're thrilled to welcome you to Vermondo at Long Trail House. You’ll be steps from village restaurants, shops and Stratton’s legendary slopes.

Guest favorite

Condo in Dover

4.95 out of 5 average rating, 37 reviews

Ski in Ski out condo great location

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 favorite

Condo in Stratton

4.94 out of 5 average rating, 148 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

Rental unit in Dover

4.95 out of 5 average rating, 19 reviews

Mt Snow Condo, 2 Bdrm-Free Ski Shuttle

2 bdrm condo with complete kitchen (all new appliances this year!) and large dining table. Guests have access to a heated indoor pool, sauna, hot tub. We now have 100 Mbps fiber internet and a dedicated office for remote work. It's only a 5 min free shuttle from our front door to Mt Snow base lodge. Besides great skiing there is Mountain Biking, Hiking, Fall Foliage, Fishing, Kayaking, Apple Orchards and great restaurants nearby. A wonderful spot to enjoy VT all year round!

Superhost

Cottage in Sunderland

4.88 out of 5 average rating, 166 reviews

Green Mountain Retreat

This is a modern three bedroom, two bath in one of the most beautiful places in New England - nestled in the Green Mountain National Forest, across the road from the Roaring Branch River. About 12 minutes from Manchester and 20 minutes from Bennington. It is close to all of the best trails in Southern Vermont, several beautiful mountain lakes, and Stratton and Bromley ski resorts. If you enjoy outdoor activities, this is the most ideal location in Southern Vermont.