
Ski-in/Ski-out holiday rentals in Bennington County
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Top-rated ski-in/out rentals in Bennington County
Guests agree: these ski-in/out homes are highly rated for location, cleanliness and more.

Brand new, 5 BR, next to Hermitage Club&Hermt Inn
Completely renovated and freshly furnished to accommodate large groups to spend time together while providing privacy and space. 5 bedrooms spread across two floors with two living rooms and a game room. Conveniently located right on Haystack Mountain and only a few miles from Mount Snow. Summer activities include boating, fishing, kayaking. Closest single family house to Hermitage Clubhouse (members only). 5min walk to Hermitage Inn. Seasonal Rentals possible. Sleeps 14 (max 10 adults).

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!

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

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!

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.

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!

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.

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.

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

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.

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.

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!
Popular amenities for Bennington County ski-in/out rentals
Ski-in/out house rentals

Private chalet | hot tub, shuttle & ski home trail

Ski In/Ski Out Mount Snow Condo.

Trailsedge at Mt Snow- Ski on/off. Hot tub.

Mt Snow Townhouse - Ski On/Off

A Family Place

SnowBridge Stratton Ski in/Out Trailside 4 Bdrm

Village Watch Ski-in/out Condo in Stratton, VT

5.2milesSkiing/CozyCabin:HotTub/Mount Snow
Family-friendly, ski-in/out home rentals

Cozy 2BR Condo Walking Distance to Mount Snow

Cozy Mountain Condo - Ski In/Ski Out

SnowTree Chalet- Walk to lifts! 1 bedroom + Loft

Cute, Cozy Condo at the base of Mount Snow

Summer in Stratton. Golf. Hike. Swim. Bike.

Summer at Mount Snow! Biking, Tennis, Pool, Sauna

Luxury Condo*3BD3BA*Walk/Shuttle to lift

Ski-In/Ski-Out Bromley Mtn Condo: Wood Fireplace!
Ski-in/out apartment rentals

Renovated Condo - 5 min walk to Mount Snow

Ski On/Off 2BR w/Pool, Fireplace & Arcade

Ski In/Out, Cozy 3Bed condo steps to Village

Four Seasons Slope-side Getaway at Mount Snow

Walk to Lift - 2 Bedroom Condo - Newly Renovated

A Village location, Steps to the Lifts & Village

Cozy Condo-4 Minute Walk to Skiing at Mount Snow!

Hiking, biking, pool, Mt. Snow with direct access!
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- Ski-in/ski-out rentals Vermont
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- Lake George
- Okemo Mountain Resort
- Stratton Mountain
- Saratoga Race Course
- Killington Resort
- Berkshire East Mountain Resort
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Pico Mountain Ski Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Stratton Mountain Resort
- Jiminy Peak Mountain Resort
- West Mountain Ski Resort
- Bousquet Mountain Ski Area
- June Farms
- Hildene, The Lincoln Family Home
- Fox Run Golf Club
- Saratoga Spa State Park
- Bromley Mountain Ski Resort
- Adirondack Extreme Adventure Course
- National Museum of Racing and Hall of Fame
- New York State Museum
- Rensselaer Polytechnic Institute
- Hancock Shaker Village





