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

Trailside Tranquility, new renovations 2025 | Slop

Welcome to our 2-bedroom, 2-bathroom slope-side condo at Mount Snow! This condo offers close to the slopes convenience convenience with a ski back trail, a cozy living area with a fireplace, a fully equipped kitchen that has been renovated in fall 2025 with new appliances, and balcony. Enjoy the resort’s recently renovated amenity center featuring indoor and outdoor pools, a hot tub, a gym with Pelotons, and a game room. Perfect for both winter and summer activities, our condo promises a blend o

SKI IN/OUT @ Mount Snow (Hot Tub & Pool)

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

Winter Skiing @ Mt Snow! Ski off trail sleeps 8.

Coveted Bears Crossing townhouse at Mount Snow. Less than 3 minutes to the main lodge with direct access to the complex from the ski-home groomed trail, weather permitting. Offers weekend shuttle service to Mt. Snow. You will have full access to the beautiful community center, which has a seasonal heated pool (open from Memorial Day- Labor Day), tennis courts, ping pong table, billiards, TV and fitness center for all year round use. There is also a BBQ area and a large gas fire pit. * no a/c

Stratton ski on/off, King bed, FP, Walk to village

This classic ski on/off condo has everything you need for an epic Stratton weekend! For those who love to ski/ride, just grab your gear and walk right outside to the lift! If you'd rather sit this one out, grab your coat and walk to the Village for some snacks and drinks! • 3 bedrooms (sleeps 8 across 4 beds and 2 extra mattresses) • 2 bathrooms • Ski on/off (Tamarack) • Walk to town • Plenty of games for the family • 3 TVs • 2 outside sitting areas PLEASE NOTE: this a non-updated unit.

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.

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!

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.

The Grateful Barn

THE GRATEFUL BARN IS BACK ! Renovated 1800's Vermont barn. Located on a National Forest Rd. & land locked by the entire Green National Forest. The Grateful Barn 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.

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.

Walk to Ski Lifts & Village | Hot Tub & Sauna

Steps from Stratton Ski Lifts & Village --- This lovely 2BR/2BA condo with fireplace is perfect for a winter mountain escape. Park your car in the underground heated garage and hang up the keys for the rest of your trip—walk straight to the ski lifts and village shops and restaurants. The condo has a year-round outdoor pool, hot tubs, and sauna—ideal after a day on the slopes. Wonderful 2-level unit offers space to relax and unwind in the Vermont mountains.

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!