Townhome vacation rentals in Winhall

New! Vermont Getaway! Stratton - close to skiing!

Escape to a stunning 3-bedroom townhome in Stratton, Vermont! Recently renovated this home offers modern comforts and a peaceful mountain retreat The open-concept living area features a cozy fireplace and is the heart of the home. The well-equipped kitchen makes mealtime a breeze 3 bedrooms provide comfortable sleeping arrangements for up to 7 guests. Whether you're skiing, reading by the fire, exploring the countryside, or just soaking up the mountain air, this is the perfect place for all

Green Mountain Getaway

Cozy mountain townhome! Walk to and swim in the Dorset Quarry, the oldest marble quarry in the country and a Vermont hot spot for photographers and cliff jumpers alike. Head uphill to Owl’s Head Mountain, a new town park that boasts beautiful scenic overlooks and great hiking/cross country skiing and mountain biking trails just a ride away! Close to restaurants, bars and shopping! Ski slopes aren’t far! Bromley - 18 minutes Stratton - 31 Mount Snow - 53 Okemo - 49 Magic - 31 Killington - 1 hour

Topridge 3BR w Incredible View & Private Hot Tub!

Oso Dream provides AMAZING panoramic views of Bear Mountain. Step out the front door and ski down Sundog trail to Sunrise Village Triple or step out the back door and hop onto Bear Cub trail to access Bear Mountain! Enjoy the amenities within the complex including indoor & outdoor heated pool (seasonal), sauna and gym. Guests also have access to the outdoor skating rink and xc ski trails (weather permitting). Free use of ice skates, puff hockey equipment, snow shoes, xc skies, poles and sleds!

Spacious Piper Ridge Townhome Near Stratton

Welcome to Piper Ridge — your Stratton Mountain retreat. This sun filled, warm and inviting 4-bedroom, 3-bathroom townhome offers comfort, style, and convenience with plenty of space for families or groups. Set in one of Stratton’s most desirable communities, the home features soaring ceilings, mountain views, and multiple cozy living areas ideal for relaxing after a day on the slopes. There is a Stratton resort parking pass for you to use during our stay! Must be 25 years of age to reserve.

Beautiful Jiminy Peak Townhome Family Friendly

Leave the city behind and come work remotely from our 3 bedroom, 2 bathroom newly renovated townhome. Whether you're visiting the Berkshires area in the winter for skiing at Jiminy Peak, or you're seeking summertime adventures on the lakes and the hiking trails, this 3 level home with puts you right in the middle of the action. Perfect for families, this rental is located in a community just a mile (3 minute drive) from the mountain and managed by Moresi Property Management.

Bright 3B/2.5B Stratton Condo- Amazing location!

Winter @Stratton Mtn! Leave the bustle and enjoy this bright and homey 3 bedroom, 2.5 bath condo at Styles Brooks community. Easily get to slopes w/ complimentary shuttle to base village and lifts. Stratton is a premier ski/snow board destination with a european inspired village base. The condo has updated kitchen and bathrooms. Fireplace and views of woods to relax apres ski. If you want to drive we are only a mile to the mountain, village restaurants, shops, and events.

SKI ON/OFF Spruce Glen B | AC | Fireplace | Sauna

Come and enjoy the largest private trailside property in Killington (almost 4 acres), with more convenience and value than large house rentals and more privacy than condo villages. The direct ski on/off is the easiest you'll find in Killington. Quiet and serene, the mature New England Evergreens and gentle mountain stream are a tranquil relief. An ideal ski in ski out or any season vacation getaway. Great Eastern is the longest green run in the East. Welcome to Spruce Glen!

Bear's Den - Mt Snow Townhome w/ Heated Pool!

Renovated 3-level, 2 bedroom+ twin sleep loft, 2.5 bathroom townhouse on Mt Snow. For the non-snowy months, enjoy the outdoor heated pool, gas fire pit, grill, tennis courts & hiking trails up the mountain as well as other great local activities, lakes and festivals near by. In the winter, take the shuttle 1 mile to the mountain and take the private ski trail back home. NOTE: Pool is Open between Memorial Day & Labor Day

Disconnect! Come Indulge in Nature- Spacious Home

Escape to this serene home... Open concept and tastefully decorated to entertain and enjoy a cozy afternoons with friends or family. Great location. Next to Green Mountain Forest, surrounded by nature's beauty, close to skiing, lakes, rivers, and trails. 🏞️ Situated centrally in between 4 major ski areas. 26 min to Bromley, 32 to Okemo, 46 to Killington, 39 to Stratton. High quality skiing without the price tag! ⛷️

Beautiful Spacious Condo at Killington Resort

This cozy and spacious Sunrise Mountain Village condo is perfectly situated to nearby mountain sports at Killington Ski Resort. It welcomes up to eight guests for an unforgettable stay in the Green Mountains! Exceptional access to year round outdoor activities, great community amenities, and a comfortable condo to come home to - what more could you ask for? Book Timberline K4 today for a thrilling Vermont getaway!

Mountain Haven for Families| Deck | Shuttle

- Escape the everyday at this mountain retreat with stunning views and a private deck - Spacious townhome with 3 bedrooms, loft, and 3 full bathrooms for ultimate comfort - Shuttle service to Stratton Mountain Resort, plus easy access to trails and slopes - Just 5 minutes to Stratton Resort and 4 minutes to Stratton Golf Course - Book now and enjoy unforgettable memories with family and friends at Mountain Haven

The Best Vermont Has to Offer!

GET AWAY to where you will have the best of all worlds! Within minutes of our beautiful spacious townhouse, there’s skiing, hiking, biking, horseback riding, Bromley Mountain Adventure Park with their famous Alpine Slide, golf, fly fishing, and every other outdoor activity you can think of. Yet nearby, there are also high-end designer outlets, local craft stores, spas and phenomenal restaurants.