Townhome holiday 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

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.

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.

Stylish townhouse near Mt. Snow

Welcome to our recently renovated with modern touches townhouse located only 4 miles from Mt. Snow. Shuttle service by the main road provides free transportation to/from the mountain, downtown Wilmington and other key local areas. Enjoy our home all seasons. Ski at Mt. Snow, explore endless trails of hiking and biking during the warmer months. Mount snow golf club is also close by. Stratton Mountain is 20 miles away. Perfect place for a ski and/or summer get away!

SKI ON/OFF Luxe 2BR+ Trailside! Steam Shower

Great location in Sunrise Village, a few steps to the trail. One of the few 2 bedroom units with bonus 3rd sleeping/living area, great for kids. Updated kitchen, baths, steam shower, floors, luxury memory foam mattresses & more! Our completely and thoughtfully renovated Sunrise trailside townhome is perfect for families or a couples getaway! 2 en-suite bedrooms, living/dining room + extra lower level family room with TV, sleeper sofa and futon.

Bear's Den - Mt Snow Townhome w/ Ski Home Trail!

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

Horse Show Nearby-Close to hiking&nature exploring

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

Dover Green Den | Cozy Cabin Feel, Fireplace, Loft

The Dover Green Den is a warm and inviting 2 bedroom (+ loft), 2 bathroom townhome designed for mountain memories. In Dover Green at Mount Snow, a 5-min shuttle gets you to the slopes, or enjoy nights in by the fire with unlimited wood, board games, and movies. Completely re-furnished in 2022 and upgraded with a new gas range and dishwasher in 2023, the DG Den is ready for your next family or friends’ escape.

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.