$4,000 per month
13 Deer St, Winhall, VT 05340
The Burrow is a generously appointed four-bedroom, three-bathroom sanctuary that serves as the ultimate year-round base camp for Vermont living. This home offers a rare balance of privacy and convenience, situated just 10 to 15 minutes from the slopes of Stratton and Bromley, the Manchester outlets, and local schools. The interior provides ample space for everyone while the exterior is designed
$45,000 per month
37 Burnt Hill Rd, Winhall, VT 05340
Now available for the 26-27 ski season! This spacious, luxurious post-and-beam mountain home has been owner-occupied for past winter weekends, and is now available as the ultimate ski rental just a 7-minute drive to Stratton's base lodge. Beginning with the property's 2-car garage-barn, enviable curb appeal extends throughout. An expansive, well-equipped chef's kitchen offers duel ranges and
Jamie Luke TPW Real Estate
$40,000 per month
33 Strattonwald Rd, Winhall, VT 05340
Lock in your rental for ski season '26-'27! This cheerful, modern-yet-classic Strattonwald chalet is nestled in a private community just 7 minutes to Stratton's Main Base, with shuttle access. There is so much room for everyone, with two primary bedroom suites plus two more bedrooms; a gourmet open-concept kitchen/dining/living room with wood stove; second living/TV room. Downstairs living room
Jamie Luke TPW Real Estate
$32,000 per month
65 Cranberry Hill Rd, Bondville, VT 05340
Never before offered: This Strattonwald contemporary ski house is a well cared-for home base for all who love the mountain lifestyle, in a private woodland setting just 9 minutes to Stratton's Main Base. The expansive living room is the ultimate gathering spot from morning to night, with soaring cathedral ceilings, a super-cozy wood stove, and extraordinary windows looking out at the private
Jamie Luke TPW Real Estate
$34,000 per month
35 Strattonwald Rd, Winhall, VT 05340
$28,000 Winter Rental Rate | Spend the winter in Vermont at this inviting 4-bedroom, 3-bath Strattonwald chalet, available mid-November through mid-April. Nestled among the woods yet just minutes from Stratton Mountain, this home offers a welcoming retreat and the perfect base for the ski season. The main living area features soaring vaulted ceilings and a pellet stove, creating a bright and cozy
Cheyanne Pugliese
$30,000 per month
90 Turkey Run Rd, Winhall, VT 05340
Intervale Rental. Available for the 26-27 winter season. Also available for summer or fall monthly rental. Entry mud room for boot storage. Main floor has wood burning fire place, and the deck off the living room is a overlooks the pond. Main floor has primary suite. Two bedrooms plus a sleeping loft on the upper floor. One bedroom has an en suite bathroom, and a hallway full bathroom serves the
Christiane Carroccio TPW Real Estate
Winhall, located in southwestern Vermont, is a mountain town surrounded by ski resorts such as Bromley, Stratton, and Magic Mountain, making it a hub for outdoor recreation year-round. Residents enjoy alpine skiing, hiking the Long Trail, camping in Green Mountain National Forest, and fishing in Gale Meadows Wildlife Management Area. The town features a variety of home styles, including A-frame chalets, luxury New Traditional constructions, and simple cabins, with properties ranging from small acreages to expansive lots. Condos near Stratton Mountain Ski Resort offer additional housing options. Winhall Market and Workhorse Cafe provide local dining and shopping, while nearby Manchester offers more retail choices. The annual Bondville Fair, Vermont's oldest, celebrates rural traditions with quilt making, produce judging, carnival rides, and livestock pulls. Families in Winhall benefit from the state's school choice system, with highly rated Stratton Mountain School serving grades 7-12. The town has a low crime risk compared to the national average. State Route 30 connects Winhall to regional hubs, and Albany International Airport is about 70 miles away. Mud season can affect travel on dirt roads, coinciding with maple sugaring season, adding a unique aspect to life in Winhall.
There are currently 6 homes available for rent in Winhall, VT. The median rent is $37,000 per month, with single-family homes renting at $37,000, townhouses at $30,000 and condos at $15,000.
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