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Winhall, VT Homes for Rent

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  • /36

    $40,000 per month

    • 4 Beds
    • 3 Baths
    • 2,791 Sq Ft
    • House for Rent

    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

    33 Strattonwald Rd, Winhall, VT 05340
  • /23

    $32,000 per month

    • 3 Beds
    • 2 Baths
    • 1,540 Sq Ft
    • House for Rent

    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

    65 Cranberry Hill Rd, Bondville, VT 05340
  • /19

    $35,000 per month

    • 3 Beds
    • 3 Baths
    • 2,920 Sq Ft
    • House for Rent

    2 Aspen Ln, Winhall, VT 05340

    *Available for a partial season discount.* Stratton views, sunlight, space, and location: this ski chalet has it all! The open floor plan of the main level brings everyone together around the spacious kitchen, dining area, and living room, under a vaulted cathedral ceiling and with a wall of windows overlooking the forest below and Stratton's peak ahead. Front deck offers dining area and a grill

    Jamie Luke TPW Real Estate

    2 Aspen Ln, Winhall, VT 05340
  • /44

    $10,000 per month

    • 5 Beds
    • 3.5 Baths
    • 4,017 Sq Ft
    • House for Rent

    11 Founders Hill Rd, Winhall, VT 05360

    Stratton Mountain location for full time or vacation style living! Spacious home that you can walk to Village, gondola, golf and Sports center. Corner lotjust down the street from the Stratton Mountain Club and the Base Lodge. Home has five bedrooms with a chefs kitchen that has Viking Stove, ice-maker and three dishwashers for entertaining guests. Living room and dining room are graced with

    Bob Maisey Berkshire Hathaway HomeServices Stratton Home

    11 Founders Hill Rd, Winhall, VT 05360
  • /12

    $4,600 per month

    • 3 Beds
    • 1.5 Baths
    • 1,948 Sq Ft
    • House for Rent

    10 Rocky Rd, Winhall, VT 05340

    Location, location location..... This three-bedroom gem is located in one of the most desirable areas in the tri-mountain area. Centrally located between Stratton and Manchester; you will find yourself less than a 15-minute drive to each. Bromley is around the corner. The perfect chalet to come home to after a fun day of skiing. Sit by the roaring fire with a cup of cocoa and

    Peggy O'neill Cummings & Co

    10 Rocky Rd, Winhall, VT 05340
  • /20

    $5,800 per month

    • 3 Beds
    • 2 Baths
    • 2,348 Sq Ft
    • House for Rent

    8 Rocky Rd, Winhall, VT 05340

    Located in one of the most sought-after spots in the area. This three-bedroom "mid-century vibed" beauty is just a 10-minute drive to the Stratton Access Road and a 12-minute drive to Manchester. Bromley is literally around the corner and Magic is a quick 15-minute drive.There is a beautiful stream in the backyard that adds additional "802" ambiance to the property. Truly a peaceful setting

    Peggy O'neill Cummings & Co

    8 Rocky Rd, Winhall, VT 05340
  • /23

    $28,000 per month

    • 4 Beds
    • 3 Baths
    • 2,406 Sq Ft
    • House for Rent

    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

    35 Strattonwald Rd, Winhall, VT 05340
  • /29

    $30,000 per month

    • 3 Beds
    • 3 Baths
    • 1,650 Sq Ft
    • Townhouse for Rent

    90 Turkey Run Rd, Winhall, VT 05340

    Intervale Rental. Available for the winter 25-26 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

    Christiane Carroccio TPW Real Estate

    90 Turkey Run Rd, Winhall, VT 05340

Why Live in Winhall

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.

Frequently Asked Questions

What are the most popular zip codes in Winhall, VT for renters?
The most popular zip codes in Winhall, VT for renters include 05340, 05343, 05155, 05255 and 05148.
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