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Explore Similar Homes Within 2 Miles of Windham, VT

  • /22

    $15,000 per month

    • 2 Beds
    • 2 Baths
    • 1,196 Sq Ft
    • House for Rent

    242 Cross Rd, Londonderry, VT 05155

    Picture perfect 2 bedroom 2 bath 2025/2026 Seasonal rental! Recently completed construction, bright open living space, hardwood floors, cozy woodstove in a private location only 15 minutes to Stratton Resort, 15 minutes to Bromley, and 6 minutes to Magic Mountain ski area! Less than 10 minute drive to Londonderry for shopping and dining.

    Lauren Behm Berkshire Hathaway HomeServices Stratton Home

    242 Cross Rd, Londonderry, VT 05155
  • /17

    $20,000 per month

    • 3 Beds
    • 2 Baths
    • 1,560 Sq Ft
    • House for Rent

    72 Depot St, Jamaica, VT 05343

    Seasonal Rental Available! Charming and cozy 1900 Cape available for winter rental from November through April. Located in a peaceful village setting, walk to the charming village of Jamaica. Only 15 minutes to Stratton Mountain. This 3-bedroom, 2-bath home offers the perfect ski-season escape with classic New England charm.

    Christina Dryden Berkshire Hathaway HomeServices Stratton Home

    72 Depot St, Jamaica, VT 05343
  • /14

    $17,500 per month

    • 4 Beds
    • 2 Baths
    • 1,950 Sq Ft
    • House for Rent

    4591 Vermont 30, Jamaica, VT 05343

    This is a delightful Winter retreat...After a long fun day of skiing come home to this warm and cozy, meticulously maintained 4 bedroom home that is in great shape. Just 8 minutes from Stratton access Rd.Upstairs there are 2.5 bedrooms , kitchen, and living room with wood burning fireplace. Downstairs is another full bedroom and a 2nd kitchen, full bath, laundry and family room with TV,

    Wilkie Bushby TPW Real Estate

    4591 Vermont 30, Jamaica, VT 05343
  • /26

    $30,000 per month

    • 4 Beds
    • 3.5 Baths
    • 3,800 Sq Ft
    • House for Rent

    197 Monadnock View Ln, Jamaica, VT 05343

    Perfect private location only minutes to Ski resorts.Home could accommodate two families comfortably. Hot Tub, fireplace, towels and linens. Sleeping space for up to 10. Close to shopping and to Interstate 91. Beautiful home to spend the winter season at!

    Bob Maisey Berkshire Hathaway HomeServices Stratton Home

    197 Monadnock View Ln, Jamaica, VT 05343

Why Live in Windham

Windham, Vermont, is a small, scenic town nestled in the Green Mountains with a population of just over 400 residents. Established in 1795, Windham features the Windham Village Historic District, which includes Greek Revival buildings such as the Congregational Church, all listed on the National Register of Historic Places. The town's secluded environment offers hidden hiking trails and backyard tributaries, with residences often tucked away from the main road. Attractions in Windham include Hamilton Falls, a three-level waterfall with Class-A water, Lowell State Park with a 3.5-mile hiking trail around Lowell Lake, and Mollie Beattie State Forest, popular for summer hikes and winter snowshoeing. The Congregational Church serves as a community hub, hosting events like tag sales, chicken dinners, and yoga classes. Housing options range from quaint cottage camp homes to spacious Farmhouse Revivals, with rustic log cabins and New England colonial-style homes also available. Windham's proximity to five ski resorts makes it a desirable location for winter sports enthusiasts. For dining and shopping, residents often travel to nearby towns such as Londonderry and Grafton. Students attend Townshend School, which has a high rating, before advancing to Leland & Gray Middle and High School. Artistic retreats are supported by the Fourth Corner Foundation, which offers lodging and gallery space for artists. Windham Hill Road connects the town to Vermont Route 11 and Vermont Route 30, facilitating commutes to Albany, Hartford, and Boston.

Frequently Asked Questions

What are the most popular neighborhoods in Windham, VT for renters?
The most popular neighborhood in Windham, VT for renters is West Side.
What are the most popular zip codes in Windham, VT for renters?
The most popular zip codes in Windham, VT for renters include 05155, 05343, 05148, 05340 and 05149.
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