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Windham County, VT Homes for Rent

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  • /16

    $2,000 per month

    • 3 Beds
    • 1.5 Baths
    • 1,056 Sq Ft
    • House for Rent

    298 Sweet Pond Rd, Guilford, VT 05301

    Property Id: 23909593 Bedroom Ranch on 1-acre.Quiet location, beautiful country setting.5 miles from the Guilford Country Store.15 minutes to Brattleboro VT, 20 minutes to Greenfield, MA.Easy access to I-91 & Rte. 5UnfurnishedNew renovationsNew Exterior paint: Slate BlueOil, hot water baseboard heatingGas Range stoveWasher and dryer hook-ups in

    298 Sweet Pond Rd, Guilford, VT 05301
  • /7

    $2,100 per month

    • 2 Beds
    • 2 Baths
    • 1,650 Sq Ft
    • House for Rent

    3292 Vt Route 100 N, Londonderry, VT 05148

    Beautifully maintained 2 bedroom home in South Londonderry, VT. Back patio to enjoy the immaculate gardens and the VT outdoors. 1st floor hosts a large eat in kitchen, livingroom, laundry room and full bath. 2nd floor has 2 oversized bedrooms with built-ins and a 3/4 bath. Tenant is responsible for all utilities and services. Credit Check and References required for move in.

    Team BVA Rentals Barrett and Valley Associates Inc.

    3292 Vt Route 100 N, Londonderry, VT 05148
  • /29

    $2,500 per month

    • 2 Beds
    • 1 Bath
    • 1,456 Sq Ft
    • House for Rent

    85 Parker Hill Rd, Bellows Falls, VT 05101

    Rare chance to rent a stand-alone, two-bedroom home, privately located on a tranquil seven-acre lot. Open fields surround the house and a pathway leads down to a swimming hole under a railroad trestle on the Williams River. The home features an open-concept kitchen with a center island, a living room with hardwood floors and cathedral ceilings with a woodstove with brick hearth, and a dining area

    Steve Schoppmeyer BHG Masiello Brattleboro

    85 Parker Hill Rd, Bellows Falls, VT 05101
  • /18

    $22,000 per month

    • 3 Beds
    • 2 Baths
    • 2,255 Sq Ft
    • House for Rent

    378 Tuttle Hill Rd, Londonderry, VT 05155

    Get ahead of the '26-'27 ski season with this turnkey mountain modern gem. Fully renovated with attention to detail, this cheerful, sunny Scandinavian Modern space welcomes and inspires. 15 minutes to Stratton Base, 14 minutes to Bromley Village, and 10 minutes to Magic Mountain, you are in the middle of it all, with your choice to either explore or stick to your home mountain. The main floor

    Jamie Luke TPW Real Estate

    378 Tuttle Hill Rd, Londonderry, VT 05155
  • /11

    $1,550 per month

    • 1 Bed
    • 1 Bath
    • 524 Sq Ft
    • House for Rent

    722 Vermont 30, Townshend, VT 05353

    Single Family home located in Townshend, newly renovated with fresh paint and flooring. All rooms have natural light and plenty of windows to enjoy the nature right outside the window. This home has a large private yard, just minutes from shopping.

    Peggy Winchester ACORN REAL ESTATE GROUP LLC

    722 Vermont 30, Townshend, VT 05353
  • /31

    $500 per month

    • 2 Baths
    • 352 Sq Ft
    • House for Rent

    21 Vermont 121 Unit 1,2,4,5,6, Grafton, VT 05146

    OFFICE SPACE AVAILABLE. The Windham Walkups now available for rent. Second floor office spaces now available above the Grafton Garage in Grafton Village VT. 5 separate office spaces are available and vary in rent based on size from $425-$650/month. Rent includes heat, electric and plowing. Shared parking area located just behind building. Two shared bathrooms and kitchenette space. Work remotely

    Jessica Landers Barrett and Valley Associates Inc.

    21 Vermont 121 Unit 1,2,4,5,6, Grafton, VT 05146
  • /29

    $18,000 per month

    • 4 Beds
    • 3 Baths
    • 3,200 Sq Ft
    • House for Rent

    67 Vermont Route 100, Jamaica, VT 05155

    Discover the charm of this delightful rental nestled along a quintessential river in Vermont! With its prime location on a major road, you're just 7 miles away from the slopes of the Stratton Mountain ski resort, making it the perfect getaway for winter sports enthusiasts. This spacious home boasts multiple living areas, ensuring everyone has their own space to relax and unwind. With four

    Sandy Laserte Berkshire Hathaway HomeServices Stratton Home

    67 Vermont Route 100, Jamaica, VT 05155
  • /23

    $5,000 per month

    • 3 Beds
    • 1.5 Baths
    • 2,092 Sq Ft
    • House for Rent

    1070 Hells Peak Rd, Londonderry, VT 05148

    Charming Antique Home on 60 Acres – Hell’s Peak Road, Londonderry, Vermont Set on 60 rolling acres in the quaint hamlet of Londonderry, this beautiful antique home offers the perfect Vermont retreat. With availability for the upcoming 2025–26 ski season, it’s an ideal opportunity for those seeking both seasonal enjoyment and year-round serenity. Located near three premier ski areas with a direct

    Bob Maisey Berkshire Hathaway HomeServices Stratton Home

    1070 Hells Peak Rd, Londonderry, VT 05148
  • /36

    $6,000 per month

    • 5 Beds
    • 3 Baths
    • 2,912 Sq Ft
    • House for Rent

    1138 River Rd, Jamaica, VT 05343

    WINTER MONTHLY RENTAL - $6,000/Month Plus prepaid utilities ($750/month) | Total due in Full Before Occupancy. Spend the winter in the mountains with this spacious and fully updated 5-bedroom, 3-bath home with a cozy loft in scenic Jamaica, VT. Nestled in a quiet wooded setting, this inviting retreat comfortably accommodates up to 12 guests. After a day on the slopes, relax by the fireplace with

    Jennifer Hovey-Densmore Deerfield Valley Real Estate

    1138 River Rd, Jamaica, VT 05343
  • /24

    $40,000 per month

    • 5 Beds
    • 5 Baths
    • 3,000 Sq Ft
    • House for Rent

    1303 Goodaleville Rd, South Londonderry, VT 05155

    Stunning expansive farmhouse ready for your winter enjoyment. Just ten minutes from Stratton's access road entrance . Located on a beautiful country road. 5 attractive bedrooms , 3 full baths, 2 half baths. Yoga room. Sauna. Wood burning fireplace. Garage. This decorator appointed home is the perfect winter vacation respite for you and your family and friends. Utilities , Owners's

    Terry Hill Berkshire Hathaway HomeServices Stratton Home

    1303 Goodaleville Rd, South Londonderry, VT 05155
  • /23

    $4,000 per month

    • 3 Beds
    • 2.5 Baths
    • 1,600 Sq Ft
    • House for Rent

    923 Landgrove Rd, Londonderry, VT 05148

    This three-bedroom, three-bathroom cape is located in the exclusive rural town of Landgrove and it is absolutely darling. Situated on a huge parcel of land equipped with space for snowshoeing, cross-country skiing, and a pond. Enjoy your "tucked away" Norman Rockwell style winter/ski home this season and reap the benefits and ease of being just a short drive from Stratton, Bromely,

    Peggy O'neill Cummings & Co

    923 Landgrove Rd, Londonderry, VT 05148
  • /14

    $2,500 per month

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

    4591 Vermont 30, Jamaica, VT 05343

    ITS NOT TOO LATE.. SNOW IS JUST STARTING TO FLY..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,

    Wilkie Bushby TPW Real Estate

    4591 Vermont 30, Jamaica, VT 05343
  • /32

    $4,000 per month

    • 3 Beds
    • 3.5 Baths
    • 2,080 Sq Ft
    • House for Rent

    194 Main St, Grafton, VT 05146

    VACATION RENTAL. In the center of Grafton Village find the refined Phebe Frost house. Beautifully maintained and thoughtfully decorated, spend some special time in Vermont! Lovely features include wood floors, double sided fireplace in living and dining, comfortable family room/den and stocked pantry. Delightful master suite on main floor and two additional bedrooms bookend a full bath upstairs.

    Jessica Landers Barrett and Valley Associates Inc.

    194 Main St, Grafton, VT 05146
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