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Windham County, VT Rentals

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  • /13

    $1,500 per month

    • 1 Bed
    • 1 Bath
    • 750 Sq Ft
    • Condo for Rent

    98 High St Unit 3, Brattleboro, VT 05301

    Property Id: 120577Charming, light, 1bedroom apartment is just a three-minute walk from downtown Brattleboro. The 3rd floor apartment is located in a grand Victorian house that includes a turret, front porch, and two third-floor outside decks. There is also a fenced-in patio with garden space in the back.The apartment has 4 rooms with a spacious central hallway and is suitable

    98 High St Unit 3, Brattleboro, VT 05301
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    $4,800 per month

    • 3 Beds
    • 2 Baths
    • 1,342 Sq Ft
    • House for Rent

    4027 Vermont Route 100, Wardsboro, VT 05355

    Enjoy the natural beauty of the Wardsboro Brook right in your backyard while warming up after a day on the slopes by the firepit. After warming up, soothe any tension away in your muscles in the outdoor hot tub and top it off with time in the sauna.The open floor plan of the main living area has vaulted ceilings, a full kitchen and dining room with a partially opened wall equipped for a

    Peggy O'neill Cummings & Co

    4027 Vermont Route 100, Wardsboro, VT 05355
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    $1,400 per month

    • 2 Beds
    • 1 Bath
    • 650 Sq Ft
    • Condo for Rent

    72 Crescent St Unit Downstairs, South Londonderry, VT 05155

    Old converted Firehouse in South Londonderry, VT has first level apartment for rent year round beginning on or around September 1, 2025.Apartment has 2BR, 1BTH, hardwood floors, exposed beam in open LR/Kitchen, brick hearth with Vermont Castings wood stove, washer/dryer in extra room which could also be a small home office. Newer gas range and refrigerator. Must be quiet with excellent

    72 Crescent St Unit Downstairs, South Londonderry, VT 05155
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    $2,000 per month

    • 1 Bed
    • 1 Bath
    • 535 Sq Ft
    • Apartment for Rent

    215 Main St Unit 203, Brattleboro, VT 05301

    This amazing apartment is available immediately. The view from the large windows in the kitchen and living room are of downtown Brattleboro. Recently renovated this space offers shared living room and kitchen with a large one bedroom apartment. The building has designated off street parking, and elevator in the building, along with laundry facilities and additional storage as well. Schedule

    Peggy Winchester ACORN REAL ESTATE GROUP LLC

    215 Main St Unit 203, Brattleboro, VT 05301
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    $1,600 per month

    • 3 Beds
    • 1 Bath
    • 1,023 Sq Ft
    • Condo for Rent

    40 Green St Unit 1, Bellows Falls, VT 05101

    40 Green St Unit 1, Bellows Falls, VT 05101
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    $17,500 per month

    • 4 Beds
    • 2 Baths
    • 1,550 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
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    $1,180 per month

    • 1 Bed
    • 1 Bath
    • 500 Sq Ft
    • Townhouse for Rent

    995 Western Ave Unit 300, Brattleboro, VT 05301

    Kitchen/living room plus one bedroom on 3rd Floor.Walk to farmer’s market. Laundromat just across the street.Apartment is one of four units in quiet building, each with separate entrance.Lawn care and snow plowing provided.Balcony.Shower in bathroom (no bathtub). Large backyard with room to garden.One parking place only.No smoking.Pets

    995 Western Ave Unit 300, Brattleboro, VT 05301
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    $30,000 per month

    • 4 Beds
    • 2.5 Baths
    • 3,154 Sq Ft
    • House for Rent

    157 Old Sawmill Rd, Londonderry, VT 05148

    Wonderful Norwegian style chalet available for seasonal rental in southern VT ski country. Watch the snow cats on Magic Mountain from the home. Magic Mountain is 1.5 miles/4 minutes from the home. Stratton and Bromley Mountains are 20 minutes away. Okemo is 25 minutes away, and Killington is 55 minutes away. The VAST system for snowmobiling is accessible from the house, no need to trailer

    Bob Maisey Berkshire Hathaway HomeServices Stratton Home

    157 Old Sawmill Rd, Londonderry, VT 05148
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    $1,950 per month

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft
    • Condo for Rent

    3672 Coolidge Hwy, Guilford, VT 05301

    We welcome you to enjoy a stay in this newly constructed and modern 700 square foot, one-bedroom apartment! Located only a brief 7-minute drive from the local hospital and downtown Brattleboro, this space provides quick access to amenities, while tucked in a quintessential Vermont landscape.New construction includes detailed finishes, such as butcher-block counter tops & island, fully tiled

    3672 Coolidge Hwy, Guilford, VT 05301
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    $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
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    $2,850 per month

    • 3 Beds
    • 1.5 Baths
    • 1,500 Sq Ft
    • House for Rent

    176 Harrington Rd, West Townshend, VT 05359

    SUMMER SEASONAL RENTAL!!Charming well kept log home tucked away in a country setting in Windham. Centrally located between Chester, Grafton and Londonderry. A great getaway to enjoy all of what VT has to offer (summer activities, wildlife and hiking trails to name a few). Fully furnished and all inclusive for $2,850.00 per month. Tenant pays trash removal. Available July 1, 2025 thru

    Team BVA Rentals Barrett and Valley Associates Inc.

    176 Harrington Rd, West Townshend, VT 05359
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    $3,000 per month

    • 3 Beds
    • 3 Baths
    • 1,900 Sq Ft
    • Condo for Rent

    47 Crown Point Dr Unit B-13, Stratton, VT 05155

    Need a place to get away this Summer or Fall? Look no further. This well-equipped condo has three bedrooms and three full baths. The main living area is the much-desired open concept style which is wonderful for entertaining. There is a second living room on the lower level which is fantastic for company. This condo has several mini splits which will conquer those humid nights that we get

    Peggy O'neill Cummings & Co

    47 Crown Point Dr Unit B-13, Stratton, VT 05155
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    $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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