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Explore Similar Houses Within 25 Miles of Jacksonville, VT

  • /38

    $3,250 per month

    • 2 Beds
    • 2.5 Baths
    • 1,875 Sq Ft
    • House for Rent

    5451 River Rd, Arlington, VT 05250

    LUXURY HOUSE RENTAL ABOVE THE BATTENKILL!Experience the timeless beauty of Southern Vermont in this exceptional rental perched above the scenic Battenkill. Just six miles west of Arlington village along Route 313, the peaceful Battenkill Valley unfolds a rare, unspoiled gem that captures the essence of the Vermont lifestyle.Tucked just across a quiet bridge, this custom-built

    Agent Photo

    Kristin Comeau

    TPW Real Estate

    (802) 689-8318

    5451 River Rd, Arlington, VT 05250
  • /25

    $3,200 per month

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

    78 Franklin Rd, Manchester, VT 05255

    AVAILABLE NOW! WINTER RENTAL: '25/'26 As the seasons change, this charming older home in the heart of Manchester Village is ready to welcome you. With its unique traditional elements, this fully furnished home is a perfect retreat for the Winter Season.Bon appetit! Located just a couple of blocks from Manchester's Restaurant Row...Available November 15th '25, through

    Agent Photo

    Kristin Comeau

    TPW Real Estate

    (802) 300-3752

    78 Franklin Rd, Manchester, VT 05255
  • /11

    $1,300 per month

    • 1 Bed
    • 1 Bath
    • 1,647 Sq Ft
    • House for Rent

    284 Dalton Division Rd, Pittsfield, MA 01201

    Welcome to your new home in Pittsfield, MA! This inviting property offers a comfortable living space with the convenience of being just a short 10-minute drive from Berkshire Medical Center.Key property features include central heating and cooling, ensuring year-round comfort. Additionally, the home is equipped with air conditioning and ceiling fans, providing a refreshing atmosphere

    284 Dalton Division Rd, Pittsfield, MA 01201
  • /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
  • /2

    $1,100 per month

    • 1 Bed
    • 1 Bath
    • House for Rent

    165 Benmont Ave, Bennington, VT 05201

    Property Id: 1488761I bed 1 bath small house.The tenants pay their own utilities:heat electric etc…

    165 Benmont Ave, Bennington, VT 05201
  • /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
  • /23

    $42,000 per month

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

    35 Strattonwald Rd, Winhall, VT 05340

    $42,000 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
  • /19

    $65,000 per month

    • 4 Beds
    • 4 Baths
    • 2,000 Sq Ft
    • House for Rent

    16 Winterberry Heights, Stratton, VT 05360

    Best of the Best. Ski on Ski off. never rented before, pristine clean and original owners. Largest Treetops there is.. 4 bedroom/4 bath, den family room, amazing views, hot tub.. everything you want and need for an amazing winter season. Loads of room for family and guests and entertaining. Enjoy all that Stratton has to offer as well as all the other ski areas close by and Manchester shopping

    Wilkie Bushby TPW Real Estate

    16 Winterberry Heights, Stratton, VT 05360
  • /34

    $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
  • /14

    $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
  • /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
  • /16

    $6,700 per month

    • 4 Beds
    • 2.5 Baths
    • 4,823 Sq Ft
    • House for Rent

    18 Namaschaug Landing, Spofford, NH 03462

    A RENTAL LIKE NO OTHER!!! WELCOME TO THE LAKE! You're going to absolutely love this stunning “Lake Life Dream Home”. This executive level, meticulously maintained home overlooks gorgeous Spofford Lake, in Chesterfield, N.H. You’ll have over 100 ft. of incredible lakefront to enjoy all your favorite summer watersport activities, expansive deck, stone patio, lake front gazebo, dock, included. The

    Todd Bassler Greenwald Realty Group

    18 Namaschaug Landing, Spofford, NH 03462
  • /48

    $7,000 per month

    • 5 Beds
    • 3.5 Baths
    • 3,858 Sq Ft
    • House for Rent

    20 Jamie Ln, Winhall, VT 05340

    Escape to the tranquility of Vermont with this stunning long-term rental at "Valley View." Nestled in a desirable neighborhood of Winhall, this spacious contemporary home offers unparalleled panoramic views of the surrounding mountains. Imagine waking up to the beauty of the Green Mountains every day in this expansive retreat!This meticulously maintained 5-bedroom, 3.5 bathroom home

    David Powers 42 North LP

    20 Jamie Ln, Winhall, VT 05340
  • /46

    $5,000 per month

    • 3 Beds
    • 3.5 Baths
    • 2,300 Sq Ft
    • House for Rent

    15 Nearing Rd, Winhall, VT 05340

    Imagine waking up to inspiring vistas every day in this remarkable 3 bedroom, 3.5 bath saltbox home. Perched to capture stunning panoramic views of Stratton Mountain's trails, this classic contemporary ski home offers a truly special living experience. The property is settled upon a 1.63-acre knoll and abuts the Winhall Forest, offering peace and privacy.Embrace sustainable living with a

    David Powers 42 North LP

    15 Nearing Rd, Winhall, VT 05340
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