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Explore Similar Houses Within 25 Miles of Whitingham, 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
  • /56

    $5,000 per month

    • 3 Beds
    • 2 Baths
    • 1,932 Sq Ft
    • House for Rent

    397 Powderhorn Rd, Manchester Center, VT 05255

    Charming newly renovated ranch with 3 bedrooms, 2 baths is the perfect summer rental, offering a cozy and inviting atmosphere! Conveniently located close to town for easy access to shops and dining. Enjoy a fenced-in backyard with a deck, perfect for grilling and outdoor relaxation. The kitchen and living room are located on the first floor, along with the spacious primary bedroom featuring an en

    Agent Photo

    Laura Beckwith

    Josiah Allen Real Estate, Inc.

    (802) 729-7527

    397 Powderhorn Rd, Manchester Center, VT 05255
  • /40

    $11,300 per month

    • 5 Beds
    • 3 Baths
    • 4,432 Sq Ft
    • House for Rent

    303 W View Estates, Manchester, VT 05255

    Gorgeous 4,432 Square Foot - 5 bedroom, 3 bath Log Home in the Heart of Manchester and the Green Mountains! You won't find a better equipped, more spacious and luxury home, located in one of the best Winter and Summer vacation spots in Vermont. 1st Floor boasts a beautiful great room with cathedral ceiling, stone fireplace seamlessly flows into an open-concept kitchen/dining area. Great for

    Agent Photo

    Laura Beckwith

    Josiah Allen Real Estate, Inc.

    (802) 300-4671

    303 W View Estates, Manchester, VT 05255
  • /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
  • /23

    $4,250 per month

    • 4 Beds
    • 2 Baths
    • 1,645 Sq Ft
    • House for Rent

    28 Stockbridge St, Hadley, MA 01035

    This 4-bedroom house is located only 1.75 miles from UMass in Hadley, MA. Great for 4 people. This house features 4 bedrooms, 2 upstairs, 2 downstairs, with closets, large living room open to recently renovated kitchen with pantry, 2 full bathrooms, one on first floor, one on second floor, coin operated laundry on 1st floor, full basement, partially finished, attached 2 car garage, large

    28 Stockbridge St, Hadley, MA 01035
  • /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
  • /8

    $2,500 per month

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

    56 Elm St, Manchester Center, VT 05255

    Lovely single family home in downtown Manchester. Walk to everything.

    56 Elm St, Manchester Center, VT 05255
  • /14

    $27,000 per month

    • 3 Beds
    • 2 Baths
    • 2,486 Sq Ft
    • House for Rent

    36 Glendon Hills Rd, Bondville, VT 05340

    Seasonal Rental Near Stratton Mountain – $27,000Enjoy the ultimate Vermont winter escape with this charming 3-bedroom, 2-bath seasonal rental located just minutes from Stratton Mountain Resort and only 15 minutes to Manchester. Whether you're a skier, snowboarder, or simply love cozy mountain living, this home checks all the boxes.

    Christina Dryden Berkshire Hathaway HomeServices Stratton Home

    36 Glendon Hills Rd, Bondville, VT 05340
  • /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
  • /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
  • /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
  • /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
  • /21

    $3,500 per month

    • 4 Beds
    • 2 Baths
    • 1,858 Sq Ft
    • House for Rent

    178 New Lenox Rd, Lenox, MA 01240

    Move-in ready Cape style home in Lenox. Situated on one acre of land with beautiful mountain views. This home offers four bedrooms, one being on the first floor and two full bathrooms. Expansive screened-in porch in the rear and a three season room in the front. Open and clear back yard includes a see-through wild-life fence. Natural gas heating along with recent updates that include; a new roof,

    178 New Lenox Rd, Lenox, MA 01240
  • /31

    $3,600 per month

    • 3 Beds
    • 2 Baths
    • 1,550 Sq Ft
    • House for Rent

    29 Chestnut Rd, Pittsfield, MA 01201

    Brand-new construction in a tranquil lake community! This exceptional luxury 3-bed, 2-bath single-family home combines high-end finishes with modern convenience and a serene natural setting. The main level offers an open-concept design, abundant light, and a first-floor bedroom, while upstairs provides two additional bedrooms ideal for guests, office, or hobbies. Rent includes all utilities and

    Alex Haidar Skyline Realty

    29 Chestnut Rd, Pittsfield, MA 01201
  • /32

    $49,000 per month

    • 4 Beds
    • 4 Baths
    • 3,500 Sq Ft
    • House for Rent

    896 Melendy Hill Rd, Londonderry, VT 05155

    Stunning, gorgeous, brand-new post-and-beam contemporary home for rent this season. Barely lived in, never rented. ALL NEW, EVERYTHING. 4 bedrooms, all with en-suite bathrooms. Huge living room with 2-story windows facing east and morning views of Magic. The house faces south, so it is sunny and gorgeous all day. Close to ALL 3 local ski areas! New Gourmet kitchen, marble counters, new

    Wilkie Bushby TPW Real Estate

    896 Melendy Hill Rd, Londonderry, VT 05155
  • /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
  • /19

    $5,500 per month

    • 6 Beds
    • 3.5 Baths
    • 4,772 Sq Ft
    • House for Rent

    60 Red Gate Ln, Amherst, MA 01002

    Perfect rental opportunity and convenient to all the amenities Amherst has to offer! This lovely home, built in 2006, offers 6 bedrooms, 3.5 bathrooms, 2 large home offices, an attached 2 car garage, and a private outdoor seating area overlooking beautiful plantings and a lovely wooded area that leads to the local elementary, middle, and high school. Additional features include hardwood floors

    Kate Duggan Bostonia Properties

    60 Red Gate Ln, Amherst, MA 01002
  • /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
  • /19

    $3,750 per month

    • 4 Beds
    • 2 Baths
    • 2,690 Sq Ft
    • House for Rent

    282 Highland Ave, Manchester Center, VT 05255

    In town, four bedroom, two bathroom house for rent. Main floor is a large mudroom and laundry room, kitchen, dining, office, living room, and full bathroom. Upstairs is 4 bedrooms, full bathroom, storage room. Central air conditioning. Wood floors throughout. Unfinished clean basement. Wrap around covered porch. Level yard, paved driveway. Walk to town. One car detached garage. Stand by backup

    Christiane Carroccio TPW Real Estate

    282 Highland Ave, Manchester Center, VT 05255
  • /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
  • /8

    $2,850 per month

    • 3 Beds
    • 1.5 Baths
    • 2,100 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 thru September 30, 2025.

    Team BVA Rentals Barrett and Valley Associates Inc.

    176 Harrington Rd, West Townshend, VT 05359
  • /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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