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Windham House Rentals

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    Don't let other travellers get your favourite Windham area holiday rental. You're so close to securing your perfect getaway. Book today.
    30 Matching Rentals in the Windham AreaView all 45 rentals
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    Large, Lovely, Affordable Mountain Home1 / 20
    (3)Very good
    Windham
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Windham
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    The following rentals are within 15 kilometres of Windham.
    Peru
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Charming and cozy Log cabin near Stratton Vermont1 / 12
    (1)Excellent
    Jamaica
    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Mountain Views
    • Washer
    • Grill
    • Central Heating
    • Porch
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 January 2016
    Absolutely enjoyed our stay here. It was in a great location and the house was very clean and comfortable. It had ample supplies for preparing meals in the kitchen. Only issue...
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    About this property
    Quaint and rustic log home, Very private. open floor with cathedral ceiling. Covered porch. Only 3 miles from Stratton Mountain entrance, and 15 minutes from Bromley Close to Manchester premium outlet stores. Golf, hiking, horseback riding, white water rafting are all within minutes from the...
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    05343, Jamaica, Vermont
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 6
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    Family-friendly cabin with a deck, excellent home base for skiing1 / 27
    (1)Excellent
    Londonderry
    3 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Internet Access
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 February 2018
    Our stay at the Sherwood Escape was exactly what we expected. Our group included 2 families (4 adults and 4 kids). The kids enjoyed sharing the bunk room together and were...
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    About this property
    Tucked away in the woods near Londonderry, Sherwood Escape offers visitors peace, quiet, and the comforts of home for up to eight guests (four adults). The warm wood interior complements the home's secluded setting, so make yourself comfortable in this spacious cabin! Bromley Ski Resort's slopes...
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    05148, Londonderry, Vermont
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 4
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    Trail Side at Bromley Resort Minutes from ManchesterVT, VSF horse show, Stratton1 / 34
    (1)Excellent
    Peru
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
    • Skiing: Property Is In A Ski Resort
    • Wi-Fi
    • Housekeeping Included
    • Washer
    • Patio
    • Air Conditioning
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located at Bromley Mountain with mountain trail access from the back door. This newly renovated slope side house is the ultimate in convenience. With two full baths and four bedrooms, it will accommodate an extended family or group comfortably. House also has an updated kitchen and dining area,...
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    05152, Peru, Green Mountains
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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    Jamaica
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Central Heating
    • Internet Access
    • Patio
    • Cable/satellite TV
    • Porch
    • Washer
    • DVD Player
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Wonderful 2-story log cabin with 3 bedrooms, 2 baths and hardwood floors throughout. The most prominent feature of the house is the large floor to ceiling fireplace that is perfect after a long day of skiing. Home has full internet access, with Direct TV and large flat screen TV. Has a large...
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    05343, Jamaica, Vermont
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Quiet and peaceful Lakehouse on 10 Acres1 / 21
    (1)Excellent
    Peru
    9 Bedrooms, 6 Bathrooms, Sleeps 24 Quick View
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    • Private Garden
    • Cable/satellite TV
    • Wi-Fi
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Me, my boyfriend, and other 3 families rented this beautiful house for the 4-day weekend. We couldn't be happier with our choice! House itself was very clean, spacious, bright...
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    About this property
    This quiet property is located on beautiful private lake in the town of Peru! Set on 10 acres on the end of a long private road. It is the ideal getaway for multiple families, retreats, or family gathering. This home is fully equipped with all new appliances , open style kitchen make it perfect...
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    05148, Peru, Green Mountains
    Holiday Rental House - 9 Bedrooms, 6 Bathrooms, Sleeps 24
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    Landgrove
    8 Bedrooms, 10 Bathrooms, Sleeps 22 Quick View
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    • Wi-Fi
    • Grill
    • Patio
    • Parking
    • Balcony
    • Air Conditioning
    • Waterfront
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This private resort is the perfect setting for your luxury corporate retreat, wedding, reunion, or any large gathering. THIS PROPERTY IS 100% NUT FREE! When guests aren't here Henry a toddler with a fatal nut allergy is. Thank you in advance and I really appreciate your understanding. Set on 10...
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    05148, Landgrove, Vermont
    Holiday Rental House - 8 Bedrooms, 10 Bathrooms, Sleeps 22
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    Jamaica
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Cable/satellite TV
    • Grill
    • Internet Access
    • DVD Player
    • Washer
    • Mountain Views
    • Waterfront
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Historic and Serene. Sleeps a Family + Friends, Furry or Otherwise. Ski at Stratton, Bromley, Magic, Okemo and Mt.Snow Private Yoga Studio Welcome to our Jamaica farmhouse, a place with space to live and breathe the beauty that Vermont has to offer. Simple, authentic, and perfectly close to the...
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    Location Information
    05343, Jamaica, Vermont
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    Grafton
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Mountain Views
    • Internet Access
    • Parking
    • Grill
    • Washer
    • Air Conditioning
    • Patio
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This modern 4-bedroom, 3-bathroom Vermont vacation rental home comfortably accommodates 8 guests in 3,800 square feet of luxury. The authentic, newly renovated 1950's farmhouse offers a quintessential homestead experience, nestled in the Green Mountains of Southern Vermont on stunning, lush...
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    05146, Grafton, Vermont
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Peru
    3 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    • Mountain Views
    • Private Outdoor Pool (Heated)
    • Patio
    • Internet Access
    • Cable/satellite TV
    • Grill
    • Central Heating
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Whether you're seeking snow-capped mountains or blooming wildflowers, Peru, Vermont has it all! For the ultimate mountain getaway, escape to this 3-bedroom, 2.5-bathroom vacation rental townhouse that comfortably sleeps 11. Recently renovated, this lovely townhome offers pristine appliances,...
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    Location Information
    05152, Peru, Green Mountains
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 11
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    Charming Vt. Farmhouse with spectacular mt. views. Children welcome1 / 22
    (2)Excellent
    Londonderry
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Wi-Fi
    • Washer
    • Grill
    • Cable/satellite TV
    • Mountain Views
    • Patio
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to The Humphreys Farmhouse, a 65-acre year-round vacation home in Vermont. Located in the heart of the Green Mountains minutes away from skiing in the winter, and hiking, swimming and many other activities in the summer, Humphreys Farm is a great place to get away from it all and have fun....
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    Location Information
    05148, Londonderry, Vermont
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Peru
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Cable/satellite TV
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    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Blue Door Farm 'Cottage' - Brought to you by Gertrude Rentals! This charming 2BR/2Bath Dutch farm house is just 4mi. to Bromley, 5mi. to Magic, 12mi. to Stratton, and 19mi. to Okemo. It boasts 100% cotton sheets mattresses linens and pillow, and is decorated with antiques and oriental rugs. It...
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    Location Information
    05148, Peru, Green Mountains
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Bondville
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Central Heating
    • Patio
    • Washer
    • Grill
    • Housekeeping Included
    • Terrace
    • DVD Player
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Convenience is key with this prime location, offering mountain views and free shuttle to the lifts on site. Walk out the door, jump aboard the Strattonwald shuttle, and be on the lift faster than you can post your #OOTD (outfit of the day). APRÉS SKI? This house is both your home and destination...
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    Location Information
    05340, Bondville, Vermont
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Manchester to Stratton - Taking Inquiries for the Summer Horse Show1 / 14
    (1)Excellent
    Bondville
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Mountain Views
    • DVD Player
    • Washer
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    The house is perfectly located close to Manchester and nearby mountains. Kitchen and bedrooms were fully equipped with anything we needed during our trip. king bed in the master...
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    About this property
    This property is snuggled between Stratton Mountain Resort and Manchester center for a perfect alternative to the hustle and bustle of both. The property sits on its own private half-acre and offers mountain views of the Equinox Valley. Guests visiting in the winter have Stratton, Bromley and Magic...
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    Location Information
    05340, Bondville, Vermont
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Chester
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Amare Guesthouse is a relaxed and inviting recently restored Victorian home steps from downtown Chester VT. From coffee to cocktails relax on one of the large porches. Walking distance to restaurants and pubs, rivers, farms, trails, antique shops, galleries, and a grocery store.  Enjoy small...
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    Location Information
    05143, Chester, Vermont
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Peru
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Cable/satellite TV
    • Parking
    • DVD Player
    • Washer
    • Mountain Views
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This cozy Bromley retreat has great mountain views, is walking distance to ski lifts, and has plenty of space for up to 10 guests to spread out and relax. This duplex rental is in a fantastic location where guests can easily frequent the slopes for downhill skiing and snowboarding, and walk to...
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    Location Information
    05152, Peru, Green Mountains
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Andover
    2 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Secure Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you are seeking to get away from the craziness of everyday life and take in natural beauty and the enjoyment of downhill and cross country skiing, snowshoeing, hiking, antique shopping, and cool resturants you found the right spot. Close to: Okemo, Bromley, Killington, Jackson Gore, and Magic...
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    05143, Andover, Vermont
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 10
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    Jamaica
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Patio
    • Balcony
    • Grill
    • Terrace
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience Jamaica in all its year-round glory: Swim in the rivers, lakes, canoe, kayak, sail, hike to the water falls ,leaf-peep, shop, ski Stratton, snow-shoe, cross-country, kayak, sail, walk across the bridge to the State Park. Jamaica village is a stone's throw away by foot. Make our...
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    Location Information
    05343, Jamaica, Vermont
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
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    Jamaica
    2 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Patio
    • Parking
    • Mountain Views
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Book your next east coast vacation at this modern 2-bedroom, 2-bathroom vacation rental townhouse perfect for a family reunion. This spacious 1,400-square-foot property offers 12 lucky guests a clean and polished interior design, which features tall vaulted ceilings, a charming wood-burning stove,...
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    Location Information
    05343, Jamaica, Vermont
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 12
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    Gorgeous mountain home w/ private hot tub - skiing nearby!1 / 30
    (1)Excellent
    Bondville
    4 Bedrooms, 5 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Balcony
    • Mountain Views
    • Washer
    • Grill
    • Patio
    • Hot Tub
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you're looking for the perfect place to take your next vacation, why not escape to this relaxing Bondville, Vermont getaway? This vacation rental offers a wonderful outdoor patio area with a private hot tub and room for up to eight! Located just five miles from Bondville, this quiet and remote...
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    Location Information
    05340, Bondville, Vermont
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 6
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    Bondville
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Internet Access
    • Balcony
    • Patio
    • Washer
    • Cable/satellite TV
    • Hot Tub
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience the Vermont vacation you've always dreamed of at this three-bedroom townhouse, a cozy Stratton retreat with a private balcony, easy access to a shared hot tub and recreation center, and an unbeatable location for skiing and golfing. This light-filled townhouse sits on the east side of...
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    Location Information
    05360, Bondville, Vermont
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Jamaica
    6 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    • Hot Tub
    • Central Heating
    • Mountain Views
    • Housekeeping Included
    • Skiing: Property Is In A Ski Resort
    • DVD Player
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spectacular timberframe home. Quintessential Vermont experience. More ski lodge than house. The non-skiers will be very happy spending time here. A short 4-mile drive to the Stratton access road. (12 minutes door-to-door to the ski resort). One of the finest rental homes in Southern Vermont....
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    Location Information
    05343, Jamaica, Vermont
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 16
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    Grafton
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Private Garden
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This cute Vermont farmhouse is just 10 minutes to Magic, 20 minutes to Bromley and 25 minutes to Stratton. On the main level there is the master bedroom with a full bath, kitchen, dining, and large living area with a comfortable fireplace and a bonus woodstove to keep you extra warm during those...
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    05146, Grafton, Vermont
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Bondville
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Terrace
    • Parking
    • Hot Tub
    • Washer
    • Internet Access
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Head to Stratton for your upcoming mountain getaway and enjoy a shared pool and hot tub (during summer months), as well as easy mountain access, when you stay in this two-bedroom, family-friendly condo. Walk to the village or catch the nearby shuttle to the mountain, and revel in the simplicity...
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    Location Information
    05155, Bondville, Vermont
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Jamaica
    5 Bedrooms, 5 Bathrooms, Sleeps 11 Quick View
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    • Balcony
    • Central Heating
    • Cable/satellite TV
    • DVD Player
    • Washer
    • Private Garden
    • Wi-Fi
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful home in a quiet area in the woods with magnificent views. An easy 10 minute ride to Stratton and other ski areas. Main floor of house includes master bedroom with king bed and bathroom suite including spa tub and stall shower. Fully stocked kitchen with eating kitchen as well as counter...
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    Location Information
    05343, Jamaica, Vermont
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 11
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    Chester
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Parking
    • Central Heating
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 5-bedroom, 1.5-bath vacation rental house in Chester provides a charming farmhouse setting for up to 8 guests. Nestled on 13 acres shared with Gordon's Christmas Tree Farm, this scenic property dazzles you with natural beauty during every season! See if the fish bite at the nearby river or...
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    Location Information
    05143, Chester, Vermont
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
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    Landgrove
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • DVD Player
    • Central Heating
    • Skiing: Property Is In A Ski Resort
    • Grill
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Originally built in the 1830s by the town blacksmith, this property has been in our family for over 80 years. This house has such a good vibe! In the winter months snowboarding, downhill skiing, cross country skiing, snowshoeing and snowmobiling are literally minutes away. In warmer months,...
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    Location Information
    05148, Landgrove, Vermont
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Chester
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Patio
    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The 1843 Stone House is a pre-civil war home that is quaint and comfortable for 2 families or 3 couples. The house is full of charm while also providing modern amenities. The Chester Village green is a short walk from the house where shops and restaurants are housed in buildings from yesteryear....
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    Location Information
    05143, Chester, Vermont
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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