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Shaftsbury Holiday Homes

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    All 97 Rentals in Shaftsbury
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    Shaftsbury
    4 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    The following rentals are within 30 kilometres of Shaftsbury.
    The Barn at Four Tooth Farm1 / 10
    (14)Excellent
    Manchester
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Condo on Haystack/Hermitage Ski Mountain1 / 28
    (5)Excellent
    Wilmington
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Manchester
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Central Heating
    • Wi-Fi
    • Washer
    • Patio
    • DVD Player
    • Mountain Views
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy STUNNING views of Mount Equinox in three directions. There are 5 bedrooms, 7 beds, 2 full baths and one half bathroom. This is not your basic white-walled house - the rooms are painted with murals, faux-marbling, and fantastic tile work. Enjoy the nightly sunset from the Venetian tiled...
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    Manchester, Green Mountains 05250
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    Newly Renovated Luxury Colonial close to everythin1 / 23
    (3)Excellent
    Manchester
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Mountain Views
    • Air Conditioning
    • Grill
    • Patio
    • Balcony
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 October 2017
    I can't speak too highly of this lovely house. Extremely comfortable and tastefully furnished and the surroundings are gorgeous with plenty to do in Manchester and further...
    Reviewed 25 August 2017
    This a beautiful house, with stunning views over the valley, in a great location just outside Manchester. It is immaculate, and equipped with everything you might need for a...
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    About this property
    Newly renovated home, with top of the line kitchen. Master bedroom retreat. A living room on both floors for entertaining. Open plan living on second floor. Central Air Conditioning. Stone fireplaces. Laundry onsite. Spectacular views from every window. Only a five minute drive from the center of...
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    Manchester, Green Mountains 05255
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Apartment walking distance to Mass MoCa!!1 / 39
    (2)Excellent
    North Adams, MA
    2 Bedrooms, 1 Bathroom, Sleeps 10 Quick View
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    • Air Conditioning
    • Mountain Views
    • Cable/satellite TV
    • Wi-Fi
    • Grill
    • Patio
    • Skiing: Property Is In A Ski Resort
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 September 2015
    Owners were very friendly and helpful. We enjoyed our stay very much. this is the place for a quiet vacation.
    Reviewed 7 July 2014
    Stephanie was helpful and accommodating of us and our last minute request . Sheafs it easy to stay, come and go and we found the location convenient yet private and remote from...
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    About this property
    I have a 2 to 3 bedroom first floor apartment located in a dead end street. This spacious 8 room apartment is surrounded by woods and minutes from downtown North Adams or Williamstown!! It is also walking distance to Mass MoCa (about a 10 minute walk)!!! Animals are welcome if needed. The master...
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    North Adams, Berkshires 01247
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 10
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    Beautiful Vacation Home at Strattonwald at Stratton Mountain1 / 18
    (6)Excellent
    Stratton Mountain
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Parking
    • Private Garden
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 February 2018
    Wonderful, spacious, warm, & inviting! 5 minute drive to Stratton. We would definatey go back! Comfortable beds, fully stocked kitchen! Nice large dining table.
    Reviewed 19 February 2018
    We really enjoyed our stay at Midge's beautiful ski house. Great location...Stratton is 5 minutes up the road and Manchester 10-15 mins away. We did expect a mountain shuttle...
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    About this property
    Beautiful vacation home at Strattonwald at Stratton Mountain. Free shuttle picks you up at the end of our driveway and delivers you to Stratton's base lodge. The house accommodates up to 6 adults and four children in four bedrooms: kids room with bunk, trundle and full size bed, two queen bedrooms...
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    Location Information
    Stratton Mountain, Vermont 05340
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Sunsets, mountain and meadow views, Hildene Farm, 4 min. to the Equinox Resort1 / 30
    (1)Excellent
    Manchester
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Washer
    • Wi-Fi
    • Patio
    • Hot Tub
    • Air Conditioning
    • Mountain Views
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 October 2016
    This property greatly exceeded our expectations…what a beautiful Home! A stay here is the perfect way to experience New England. My husband and I are familiar with this part...
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    About this property
    For your Vermont get-away, a wonderful home away from home, welcoming, cozy, comfortable, with luxury details, and sited on the most impressive location in Manchester Village. The house abuts and overlooks the protected 40 acre Hildene Meadow, with mountain views, and gorgeous sunsets. Our home is...
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    Manchester, Green Mountains 05255
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Stratton 4 Bedroom Home1 / 10
    (9)Very good
    Stratton Mountain
    4 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    • Mountain Views
    • Grill
    • DVD Player
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    4 Bed Room Mins from the mountain Great Views of the trails 3.7 Miles to Stratton Base 3.0 Miles to Stratton Sunbowl 1.0 Mile to Stratton Golf School 11.5 Miles to Bromley 12 Miles to Magic mountain 16 Miles to Mt. Snow 27 Miles to Okemo Up: MBR King Sleigh w/Pvt Bath AC in MBR, Great Room and...
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    Location Information
    Stratton Mountain, Vermont
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 11
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    Manchester
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Washer
    • Parking
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This dog-friendly guest house boasts beautiful views of Mount Equinox and a field filled with Black-eyed Susans by late summer. The cozy interior with wood beam ceilings and a stone hearth will take you back to a simpler time while the back doors open up to a seasonal, fenced-in pool, as well as a...
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    Location Information
    Manchester, Green Mountains 05254
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Five Bedroom Secluded Ski House Located Two Miles From Downtown Manchester1 / 19
    (2)Excellent
    Manchester
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Mountain Views
    • DVD Player
    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    • Air Conditioning
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 March 2017
    Spacious and comfortable home close to Bromley and Stratton Mountains, and only a few minutes to downtown Manchester. The family room is great for the kids and the living room...
    Reviewed 29 December 2016
    It is a very spacious and comfortable location with a great view. It is perfectly equipped and super clean. It is very closed to the town as well as to the ski areas. You can...
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    About this property
    FIVE BEDROOM HOME, situated on a secluded road with the Bromley Brook in your backyard and 100 yards from the Lye Brook Falls Trail, Appalachian Trail, and Green Mountain Falconry School. Enjoy panoramic views of the Green Mountains while enjoying a tranquil and private setting located two miles...
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    Location Information
    Manchester, Green Mountains 05255
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    North Adams, MA
    3 Bedrooms, 1 Bathroom, Sleeps 15 Quick View
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    Amenities & Details
    • Patio
    • DVD Player
    • Central Heating
    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The house is located at the end of a dead end street. It has a huge, private backyard with 2 firepits, hammock, portable bar, grill and ample seating. Under one mile to downtown North Adams and about a 5 minute drive to Williamstown. This is a 3 bedroom, upstairs apartment (one bedroom has a...
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    Location Information
    North Adams, Berkshires 01247
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 15
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    Family Lodge btwn Stratton & Mt. Snow1 / 18
    (6)Excellent
    Stratton Mountain
    5 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    • DVD Player
    • Private Garden
    • Parking
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 February 2018
    Really enjoyed my stay here for a snowboarding trip. The house is spacious, super clean, and located very convienently to the mountains. The hosts, Albert and LeAnn, are...
    Reviewed 3 February 2018
    Stayed here for a snowboarding weekend and had the best time! Al and Leann’s were place were super cozy and a good combination of a modernized cabin. The place is spacious and...
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    About this property
    Perfect vacation home situated on a quiet street between Stratton and Mount Snow. 8 minutes to Stratton Sun Bowl Base , 15 minutes to Mount Snow. 30 Min to Manchester for shopping and Fine Dining Minutes to Grout Pond and Stratton Recreation Center to enjoy the great outdoors. 5 bedrooms 2 baths....
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    Location Information
    Stratton Mountain, Vermont 05360
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 11
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    Wilmington
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Mountain Views
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 3 bedroom, 2 bathroom home is a custom built log home. It has an interior that is tastefully decorated. It has a loft area and a fireplace to enhance the Vermont country essence. It also has internet available for those who need to stay connected. 4 Wheel Drive - RECOMMENDED This house...
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    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Wilmington
    3 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a great house with 3 bedrooms plus a loft area and it has a nice wood burning fireplace. This house includes Clubhouse and Amenity Privileges. THE BASEMENT AREA IS BEING REFINISHED AT THIS TIME. 4 Wheel Drive - RECOMMENDED Additional amenities: 4x4/AWD recommended, Basketball, Coffee...
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    Location Information
    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 12
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    Wilmington
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This house includes Clubhouse and Amenity Privileges. Additional amenities: Basketball, Coffee Maker, Den/Second Living Area, Hiking Trails, Hot Tub-Clubhouse, Indoor Pool-Clubhouse, Keurig, Loft, Mudroom/Entry, Rent: LTS, Rent: Short-Term, Screen/Enclosed Porch, Tennis, Volleyball, Washer & Dryer
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    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Wilmington
    5 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This house includes Clubhouse and Amenity Privileges. Additional amenities: 4x4/AWD recommended, Basketball, Coffee Maker, Den/Second Living Area, Hiking Trails, Hot Tub-Clubhouse, Indoor Pool-Clubhouse, Keurig, Long Term Rental, Rent: LTW, Rent: Short-Term, Tennis, Volleyball, Washer & Dryer,...
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    Location Information
    Wilmington, Vermont 05363
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 12
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    2 Bedroom/2 Bath Condo1 / 24
    (2)Excellent
    Stratton Mountain
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Balcony
    • Washer
    • Terrace
    • Parking
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 March 2017
    Owner was very accommodating and went above and beyond when we left a few items behind. The condo was perfect for me and a few friends. Close to the village. I would do this again!
    Reviewed 15 February 2017
    Fantastic condo very close to Stratton Mountain. Owner was very friendly and quick to respond to any questions I may have had.
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    About this property
    Fully renovated condo within easy walk to Stratton Village, with restaurants, shops and the slopes. Many Festivals throughout summer and fall. Granite countertops, tiled baths, new carpet, paint and furniture and outside deck. Winter views of the slopes. Free shuttle. Walk to Stratton Sports Center...
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    Stratton Mountain, Vermont 05340
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Sunderland
    7 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    • Air Conditioning
    • Patio
    • Washer
    • Balcony
    • Wi-Fi
    • Grill
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    'One of the oldest homes in the county has 7 Bedrooms and 4 bathrooms on a secluded lot with mountain views - Spacious living for family and friends. One large family or 2 families or a group of adults. Home is about 3,500 Sq. Feet All towels and bed sheets are provided. First floor has a large...
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    Sunderland, Green Mountains 05250
    Holiday Rental House - 7 Bedrooms, 4 Bathrooms, Sleeps 16
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    Stratton Mountain
    4 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Air Conditioning
    • Hot Tub
    • Mountain Views
    • Washer
    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Only 50 yards from some of Stratton's best skiing, this family-friendly and inviting townhome matches mountain views with a high-end atmosphere. Five stories of luxury furnishings, decks, and a private hot tub await your group during a stay here. With a quiet location, this ski-in, ski-out home is...
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    Stratton Mountain, Vermont 05360
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 6
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    Wilmington
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Adventure Awaits - whether skiing, hiking, swimming, or just reading a book, our home is the perfect place to getaway. Nestled in the woods, natural light floods the main living area with cathedral ceilings, skylights, and a wall of windows that looks out into the trees right onto the deck. Living...
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    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Wilmington
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Grill
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a wonderful vacation home located across from the clubhouse on the main hill of Chimney Hill. It has access to the snowmobile trails and hiking trails. This three bedroom and two bathroom home has a wood fireplace and game room with a pool table. This home includes all of the amenity...
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    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Manchester
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Patio
    • Mountain Views
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Hot Tub
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Directly in the middle of Manchester the house is close to all restaurants,stores,ski mountains, lakes, and horse show. A very spacious home ( 1866 sqft ) 3 large bedrooms 2 full bathrooms , deck, backyard ,and plenty of on site parking;fully stocked kitchen. Home is perfect for families and...
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    Manchester, Green Mountains 05255
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Wilmington
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Grill
    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a wonderful vacation home located in the quiet 'C' section of Chimney Hill. It has access to the snowmobile trails and hiking trails. This three bedroom and two bathroom home has a wood fireplace, Wi-Fi, and is a pet friendly home. This comfortable home includes all of the amenity...
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    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Wilmington
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • DVD Player
    • Grill
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy this 3 bedroom, 2 bath home. It has a wood stove and a nice deck. This house includes Clubhouse and Amenity Privileges. Additional amenities: 4x4/AWD recommended, Coffee Maker, Hiking Trails, Hot Tub-Clubhouse, Indoor Pool-Clubhouse, Keurig, Long Term Rental, Mudroom/Entry, Rent: LTS, Rent:...
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    Location Information
    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Wilmington
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a lovely Vermont chalet - style home with 3 bedrooms, 2 full baths, a fireplace, deck, cable TV with DVD player and an X-Box. This home has all the modern conveniences to make your stay as comfortable as your own home. It also comes with WiFi so you can stay connected. This house includes...
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    Location Information
    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Wilmington
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    After a long day on the slopes come home and relax in privacy in your own hot tub. It also has a great 2nd living area and has all the comforts of home. It is private and located at the end of a cul-de-sac. This house includes Clubhouse and Amenity Privileges. Additional amenities: 4x4/AWD...
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    Location Information
    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Williamstown, MA
    4 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Outdoor Dining Area
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Parking
    • Washer
    • Patio
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lots of space, great yard, walk to everything: restaurants, museums, Williams College, theater, night life, etc. Plus, nearby ski and tubing areas. This beautifully maintained historic House On Main Street was known as the Victorian Tourist & Antique House in a by-gone era. It was originally...
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    Williamstown, Berkshires 01267
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 16
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    Wilmington
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • DVD Player
    • Parking
    • Washer
    • Grill
    • Internet Access
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    15min. to Mt.Snow. 5 bedrooms, 3.5 baths, whirlpool in master bath, steam shower, open kitchen-greatroom floor plan with stone fireplace. Large screen porch with chaise for sleeping and hammock. Large open deck overlooking Lake Raponda. Canoe and kayak available. Very family friendly and charming....
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    Wilmington, Vermont 05363
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    Petersburg, NY
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Mountain Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This old style home, in a exquisite forest setting, atop a moutain, in upstate New York, with a lake, is the perfect vacation, during the summer to fall seasons; with its stunning views and nearby destinations. Miles from; Vermont, New Hampshire and Massachusetts; make this home a perfect place...
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    Petersburg, New York 12138
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Manchester
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • DVD Player
    • Internet Access
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This upscale cabin just might be your family's new favorite Vermont destination! The Cabin offers a getaway in the woods complete with a multi-level gathering space, wraparound deck, and a fireplace stocked with wood. You're a short drive from Manchester, where you'll find dining and groceries....
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    Location Information
    Manchester, Green Mountains 05253
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Wilmington
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Private Garden
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our beautiful vacation home is the perfect place to spend quality time with family and friends! We are only 5 miles from Mt. Snow and 5 miles to Lake Whitingham making it centrally located for outdoor activities all year long. Our chalet-style home features a large, level lot for fun and games, a...
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    Wilmington, Vermont 05363
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Wilmington
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Cable/satellite TV
    • Hot Tub
    • Grill
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our home, (nick named 'Durkee's Do-Drop-Inn') ,was built on a parcel of property that my dear Mother in law and father in law purchased 20 years earlier and never built on (before their passing). We built the home to remember them by. The house is one of a kind. Designed and partially build by...
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    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Wilmington
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Hot Tub
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This home comes complete with a hot tub outside on the deck and a 2nd living space with a pool and ping pong table. This house includes Clubhouse and Amenity Privileges. Additional amenities: 4x4/AWD recommended, Basketball, Coffee Maker, Den/Second Living Area, Heated Pool-Clubhouse, Hiking...
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    Location Information
    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    #488: 195 Upper Dam Road  488-011 / 10
    (1)Excellent
    Wilmington
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
    • Grill
    • Wi-Fi
    • Hot Tub
    • Mountain Views
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 October 2017
    OMG Where do I even start. This house is AMAZING, big and beautiful. With many rooms, people can retire to get some privacy and with 2 huge living area, family can come together...
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    About this property
    This is a wonderful vacation home located across near the Clubhouse on the main hill of Chimney Hill. It has access to the snowmobile trails and hiking trails. This five bedroom and three bathroom home has a wood stove, two living areas, and game room with a pool table. This home includes all of...
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    Wilmington, Vermont 05363
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    Manchester
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Private Garden
    • Cable/satellite TV
    • Mountain Views
    • Wi-Fi
    • Washer
    • DVD Player
    • Grill
    • Shared Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Manchester Center- 10 miles; Directly borders Green Mtn Nat'l Forest. Lesson than 5 miles to the Vermont Summer Festival and Horse Show! New to Flip Key and Trip Advisor. Enjoy panoramic views of the Green Mountains, so close you can almost reach out and touch them. A beautiful moose mounted...
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    Location Information
    Manchester, Green Mountains 05253
    Cabin Holiday Rental - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    Wilmington
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • DVD Player
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This home has undergone some beautiful transformations in recent years. There are decks off 2 bedrooms and in the back of the house. This house includes Clubhouse and Amenity Privileges. Additional amenities: 4x4/AWD recommended, Basketball, Clubhouse, Coffee Maker, Heated Pool-Clubhouse, Hiking...
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    Location Information
    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Wilmington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Additional amenities: Basketball, Biking, Clubhouse, Ground Level, Heated Pool-Clubhouse, Hiking Trails, Hot Tub-Clubhouse, Indoor Pool-Clubhouse, Mudroom/Entry, Rent: Short-Term, Tennis, Volleyball, Washer & Dryer
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    Location Information
    Wilmington, Vermont 05363
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Stratton Mountain
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Sauna
    • Cable/satellite TV
    • Mountain Views
    • Housekeeping Included
    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    • DVD Player
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the exclusive High Meadows section, this gorgeous home offers the very best panoramic view of Stratton Mountain. With a sleek design scheme that blends rustic and modern finishes creating an elegant ambiance, this 4,800 SF luxury home is the beautiful space to return to after a day on...
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    Location Information
    Stratton Mountain, Vermont 05340
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    Whitingham
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Central Heating
    • Washer
    • Parking
    • Grill
    • Cable/satellite TV
    • Skiing: Property Is In A Ski Resort
    • Mountain Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ** Discounts and seasonal specials may be available - call Evolve at (877) ******** for more info! ** James Gandolfini stayed here! 'Mount Snow Farm' is a 120-acre former dairy farm and secluded haven nestled in the Green Mountains near Whitingham, Vermont. The top of this property sits 2,300...
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    Location Information
    Whitingham, Vermont 05361
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
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    Berkshire Getaway1 / 7
    (8)Excellent
    North Adams, MA
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Housekeeping Included
    • Parking
    • Outdoor Dining Area
    • Grill
    • Porch
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 August 2015
    Descriptions are accurate. The house and grounds are very well kept. Extremely clean especially bathroom and kitchen. It is located at the end of a hard pack dirt road with no...
    Reviewed 25 August 2015
    The minute we entered the cottage we felt at home. A perfect secluded, warm and cosy getaway. Our only sorrow was that we could only stay for one night. We prepared dinner in...
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    About this property
    Cozy cottage with complete privacy on 142 acres and borders Monroe State Forest. Cottage offers 2 bedrooms, 1 bathroom, large living room, eat in kitchen, deck with grill, TV and DVD. Hiking and biking is available right outside your door. The Dunbar Brook Trail boasts great hiking and a grove of...
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    Location Information
    North Adams, Berkshires 01247
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Wilmington
    6 Bedrooms, 2 Bathrooms, Sleeps 15 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Private Garden
    • Wi-Fi
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Guest satisfaction and enjoyment of their time here at this Heaven On Earth at Chimney Hill Resort are paramount to us. We love to travel and we know how important clean accommodations are - and to that end, we strive. We purchased the house with the intent to provide guests with a spectacular...
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    Location Information
    Wilmington, Vermont 05363
    Holiday Rental House - 6 Bedrooms, 2 Bathrooms, Sleeps 15
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    Lake House in Berkshires1 / 21
    (1)Excellent
    North Adams, MA
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Waterfront
    • DVD Player
    • Wi-Fi
    • Parking
    • Grill
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 September 2017
    Robert was so thoughtful and courteous to make sure we had the best birthday weekend ever! He literally thought of everything such as bug spray, flash lights, birthday candles...
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    About this property
    Charming studio cottage on Windsor Lake, North Adams, MA. Great spot from which to explore MASS MoCa, attend Solid Sound or Fresh Grass, Clark Art Museum, Massachusetts College of Liberal Arts, Williamstown Theater Festival, Williams College, the Berkshires, and Southern Vermont. Hike, bike, swim...
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    North Adams, Berkshires 01247
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Cozy Lakefront Cottage1 / 13
    (1)Excellent
    Somerset
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 January 2016
    Yes, it's worth staying at this charming cabin on the lake for the views even in chiller times. We enjoyed a holiday time bedding 6 in their rooms. An easy to use kitchen with...
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    About this property
    Cozy Woodford Lakefront Cottage is perfect vacation spot for families and outdoor enthusiasts or those seeking relaxing get away. The cottage sits high overlooking Woodford Lake with a spectacular view of Vermont’s beautiful mountain range. Woodford is the highest evaluated town in all of the...
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    Somerset, Vermont 06076
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Williamstown, MA
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Washer
    • Shared Indoor Pool
    • Terrace
    • Air Conditioning
    • Internet Access
    • Balcony
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Thanksgiving week Berkshire Luxury condo/4 1Bedroom, 1Bath, Living Room with fireplace & Kitchen Available November 20-27 Thanksgiving week Between Mt. Greylock, Pittsfield, Great Barrington, Stockbridge, Krupalu, Tanglewood, Jacob's Pillow, The Mount, NOrman Rockwell Museum, Daniel Chester French...
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    Location Information
    Williamstown, Berkshires 01267
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Wilmington
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Grill
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The location is ideal for families as the house is up on the hill with only a 3 minute walk to the clubhouse. When you walk up to the house enjoy the deep covered porch providing some shade in the summer while you sit in the Adirondack chairs listening to the babbling brook nearby. Then enter the...
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    Location Information
    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    Green Mountain Retreat1 / 18
    (1)Very good
    Sunderland
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Washer
    • Grill
    • Parking
    • Wi-Fi
    • Air Conditioning
    • Housekeeping Included
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    This house was quiet, well equipped, perfectly uncluttered, clean and warm. The kitchen window Roaring Branch River was stellar. The exterior is unassuming and deceptive; the...
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    About this property
    This is a modern three bedroom, two bath in one of the most beautiful places in New England - nestled in the Green Mountain National Forest, across the road from the Roaring Branch River. About 12 minutes from Manchester and 20 minutes from Bennington. It is close to all of the best trails in...
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    Sunderland, Green Mountains 05262
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Cozy Chalet  In The Pines, Only 5 Mi From Mt Snow. UNDER CONSTRUCTION TIL DEC.1 / 20
    (4)Excellent
    West Wardsboro
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Mountain Views
    • Balcony
    • Washer
    • Cable/satellite TV
    • Grill
    • Central Heating
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 November 2016
    The chalet was really easy to find, first of all. There were a couple of nearby grocery stores, and the place seemed mostly geared toward skiing, but we were too early for that...
    Reviewed 14 July 2015
    I really loved this place overall. The top floor is very rustic and open with a great deck to hang out on. The bottom floor is a nice transition with plenty of places to sleep...
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    About this property
    Secluded 2 level chalet in Scandia Village off Stratton-Arlington Rd. about 7' to Mt. Snow and 20' to Stratton Mountain . ski area. West Wardsboro Market nearby, and within walking distance.... Dover Vt. about 7 miles south on Rt. 100. Wilmington, Vt. about 25' ride with many restaurants...
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    Location Information
    West Wardsboro, Vermont 05360
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    North Bennington
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Housekeeping Included
    • Grill
    • Central Heating
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a recently built cottage located on 15 private, wooded acres of land on the border of Bennington and North Bennington in Southwest Vermont. Designed and constructed by the owner and a close friend, care has gone into every detail of this beautiful and peaceful location. The property is...
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    Location Information
    North Bennington, Bennington 05257
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Stratton Mountain
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Sauna
    • Hot Tub
    • Cable/satellite TV
    • Air Conditioning
    • DVD Player
    • Internet Access
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This Stratton Mountain home gives you the best of both worlds: cozy comforts for relaxation and easy access to incredible activities and amazing amenities all year-round! This Long Trail House condo offers access to a shared outdoor heated pool, sauna, and hot tubs, as well as shopping and...
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    Location Information
    Stratton Mountain, Vermont 05356
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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