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Shaftsbury Holiday Homes

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    All 108 Rentals in Shaftsbury
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    Shaftsbury
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    The following rentals are within 30 kilometres of Shaftsbury.
    The Barn at Four Tooth Farm1 / 10
    (12)Excellent
    Manchester
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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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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    Condo on Haystack/Hermitage Ski Mountain1 / 28
    (5)Excellent
    Wilmington
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • DVD Player
    • Mountain Views
    • Balcony
    • Central Heating
    • Wi-Fi
    • Washer
    • Grill
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 June 2017
    So close to the mountain with breathtaking views but outside of the commotion of Mt Snow. The condo offers a warm and inviting open main level with private lower level and upper...
    Reviewed 11 September 2016
    Another great birthday weekend! This is where I go every year for a weekend in March with my husband, our adult children and their girlfriends. The skiers and boarders love...
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    About this property
    1900sq feet / 3 floor condo located on entrance road to Hermitage/Haystack Mountain - easy access to ski resort. 4 miles to Mt. Snow. Located on VAST trails. Amazing skiing, golfing, hiking, biking, snowmobiling and lakes. Many fine new restaurants and boutique shopping located in area.
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    Wilmington, Vermont 05363
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedroom/2 Bath Condo1 / 12
    (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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    Cozy Chalet  In The Pines, Only 5 Mi From Mt Snow1 / 20
    (4)Excellent
    West Wardsboro
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • 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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    West Wardsboro, Vermont 05360
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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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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    Wilmington, Vermont 05363
    Holiday Rental House - 6 Bedrooms, 2 Bathrooms, Sleeps 15
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    Wilmington
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Grill
    • DVD Player
    • Wi-Fi
    Suitability
    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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    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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    Ski Bromley & Stratton, sleep 8 at Bromley Village1 / 58
    (5)Excellent
    Stratton Mountain
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Mountain Views
    • Outdoor Dining Area
    • Internet Access
    • Washer
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 January 2017
    Beautiful condo in Bromley Mountain our family loved to stay at the Sheys hideaway. Beautifully appointed condo very convenient to the mountain everything was clean and we...
    Reviewed 5 January 2016
    As all of the other reviews state, we also absolutely enjoyed our stay at "Sheky's Hideaway". We were very grateful and excited when we were able to book the condo with...
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    About this property
    A five minute drive from Bromley mountain, this condo is surrounded by everything that makes Vermont such a beautiful and natural state. For winter goers, you'll have your choice of three mountains within a 30 minute drive. For summer and fall goers, you'll have the opportunity to truly experience...
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    Location Information
    Stratton Mountain, Vermont 05152
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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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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    Location Information
    Manchester, Green Mountains 05255
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Manchester
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • 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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    Location Information
    Manchester, Green Mountains 05250
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    Manchester
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Mountain Views
    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    • Grill
    • Private Garden
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Amazing Carriage House best location in Manchester Village -Walk to Equinox Resort and HIldene. Great for families, couples, YOGA retreats too! 2 story historic carriage house is great for families, friends & couples. Walk to the Equinox Hotel (2 minutes away.) Hike to Equinox Pond from the...
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    Location Information
    Manchester, Green Mountains 05255
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Kassmel's Mountain Haus1 / 11
    (1)Very good
    West Wardsboro
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Private Garden
    • Central Heating
    • Grill
    • Cable/satellite TV
    • Parking
    • DVD Player
    • Hot Tub
    • Shared Indoor Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 January 2018
    It is a beautiful house with wood burning fireplace and hot tub with convient distance to Mount Snow. The kitchen was well stocked with appliances, pots/pans and basics as well...
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    About this property
    Our home is nestled in the Green Mountains in Snow Mountain Farms midway between Mt. Snow and Stratton Mountains. Located on 2 acres, our ranch style home has a fully equipped kitchen, washer/dryer, skylights, Satellite TV, DVD, stereo/CD, wood burning fireplace (wood provided) wrap around deck...
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    West Wardsboro, Vermont 05355
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Wilmington
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Mountain Views
    • Wi-Fi
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful wood floors are the first thing you will notice in this three-bedroom and three-bathroom home nestled into the stunning scenery of Vermont. Two bay garage lets you bring your toys and keep them out of the weather. Cozy up at the end of the day in front of the stone-built fireplace, or...
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    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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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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    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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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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    Amenities & Details
    • 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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    Mount Snow Area Home with 5 Bedrooms1 / 13
    (1)Very good
    Wilmington
    5 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
    • Washer
    • Outdoor Dining Area
    • Grill
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 January 2016
    Very nice and cozy place to stay. I went for a long weekend with extended family and we had a great time. The main floor, with its renovations, is beautiful and was a great...
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    About this property
    Get away any time of the year to this great, quiet Mt. Snow area home. Close to Mt Snow, Downtown Wilmington, Lake Whitingham and Lake Raponda. Located within the Chimney Hill Association. You can relax, ski, snowmobile in the winter...swim, hike, bike in the summer...leaf 'peep ' in the...
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    Location Information
    Wilmington, Vermont 05363
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 12
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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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    Stratton 4 Bedroom Home1 / 20
    (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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    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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    North Adams, Berkshires 01247
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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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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    Location Information
    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Wilmington
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Mountain Views
    • Cable/satellite TV
    • Parking
    • Grill
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This completely renovated townhouse features three bedrooms + a separate loft with Queen Sleeper and two full bathrooms. Brand new Gas stove. Open floor plan. Large deck with open mountain views and grill. 20 ft ceilings, large brand new windows. Large Washer Dryer. Full open kitchen, completely...
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    Location Information
    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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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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    Location Information
    North Adams, Berkshires 01247
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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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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    Location Information
    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    INNKEEPERS COTTAGE: HEART OF MANCHESTER: sleep 6, views, wood burning fireplace,1 / 48
    (2)Excellent
    Manchester
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Patio
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newly renovated 2 bedroom/ 2 bath with a huge deck in GREAT LOCATION IN MANCHESTER! Drive up a maple lined driveway to this gem of a cottage with 2 king-size master bedrooms, 2 bathrooms, a thoughtfully appointed living room/dining room with a wood burning fireplace, and an office/den with a pull...
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    Manchester, Green Mountains 05254
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Readsboro
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Washer
    • Grill
    • Wi-Fi
    • Mountain Views
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Recharge your batteries at this cozy, newly renovated mountain retreat. This 3br/1ba open floor plan comfortably accommodates 6. Perfect for couples or a small family. Located on route 100 in Readsboro, VT, makes you centrally located to the best area attractions. Whether you love hiking,...
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    Readsboro, Green Mountains 05350
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Wilmington
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to 37 Three Streams way! Gary and Romer purchased the lot from Gary's brother back in the '80's. When it came time to build in 1988, our contractor offered 4 popular models. One of the models was called 'The Norwich' - and since we lived in Norwich, CT, that is the model we selected. Back...
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    Location Information
    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Wilmington
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • Grill
    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This well-furnished home sleeps 12 with 3 bedrooms and 3 full baths. Great for families, this home with its open floor plan has a cozy, carpeted living room with vaulted ceilings and open style fireplace; a fully equipped kitchen, loft, bunk beds, fully finished basement serving as family/game...
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    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Boorn Brook Farm - Historic Renovated 1820's Barn - Skiing, Shopping, Relaxing1 / 13
    (2)Excellent
    Manchester
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Wi-Fi
    • Mountain Views
    • Patio
    • Cable/satellite TV
    • Hot Tub
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    • Air Conditioning
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 December 2017
    This historic barn is breathtaking, inside and out. Beautifully furnished in a truly stunning location, this is the perfect place for true relaxation. We particularly enjoyed...
    Reviewed 4 October 2017
    With all that is happening in our country, I found myself in a beautiful and warm community in Manchester Vermont. My sister and I were able to savor and appreciate the solace...
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    About this property
    Now the new home of Green Mountain Falconry School! Once the country estate and studio of famed painter and fly fishing enthusiast Ogden Pleissner, Boorn Brook Farm has been restored to its original splendor. Situated on 53 acres of open meadows and old apple orchards with stunning views, Boorn...
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    Manchester, Green Mountains 05255
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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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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    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
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    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 7 Quick View
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    • DVD Player
    • Grill
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    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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    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    North Adams, MA
    3 Bedrooms, 1 Bathroom, Sleeps 15 Quick View
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    • 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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    North Adams, Berkshires 01247
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 15
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    Wilmington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Grill
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    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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    Wilmington, Vermont 05363
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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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
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    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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    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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    Historic Ski Home - 8 min to Mount Snow1 / 5
    (1)Excellent
    West Wardsboro
    5 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    • Washer
    • Housekeeping Included
    • DVD Player
    • Parking
    • Air Conditioning
    • Balcony
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 June 2017
    We loved our stay at this house! 10 of us came up for the weekend to run the Tough Mudder and we were able to relax in comfort. No wifi and very bad signal kept everyone...
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    About this property
    This gorgeous home is situated in Wardsboro was built in the early 1800's. It was known as 'Levi Sipps Tavern' and served as a Bed & Breakfast and Tavern. In 2013 the home underwent an extensive renovation. It is very close to Mount Snow & Stratton Mountain. Our guests also enjoy golf, shopping,...
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    Location Information
    West Wardsboro, Vermont 05355
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 11
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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 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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    Location Information
    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Williamstown, MA
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Central Heating
    • Cable/satellite TV
    • Parking
    • DVD Player
    • Washer
    • Private Garden
    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We have been renting our Williamstown home to vacation guests for 9 years, and we are also open to long-term academic rentals. This charming 1890s farmhouse is located on a quiet, lightly-traveled street 3 blocks west of the Williams College campus. It is well-maintained and sleeps 5 upstairs, in 2...
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    Location Information
    Williamstown, Berkshires 01267
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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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
    Suitability
    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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    Location Information
    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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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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    Location Information
    Wilmington, Vermont 05363
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    Wilmington
    3 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Mountain Views
    • Air Conditioning
    • Porch
    • Internet Access
    • Waterfront
    • Washer
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This new lakefront log cabin is available the rental season! Minutes away from Mount Snow and Stratton, winter activities include: skiing, ice skating and ice fishing. Also 2 miles from the center of Wilmington. The property has 160 ft of water frontage on Spruce Lake. Fish for brook trout in...
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    Location Information
    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 12
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    Magnificent 25 room mansion: walk to Equinox Hotel1 / 41
    (5)Excellent
    Manchester
    10 Bedrooms, 8 Bathrooms, Sleeps 20 Quick View
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    • Mountain Views
    • Balcony
    • Central Heating
    • Grill
    • Sauna
    • Washer
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 February 2018
    Our family usually stays at a nearby resort for an annual ski weekend. We decided to book the Taconic Mansion as we needed more room for children & grandchildren - the...
    Reviewed 9 November 2017
    Where do you begin reviewing quite possibly the most charming residence you've ever had the pleasure of staying? The Taconic Mansion is over 20 gorgeously appointed rooms that...
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    About this property
    This is a magnificent historic mansion and decorator showcase home. Celebrate special birthdays, anniversaries, ski weekends, reunions and holidays with the whole family in this gorgeously furnished 10-bedroom mansion. Ideal for upscale celebrations & retreats. New sunny eat in kitchen with 2...
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    Manchester, Green Mountains 05255
    Holiday Rental House - 10 Bedrooms, 8 Bathrooms, Sleeps 20
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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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    Location Information
    Williamstown, Berkshires 01267
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 16
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    Wilmington
    6 Bedrooms, 5 Bathrooms, Sleeps 20 Quick View
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    • Patio
    • Wi-Fi
    • Washer
    • Mountain Views
    • DVD Player
    • Central Heating
    • Cable/satellite TV
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Run away to this blissful blue vacation rental home ideally situated in the pastoral paradise of Wilmington! With 6 bedrooms, 4.5 bathrooms, and sleeping arrangements for 20, this immaculate abode is the ideal spot for a family reunion or retreat with friends. Whether you're exploring Green...
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    Location Information
    Wilmington, Vermont 05363
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 20
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    Manchester
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Grill
    • DVD Player
    • Central Heating
    • Hot Tub
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Home Sweet Home is our country home where we raised our family we are on a private road , by a golf course 5 minutes to Manchester and 5 minutes to the Vermont Summer Festival Bromley 10 minutes away Stratton 20 minutes, it is peaceful and quiet here.....we have loved our home for 30 years now its...
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    Location Information
    Manchester, Green Mountains 05255
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Cambridge, NY
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Grill
    • Central Heating
    • Washer
    • Terrace
    • Patio
    • Mountain Views
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful full-house on the edge of 1000 acres of wetland and wildlife. 30 minutes from Saratoga Springs. Perfect for families, groups, and events that want to be in nature, with all of the comforts of modern living. Enjoy 3 rooms, living room, kitchen, and cozy fireplace. See pictures to find all...
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    Cambridge, New York 12816
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    North Adams, MA
    1 Bedroom, 2 Bathrooms, Sleeps 8 Quick View
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    • Housekeeping Included
    • Air Conditioning
    • DVD Player
    • Mountain Views
    • Washer
    • Patio
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    I have a two bedroom downstairs apartment and a three bedroom upstairs apartment (all of the rooms are available to rent). I also rent out the full apartments but I also rent out rooms (please ask for information). The house is located on a dead end street with a huge wooded backyard that...
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    Location Information
    North Adams, Berkshires 01247
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 8
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    LUXURY MANSION, CHEF & STAFF, SLEEP 24 in STYLE: WEDDINGS, BIRTHDAYS, RETREATS1 / 45
    (7)Excellent
    Manchester
    11 Bedrooms, 12 Bathrooms, Sleeps 24 Quick View
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    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Wi-Fi
    • Patio
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 March 2016
    We stayed at the Wilburton Inn (Wilburton Mansion and Maxwell House) for a corporate retreat this past weekend. Our hosts, Melissa, Alan and all of their staff, were extremely...
    Reviewed 9 January 2016
    My parents have been coming to the Wilburton Inn for 18 years. No matter the season, they have always loved being there (summers, autumn foliage and winters). The views are...
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    About this property
    This is a luxury rental home in a magnificent 1902 brick Tudor mansion. Guests feel like they've stepped into the pages of the Great Gatsby. The Wilburton Mansion is the heart of our country inn on the 30 acre estate. It can be rented by groups for magnificent high end family reunions, corporate...
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    Location Information
    Manchester, Green Mountains 05254
    Holiday Rental House - 11 Bedrooms, 12 Bathrooms, Sleeps 24
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