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North Bennington Vacation Rentals

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    All 97 Rentals in North Bennington
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    North Bennington
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    The following rentals are within 20 miles of North Bennington.
    The Barn at Four Tooth Farm1 / 10
    (12)Excellent
    Manchester, VT
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    2 Bedroom/2 Bath Condo1 / 12
    (2)Excellent
    Stratton Mountain, VT
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Condo on Haystack/Hermitage Ski Mountain1 / 28
    (5)Excellent
    Wilmington, VT
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • 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 June 26, 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 September 10, 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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    Newly Renovated Luxury Colonial close to everythin1 / 23
    (3)Excellent
    Manchester, VT
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Mountain Views
    • Air Conditioning
    • Grill
    • Patio
    • Balcony
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 20, 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 August 25, 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
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Wilmington, VT
    6 Bedrooms, 2 Bathrooms, Sleeps 15 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Private Yard
    • 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
    Rental Home - 6 Bedrooms, 2 Bathrooms, Sleeps 15
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    Beautiful Vacation Home at Strattonwald at Stratton Mountain1 / 18
    (6)Excellent
    Stratton Mountain, VT
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Parking
    • Private Yard
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 26, 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 February 19, 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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    Stratton Mountain, Vermont 05340
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Wilmington, VT
    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
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Manchester, VT
    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
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    Ski Bromley & Stratton, sleep 8 at Bromley Village1 / 29
    (5)Excellent
    Stratton Mountain, VT
    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 January 2, 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 January 4, 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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    Wilmington, VT
    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
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    Mount Snow Area Home with 5 Bedrooms1 / 13
    (1)Very good
    Wilmington, VT
    5 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Washer
    • Outdoor Dining Area
    • Grill
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 18, 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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    Wilmington, Vermont 05363
    Rental Home - 5 Bedrooms, 2 Bathrooms, Sleeps 12
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    Wilmington, VT
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • 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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    Location Information
    Wilmington, Vermont 05363
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Boorn Brook Farm - Historic Renovated 1820's Barn - Skiing, Shopping, Relaxing1 / 13
    (2)Excellent
    Manchester, VT
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Wi-Fi
    • Mountain Views
    • Patio
    • Cable/satellite TV
    • Hot Tub
    • DVD Player
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 16, 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 October 3, 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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    Location Information
    Manchester, Green Mountains 05255
    Rental Home - 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, VT
    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 November 16, 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 July 14, 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
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Manchester, VT
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Mountain Views
    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    • Grill
    • Private Yard
    • 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
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    #488: 195 Upper Dam Road  488-011 / 10
    (1)Excellent
    Wilmington, VT
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • DVD Player
    • Grill
    • Wi-Fi
    • Hot Tub
    • Mountain Views
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 11, 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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    Location Information
    Wilmington, Vermont 05363
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    Wilmington, VT
    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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    Wilmington, Vermont 05363
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Wilmington, VT
    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
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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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 August 25, 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 August 24, 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
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Wilmington, VT
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • DVD Player
    • Cable/satellite TV
    • Grill
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    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
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Wilmington, VT
    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
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Kassmel's Mountain Haus1 / 11
    (1)Very good
    West Wardsboro, VT
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Private Yard
    • Central Heating
    • Grill
    • Cable/satellite TV
    • Parking
    • DVD Player
    • Hot Tub
    • Shared Indoor Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 7, 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
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Family Lodge btwn Stratton & Mt. Snow1 / 18
    (6)Excellent
    Stratton Mountain, VT
    5 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    • DVD Player
    • Private Yard
    • Parking
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 17, 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 February 2, 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
    Rental Home - 5 Bedrooms, 2 Bathrooms, Sleeps 11
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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 September 4, 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
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Wilmington, VT
    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
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 20
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    Readsboro, VT
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Washer
    • Grill
    • Wi-Fi
    • Mountain Views
    • Central Heating
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    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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    Location Information
    Readsboro, Green Mountains 05350
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Five Bedroom Secluded Ski House Located Two Miles From Downtown Manchester1 / 19
    (2)Excellent
    Manchester, VT
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • 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 March 18, 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 December 28, 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
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Wilmington, VT
    3 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Mountain Views
    • Air Conditioning
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    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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    Wilmington, Vermont 05363
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 12
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    Cozy Lakefront Cottage1 / 13
    (1)Excellent
    Somerset, VT
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Reviewed January 25, 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
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Wilmington, VT
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Cable/satellite TV
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    Pet friendly
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    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
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Wilmington, VT
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • Grill
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    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
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Wilmington, VT
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • DVD Player
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    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
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    Views! 6 bedrooms, 6 bath, 30 acres, jacuzzi +pool1 / 34
    (2)Excellent
    Manchester, VT
    6 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    • Patio
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Mountain Views
    • Internet Access
    • Cable/satellite TV
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 24, 2016
    Our 12 family members very much enjoyed a 4 night stay at the Equinox Views Villa within the Wilburton Inn complex! The 6 rooms are spacious and beautifully decorated with each...
    Reviewed May 26, 2016
    My family and I rented rooms 27 & 28 (part of the Equinox Views Villa house) for a last minute ski weekend. Having never been to the Wilburton Inn before, we weren't sure...
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    About this property
    Stunning views from every window. Newly renovated 6 bedroom/6 bathroom home with brand new eat-in-kitchen - perfect for a vacation with family and friends or a corporate group. The Equinox View Villa features 6 bedrooms (5 with king size beds and 1 with 2 double beds), 6 private bathrooms, 4...
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    Manchester, Green Mountains 05254
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 14
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    Wilmington, VT
    2 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Grill
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    Pet friendly
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    Smoking allowed
    About this property
    Additional amenities: Basketball, Biking, Clubhouse, Coffee Maker, Den/Second Living Area, Fire Pit, Heated Pool-Clubhouse, Hiking Trails, Hot Tub-Clubhouse, Indoor Pool-Clubhouse, Loft, Outdoor Furniture, Pool Table/Game Table, Rent: LTS, Rent: Short-Term, Tennis, Volleyball, Washer & Dryer, Wood...
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    Wilmington, Vermont 05363
    Cabin - 2 Bedrooms, 2 Bathrooms, Sleeps 10
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    Wilmington, VT
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • DVD Player
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    Pet friendly
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    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
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Wilmington, VT
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Grill
    • Cable/satellite TV
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    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
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Wilmington, VT
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Mountain Views
    • Cable/satellite TV
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    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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    Wilmington, Vermont 05363
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Historic Ski Home - 8 min to Mount Snow1 / 5
    (1)Excellent
    West Wardsboro, VT
    5 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    • Washer
    • Housekeeping Included
    • DVD Player
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    • Balcony
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 25, 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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    West Wardsboro, Vermont 05355
    Rental Home - 5 Bedrooms, 2 Bathrooms, Sleeps 11
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    Sunsets, mountain and meadow views, Hildene Farm, 4 min. to the Equinox Resort1 / 30
    (1)Excellent
    Manchester, VT
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Washer
    • Wi-Fi
    • Patio
    • Hot Tub
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    • Mountain Views
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 14, 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
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Wilmington, VT
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Cable/satellite TV
    • DVD Player
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    Pet friendly
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    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
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    INNKEEPERS COTTAGE: HEART OF MANCHESTER: sleep 6, views, wood burning fireplace,1 / 24
    (2)Excellent
    Manchester, VT
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Patio
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
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    • 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
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Wilmington, VT
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    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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    Wilmington, Vermont 05363
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Great for Groups! Sleep 20: 6.5 bedroom, 6.5 baths 30 acres Pool, tennis, dogs1 / 40
    (8)Excellent
    Manchester, VT
    7 Bedrooms, 8 Bathrooms, Sleeps 20 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Mountain Views
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 3, 2017
    We loved the spacious bedrooms with en suite bathrooms. The friendly staff was responsive to our needs ........ glitch in hot water, need for a DVD player, sleds, high chairs...
    Reviewed October 5, 2016
    Just completed a great stay at the Wilburton Inn. Many family members were traveling to celebrate a very special birthday. The Inn had a wide variety of rooming options, of...
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    About this property
    This big house is ideal for groups - and every spacious room has it's own private full ensuite bathroom! It was built as 8 private inn guest rooms and in 2014 we added a brand new eat in kitchen and living room room and converted it into a house. There's a huge 30 acre estate for lawn games and...
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    Manchester, Green Mountains 05254
    Rental Home - 7 Bedrooms, 8 Bathrooms, Sleeps 20
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    Wilmington, VT
    5 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
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    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
    Rental Home - 5 Bedrooms, 2 Bathrooms, Sleeps 12
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    Magnificent 25 room mansion: walk to Equinox Hotel1 / 41
    (5)Excellent
    Manchester, VT
    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 February 12, 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 November 9, 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
    Rental Home - 10 Bedrooms, 8 Bathrooms, Sleeps 20
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    LUXURY MANSION, CHEF & STAFF, SLEEP 24 in STYLE: WEDDINGS, BIRTHDAYS, RETREATS1 / 45
    (7)Excellent
    Manchester, VT
    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 March 7, 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 January 8, 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
    Rental Home - 11 Bedrooms, 12 Bathrooms, Sleeps 24
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    Manchester, VT
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Private Yard
    • Cable/satellite TV
    • Mountain Views
    • Wi-Fi
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    • DVD Player
    • Grill
    • Shared Yard
    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 - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    Sunderland, VT
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Housekeeping Included
    • Grill
    • Mountain Views
    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Location Information
    Sunderland, Green Mountains 05262
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Greenwich, NY
    5 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
    • Air Conditioning
    • Hot Tub
    • Patio
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    • Mountain Views
    • Cable/satellite TV
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautifully restored country home, originally built in 1820. The house sits on an expansive, 180 acre working farm in the Hudson Valley. The house consists of five bedrooms, two full, newly renovated bathrooms, cozy living room with wood-burning stove, dining room with a table that seats up to 12,...
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    Greenwich, New York 12865
    Rental Home - 5 Bedrooms, 2 Bathrooms, Sleeps 12
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