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North Bennington Holiday Rentals

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    All 81 Rentals in North Bennington
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    The following rentals are within 30 kilometres 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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    Condo on Haystack/Hermitage Ski Mountain1 / 28
    (5)Excellent
    Wilmington, VT
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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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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    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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    Amenities & Details
    • 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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    West Wardsboro, Vermont 05355
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 11
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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 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 4 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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    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, 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 20 October 2017
    I can't speak too highly of this lovely house. Extremely comfortable and tastefully furnished and the surroundings are gorgeous with plenty to do in Manchester and further...
    Reviewed 25 August 2017
    This a beautiful house, with stunning views over the valley, in a great location just outside Manchester. It is immaculate, and equipped with everything you might need for a...
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    About this property
    Newly renovated home, with top of the line kitchen. Master bedroom retreat. A living room on both floors for entertaining. Open plan living on second floor. Central Air Conditioning. Stone fireplaces. Laundry onsite. Spectacular views from every window. Only a five minute drive from the center of...
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    Manchester, Green Mountains 05255
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    North Adams, MA
    3 Bedrooms, 1 Bathroom, Sleeps 15 Quick View
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    Amenities & Details
    • Patio
    • DVD Player
    • Central Heating
    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The house is located at the end of a dead end street. It has a huge, private backyard with 2 firepits, hammock, portable bar, grill and ample seating. Under one mile to downtown North Adams and about a 5 minute drive to Williamstown. This is a 3 bedroom, upstairs apartment (one bedroom has a...
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    North Adams, Berkshires 01247
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 15
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    Manchester, VT
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Grill
    • Mountain Views
    • Patio
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Balcony
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Manchester Village House is in the heart of Manchester Village, directly across from the Inn at Manchester and a quick walk to the Equinox Hotel. You can walk to restaurants, stores, golf! It has a 3 acre private back yard with a big meadow and forest. Walking distance to Orvis, the shops at...
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    Manchester, Green Mountains 05255
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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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
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    Apartment walking distance to Mass MoCa!!1 / 22
    (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
    • Patio
    • Skiing: Property Is In A Ski Resort
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 September 2015
    Owners were very friendly and helpful. We enjoyed our stay very much. this is the place for a quiet vacation.
    Reviewed 6 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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    Location Information
    North Adams, Berkshires 01247
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 10
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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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    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 28 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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    Manchester, Green Mountains 05255
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Beautiful Vacation Home at Strattonwald at Stratton Mountain1 / 18
    (4)Excellent
    Stratton Mountain, VT
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Parking
    • Private Garden
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    We rented this house with my family and some friends and had a perfect weekend of skiing. The house has a classic ski house feel with more room than you'd expect from the pics...
    Reviewed 4 weeks ago
    we loved our stay here. Cozy, immaculate, the most unbelievable fireplace and convenient to Stratton mountain with a great shuttle bus service. Would highly recommend this home...
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    About this property
    Beautiful vacation home at Strattonwald at Stratton Mountain. Free shuttle picks you up at the end of our driveway and delivers you to Stratton's base lodge. The house accommodates up to 6 adults and four children in four bedrooms: kids room with bunk, trundle and full size bed, two queen bedrooms...
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    Location Information
    Stratton Mountain, Vermont 05340
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    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 16 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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    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 3 January 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 5 October 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
    Holiday Rental House - 7 Bedrooms, 8 Bathrooms, Sleeps 20
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    Cozy Lakefront Cottage1 / 13
    (1)Excellent
    Somerset, VT
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 January 2016
    Yes, it's worth staying at this charming cabin on the lake for the views even in chiller times. We enjoyed a holiday time bedding 6 in their rooms. An easy to use kitchen with...
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    About this property
    Cozy Woodford Lakefront Cottage is perfect vacation spot for families and outdoor enthusiasts or those seeking relaxing get away. The cottage sits high overlooking Woodford Lake with a spectacular view of Vermont’s beautiful mountain range. Woodford is the highest evaluated town in all of the...
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    Somerset, Vermont 06076
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Magnificent 25 room mansion: walk to Equinox Hotel1 / 41
    (4)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 4 weeks ago
    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...
    Reviewed 6 May 2017
    We recently had a family reunion to celebrate the 100th anniversary of my mother's birthday. The gathering included children, grand-children, great-grands, and some close...
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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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    Location Information
    Manchester, Green Mountains 05255
    Holiday Rental House - 10 Bedrooms, 8 Bathrooms, Sleeps 20
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    FAMILIES, FRIENDS & ENTERTAINING In MANCHESTER: Best Views, pool tennis & dogs!1 / 39
    (11)Excellent
    Manchester, VT
    6 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Washer
    • DVD Player
    • Mountain Views
    • Sauna
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 July 2017
    With six colleagues, we organized a management team retreat in Manchester, Vermont and booked a home on Wilburton Inn property for our time there. The home was lovely with six...
    Reviewed 21 May 2017
    We stayed at the Green Mountain House for a weekend with family to celebrate my grandmother's life. Everyone was responsive and extremely helpful, and the house itself was the...
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    About this property
    Enjoy stunning views year round from the huge covered deck in this 5 bedroom, 3 bathroom 11 person home. This two story home has 2 king bedrooms, one room with a queen, one room with 2 doubles, and a childrens room with a wooden crib and twin bed. The cathedral hight ceilings and wood burning...
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    Manchester, Green Mountains 05254
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 12
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    Perfect Reunion House - sleep 18. Privacy, Fireplace, Skiing, Views, Pool,tennis1 / 35
    (7)Very good
    Manchester, VT
    8 Bedrooms, 5 Bathrooms, Sleeps 18 Quick View
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    • Air Conditioning
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Patio
    • DVD Player
    • Cable/satellite TV
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 November 2016
    I just got back from one of the best girl's weekends I have ever had! There were 12 of us adult women, a five year old, eighteen month year old and a one year old. I had...
    Reviewed 19 August 2016
    The Wilburton Inn was THE perfect place to host our friends and family for our destination wedding! We planned our wedding with the idea that it would be a reunion with a...
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    About this property
    Wonderful home for groups from big families to Bill Chill weekends with friends. The Reunion House is 3,500 sq foot, 3-story home with 8 bedrooms, 5 bathrooms, and a large open living room, dining room, and kitchen that is great for entertaining and relaxing by the fireplace or sing alongs on the...
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    Manchester, Green Mountains 05254
    Holiday Rental House - 8 Bedrooms, 5 Bathrooms, Sleeps 18
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    Wilmington, VT
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Cable/satellite TV
    • Internet Access
    • Grill
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our home, (nick named 'Durkee's Do-Drop-Inn') ,was built on a parcel of property that my dear Mother in law and father in law purchased 20 years earlier and never built on (before their passing). We built the home to remember them by. The house is one of a kind. Designed and partially build by...
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    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    West Wardsboro, VT
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Central Heating
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    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)
    • 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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    Location Information
    Manchester, Green Mountains 05254
    Holiday Rental House - 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
    • DVD Player
    • Grill
    • Internet Access
    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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    Stratton Mountain, VT
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Sauna
    • Cable/satellite TV
    • Mountain Views
    • Housekeeping Included
    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    • DVD Player
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the exclusive High Meadows section, this gorgeous home offers the very best panoramic view of Stratton Mountain. With a sleek design scheme that blends rustic and modern finishes creating an elegant ambiance, this 4,800 SF luxury home is the beautiful space to return to after a day on...
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    Location Information
    Stratton Mountain, Vermont 05340
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    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 - RECOMMENDEDThis house...
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    Location Information
    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    CH #488  488-011 / 10
    (1)Excellent
    Wilmington, VT
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
    • Grill
    • Hot Tub
    • Internet Access
    • 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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    Location Information
    Wilmington, Vermont 05363
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    Wilmington, VT
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Charming Swiss chalet style home located within the Green Mountain National Forest, and a short drive from Wilmington VT, Mount Snow, and Stratton Mountain Resort. This 3-bedroom, 1.5-bathroom home comfortably sleeps 8 adults. Enjoyable amenities include a new kitchen, updated bathroom, BBQ grill,...
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    Location Information
    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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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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    • Balcony
    • Washer
    • Terrace
    • Parking
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 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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    Location Information
    Stratton Mountain, Vermont 05340
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Stratton Mountain, VT
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Terrace
    • Sauna
    • Internet Access
    • Washer
    • Hot Tub
    • Cable/satellite TV
    • Mountain Views
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bright and cheery, this Stratton condo allows you to hit local hot spots and experience a variety of outdoor adventures without hassle! With access to a variety of shared amenities, you'll find that this home has everything you'll need for a fun-filled stay. Located in the Vantage Point Community,...
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    Stratton Mountain, Vermont 05155
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Stratton Mountain, VT
    4 Bedrooms, 4 Bathrooms, Sleeps 4 Quick View
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    • Sauna
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Consider the possibilities when you rent this spacious Vermont retreat, with its own private sauna and easy access to ski and golf. Great for two small families (up to 10 guests, four adults maximum), this vacation home is sure to fulfill your needs. Set two miles from the Stratton Mountain Resort,...
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    Stratton Mountain, Vermont 05340
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 4
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    Wilmington, VT
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Grill
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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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    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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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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    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, VT
    3 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Mountain Views
    • Air Conditioning
    • Porch
    • Internet Access
    • Waterfront
    • Washer
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    • 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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    HUGE MANSION: GREAT FOR GROUPS: SLEEP 34, 15 bedrms, 14 baths, WEDDING, RETREATS1 / 63
    (15)Excellent
    Manchester, VT
    14 Bedrooms, 14 Bathrooms, Sleeps 34 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Mountain Views
    • Patio
    • DVD Player
    • Washer
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 October 2017
    A wonderful, spacious location in a gorgeous location; convenient to everywhere but far enough away to feel like you are out in the country. The rooms are spotless and well...
    Reviewed 8 July 2016
    Battenkill Valley Mansion was the perfect place for our family reunion of 20 adults and 13 children. This is our favorite place of all the places we stayed in over 35 years of...
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    About this property
    This 24 room mansion is perfect for family reunions, corporate gatherings, retreats, weddings for under 75 guests and large groups that want privacy in a beautiful, natural setting in the heart of Manchester Village. There are 15 bedrooms, 21 beds, and 14 bathrooms - so bring the whole family...
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    Manchester, Green Mountains 05254
    Holiday Rental House - 14 Bedrooms, 14 Bathrooms, Sleeps 34
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    LUXURY MANSION, CHEF & STAFF, SLEEP 24 in STYLE: WEDDINGS, BIRTHDAYS, RETREATS1 / 46
    (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 7 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 8 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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    Wilmington, VT
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Mountain Views
    • Cable/satellite TV
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    • 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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    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....
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    Location Information
    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Wilmington, VT
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lovely 3/2 bath with loft. Large screen TV with Satellite in Living Room as well as a cozy wood burning ceramic stove. Nice level driveway on road with only 2 other homes.This house includes Clubhouse and Amenity Privileges. Additional amenities include: canoe, tennis, golf, clubhouse,...
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    Location Information
    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Manchester, VT
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Balcony
    • Grill
    • Porch
    • Cable/satellite TV
    • Internet Access
    • Air Conditioning
    • Washer
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This home is exclusively designed as a vacation rental home. So the home is clutter free with empty dresser drawers and closets for your belongings. The main level of this home is accessible, including an wheelchair access ramp by the rear covered porch! The Master bathroom also...
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    Manchester, Green Mountains 05255
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    Wilmington, VT
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • DVD Player
    • Grill
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    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy this 3 bedroom, 2 bath home. It has a wood stove and a nice deck. This house includes Clubhouse and Amenity Privileges. Additional amenities include: canoe, wood stove, volleyball, hot tub-clubhouse, long term rental, keurig, tennis, coffee maker, indoor pool-clubhouse, mudroom/entry, washer...
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    Location Information
    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Mountain Ski house between Stratton & MT Snow1 / 13
    (1)Excellent
    West Wardsboro, VT
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • DVD Player
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    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 February 2017
    The house is halfway between Mt. Snow and Stratton (about 15 min ride to each). House is lovely, beds are comfortable, nice flat screen tvs and dvd players. Was great to have...
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    About this property
    RedRover's Ski House is located between Mount Snow and Stratton and 30 minutes from Bromley and Magic Mountain. Manchester, with it's outlet stores is 30 minutes away and the charming town of Wilmington, with it's boutiques and specialty shops, is a short 20 minute drive. We are close to hiking...
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    Location Information
    West Wardsboro, Vermont 05360
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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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
    • Wi-Fi
    • Mountain Views
    • Cable/satellite TV
    • Washer
    Suitability
    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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    Location Information
    Greenwich, New York 12865
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 12
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    Wilmington, VT
    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...
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    Location Information
    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Manchester, VT
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Washer
    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    • Mountain Views
    • Internet Access
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Elevate your next escape to the picturesque mountainside of Manchester Center, Vermont. Located between the majestic Green Mountains, this repurposed barn has been transformed into a quaint 2-bedroom, 1-bathroom vacation rental, boasting mountain views and accommodations for 5 guests in a cozy...
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    Location Information
    Manchester, Green Mountains 05255
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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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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    • Cable/satellite TV
    • Washer
    • Outdoor Dining Area
    • Grill
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 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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    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 24 August 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 26 May 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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    Location Information
    Manchester, Green Mountains 05254
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 14
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    Family Lodge btwn Stratton & Mt. Snow1 / 18
    (4)Excellent
    Stratton Mountain, VT
    5 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    • DVD Player
    • Private Garden
    • Parking
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 February 2017
    Al & LeAnn's home is the perfect home for a getaway from the city. The house is newly renovated and stocked with everything from kitchen tools & a fancy keurig to...
    Reviewed 1 February 2017
    This is truly a place one would call a home away from home. It's spacious, has a well stocked kitchen, clean linens and towels, cozy living room, soft beds and probably...
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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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    Shaftsbury, VT
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Secure Parking
    • Cable/satellite TV
    • Private Garden
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A Country Farm, on 18 acres of meadow and woods, is a unique mountaintop home where back roads lead to lush horse farms. Extras, upgrades, and privacy are found throughout this immaculate farmhouse with exceptional views. The Farmhouse is available for rental from May through mid-January. The...
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    Shaftsbury, Green Mountains 05262
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    4 minutes from The Hildene Estate and the Equinox Resort - 60 Five Star Reviews1 / 26
    (1)Excellent
    Manchester, VT
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Washer
    • Wi-Fi
    • Patio
    • Hot Tub
    • Air Conditioning
    • Mountain Views
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 October 2016
    This property greatly exceeded our expectations…what a beautiful Home! A stay here is the perfect way to experience New England. My husband and I are familiar with this part...
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    About this property
    For your Vermont get-away, a wonderful home away from home, welcoming, cozy, comfortable, with luxury details, and sited on the most impressive location in Manchester Village. The house abuts and overlooks the protected 40 acre Hildene Meadow, with mountain views, and gorgeous sunsets. Our home is...
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    Location Information
    Manchester, Green Mountains 05255
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    North Adams, MA
    1 Bedroom, 2 Bathrooms, Sleeps 2 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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    North Adams, Berkshires 01247
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    Wilmington, VT
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Grill
    • Hot Tub
    • Cable/satellite TV
    • DVD Player
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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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    Location Information
    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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