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Holiday Rentals in Shaftsbury

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    All 108 Rentals in Shaftsbury
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    Shaftsbury
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    The following rentals are within 30 kilometers of Shaftsbury.
    The Barn at Four Tooth Farm1 / 10
    (12)Excellent
    Manchester
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Condo on Haystack/Hermitage Ski Mountain1 / 28
    (5)Excellent
    Wilmington
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Cozy Chalet  In The Pines, Only 5 Mi From Mt Snow. UNDER CONSTRUCTION TIL DEC.1 / 20
    (4)Excellent
    West Wardsboro
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    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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    Beautiful Vacation Home at Strattonwald at Stratton Mountain1 / 18
    (6)Excellent
    Stratton Mountain
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Parking
    • Private Garden
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 February 2018
    Wonderful, spacious, warm, & inviting! 5 minute drive to Stratton. We would definatey go back! Comfortable beds, fully stocked kitchen! Nice large dining table.
    Reviewed 19 February 2018
    We really enjoyed our stay at Midge's beautiful ski house. Great location...Stratton is 5 minutes up the road and Manchester 10-15 mins away. We did expect a mountain shuttle...
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    About this property
    Beautiful vacation home at Strattonwald at Stratton Mountain. Free shuttle picks you up at the end of our driveway and delivers you to Stratton's base lodge. The house accommodates up to 6 adults and four children in four bedrooms: kids room with bunk, trundle and full size bed, two queen bedrooms...
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    Stratton Mountain, Vermont 05340
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Five Bedroom Secluded Ski House Located Two Miles From Downtown Manchester1 / 19
    (2)Excellent
    Manchester
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Mountain Views
    • DVD Player
    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    • Air Conditioning
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 March 2017
    Spacious and comfortable home close to Bromley and Stratton Mountains, and only a few minutes to downtown Manchester. The family room is great for the kids and the living room...
    Reviewed 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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    Manchester
    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 Garden
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Amazing Carriage House best location in Manchester Village -Walk to Equinox Resort and HIldene. Great for families, couples, YOGA retreats too! 2 story historic carriage house is great for families, friends & couples. Walk to the Equinox Hotel (2 minutes away.) Hike to Equinox Pond from the...
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    Manchester, Green Mountains 05255
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Newly Renovated Luxury Colonial close to everythin1 / 23
    (3)Excellent
    Manchester
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Mountain Views
    • Air Conditioning
    • Grill
    • Patio
    • Balcony
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 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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    Kassmel's Mountain Haus1 / 11
    (1)Very good
    West Wardsboro
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Private Garden
    • Central Heating
    • Grill
    • Cable/satellite TV
    • Parking
    • DVD Player
    • Hot Tub
    • Shared Indoor Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 January 2018
    It is a beautiful house with wood burning fireplace and hot tub with convient distance to Mount Snow. The kitchen was well stocked with appliances, pots/pans and basics as well...
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    About this property
    Our home is nestled in the Green Mountains in Snow Mountain Farms midway between Mt. Snow and Stratton Mountains. Located on 2 acres, our ranch style home has a fully equipped kitchen, washer/dryer, skylights, Satellite TV, DVD, stereo/CD, wood burning fireplace (wood provided) wrap around deck...
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    West Wardsboro, Vermont 05355
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Stratton 4 Bedroom Home1 / 10
    (9)Very good
    Stratton Mountain
    4 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    Amenities & Details
    • Mountain Views
    • Grill
    • DVD Player
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    4 Bed Room Mins from the mountain Great Views of the trails 3.7 Miles to Stratton Base 3.0 Miles to Stratton Sunbowl 1.0 Mile to Stratton Golf School 11.5 Miles to Bromley 12 Miles to Magic mountain 16 Miles to Mt. Snow 27 Miles to Okemo Up: MBR King Sleigh w/Pvt Bath AC in MBR, Great Room and...
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    Location Information
    Stratton Mountain, Vermont
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 11
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    Magnificent 25 room mansion: walk to Equinox Hotel1 / 41
    (5)Excellent
    Manchester
    10 Bedrooms, 8 Bathrooms, Sleeps 20 Quick View
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    Amenities & Details
    • Mountain Views
    • Balcony
    • Central Heating
    • Grill
    • Sauna
    • Washer
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 February 2018
    Our family usually stays at a nearby resort for an annual ski weekend. We decided to book the Taconic Mansion as we needed more room for children & grandchildren - the...
    Reviewed 9 November 2017
    Where do you begin reviewing quite possibly the most charming residence you've ever had the pleasure of staying? The Taconic Mansion is over 20 gorgeously appointed rooms that...
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    About this property
    This is a magnificent historic mansion and decorator showcase home. Celebrate special birthdays, anniversaries, ski weekends, reunions and holidays with the whole family in this gorgeously furnished 10-bedroom mansion. Ideal for upscale celebrations & retreats. New sunny eat in kitchen with 2...
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    Location Information
    Manchester, Green Mountains 05255
    Holiday Rental House - 10 Bedrooms, 8 Bathrooms, Sleeps 20
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    Wilmington
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Grill
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Adventure Awaits - whether skiing, hiking, swimming, or just reading a book, our home is the perfect place to getaway. Nestled in the woods, natural light floods the main living area with cathedral ceilings, skylights, and a wall of windows that looks out into the trees right onto the deck. Living...
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    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Sunsets, mountain and meadow views, Hildene Farm, 4 min. to the Equinox Resort1 / 30
    (1)Excellent
    Manchester
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Washer
    • Wi-Fi
    • Patio
    • Hot Tub
    • Air Conditioning
    • Mountain Views
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 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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    Manchester, Green Mountains 05255
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    INNKEEPERS COTTAGE: HEART OF MANCHESTER: sleep 6, views, wood burning fireplace,1 / 24
    (2)Excellent
    Manchester
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Patio
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newly renovated 2 bedroom/ 2 bath with a huge deck in GREAT LOCATION IN MANCHESTER! Drive up a maple lined driveway to this gem of a cottage with 2 king-size master bedrooms, 2 bathrooms, a thoughtfully appointed living room/dining room with a wood burning fireplace, and an office/den with a pull...
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    Manchester, Green Mountains 05254
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedroom/2 Bath Condo1 / 12
    (2)Excellent
    Stratton Mountain
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Balcony
    • Washer
    • Terrace
    • Parking
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 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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    Stratton Mountain, Vermont 05340
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Boorn Brook Farm - Historic Renovated 1820's Barn - Skiing, Shopping, Relaxing1 / 13
    (2)Excellent
    Manchester
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Wi-Fi
    • Mountain Views
    • Patio
    • Cable/satellite TV
    • Hot Tub
    • DVD Player
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 December 2017
    This historic barn is breathtaking, inside and out. Beautifully furnished in a truly stunning location, this is the perfect place for true relaxation. We particularly enjoyed...
    Reviewed 3 October 2017
    With all that is happening in our country, I found myself in a beautiful and warm community in Manchester Vermont. My sister and I were able to savor and appreciate the solace...
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    About this property
    Now the new home of Green Mountain Falconry School! Once the country estate and studio of famed painter and fly fishing enthusiast Ogden Pleissner, Boorn Brook Farm has been restored to its original splendor. Situated on 53 acres of open meadows and old apple orchards with stunning views, Boorn...
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    Manchester, Green Mountains 05255
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Views! 6 bedrooms, 6 bath, 30 acres, jacuzzi +pool1 / 34
    (2)Excellent
    Manchester
    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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    Ski Bromley & Stratton, sleep 8 at Bromley Village1 / 29
    (5)Excellent
    Stratton Mountain
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Mountain Views
    • Outdoor Dining Area
    • Internet Access
    • Washer
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 January 2017
    Beautiful condo in Bromley Mountain our family loved to stay at the Sheys hideaway. Beautifully appointed condo very convenient to the mountain everything was clean and we...
    Reviewed 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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    Location Information
    Stratton Mountain, Vermont 05152
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Apartment walking distance to Mass MoCa!!1 / 39
    (2)Excellent
    North Adams, MA
    2 Bedrooms, 1 Bathroom, Sleeps 10 Quick View
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    • Air Conditioning
    • Mountain Views
    • Cable/satellite TV
    • Wi-Fi
    • Grill
    • Patio
    • Skiing: Property Is In A Ski Resort
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 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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    North Adams, Berkshires 01247
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 10
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    FAMILIES, FRIENDS & ENTERTAINING In MANCHESTER: Best Views, pool tennis & dogs!1 / 39
    (11)Excellent
    Manchester
    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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    Great for Groups! Sleep 20: 6.5 bedroom, 6.5 baths 30 acres Pool, tennis, dogs1 / 40
    (8)Excellent
    Manchester
    7 Bedrooms, 8 Bathrooms, Sleeps 20 Quick View
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    Amenities & Details
    • 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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    Readsboro
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Washer
    • Grill
    • Wi-Fi
    • Mountain Views
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Recharge your batteries at this cozy, newly renovated mountain retreat. This 3br/1ba open floor plan comfortably accommodates 6. Perfect for couples or a small family. Located on route 100 in Readsboro, VT, makes you centrally located to the best area attractions. Whether you love hiking,...
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    Location Information
    Readsboro, Green Mountains 05350
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    HUGE MANSION: GREAT FOR GROUPS: SLEEP 34, 15 bedrms, 14 baths, WEDDING, RETREATS1 / 63
    (16)Excellent
    Manchester
    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 2 July 2018
    A few weeks ago our organization hosted our second yoga retreat for musicians at the Battenkill Valley Mansion at the Wilburton Inn. There are no words to describe how grateful...
    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...
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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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    Location Information
    Manchester, Green Mountains 05254
    Holiday Rental House - 14 Bedrooms, 14 Bathrooms, Sleeps 34
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    Manchester
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Patio
    • Mountain Views
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Hot Tub
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Directly in the middle of Manchester the house is close to all restaurants,stores,ski mountains, lakes, and horse show. A very spacious home ( 1866 sqft ) 3 large bedrooms 2 full bathrooms , deck, backyard ,and plenty of on site parking;fully stocked kitchen. Home is perfect for families and...
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    Manchester, Green Mountains 05255
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Cozy Lakefront Cottage1 / 13
    (1)Excellent
    Somerset
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 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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    Location Information
    Somerset, Vermont 06076
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Wilmington
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Grill
    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a wonderful vacation home located in the quiet 'C' section of Chimney Hill. It has access to the snowmobile trails and hiking trails. This three bedroom and two bathroom home has a wood fireplace, Wi-Fi, and is a pet friendly home. This comfortable home includes all of the amenity...
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    Location Information
    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Wilmington
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a wonderful vacation home located across from the clubhouse on the main hill of Chimney Hill. It has access to the snowmobile trails and hiking trails. This three bedroom and two bathroom home has a wood fireplace and game room with a pool table. This home includes all of the amenity...
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    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Wilmington
    6 Bedrooms, 2 Bathrooms, Sleeps 15 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Private Garden
    • Wi-Fi
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Guest satisfaction and enjoyment of their time here at this Heaven On Earth at Chimney Hill Resort are paramount to us. We love to travel and we know how important clean accommodations are - and to that end, we strive. We purchased the house with the intent to provide guests with a spectacular...
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    Wilmington, Vermont 05363
    Holiday Rental House - 6 Bedrooms, 2 Bathrooms, Sleeps 15
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    Manchester
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Central Heating
    • Wi-Fi
    • Washer
    • Patio
    • DVD Player
    • Mountain Views
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy STUNNING views of Mount Equinox in three directions. There are 5 bedrooms, 7 beds, 2 full baths and one half bathroom. This is not your basic white-walled house - the rooms are painted with murals, faux-marbling, and fantastic tile work. Enjoy the nightly sunset from the Venetian tiled...
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    Manchester, Green Mountains 05250
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    Wilmington
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    After a long day on the slopes come home and relax in privacy in your own hot tub. It also has a great 2nd living area and has all the comforts of home. It is private and located at the end of a cul-de-sac. This house includes Clubhouse and Amenity Privileges. Additional amenities: 4x4/AWD...
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    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Perfect Reunion House - sleep 18. Privacy, Fireplace, Skiing, Views, Pool,tennis1 / 34
    (7)Very good
    Manchester
    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
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Hot Tub
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This home comes complete with a hot tub outside on the deck and a 2nd living space with a pool and ping pong table. This house includes Clubhouse and Amenity Privileges. Additional amenities: 4x4/AWD recommended, Basketball, Coffee Maker, Den/Second Living Area, Heated Pool-Clubhouse, Hiking...
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    Location Information
    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    #488: 195 Upper Dam Road  488-011 / 10
    (1)Excellent
    Wilmington
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
    • Grill
    • Wi-Fi
    • Hot Tub
    • Mountain Views
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 October 2017
    OMG Where do I even start. This house is AMAZING, big and beautiful. With many rooms, people can retire to get some privacy and with 2 huge living area, family can come together...
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    About this property
    This is a wonderful vacation home located across near the Clubhouse on the main hill of Chimney Hill. It has access to the snowmobile trails and hiking trails. This five bedroom and three bathroom home has a wood stove, two living areas, and game room with a pool table. This home includes all of...
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    Location Information
    Wilmington, Vermont 05363
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    Mount Snow Area Home with 5 Bedrooms1 / 13
    (1)Very good
    Wilmington
    5 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
    • Washer
    • Outdoor Dining Area
    • Grill
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 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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    North Adams, MA
    3 Bedrooms, 1 Bathroom, Sleeps 15 Quick View
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    • Patio
    • DVD Player
    • Central Heating
    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The house is located at the end of a dead end street. It has a huge, private backyard with 2 firepits, hammock, portable bar, grill and ample seating. Under one mile to downtown North Adams and about a 5 minute drive to Williamstown. This is a 3 bedroom, upstairs apartment (one bedroom has a...
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    North Adams, Berkshires 01247
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 15
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    Manchester
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • DVD Player
    • Internet Access
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This upscale cabin just might be your family's new favorite Vermont destination! The Cabin offers a getaway in the woods complete with a multi-level gathering space, wraparound deck, and a fireplace stocked with wood. You're a short drive from Manchester, where you'll find dining and groceries....
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    Location Information
    Manchester, Green Mountains 05253
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Wilmington
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Cable/satellite TV
    • Hot Tub
    • Grill
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our home, (nick named 'Durkee's Do-Drop-Inn') ,was built on a parcel of property that my dear Mother in law and father in law purchased 20 years earlier and never built on (before their passing). We built the home to remember them by. The house is one of a kind. Designed and partially build by...
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    Location Information
    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Berkshire Getaway1 / 7
    (8)Excellent
    North Adams, MA
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Housekeeping Included
    • Parking
    • Outdoor Dining Area
    • Grill
    • Porch
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 August 2015
    Descriptions are accurate. The house and grounds are very well kept. Extremely clean especially bathroom and kitchen. It is located at the end of a hard pack dirt road with no...
    Reviewed 24 August 2015
    The minute we entered the cottage we felt at home. A perfect secluded, warm and cosy getaway. Our only sorrow was that we could only stay for one night. We prepared dinner in...
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    About this property
    Cozy cottage with complete privacy on 142 acres and borders Monroe State Forest. Cottage offers 2 bedrooms, 1 bathroom, large living room, eat in kitchen, deck with grill, TV and DVD. Hiking and biking is available right outside your door. The Dunbar Brook Trail boasts great hiking and a grove of...
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    North Adams, Berkshires 01247
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Wilmington
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • DVD Player
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This home has undergone some beautiful transformations in recent years. There are decks off 2 bedrooms and in the back of the house. This house includes Clubhouse and Amenity Privileges. Additional amenities: 4x4/AWD recommended, Basketball, Clubhouse, Coffee Maker, Heated Pool-Clubhouse, Hiking...
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    Location Information
    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Wilmington
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Additional amenities: Basketball, Biking, Clubhouse, Ground Level, Heated Pool-Clubhouse, Hiking Trails, Hot Tub-Clubhouse, Indoor Pool-Clubhouse, Mudroom/Entry, Rent: Short-Term, Tennis, Volleyball, Washer & Dryer
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    Wilmington, Vermont 05363
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Petersburg, NY
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Mountain Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This old style home, in a exquisite forest setting, atop a moutain, in upstate New York, with a lake, is the perfect vacation, during the summer to fall seasons; with its stunning views and nearby destinations. Miles from; Vermont, New Hampshire and Massachusetts; make this home a perfect place...
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    Location Information
    Petersburg, New York 12138
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Wilmington
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a lovely Vermont chalet - style home with 3 bedrooms, 2 full baths, a fireplace, deck, cable TV with DVD player and an X-Box. This home has all the modern conveniences to make your stay as comfortable as your own home. It also comes with WiFi so you can stay connected. This house includes...
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    Location Information
    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Wilmington
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • DVD Player
    • Grill
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy this 3 bedroom, 2 bath home. It has a wood stove and a nice deck. This house includes Clubhouse and Amenity Privileges. Additional amenities: 4x4/AWD recommended, Coffee Maker, Hiking Trails, Hot Tub-Clubhouse, Indoor Pool-Clubhouse, Keurig, Long Term Rental, Mudroom/Entry, Rent: LTS, Rent:...
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    Location Information
    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Wilmington
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This house includes Clubhouse and Amenity Privileges. Additional amenities: Basketball, Coffee Maker, Den/Second Living Area, Hiking Trails, Hot Tub-Clubhouse, Indoor Pool-Clubhouse, Keurig, Loft, Mudroom/Entry, Rent: LTS, Rent: Short-Term, Screen/Enclosed Porch, Tennis, Volleyball, Washer & Dryer
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    Location Information
    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Manchester
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Skiing: Property Is In A Ski Resort
    • Terrace
    • Balcony
    • Patio
    • Washer
    • Mountain Views
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the heart of Manchester Village, this spectacular historic home was originally built in 1790 as a tavern and inn by Captain Peter Black. The inn was later purchased in 1837 by Rev. Dr. Joseph Wickham, legendary headmaster of Burr and Burton Academy. The home has since been renovated to...
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    Manchester, Green Mountains 05254
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Manchester
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Grill
    • DVD Player
    • Central Heating
    • Hot Tub
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Home Sweet Home is our country home where we raised our family we are on a private road , by a golf course 5 minutes to Manchester and 5 minutes to the Vermont Summer Festival Bromley 10 minutes away Stratton 20 minutes, it is peaceful and quiet here.....we have loved our home for 30 years now its...
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    Location Information
    Manchester, Green Mountains 05255
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Williamstown, MA
    4 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Outdoor Dining Area
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Parking
    • Washer
    • Patio
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lots of space, great yard, walk to everything: restaurants, museums, Williams College, theater, night life, etc. Plus, nearby ski and tubing areas. This beautifully maintained historic House On Main Street was known as the Victorian Tourist & Antique House in a by-gone era. It was originally...
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    Williamstown, Berkshires 01267
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 16
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    Wilmington
    3 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a great house with 3 bedrooms plus a loft area and it has a nice wood burning fireplace. This house includes Clubhouse and Amenity Privileges. THE BASEMENT AREA IS BEING REFINISHED AT THIS TIME. 4 Wheel Drive - RECOMMENDED Additional amenities: 4x4/AWD recommended, Basketball, Coffee...
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    Location Information
    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 12
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    Wilmington
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Grill
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The location is ideal for families as the house is up on the hill with only a 3 minute walk to the clubhouse. When you walk up to the house enjoy the deep covered porch providing some shade in the summer while you sit in the Adirondack chairs listening to the babbling brook nearby. Then enter the...
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    Location Information
    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    Wilmington
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Mountain Views
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 3 bedroom, 2 bathroom home is a custom built log home. It has an interior that is tastefully decorated. It has a loft area and a fireplace to enhance the Vermont country essence. It also has internet available for those who need to stay connected. 4 Wheel Drive - RECOMMENDED This house...
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    Location Information
    Wilmington, Vermont 05363
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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