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Vacation Rentals in Jamaica, VT and nearby

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    1 / 13
    5 of 5 stars (1) Excellent
    Jamaica
    4 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 24
    Jamaica
    4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    1 / 12
    Jamaica
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    1 / 8
    Jamaica
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
    • Central Heating
    • Wi-Fi
    • Terrace
    • Parking
    • Private Yard
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    This property has now been rented for the 2015-16 season and is no longer available. property has now been rented for the 2015-16 season and is no longer available. property has now been rented for the 2015-16 season and is no longer available. property has now been rented for the 2015-16 season... View all property information
    Location Information
    Jamaica, Vermont 05343
    1 / 16
    Jamaica
    4 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    • Patio
    • Balcony
    • Grill
    • Terrace
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Experience Jamaica in all its year-round glory: Swim in the rivers, lakes, canoe, kayak, sail, hike to the water falls ,leaf-peep, shop, ski Stratton, snow-shoe, cross-country, kayak, sail, walk across the bridge to the State Park. Jamaica village is a stone's throw away by foot. Make our... View all property information
    Location Information
    Jamaica, Vermont 05343
    1 / 16
    Jamaica
    3 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
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    • Satellite TV
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    • Pet-friendly
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    • x
    About this property
    Bear Creek Condo just minutes from Stratton Mountain. Enjoy this newly remodeled condo with up to 12 of your friends/family. Two queen sized beds, two full sized bunk beds in the kids room. Large Screen TV in the Kids room and Family Room. Brand New Everything. Linens and Towels included for... View all property information
    Location Information
    Jamaica, Vermont 05343

    The following rentals are within 10 miles of Jamaica, Vermont.

    1 / 13
    West Wardsboro
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Hot Tub
    • DVD Player
    • Patio
    • Satellite TV
    • Mountain Views
    • Grill
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    West Wardsboro, Vermont 05360
    1 / 14
    Grafton
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    • Washer
    • DVD Player
    • Central Heating
    • Wi-Fi
    • Patio
    • Secure Parking
    • Grill
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Built circa 1840, our home, called the West Corner, is nestled in the west end of the village center, providing unusual privacy for an in village home. It is very private, yet only a minute's walk to the main street, village park & the tavern, the general store and churches. Grafton is a very... View all property information
    Location Information
    Grafton, Vermont 05145
    1 / 19
    4.5 of 5 stars (3) Very good
    West Wardsboro
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Washer
    • Private Yard
    • Satellite TV
    • DVD Player
    • Grill
    • Internet Access
    • Secure Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    West Wardsboro, Vermont 05360
    4 of 5 stars Reviewed July 14, 2015
    I really loved this place overall. The top floor is very rustic and open with a great deck to hang out on. The bottom floor is a nice transition with plenty of places to sleep and...
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    1 / 29
    5 of 5 stars (4) 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...
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Stratton Mountain, Vermont 05152
    5 of 5 stars Reviewed January 4, 2016
    As all of the other reviews state, we also absolutely enjoyed our stay at "Sheky's Hideaway". We were very grateful and excited when we were able to book the condo with a group of...
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    1 / 17
    South Londonderry
    4 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Satellite TV
    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    WINTER SEASONAL RENTAL! This So. Londonderry home is tucked away in a wooded setting but just a quick walk to Solo and just minutes from Stratton, Magic Mountain and Bromley! A well maintained home offering 2,900 sq ft with 4 bedrooms 2 of them master bedrooms, 5 full baths, wood burning... View all property information
    Location Information
    South Londonderry, Vermont 05155
    1 / 19
    Grafton
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • DVD Player
    • Wi-Fi
    • Air Conditioning
    • Secure Parking
    • Shared Yard
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    The vintage barn studio offers an open living plan with Queen bed, fully equipped gourmet kitchen and a cozy seating area w/ fireplace. Once an artist's studio, it is has been painstakingly renovated with a "reduce reuse recycle" philosophy. The studio it is adorned with beautiful antique wide... View all property information
    Location Information
    Grafton, Vermont 05145
    1 / 13
    Bondville
    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
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    • x
    About this property
    Completely remodeled in 2013, this end unit is one of Piper Ridge's most private on a dead end road with only one other neighbor. The townhouse features two king beds in the master and junior suite each with their own bathrooms. The upstairs rooms has two twins and an adjoining "loft" area with a... View all property information
    Location Information
    Bondville, Vermont 05340
    1 / 12
    5 of 5 stars (1) Excellent
    Newfane
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
    • Satellite TV
    • DVD Player
    • Parking
    • Grill
    • Washer
    • Mountain Views
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    At 'Ridgeview' you can go to sleep to the flicker of a wood stove, wake up to sunshine streaming through tall windows onto honey-colored pine flooring, and watch from your deck as sunlight fills the river valley and plays across the ridge opposite. <BR><BR>Beautiful newer construction of 1000... View all property information
    Location Information
    Newfane, Vermont 05345
    5 of 5 stars Reviewed November 27, 2015
    The cabin is comfortable,clean, and well supplied. The bedroom is on the ground floor and the kitchen and living area is on the second. The stairs have a good rail. There is also...
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    1 / 22
    5 of 5 stars (2) Excellent
    Londonderry
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Wi-Fi
    • Washer
    • Grill
    • Satellite TV
    • Mountain Views
    • Patio
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Welcome to The Humphreys Farmhouse, a 65-acre year-round vacation home in Vermont. Located in the heart of the Green Mountains minutes away from skiing in the winter, and hiking, swimming and many other activities in the summer, Humphreys Farm is a great place to get away from it all and have fun.... View all property information
    Location Information
    Londonderry, Vermont 05148
    1 / 23
    5 of 5 stars (1) Excellent
    Stratton Mountain
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Porch
    • Satellite TV
    • Washer
    • Grill
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Weekly and Monthly rentals preferred. Minimun rental rate is $2,000 even for one night! See rate schedule to determine rental amount for the time period you seek. Maximun number of people in party is 10! Minimun advanced scheduleing for rental is 12 to 15 day prior to allow for financial... View all property information
    Location Information
    Stratton Mountain, Vermont 05360
    5 of 5 stars Reviewed January 24, 2015
    Beautiful house, very spacious. Nice for familly with kids. Highly recommanded. Only slight issue we had was that the access road was stip and very icy. Quite difficult to get to...
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    1 / 10
    Bondville
    4 Bedrooms, 3 Bathrooms, Sleeps 11 | Quick View
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    • Satellite TV
    • Parking
    • Washer
    • DVD Player
    • Balcony
    • Air Conditioning
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    4 BR Mins from the mountain Up: MBR King Sleigh w/Pvt Bath AC in MBR Down: BR w/Queen, BR w/Queen, BR w/2 bunks, pull out couch - Double/Queen No Shuttle Bus Some dates are negotiable - make offer Beds: 1 King Bed, 2 Queen Beds, 4 Twin Beds, 1 Sofa Bed, 1 Crib View all property information
    Location Information
    Bondville, Vermont 05155
    1 / 34
    Grafton
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    • Grill
    • DVD Player
    • Shared Yard
    • Mountain Views
    • Internet Access
    • Waterfront
    • Parking
    • Porch
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    Enjoy a getaway situated on the brook, less than a mile from the town center of Grafton. The cabin offers a perfect place for anyone looking for a relaxing and peaceful get-away. We have designed the cabin with the goal of making it a very special place. The cabin was built in 2009 with logs from... View all property information
    Location Information
    Grafton, Vermont 05146
    1 / 12
    Grafton
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
    • DVD Player
    • Balcony
    • Grill
    • Internet Access
    • Central Heating
    • Washer
    • Porch
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    About this property
    Grafton Log Home: Charming log house in an Alpine-like meadow with great views in a peaceful setting. This home is equipped with a fireplace, eat in kitchen, dining area, 4 bedrooms (sleeps 8), 2 baths, and large deck. Internet Located about 4 miles from center of town, on a dead-end gravel... View all property information
    Location Information
    Grafton, Vermont 05146
    1 / 24
    Stratton Mountain
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    • Grill
    • Central Heating
    • Porch
    • DVD Player
    • Internet Access
    • Waterfront
    • Satellite TV
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Water's Edge is located in South Londonderry along the West River on a quiet country road. In the warmer months, enjoy biking or strolling or jogging through the Vermont woods along the West River Trail, which starts at the end of our road. Recently added, a 42" flat screen wall mount tv! PayPal... View all property information
    Location Information
    Stratton Mountain, Vermont 05155
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    1 / 11
    Stratton Mountain
    6 Bedrooms, 6 Bathrooms, Sleeps 20 | Quick View
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    • Washer
    • Internet Access
    • Hot Tub
    • Balcony
    • Patio
    • Satellite TV
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    It is a great house with a spectacular location. Located just across the road from Stratton's 'Lower Wanderer' trail -- with instant access to the resort --, it is also a two minute drive to Stratton's Village, and 20 minutes to the Manchester Designer Shopping Outlets. This is also one of the best... View all property information
    Location Information
    Stratton Mountain, Vermont
    1 / 12
    Stratton Mountain
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Washer
    • Central Heating
    • Porch
    • Parking
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Enjoy all Stratton has to offer from this southern Vermont vacation home rental, nestled in the mountains in South Londonderry, less than a 15 minute drive away to the base of the slopes. Located closest to Stratton Mountain, the home is also just a short drive to Bromley and Magic Mountains.... View all property information
    Location Information
    Stratton Mountain, Vermont 05155
    1 / 35
    Stratton Mountain
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Shared Outdoor Pool...
    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This Stratton Mountain home gives you the best of both worlds: cozy comforts for relaxation and easy access to incredible activities and amazing amenities all year-round! This Long Trail House condo offers access to a shared outdoor heated pool, sauna, and hot tubs, as well as shopping and... View all property information
    Location Information
    Stratton Mountain, Vermont 05356
    1 / 20
    4.5 of 5 stars (3) Very good
    Windham
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Internet Access
    • DVD Player
    • Balcony
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    • Air Conditioning
    • Grill
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    The Windham Country House, a spacious contemporary home, sits on a secluded country road, providing you with peace, privacy and beautiful scenery, while being near many of southern Vermont's summer activities.<BR><BR>GREAT ACCOMMODATIONS<BR>The Windham Country House has five large, lovely bedrooms... View all property information
    Location Information
    Windham, Vermont 05359
    5 of 5 stars Reviewed June 23, 2014
    First of all, I want to thank Mary for being very friendly in providing us with information and details on getting to their house. We (group of 7) did not get to meet them since...
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    1 / 15
    Stratton Mountain
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Hot Tub
    • Internet Access
    • Mountain Views
    • Air Conditioning
    • DVD Player
    • Shared Indoor Pool
    • Satellite TV
    • Sauna
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Located less than 1 mile from quaint Stratton Mountain Village. Daily/weekend shuttle service to the slopes. One of the most popular Condo developments on the mountain. Decorated in custom adirondack style furniture. Gas fireplace. All new appliances. King size master bed. Bunk beds and queen... View all property information
    Location Information
    Stratton Mountain, Vermont 05155
    1 / 30
    Bondville
    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Internet Access
    • Patio
    • Hot Tub
    • Parking
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    If you're looking for the perfect place to take your next vacation, why not escape to this relaxing Bondville, Vermont getaway? This vacation rental offers a wonderful outdoor patio area with a private hot tub and room for up to 10! Located just five miles from Bondville, this quiet and remote... View all property information
    Location Information
    Bondville, Vermont 05340
    1 / 12
    Stratton Mountain
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Balcony
    • Washer
    • Terrace
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Stratton Mountain, Vermont 05340
    1 / 29
    Bondville
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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. Suitable for your own large group or reunions with family or friends, this vacation home is sure to fulfill your needs. Located in secluded Winhall, this lovely... View all property information
    Location Information
    Bondville, Vermont 05340
    1 / 31
    Bondville
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • Internet Access
    • Hot Tub
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    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    With nearby attractions like pristine slopes, picturesque hikes, and relaxing rounds of golf, this Stratton retreat offers the perfect escape from your daily grind! This home is located only a short drive or shuttle ride away from the skiing, hiking, and golfing of the Stratton Mountain Resort and... View all property information
    Location Information
    Bondville, Vermont 05340
    1 / 26
    Bondville
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Shared Outdoor Pool...
    • Internet Access
    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    With easy access to the slopes and all of the comforts of home, this elegant Vermont rental is the perfect choice for a mountain getaway! Located in the Piper Ridge community, this home includes access to a number of amenities, including a clubhouse, indoor swimming pool, hot tub, racquetball... View all property information
    Location Information
    Bondville, Vermont 05340
    1 / 31
    Stratton Mountain
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Internet Access
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    • Shared Outdoor Pool...
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Looking to explore the Green Mountain State? This Vermont getaway offers all of the comforts of home and a convenient location near the sights and sounds of Stratton Mountain. This Vantage Point community home is located less than one mile away from Stratton Village. Enjoy easy access to the slopes... View all property information
    Location Information
    Stratton Mountain, Vermont 05155
    1 / 21
    Stratton Mountain
    4 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Patio
    • DVD Player
    • Housekeeping...
    • Grill
    • Central Heating
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Stratton Mountain, Vermont 05340
    1 / 39
    Stratton Mountain
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Shared Outdoor Pool...
    • Parking
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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,... View all property information
    Location Information
    Stratton Mountain, Vermont 05155
    1 / 16
    Londonderry
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Washer
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    • Satellite TV
    • Outdoor Dining Area
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    House is super clean with new roof, newer carpet & newer interior paint!! Open floor plan with wood burning stove. Very clean & comfortable. Perfect for families or group of friends. Open floor plan living room, dining room & kitchen. 1 loft bedroom has king size bed w/ private bath, 1 bedroom... View all property information
    Location Information
    Londonderry, Vermont 05148
    1 / 29
    West Wardsboro
    6 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    • Parking
    • Shared Indoor Pool
    • Private Yard
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    The best of all four seasons in Vermont. This spacious and open concept chalet is on a serene setting on 2.2 acres with pond, and fire pit, mature trees, and perennial gardens. Perfectly located between Mount Snow and Stratton Mountain. Great room has a gorgeous floor to ceiling double sided... View all property information
    Location Information
    West Wardsboro, Vermont 05360
    1 / 24
    Stratton Mountain
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Air Conditioning
    • Washer
    • Satellite TV
    • Patio
    • Internet Access
    • Hot Tub
    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This new 4300 s.f. timber frame home, completed in 2014, was designed by the architect/owner with careful consideration given to the details and finishes. The large living area with game table and 12' fieldstone fireplace, opens to the dining room and fully equipped kitchen, with walk-in pantry,... View all property information
    Location Information
    Stratton Mountain, Vermont
    1 / 11
    Grafton
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Satellite TV
    • Private Yard
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This cute Vermont farmhouse is just 10 minutes to Magic, 20 minutes to Bromley and 25 minutes to Stratton. On the main level there is the master bedroom with a full bath, kitchen, dining, and large living area with a comfortable fireplace and a bonus woodstove to keep you extra warm during those... View all property information
    Location Information
    Grafton, Vermont 05146