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Holiday Rentals in Jamaica

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    All 40 Rentals in Jamaica
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    The following rentals are within 15 kilometers of Jamaica.
    Gorgeous mountain home w/ private hot tub - skiing nearby!1 / 30
    (1)Excellent
    Bondville
    4 Bedrooms, 5 Bathrooms, Sleeps 6 Quick View
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    Londonderry
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Stratton Mountain
    4 Bedrooms, 4 Bathrooms, Sleeps 4 Quick View
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    Bondville
    3 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Parking
    • Cable/satellite TV
    • Hot Tub
    • Sauna
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Bondville, Vermont 05340
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 4
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    Charming Vt. Farmhouse with spectacular mt. views1 / 22
    (2)Excellent
    Londonderry
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Wi-Fi
    • Washer
    • Grill
    • Cable/satellite TV
    • Mountain Views
    • Patio
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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....
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    Londonderry, Vermont 05148
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Mountain Ski house between Stratton & MT Snow1 / 13
    (1)Excellent
    West Wardsboro
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • DVD Player
    • Patio
    • Cable/satellite TV
    • Mountain Views
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    West Wardsboro, Vermont 05360
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Family Lodge btwn Stratton & Mt. Snow1 / 18
    (4)Excellent
    Stratton Mountain
    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
    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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    Stratton Mountain, Vermont 05360
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 11
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    Bondville
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Central Heating
    • Patio
    • Washer
    • Grill
    • Housekeeping Included
    • Terrace
    • DVD Player
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Convenience is key with this prime location, offering mountain views and free shuttle to the lifts on site. Walk out the door, jump aboard the Strattonwald shuttle, and be on the lift faster than you can post your #OOTD (outfit of the day). APRÉS SKI? This house is both your home and destination...
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    Bondville, Vermont 05340
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Stratton Mountain
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Sauna
    • Hot Tub
    • Cable/satellite TV
    • Air Conditioning
    • DVD Player
    • Internet Access
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Stratton Mountain, Vermont 05356
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Bondville
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
    Kid friendly
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    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...
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    Bondville, Vermont 05340
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    Stratton Mountain
    4 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Washer
    • Mountain Views
    • Internet Access
    • Hot Tub
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One of only a few true ski-in/ski-out rentals in Stratton, this family-friendly and inviting townhome matches mountain views with a high-end atmosphere. Five stories of luxury furnishings, decks, and a private hot tub await your group during a stay here. With a quiet location, this home is...
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    Stratton Mountain, Vermont 05360
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 6
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    Large, Lovely, Affordable Mountain Home1 / 20
    (3)Very good
    Windham
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • DVD Player
    • Balcony
    • Washer
    • Cable/satellite TV
    • Air Conditioning
    • Grill
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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 activities. GREAT ACCOMMODATIONS The Windham Country House has five large, lovely bedrooms and three full...
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    Windham, Vermont 05359
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    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
    • Cable/satellite TV
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Stratton Mountain, Vermont 05155
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    West Wardsboro
    6 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Parking
    • Shared Indoor Pool
    • Private Garden
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    West Wardsboro, Vermont 05360
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 14
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    Grafton
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Private Garden
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Grafton, Vermont 05146
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Grafton
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Mountain Views
    • Internet Access
    • Parking
    • Grill
    • Washer
    • Air Conditioning
    • Patio
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This modern 4-bedroom, 3-bathroom Vermont vacation rental home comfortably accommodates 8 guests in 3,800 square feet of luxury. The authentic, newly renovated 1950's farmhouse offers a quintessential homestead experience, nestled in the Green Mountains of Southern Vermont on stunning, lush...
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    Grafton, Vermont 05146
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Londonderry
    3 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Internet Access
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Tucked away in the woods near Londonderry, Sherwood Escape offers visitors peace, quiet, and the comforts of home for up to eight guests (four adults). The warm wood interior complements the home's secluded setting, so make yourself comfortable in this spacious cabin! Bromley Ski Resort's slopes...
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    Londonderry, Vermont 05148
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 4
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    West Wardsboro
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Private Garden
    • Shared Indoor Pool
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lovely log home 6 miles from Mount Snow. Close to Jamaica State Park, Bromley Adventure Park. Stratton Mountain, Grout Pond and Manchester outlets. Ideal location for a relaxing get away! Rental includes a community indoor heated pool and tennis courts next door, satellite tv and there are 2...
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    West Wardsboro, Vermont 05355
    Cabin Holiday Rental - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Wardsboro
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Terrace
    • Internet Access
    • Balcony
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come to stay in this spacious yet cozy home in Wardsboro for your next Vermont getaway and enjoy amenities like a game room and large deck in a peaceful wooded setting. And to make your vacation complete, bring the family dog along, too, for a small nightly fee! This home is nestled in the Green...
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    Wardsboro, Vermont 05355
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Wardsboro
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Private Garden
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    In 2006, the home underwent it's first extensive renovation by Patrick (Master Builder and Co-Host of DIY's TV Show, Backyard Goldmines). He built the foundation and framed the current home. (Chris and Patrick are siblings) This year, there are new countertops and all the beds are brand new with...
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    Location Information
    Wardsboro, Vermont 05355
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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