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Jamaica Holiday Homes

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    Don't let other travellers get your favourite Jamaica area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 40 Rentals in Jamaica
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    The following rentals are within 15 kilometres of Jamaica.
    West Wardsboro
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Luxurious Historic Home in the Heart of Grafton1 / 14
    (1)Excellent
    Grafton
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Stratton Mountain
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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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
    • 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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    Stratton Mountain
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Sauna
    • Satellite TV
    • Mountain Views
    • Housekeeping Included
    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    • DVD Player
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the exclusive High Meadows section, this gorgeous home offers the very best panoramic view of Stratton Mountain. With a sleek design scheme that blends rustic and modern finishes creating an elegant ambiance, this 4,800 SF luxury home is the beautiful space to return to after a day on...
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    Stratton Mountain, Vermont 05340
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    Londonderry
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Washer
    • Internet Access
    • Grill
    • Satellite TV
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Londonderry, Vermont 05148
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Grafton
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    • Secure Parking
    • Shared Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Grafton, Vermont 05146
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Grafton
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Mountain Views
    • Internet Access
    • Parking
    • Grill
    • Washer
    • Air Conditioning
    • Patio
    • 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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    Location Information
    Grafton, Vermont 05146
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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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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    Amenities & Details
    • Hot Tub
    • DVD Player
    • Patio
    • 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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    Bondville
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Location Information
    Bondville, Vermont 05340
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    Stratton Mountain
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • 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 inviting townhome matches mountain views with a high-end atmosphere. Three stories of luxury furnishings, decks, and a private hot tub await your group during a stay here. In addition to Stratton's world-class ski slopes, you'll find...
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    Stratton Mountain, Vermont 05360
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Wardsboro
    5 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Grill
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Skiing: Property Is In A Ski Resort
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our home has a long, country driveway that offers seclusion and privacy. You are greeted by beautiful mature maple trees, a pastoral setting, and a vintage craftsman-style home. The land is 140 acres of woods and open meadows; also featuring large raised bed vegetable gardens, a babbling brook, an...
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    Location Information
    Wardsboro, Vermont 05355
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 8
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    Historic Ski Home - 8 min to Mount Snow1 / 5
    (1)Excellent
    West Wardsboro
    5 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    Amenities & Details
    • Washer
    • Housekeeping Included
    • DVD Player
    • Parking
    • Air Conditioning
    • Balcony
    • Satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This gorgeous home is situated in Wardsboro was built in the early 1800's. It was known as 'Levi Sipps Tavern' and served as a Bed & Breakfast and Tavern. In 2013 the home underwent an extensive renovation. It is very close to Mount Snow & Stratton Mountain. Our guests also enjoy golf, shopping,...
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    Location Information
    West Wardsboro, Vermont 05355
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 11
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    West Wardsboro
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • 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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    Location Information
    West Wardsboro, Vermont 05355
    Cabin Holiday Rental - 3 Bedrooms, 2 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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    Amenities & Details
    • Internet Access
    • DVD Player
    • Balcony
    • Washer
    • 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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    Grafton
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    Amenities & Details
    • Grill
    • DVD Player
    • Shared Garden
    • Mountain Views
    • Internet Access
    • Waterfront
    • Parking
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    Grafton, Vermont 05146
    Cabin Holiday Rental - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    West Wardsboro
    6 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Parking
    • Shared Indoor Pool
    • Private Garden
    • 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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    Location Information
    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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    Amenities & Details
    • 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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    Londonderry
    3 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • 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. The warm wood interior complements the home's secluded setting, so make yourself comfortable in this spacious cabin! Bromley Ski Resort's slopes are about five and a half miles from...
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    Londonderry, Vermont 05148
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 4
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    Wardsboro
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • 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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    Location Information
    Wardsboro, Vermont 05355
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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