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Jamaica Pet Friendly Rentals

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    Don't let other travelers get your favorite Jamaica area vacation rental. You're so close to securing your perfect getaway. Book today.
    13 Matching Rentals in the Jamaica AreaView all 43 rentals
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    Charming and cozy Log cabin near Stratton Vermont1 / 12
    (1)Excellent
    Jamaica
    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Jamaica
    3 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    Jamaica
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Jamaica
    6 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Hot Tub
    • Central Heating
    • Mountain Views
    • Housekeeping Included
    • Skiing: Property Is In A Ski Resort
    • DVD Player
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spectacular timberframe home. Quintessential Vermont experience. More ski lodge than house. The non-skiers will be very happy spending time here. A short 4-mile drive to the Stratton access road. (12 minutes door-to-door to the ski resort). One of the finest rental homes in Southern Vermont....
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    Location Information
    Jamaica, Vermont 05343
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 16
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    Jamaica
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • Patio
    • Balcony
    • Grill
    • Terrace
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    Jamaica, Vermont 05343
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 9
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    The following rentals are within 10 miles of Jamaica.
    Wardsboro
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Private Yard
    • 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
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Bondville
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • 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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    Location Information
    Bondville, Vermont 05340
    Rental Home - 4 Bedrooms, 3 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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    Modern cabin in the woods - upscale seclusion in tranquil setting, dogs welcome!1 / 31
    (1)Very good
    Windham
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Parking
    • Cable/satellite TV
    • Washer
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 23, 2018
    Having worked hard for a year on our new house in New Hampshire, my wife and I decided to unwind for a couple of days at this wooded cabin in Vermont for our 36h Wedding...
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    About this property
    If the mountains of Vermont are calling your name, come stay in this beautiful, modern cabin in the woods and revel in its superb blend of upscale design and quiet, tranquil seclusion. You can bring along your beloved dog, as well, for a small nightly fee! You'll be nestled in tall evergreens,...
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    Location Information
    Windham, Vermont 05359
    Rental Home - 1 Bedroom, 2 Bathrooms, Sleeps 4
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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 Yard
    • 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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    Location Information
    West Wardsboro, Vermont 05360
    Rental Home - 6 Bedrooms, 3 Bathrooms, Sleeps 14
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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
    • Cable/satellite TV
    • Air Conditioning
    • Grill
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    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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    Location Information
    Windham, Vermont 05359
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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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
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    West Wardsboro
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Internet Access
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Take your pick of some of Vermont's best slopes at this two-bedroom West Wardsboro home, a dog-friendly retreat with a private deck and firepit, and an ideal location near Mt. Snow and Stratton Mountain Resort! You'll find this home near the center of West Wardsboro, offering a fantastic location...
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    Location Information
    West Wardsboro, Vermont 05360
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Jamaica Flight and Weather Info
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    53° 31°
    October
    40° 23°
    November
    30° 14°
    December
    24°
    January

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