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Vacation Rentals in Jamaica, VT and nearby

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    From
    $250
    / Night
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    Jamaica
    4 Bedrooms, 3 Bathrooms, Sleeps 9
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    From
    $400
    / Night
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    Jamaica
    3 Bedrooms, 3 Bathrooms, Sleeps 10
    other traveler has booked this property
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    From
    $180
    / Night
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    Jamaica
    3 Bedrooms, 2 Bathrooms, Sleeps 8
    other travelers have booked this property
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    From
    $300
    / Night
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    Jamaica
    4 Bedrooms, 2 Bathrooms, Sleeps 6
    other travelers have booked this property
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Fireplace
    • Mountain Views
    • Stereo System
    • Horse Riding Nearby
    • Central Heating
    • Deck
    • TV
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Quaint and rustic log home, Very private. open floor with cathedral ceiling. Covered porch. Only 3 miles from Stratton Mountain entrance, and 15 minutes from Bromley Close to Manchester premium outlet stores. Golf, hiking, horseback riding, white water rafting are all within minutes from the... View all property information
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    Location Information
    Jamaica, Vermont 05343
    From
    $600
    / Week
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    Jamaica
    3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Overview
    Amenities & Details
    • Balcony
    • Towels Provided
    • Mountain Views
    • Wi-Fi
    • Central Heating
    • Parking
    • Terrace
    • Linens Provided
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • 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
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    Location Information
    Jamaica, Vermont 05343

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

    From
    $275
    / Night
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    1 / 20
    4.5 of 5 stars (3) Very good
    Windham
    5 Bedrooms, 3 Bathrooms, Sleeps 10
    other travelers have booked this property
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    Overview Reviews (3)
    Amenities & Details
    • Internet Access
    • DVD Player
    • Washer
    • Stereo System
    • Satellite TV
    • Air Conditioning
    • Deck
    • Mountain Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • 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. GREAT ACCOMMODATIONS The Windham Country House has five large, lovely bedrooms and three... View all property information
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    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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    $100
    / Night
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    1 / 19
    4.5 of 5 stars (3) Very good
    West Wardsboro
    2 Bedrooms, 1 Bathroom, Sleeps 6
    other travelers have booked this property
    Overview Reviews (3) Make Inquiry
    Overview Reviews (3)
    Amenities & Details
    • DVD Player
    • Dryer
    • Fireplace
    • Boat Available
    • Washer
    • Satellite TV
    • Internet Access
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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
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    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...
    5 of 5 stars Reviewed March 9, 2015
    Our group had a great time staying here. The owners were really nice and helpful and available to answer your questions if you had any. The fire really heated up the place and...
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    From
    $150
    / Night
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    Newfane
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    other travelers have booked this property
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Watersports Nearby
    • Mountain Views
    • Satellite TV
    • Deck
    • Stereo System
    • DVD Player
    • Central Heating
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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. Beautiful newer construction of 1000 square... View all property information
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    Location Information
    Newfane, Vermont 05345
    From
    $300
    / Night
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    Londonderry
    3 Bedrooms, 2 Bathrooms, Sleeps 7
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Grill
    • Stove
    • Deck
    • Garage
    • Washer
    • Satellite TV
    • Refrigerator
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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
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    Location Information
    Londonderry, Vermont 05148
    From
    $7,000
    / Month
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    Stratton Mountain
    3 Bedrooms, 3 Bathrooms, Sleeps 8
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Hot Tub
    • Playground
    • Internet Access
    • Air Conditioning
    • Satellite TV
    • Shared Indoor Pool
    • Mountain Views
    • Sauna
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • 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
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    Location Information
    Stratton Mountain, Vermont 05155
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    From
    $75
    / Night
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    Bondville
    3 Bedrooms, 2 Bathrooms, Sleeps 7
    other traveler has booked this property
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Central Heating
    • Washer
    • Dryer
    • Hot Tub
    • Satellite TV
    • Internet Access
    • Fireplace
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    In the woods country home. Although I live here the guest rooms in my house are in a seperate area. You will have use of the kitchen and hot tub which are shared with me. Close to Stratton Mountain, Manchester Vt and much more. I will give you any information you want about things to do in... View all property information
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    Location Information
    Bondville, Vermont 05340
    From
    $400
    / Night
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    West Wardsboro
    7 Bedrooms, 3 Bathrooms, Sleeps 16
    other traveler has booked this property
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Water Views
    • Air Conditioning
    • Game Room
    • Satellite TV
    • DVD Player
    • Waterfront
    • Pool Table
    • Mountain Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    Beautiful 7 Bedroom home... just 5 miles from Mount Snow and 7 miles to Stratton's Sun Bowl!! We are located in West Wardsboro (on Rt. 100). Manchester is only 45 minutes away. Great outlet shopping and restaurants in Manchester. • The home is spotlessly clean and a great place to enjoy with... View all property information
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    Location Information
    West Wardsboro, Vermont 05360
    From
    $250
    / Night
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    1 / 29
    4.5 of 5 stars (3) Very good
    Stratton Mountain
    3 Bedrooms, 3 Bathrooms, Sleeps 8
    other travelers have booked this property
    Overview Reviews (3) Make Inquiry
    Overview Reviews (3)
    Amenities & Details
    • Deck
    • Stereo System
    • Shared Outdoor Pool...
    • Water Views
    • TV
    • DVD Player
    • Mountain Views
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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
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    Location Information
    Stratton Mountain, Vermont 05152
    From
    $350
    / Night
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    Londonderry
    4 Bedrooms, 3 Bathrooms, Sleeps 10
    other travelers have booked this property
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Internet Access
    • Satellite TV
    • Parking
    • Air Conditioning
    • Linens Provided
    • Stove
    • Refrigerator
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Quaint New England town located in the lush Green Mountains of Vermont. Wonderful year round activities. A great winter sports area, downhill skiing, snow boarding, sledding, ice skating, cross country skiing, snowmobiling, and horse draw sleigh rides. Only minutes to Stratton, Bromley, Okemo and... View all property information
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    Location Information
    Londonderry, Vermont 05148
    From
    $190
    / Night
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    West Wardsboro
    2 Bedrooms, 1 Bathroom, Sleeps 4
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Stereo System
    • Deck
    • Washer
    • Waterfront
    • DVD Player
    • Internet Access
    • TV
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Our spacious 1,000sq ft cottage is perfect for a family of 4 or as a romantic getaway for two. 10 min to Mt. Snow and 15 min to Stratton for sport enthusiasts. Easy access on Rt. 100. Fenced in yard for dogs. Brookside deck for grillin' and chillin' * 10-15 minutes to Mt. Snow(depending on... View all property information
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    Location Information
    West Wardsboro, Vermont 05360
    From
    $175
    / Night
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    1 / 22
    5 of 5 stars (2) Excellent
    Londonderry
    3 Bedrooms, 1 Bathroom, Sleeps 8
    Overview Reviews (2) Make Inquiry
    Overview Reviews (2)
    Amenities & Details
    • DVD Player
    • Wi-Fi
    • Stereo System
    • Washer
    • Satellite TV
    • Mountain Views
    • Fireplace
    • Central Heating
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • 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
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    Location Information
    Londonderry, Vermont 05148
    From
    $115
    / Night
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    Wardsboro
    Studio, 1 Bathroom, Sleeps 4
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Satellite TV
    • Swingset
    • Dryer
    • Wi-Fi
    • Deck
    • Washer
    • Mountain Views
    • Central Heating
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Perched at the edge of the Green Mountain National Forest the loft studio apartment has views from all of it's windows of fields and rolling hills. Sit in the teak chairs on your own deck in the summer and watch our chickens forage the field or sit cozy in winter by the gas Jotul stove. The... View all property information
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    Location Information
    Wardsboro, Vermont 05355
    From
    $200
    / Night
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    Bondville
    4 Bedrooms, 2 Bathrooms, Sleeps 8
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Mountain Views
    • Parking
    • Wi-Fi
    • Terrace
    • Towels Provided
    • Balcony
    • Linens Provided
    • Central Heating
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Our house is a cozy home with a warm stone fireplace in the center of the living room. It is situated in Southern Vermont close to Stratton Mountain. It is a great place to retreat whether you are looking for a Ski weekend in the winter, Hiking, canoeing or Kayaking in the summer, or leaf peeping... View all property information
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    Location Information
    Bondville, Vermont 05340
    From
    $250
    / Night
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    South Londonderry
    4 Bedrooms, 5 Bathrooms, Sleeps 12
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Stove
    • Dryer
    • Satellite TV
    • Washer
    • Fireplace
    • Garage
    • Internet Access
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • 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
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    Location Information
    South Londonderry, Vermont 05155
    From
    $300
    / Night
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    West Wardsboro
    7 Bedrooms, 3 Bathrooms, Sleeps 16
    other traveler has booked this property
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Air Conditioning
    • Water Views
    • Waterfront
    • Washer
    • Fireplace
    • Mountain Views
    • Shared Outdoor Pool...
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    Beautiful 7 Bedroom home... just 5 miles from Mount Snow and 7 miles to Stratton's Sun Bowl!! We are located in West Wardsboro (on Rt. 100). Manchester is only 45 minutes away. Great outlet shopping and restaurants in Manchester. • The home is spotlessly clean and a great place to enjoy with... View all property information
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    Location Information
    West Wardsboro, Vermont 05360
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    From
    $325
    / Night
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    Bondville
    3 Bedrooms, 3 Bathrooms, Sleeps 10
    other traveler has booked this property
    Overview Make Inquiry
    Overview
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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
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    Location Information
    Bondville, Vermont 05340
    From
    $185
    / Night
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    Grafton
    1 Bedroom, 1 Bathroom, Sleeps 2
    other travelers have booked this property
    Overview Make Inquiry
    Overview
    Amenities & Details
    • TV
    • Water Views
    • Grill
    • Mountain Views
    • Internet Access
    • Waterfront
    • Deck
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • 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
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    Location Information
    Grafton, Vermont 05146
    From
    $429
    / Night
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    1 / 23
    5 of 5 stars (1) Excellent
    Stratton Mountain
    4 Bedrooms, 4 Bathrooms, Sleeps 10
    Overview Reviews (1) Make Inquiry
    Overview Reviews (1)
    Amenities & Details
    • Washer
    • Central Heating
    • Dryer
    • Grill
    • Fireplace
    • Garage
    • Satellite TV
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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
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    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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    From
    $650
    / Week
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    1 / 12
    Grafton
    4 Bedrooms, 2 Bathrooms, Sleeps 8
    Overview Make Inquiry
    Overview
    Amenities & Details
    • DVD Player
    • Stereo System
    • Washer
    • Fireplace
    • Central Heating
    • Satellite TV
    • Deck
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    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
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    Location Information
    Grafton, Vermont 05146
    From
    $95
    / Night
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    1 / 12
    Stratton Mountain
    4 Bedrooms, 2 Bathrooms, Sleeps 8
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Stereo System
    • Satellite TV
    • Deck
    • Dryer
    • Central Heating
    • Internet Access
    • Washer
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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
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    Location Information
    Stratton Mountain, Vermont 05155
    From
    $110
    / Night
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    1 / 24
    Stratton Mountain
    4 Bedrooms, 5 Bathrooms, Sleeps 8
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Deck
    • Central Heating
    • Washer
    • DVD Player
    • Internet Access
    • Waterfront
    • Satellite TV
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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
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    Location Information
    Stratton Mountain, Vermont 05155
    From
    $350
    / Night
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    1 / 10
    Bondville
    4 Bedrooms, 3 Bathrooms, Sleeps 11
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Satellite TV
    • Washer
    • Stereo System
    • DVD Player
    • Fireplace
    • Air Conditioning
    • Internet Access
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Calender May NOT up to DATE please call or email PLEASE SCROLL DOWN TO SEE RATES and THERE IS A MAP BUTTON ABOVE Please check rates 5 nights min New Years and Presidents week 4 BR Mins from the mountain Up: MBR King Sleigh w/Pvt Bath Down: BR w/Queen, BR w/Queen, BR w/2 bunks, pull out couch... View all property information
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    Location Information
    Bondville, Vermont 05155