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Jamaica Holiday Rentals

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20 rentals in Jamaica.
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Beautiful Lakefront Home Nestled in the Woods on Cole Pond . Close to Stratton, holiday rental in Jamaica
Beautiful Lakefront Home Nestled in the Woods on Cole Pond . Close to Stratton, holiday rental in Jamaica
Beautiful Lakefront Home Nestled in the Woods on Cole Pond . Close to Stratton, holiday rental in Jamaica

Beautiful Lakefront Home Nestled in the Woods on Cole Pond . Close to Stratton

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Western Mountain Lodge on River and Close to Stratton, holiday rental in Jamaica
Western Mountain Lodge on River and Close to Stratton, holiday rental in Jamaica
Western Mountain Lodge on River and Close to Stratton, holiday rental in Jamaica

Western Mountain Lodge on River and Close to Stratton

Holiday Rental House
5 bedrooms
7 bathrooms
Sleeps 14
Match: Sleeps
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Beautiful log cabin w/covered porch, fire pit, secluded - close to Stratton Mtn!, holiday rental in Jamaica
Beautiful log cabin w/covered porch, fire pit, secluded - close to Stratton Mtn!, holiday rental in Jamaica
Beautiful log cabin w/covered porch, fire pit, secluded - close to Stratton Mtn!, holiday rental in Jamaica

Beautiful log cabin w/covered porch, fire pit, secluded - close to Stratton Mtn!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Secluded, cozy and affordable!  Beautiful setting in the woods, holiday rental in Jamaica
Secluded, cozy and affordable!  Beautiful setting in the woods, holiday rental in Jamaica
Secluded, cozy and affordable!  Beautiful setting in the woods, holiday rental in Jamaica

Secluded, cozy and affordable! Beautiful setting in the woods

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Available Monthly during non-ski season, holiday rental in Jamaica
Available Monthly during non-ski season, holiday rental in Jamaica
Available Monthly during non-ski season, holiday rental in Jamaica

Available Monthly during non-ski season

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Private Mountain Cottage With Hot Tub!  Less than 2 Miles from Stratton Skiing!, holiday rental in Jamaica
Private Mountain Cottage With Hot Tub!  Less than 2 Miles from Stratton Skiing!, holiday rental in Jamaica
Private Mountain Cottage With Hot Tub!  Less than 2 Miles from Stratton Skiing!, holiday rental in Jamaica

Private Mountain Cottage With Hot Tub! Less than 2 Miles from Stratton Skiing!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Stratton Area, Vermont Village, traditional home, holiday rental in Jamaica
Stratton Area, Vermont Village, traditional home, holiday rental in Jamaica
Stratton Area, Vermont Village, traditional home, holiday rental in Jamaica

Stratton Area, Vermont Village, traditional home

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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European Farmhouse  on private  43 Acre Pond - Five minutes from Stratton Skiing, holiday rental in Jamaica
European Farmhouse  on private  43 Acre Pond - Five minutes from Stratton Skiing, holiday rental in Jamaica
European Farmhouse  on private  43 Acre Pond - Five minutes from Stratton Skiing, holiday rental in Jamaica

European Farmhouse on private 43 Acre Pond - Five minutes from Stratton Skiing

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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NEW! Warm & Inviting Jamaica Cabin: Ski & Hike!, holiday rental in Jamaica
NEW! Warm & Inviting Jamaica Cabin: Ski & Hike!, holiday rental in Jamaica
NEW! Warm & Inviting Jamaica Cabin: Ski & Hike!, holiday rental in Jamaica

NEW! Warm & Inviting Jamaica Cabin: Ski & Hike!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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A Green Mountain Escape: Outdoor Adventures Await!, holiday rental in Jamaica
A Green Mountain Escape: Outdoor Adventures Await!, holiday rental in Jamaica
A Green Mountain Escape: Outdoor Adventures Await!, holiday rental in Jamaica

A Green Mountain Escape: Outdoor Adventures Await!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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Enjoy XMAS Thru New year's Holiday, holiday rental in Jamaica
Enjoy XMAS Thru New year's Holiday, holiday rental in Jamaica
Enjoy XMAS Thru New year's Holiday, holiday rental in Jamaica

Enjoy XMAS Thru New year's Holiday

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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New Listing!! Incredible Luxury 5BR Home with views of Stratton Mountain, holiday rental in Jamaica
New Listing!! Incredible Luxury 5BR Home with views of Stratton Mountain, holiday rental in Jamaica
New Listing!! Incredible Luxury 5BR Home with views of Stratton Mountain, holiday rental in Jamaica

New Listing!! Incredible Luxury 5BR Home with views of Stratton Mountain

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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All Season Paradise. Swim, Hike, Ski and More! '20-'21 Ski Season Special!, holiday rental in Jamaica
All Season Paradise. Swim, Hike, Ski and More! '20-'21 Ski Season Special!, holiday rental in Jamaica
All Season Paradise. Swim, Hike, Ski and More! '20-'21 Ski Season Special!, holiday rental in Jamaica

All Season Paradise. Swim, Hike, Ski and More! '20-'21 Ski Season Special!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Stratton Mountain: Luxury Contemporary Country Home, holiday rental in Jamaica
Stratton Mountain: Luxury Contemporary Country Home, holiday rental in Jamaica
Stratton Mountain: Luxury Contemporary Country Home, holiday rental in Jamaica

Stratton Mountain: Luxury Contemporary Country Home

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Live & Breathe VT- Village Home, Yoga Studio, Ski!, holiday rental in Jamaica
Live & Breathe VT- Village Home, Yoga Studio, Ski!, holiday rental in Jamaica
Live & Breathe VT- Village Home, Yoga Studio, Ski!, holiday rental in Jamaica

Live & Breathe VT- Village Home, Yoga Studio, Ski!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Cozy Mountain Getaway, holiday rental in Jamaica
Cozy Mountain Getaway, holiday rental in Jamaica
Cozy Mountain Getaway, holiday rental in Jamaica

Cozy Mountain Getaway

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Renovated chalet w/ stunning views, vaulted ceilings, holiday rental in Jamaica
Renovated chalet w/ stunning views, vaulted ceilings, holiday rental in Jamaica
Renovated chalet w/ stunning views, vaulted ceilings, holiday rental in Jamaica

Renovated chalet w/ stunning views, vaulted ceilings

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 16
Match: Sleeps
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Dog-friendly mountain cabin w/forest views & large deck - close to ski resorts!, holiday rental in Jamaica
Dog-friendly mountain cabin w/forest views & large deck - close to ski resorts!, holiday rental in Jamaica
Dog-friendly mountain cabin w/forest views & large deck - close to ski resorts!, holiday rental in Jamaica

Dog-friendly mountain cabin w/forest views & large deck - close to ski resorts!

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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True Vermont Experience! Spectacular home great for ski loving families!, holiday rental in Jamaica
True Vermont Experience! Spectacular home great for ski loving families!, holiday rental in Jamaica
True Vermont Experience! Spectacular home great for ski loving families!, holiday rental in Jamaica

True Vermont Experience! Spectacular home great for ski loving families!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Celestial Mountain Hideaway, holiday rental in Jamaica
Celestial Mountain Hideaway, holiday rental in Jamaica
Celestial Mountain Hideaway, holiday rental in Jamaica

Celestial Mountain Hideaway

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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