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Holiday homes in Jamaica You’ll Love

Top-Rated Jamaica Holiday homes for Every Budget and Style!

Looking for a holiday home in Jamaica (Vermont)? Browse a wide range of vacation rentals – from cozy retreats to spacious family homes – starting at just $50.00 per night. Whether you are planning a weekend getaway or a longer stay, you will find the perfect home away from home in the heart of Jamaica.

We found 22 Holiday-homes in Jamaica and the surrounding area (within 30 miles)

Mount Pine Getaway Near Green Mtn Natl Forest! in Wardsboro, USA

Mount Pine Getaway Near Green Mtn Natl F...

Holiday home in Wardsboro near Jamaica, Vermont
Mount Pine Getaway Near Green Mtn Natl Forest! offers accommodations in Wardsboro, 11 miles from Stratton Mountain and 25 miles from Mount Equinox.
  • Parking
  • Pets allowed

no reviews

from $306.98 Show details »

A-Frame Retreat in Wardsboro, USA

A-Frame Retreat

Holiday home in Wardsboro near Jamaica, Vermont
A-Frame Retreat offers accommodations in Wardsboro, 29 miles from Mount Equinox and 13 miles from Mount Snow Resort.
  • Parking
  • Pets allowed

Pleasant 1 Reviews 6.0

from $89.00 Show details »

Alpine Sunrise in Wardsboro, USA

Alpine Sunrise

Holiday home in Wardsboro near Jamaica, Vermont
Alpine Sunrise offers accommodations in Wardsboro, 13 miles from Mount Snow Resort and 20 miles from Molly Stark State Park.
  • Parking

no reviews

from $234.73 Show details »

Wardsboro Family Escape in Wardsboro, USA

Wardsboro Family Escape

Holiday home in Wardsboro near Jamaica, Vermont
Providing a garden, Wardsboro Family Escape provides accommodations in Wardsboro.
  • Parking
  • Pets allowed

Very good 4 Reviews 8.0

from $257.21 Show details »

The Last Run - 4BR Chalet between Mt. Snow & Stratton in Wardsboro, USA

The Last Run - 4BR Chalet between Mt. Sn...

Holiday home in Wardsboro near Jamaica, Vermont , 300 Oak Hill Road
13 miles from Stratton Mountain in Wardsboro, The Last Run - 4BR Chalet between Mt.
  • Parking
  • Family rooms
  • Indoor pool
  • Swimming Pool

Exceptional 1 Reviews 10.0

from $86.00 Show details »

Clarks Cottage in Wardsboro, USA

Clarks Cottage

Holiday home in Wardsboro near Jamaica, Vermont
Clarks Cottage offers accommodations in Wardsboro, 26 miles from Mount Equinox and 12 miles from Mount Snow Resort.
  • Parking
  • Pets allowed
  • Indoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $268.68 Show details »

Fawn Ledge in Jamaica, USA

Fawn Ledge

Holiday home in Jamaica, Vermont
Fawn Ledge is located in Jamaica, just 23 miles from Mount Equinox and 17 miles from Mount Snow Resort.
  • Parking
  • Sauna

no reviews

from $124.00 Show details »

Robins Perch in West Townshend, USA

Robins Perch

Holiday home in West Townshend near Jamaica, Vermont
Robins Perch is located in West Townshend, just 14 miles from Stratton Mountain and 26 miles from Mount Equinox.
  • Parking
  • Pets allowed
  • Fitness centre

Exceptional 1 Reviews 10.0

from $291.73 Show details »

Electric Mountain in West Townshend, USA

Electric Mountain

Holiday home in West Townshend near Jamaica, Vermont
Electric Mountain offers accommodations in West Townshend, 14 miles from Stratton Mountain and 25 miles from Mount Equinox.
  • Parking
  • Pets allowed

no reviews

from $272.00 Show details »

Potters Place in Jamaica, USA

Potters Place

Holiday home in Jamaica, Vermont
Potters Place offers accommodations in Jamaica, 28 miles from Santas Land USA.
  • Parking
  • Pets allowed

Okay 4 Reviews 5.8

from $179.54 Show details »

Vermont Mountain Chalet in Stratton, USA

Vermont Mountain Chalet

Holiday home in Stratton near Jamaica, Vermont
Vermont Mountain Chalet offers accommodations in Stratton, 3.3 miles from Stratton Mountain and 17 miles from Mount Equinox.
  • Parking

Exceptional 1 Reviews 10.0

from $382.38 Show details »

Minutes to Sun Bowl and Stratton Base Lodge in Jamaica, USA

Minutes to Sun Bowl and Stratton Base Lo...

Holiday home in Jamaica, Vermont , 143 Brazers Way, Jamaica, VT 05343, USA
Minutes to Sun Bowl and Stratton Base Lodge offers accommodations in Jamaica, 3.8 miles from Stratton Mountain and 15 miles from Mount Equinox.

no reviews

from $75.00 Show details »

Sunny Stratton Townhome about 1 Mi to Skiing! in Stratton, USA

Sunny Stratton Townhome about 1 Mi to Sk...

Holiday home in Stratton near Jamaica, Vermont
Sunny Stratton Townhome about 1 Mi to Skiing! offers accommodations in Stratton, 18 miles from Mount Snow Resort and 24 miles from Skyline Overlook.
  • Parking

no reviews

from $360.15 Show details »

Bluebird Cottage - Large all season getaway in Jamaica, USA

Bluebird Cottage - Large all season geta...

Holiday home in Jamaica, Vermont , 12 Sap Bucket Road
Offering a garden, Bluebird Cottage - Large all season getaway provides accommodations in Jamaica.
  • Parking

no reviews

from $80.00 Show details »

Green Mountain Getaway in Jamaica, USA

Green Mountain Getaway

Holiday home in Jamaica, Vermont
Green Mountain Getaway is located in Jamaica, just 18 miles from Mount Equinox and 20 miles from Emerald Lake State Park.
  • Parking
  • Pets allowed

no reviews

from $212.67 Show details »

Secluded Mountain House in Forest Farms, USA

Secluded Mountain House

Holiday home in Forest Farms near Jamaica, Vermont
Secluded Mountain House offers accommodations in Forest Farms, 22 miles from Skyline Overlook.
  • Parking
  • Pets allowed
  • Sauna

no reviews

from $250.67 Show details »

Piper Ridge B15 in Forest Farms, USA

Piper Ridge B15

Holiday home in Forest Farms near Jamaica, Vermont
Piper Ridge B15 offers accommodations in Forest Farms, 16 miles from Emerald Lake State Park and 20 miles from Mount Snow Resort.
  • Parking
  • Sauna
  • Fitness centre
  • Indoor pool
  • Swimming pool

Exceptional 2 Reviews 10.0

from $349.67 Show details »

Sweet Berry Farm in Jamaica, USA

Sweet Berry Farm

Holiday home in Jamaica, Vermont
Sweet Berry Farm is located in Jamaica, just 17 miles from Mount Equinox and 19 miles from Emerald Lake State Park.
  • Parking

No reviews yet 1 Reviews 1.0

from $1.437.66 Show details »

Beautiful chalet near Stratton in Jamaica, USA

Beautiful chalet near Stratton

Holiday home in Jamaica, Vermont , 72 Landman Lane
Offering a garden, Beautiful chalet near Stratton provides accommodations in Jamaica.
  • Parking
  • Pets allowed
  • Family rooms

no reviews

from $81.00 Show details »

Haven on the Hill in Londonderry, USA

Haven on the Hill

Holiday home in Londonderry near Jamaica, Vermont
Haven on the Hill offers accommodations in Londonderry, 15 miles from Mount Equinox and 17 miles from Emerald Lake State Park.
  • Parking
  • Pets allowed

Exceptional 1 Reviews 10.0

from $331.57 Show details »

Green Mountain base camp for year-round adventure! in Londonderry, USA

Green Mountain base camp for year-round...

Holiday home in Londonderry near Jamaica, Vermont , 643 Deerwood Hill
Offering a garden, Green Mountain base camp for year-round adventure! features accommodations in Londonderry.
  • Parking

Exceptional 2 Reviews 10.0

from $306.60 Show details »

Brook Haven Retreat - Minutes to Mt Snow / Stratton, Pet Friendly! in Wardsboro, USA

Brook Haven Retreat - Minutes to Mt Snow...

Chalet in Wardsboro near Jamaica, Vermont , 3167 Vermont Route 100
Brook Haven Retreat - Minutes to Mt Snow / Stratton, Pet Friendly! offers accommodations in Wardsboro, 12 miles from Stratton Mountain and 30 miles fr...
  • Parking
  • Pets allowed
  • Family rooms

Superb 7 Reviews 9.2

from $229.73 Show details »

Number of Holiday homes in Jamaica 22
Number of guest ratings 5
Average price per night $312.00
Lowest price per night $50,00
Highest price per night $1.660,25

Top 10 Cheapest Holiday-homes in Jamaica

Discover the Cheapest Holiday-homes in Jamaica – Ranked by Lowest Nightly Rates.

Top 10 Most Booked Holiday-homes in Jamaica

Check out the Most Booked Holiday-homes in Jamaica – Based on Guest Popularity.

Holiday homes in Jamaica (Vermont), comfortable and familiar

Staying in a holiday or vacation home in Jamaica can be a great alternative to a hotel or resort. They can range from small cottages to luxurious villas, and are often located in popular tourist destinations such as beaches or mountains. One of the main benefits is the privacy and flexibility that comes with having your own space. Unlike a hotel room, a holiday home provides you with a living area, kitchen, and sometimes even outdoor space, allowing you to cook your own meals, relax in comfort, and enjoy the company of your friends or family without the interruptions of other guests.

Holiday homes often offer more space than a hotel room. This can be particularly useful for families or groups of friends traveling together, who may need more than one room or want to avoid the cramped feeling of a single hotel room. They can also provide a more authentic travel experience, allowing guests to immerse themselves in the local culture and lifestyle. This can be particularly appealing for those who prefer to stay in quieter, residential areas away from the hustle and bustle of tourist hotspots.

Find the best Holiday home in Jamaica for your needs

Holiday homes should offer a comfortable and enjoyable stay, providing all the necessary amenities and conveniences to make your vacation experience memorable. At a minimum, your holiday home in Jamaica should offer a clean and well-maintained living space with comfortable furnishings, adequate lighting, and climate control.

In addition to basic amenities such as a fully equipped kitchen, comfortable bedding, and clean linens and towels, holiday homes should also offer modern conveniences such as Wi-Fi, cable or streaming TV, and laundry facilities. A private outdoor space, such as a balcony or terrace, can also add to the overall enjoyment. They can also offer additional features such as a swimming pool, hot tub, or outdoor grill. Location is also important, for example, close to popular tourist attractions, restaurants and shopping areas.

Accommodation data and pictures provided by Booking.com