Find Vacation Rentals in Jamaica

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Popular Jamaica Vacation Rentals

Find the perfect Jamaica vacation rental

House Jamaica
from $629 per night
House ∙ 8 guests ∙ 4 bedrooms

186 m² House

5.0
Outstanding(90 ratings)
Jamaica, Windham County, Vermont, United States
Vrbo
Details
House Jamaica
from $93 per night
5 guests ∙ 2 bedrooms

House

4.8
Outstanding(41 ratings)
Jamaica, Windham County, Vermont, United States
Vrbo
Details
House Jamaica
from $186 per night
House ∙ 8 guests ∙ 4 bedrooms

241 m² House

4.9
Outstanding(50 ratings)
Jamaica, Windham County, Vermont, United States
Vrbo
Details
House Jamaica
from $845 per night
House ∙ 14 guests ∙ 6 bedrooms

557 m² House

5.0
Outstanding(68 ratings)
Jamaica, Windham County, Vermont, United States
Vrbo
Details
House Jamaica
from $1,135 per night
16 guests ∙ 7 bedrooms

House

5.0
Outstanding(11 ratings)
Jamaica, Windham County, Vermont, United States
Vrbo
Details
Cabin Jamaica
from $346 per night
10 guests ∙ 4 bedrooms

Cabin

5.0
Outstanding(1 rating)
Jamaica, Windham County, Vermont, United States
Vrbo
Details
Condo Jamaica
from $504 per night
10 guests ∙ 3 bedrooms

Condo

5.0
Outstanding(29 ratings)
Jamaica, Windham County, Vermont, United States
Vrbo
Details
House Jamaica
from $153 per night
House ∙ 7 guests ∙ 3 bedrooms

186 m² House

4.0
Very good
Jamaica, Windham County, Vermont, United States
Vacasa
Details
Cabin Jamaica
from $109 per night
Cabin ∙ 6 guests ∙ 3 bedrooms

102 m² Cabin

4.9
Outstanding(47 ratings)
Jamaica, Windham County, Vermont, United States
Vrbo
Details
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Vacation rentals and apartments with air conditioning

House  Jamaica
from $184 per night
6 guests ∙ 3 bedrooms

House

4.3
Very good(13 ratings)
Jamaica, Windham County, Vermont, United States
Air conditioning
Vrbo
Details
House  Jamaica
from $707 per night
House ∙ 12 guests ∙ 5 bedrooms

279 m² House

4.9
Outstanding(56 ratings)
Jamaica, Windham County, Vermont, United States
Air conditioning
Vrbo
Details
Cabin  Jamaica
from $499 per night
10 guests ∙ 4 bedrooms

Cabin

4.7
Excellent(35 ratings)
Jamaica, Windham County, Vermont, United States
Air conditioning
Vrbo
Details
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Pet-Friendly Homes and Apartments

House  Jamaica
from $184 per night
6 guests ∙ 3 bedrooms

House

4.8
Outstanding(9 ratings)
Jamaica, Windham County, Vermont, United States
Pet-friendly
Vrbo
Details
House  Jamaica
from $162 per night
House ∙ 4 guests ∙ 2 bedrooms

73 m² House

4.5
Excellent
Jamaica, Windham County, Vermont, United States
Pet-friendly
Vacasa
Details
Farmhouse  Jamaica
from $325 per night
Farmhouse ∙ 8 guests ∙ 4 bedrooms

204 m² Farmhouse

4.9
Outstanding(18 ratings)
Jamaica, Windham County, Vermont, United States
Pet-friendly
Vrbo
Details
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Cabins and Homes With Fireplaces

Cabin  Jamaica
from $278 per night
Cabin ∙ 10 guests ∙ 6 bedrooms

232 m² Cabin

5.0
Outstanding(2 ratings)
Jamaica, Windham County, Vermont, United States
Fireplace
Vrbo
Details
Chalet  Jamaica
from $180 per night
4 guests ∙ 2 bedrooms

Chalet

4.7
Excellent(90 ratings)
Jamaica, Windham County, Vermont, United States
Fireplace
Vrbo
Details
House  Jamaica
from $162 per night
House ∙ 4 guests ∙ 2 bedrooms

73 m² House

4.5
Excellent
Jamaica, Windham County, Vermont, United States
Fireplace
Vacasa
Details
Show more

Frequently Asked Questions

What is the price of vacation rentals in Jamaica?

Prices for a stay in Jamaica begin at $94 per night.

How many vacation rentals are available in Jamaica?

You can find and compare 117 offers in Jamaica and book an ideal place for your next getaway.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Vacation Rentals in Jamaica

Find the best Jamaica vacation rentals on Tripping.com. With over 197 home rentals, take your pick from a wide variety of choices including studio apartments, luxury condos, and cozy cabin rentals. Prices in Jamaica range from $64 a night. Many rentals can also be booked directly online. Vacation home rentals found on Tripping.com offer more amenities than the average hotel room along with many of the comforts of home. Going on a business trip or need to stay connected? 168 homes in Jamaica offer high-speed WiFi Internet so you won’t miss a beat. Travelling with kids? Let them splash around in any of the 46 rentals with pool or jacuzzi, or relax with the family in one of the 176 homes with cable TV. For all those pet owners with dogs or cats, Jamaica offers 62 pet-friendly vacation rentals for your extended family. Find the perfect vacation rental that matches your budget and style on Tripping.com. Search properties from 5 vacation rental sites in Jamaica where the top providers in that area are HomeAway, TripAdvisor, and Expedia. There are 149 HomeAway rentals, 21 TripAdvisor short term rentals and 18 Expedia vacation rentals.

Popular Day Trips Near Jamaica

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