Jamaica vacation rentals

KAYAK searches hundreds of travel sites at once for vacation home deals in Jamaica

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Best Jamaica vacation rentals

Most recommended vacation rentals in Jamaica

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Potter's Place - Jamaica - Living room
Potter's Place
Jamaica, VT
7.0Good(3)
Pet friendly
$109+
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Mountain Oasis - Endless Outdoor Fun! - Jamaica - Living room
Mountain Oasis - Endless Outdoor Fun!
Jamaica, VT
9.6Wonderful(25)
Free Wi-Fi
$781+
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Two Bedroom Chalet, Charming, Quiet, River Front - Jamaica - Patio
Two Bedroom Chalet, Charming, Quiet, River Front
Jamaica, VT
Free Wi-Fi
$314+
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A Secluded Haven for Your Family Vacation! - Jamaica - Bedroom
A Secluded Haven for Your Family Vacation!
Jamaica, VT
9.0Wonderful(7)
$344+
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Sweet Berry Farm - Jamaica - Building
Sweet Berry Farm
Jamaica, VT
1.0Poor(1)
$1,075+
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Starry Skies: 7min To Skistratton+pikesfalls+dogok - Jamaica - Balcony
Starry Skies: 7min To Skistratton+pikesfalls+dogok
Jamaica, VT
Free Wi-Fi
Pet friendly
$203+
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Wishing Well Cabin - Jamaica - Living room
Wishing Well Cabin
Jamaica, VT
Free Wi-Fi
$360+
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Best of Vermont - Jamaica - Living room
Best of Vermont
Jamaica, VT
Pet friendly
$479+
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This house is a 4 bedroom(s), 2.5 bathrooms, located in Jamaica, VT. - Jamaica - Kitchen
This house is a 4 bedroom(s), 2.5 bathrooms, located in Jamaica, VT.
Jamaica, VT
$784+
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5 min drive to Stratton, 1 min to Pikes Falls, fire pit, electric fireplace! - Jamaica
5 min drive to Stratton, 1 min to Pikes Falls, fire pit, electric fireplace!
Jamaica, VT
Free Wi-Fi
Pet friendly
$203+
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Forest Lodge - Near 6 Ski Resorts - Jamaica - Living room
Forest Lodge - Near 6 Ski Resorts
Jamaica, VT
Free Wi-Fi
Spa
$1,430+
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Newly Designed Chalet w/Views, Minutes to Stratton - Jamaica - Bedroom
Newly Designed Chalet w/Views, Minutes to Stratton
Jamaica, VT
$618+
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European Farmhouse on private 43 Acre Pond - Five minutes from Stratton Skiing - Jamaica
European Farmhouse on private 43 Acre Pond - Five minutes from Stratton Skiing
Jamaica, VT
Pet friendly
$1,424+
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Entire Cabin - The Old Church - Mins from Stratton Mountain - Jamaica
Entire Cabin - The Old Church - Mins from Stratton Mountain
Jamaica, VT
Free Wi-Fi
Pet friendly
$469+
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The Pine Mountain Hideaway minutes to Stratton! 4BR / 2 Bth - Jamaica
The Pine Mountain Hideaway minutes to Stratton! 4BR / 2 Bth
Jamaica, VT
Free Wi-Fi
Pet friendly
$676+
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Stratton Ski Getaway, 4 Bedroom Outdoor Enthusiasts Playground - Jamaica
Stratton Ski Getaway, 4 Bedroom Outdoor Enthusiasts Playground
Jamaica, VT
$581+
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$0 - $1,221$1,221 - $2,441$2,441 - $3,662$3,662 - $4,882$4,882+ per night

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Good to know

Low season

December

High season

October

Average price (weeknight)

$405
Cheapest month to stay with an average 25% drop in price.
Most expensive month to stay with an average 23% rise in price.
Average Sun - Thu price over the last 2 weeks.

KAYAK's top tips for finding Jamaica vacation rental deals

  • The best vacation rental properties in Jamaica are Wishing Well Cabin (10.0, 23 reviews), Beautiful Lakefront Home is located in Woods on Cole Pond. Near Stratton (10.0, 26), and Mountain Oasis - Endless Outdoor Fun! (9.6, 25), based on ratings and reviews from real travelers.
  • If you’re looking for a cheap vacation rental in Jamaica, you should consider visiting during the low season. The cheapest vacation homes in Jamaica can be found in December and February.
  • The cheapest night for renting a vacation home in Jamaica is Tuesday. In contrast, the most expensive is Wednesday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Jamaica for 5 days.

FAQs when booking a vacation home in Jamaica

  • What types of vacation rentals are available in Jamaica?

    There are loads of different property types that you can make your vacation home in Jamaica. You’ll find agritourism, apartments, cabins, chalets, condos, cottages and houses.

  • Are there any pet-friendly vacation rentals in Jamaica?

    There are a number of dog and pet-friendly Jamaica vacation rentals, with around 21% allowing you to bring your pet along with you.

  • How much is a vacation rental in Jamaica for tonight?

    In the last 72 hours, users have found Jamaica vacation rentals for tonight for as low as $1,019. Search here for similar prices

  • How can I find vacation rentals near me in Jamaica?

    Take a look at our vacation rentals map to find the best vacation rental homes near you.

Where to stay in Jamaica?

Our map will help you find the perfect place to stay in Jamaica by showing you the exact location of each vacation rental.

Everything you need to know for your stay in Jamaica

Jamaica vacation rental deals. Search for vacation homes, apartments, condos, cabins, cottages, villas and more in Jamaica. Find cheap vacation homes to rent in Jamaica. KAYAK searches hundreds of travel sites to help you find and book a vacation rental in Jamaica that suits you best.

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