Search and Rent Jamaica Condos

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Nov 21 - Nov 23
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Feb 27 - Mar 1

Condo Rentals in Jamaica

TV, fireplace
Lovely ski-in/out condo steps from ski lift with trails and amazing views

Lovely ski-in/out condo steps from ski lift with trails and amazing views

Stratton
8.4 out of 10, Very Good, (26)
"Extremely nice 1 bedroom apt , close to tennis courts , gym and amazing hikes ."
United States
Jonathan P.
$246 nightly
The price is $278
Nov 10 - Nov 11
Total with taxes and fees
Lovely ski-in/out condo steps from ski lift with trails and amazing views
Property grounds
Cozy 3 bedroom condo 2.5 miles to Mount Snow

Cozy 3 bedroom condo 2.5 miles to Mount Snow

West Dover
9.0 out of 10, Wonderful, (43)
"We loved the place. It was very homey and comfortable. My only suggestion would be to upgrade the towels and add a few more dish towels. "
United States
Kathy S.
$272 nightly
The price is $307
Nov 25 - Nov 26
Total with taxes and fees
Cozy 3 bedroom condo 2.5 miles to Mount Snow
Fridge, microwave, oven, stovetop
Charming 1-bedroom condo in delightful Dover

Charming 1-bedroom condo in delightful Dover

Dover
9.6 out of 10, Exceptional, (7)
"Easy to find. Good communication helped, but the sliding door was a little wonky. Additional security for single female travelers would be nice. A bedside table would be useful. All the amenities you would ever need."
United States
Tia
$178 nightly
The price is $201
Nov 19 - Nov 20
Total with taxes and fees
Charming 1-bedroom condo in delightful Dover
Property grounds
Ski-in/out mountainside condo close to everything with full kitchen - tranquil

Ski-in/out mountainside condo close to everything with full kitchen - tranquil

Clock Tower Base Area
9.0 out of 10, Wonderful, (73)
"It was a perfect location and had everything we needed for a great stay."
United States
Danna K.
$224 nightly
The price is $253
Nov 10 - Nov 11
Total with taxes and fees
Ski-in/out mountainside condo close to everything with full kitchen - tranquil
Exterior detail
2nd-floor downtown Ludlow studio condo with kitchenette, streaming

2nd-floor downtown Ludlow studio condo with kitchenette, streaming

Ludlow
8.6 out of 10, Excellent, (4)
"Clean room. Glad that the text responses are quick. We weren't initially provided a room number and then the door code we were given would not work. Host responded and was able to reset code from afar. "
United States
Ana Maria C.
$207 nightly
The price is $234
Nov 12 - Nov 13
Total with taxes and fees
2nd-floor downtown Ludlow studio condo with kitchenette, streaming
Microwave, oven, stovetop, dishwasher
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route

2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route

Ludlow
10.0 out of 10, Exceptional, (101)
"Pretty nice little condo in a nice location."
United States
jonathan H.
$254 nightly
The price is $275
Nov 11 - Nov 12
Total with taxes and fees
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
Property grounds
Ground Floor ski-in/out condo, full kitchen & high-speed WiFi

Ground Floor ski-in/out condo, full kitchen & high-speed WiFi

Clock Tower Base Area
9.4 out of 10, Exceptional, (21)
"A great spot for an early season weekend celebration. The listing is inaccurate unfortunately. It only sleeps 4 in beds. There is only one sleeper sofa in the living area and there weren’t any sheets for it."
United States
Kristen C.
$325 nightly
The price is $368
Nov 10 - Nov 11
Total with taxes and fees
Ground Floor ski-in/out condo, full kitchen & high-speed WiFi
Property grounds
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

Dover
8.6 out of 10, Excellent, (31)
"Very nice accommodations and location!"
United States
Michael M.
$249 nightly
The price is $282
Nov 16 - Nov 17
Total with taxes and fees
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
Dining
Ski-In/Out Condo with Mountain Views, and Washer/Dryer

Ski-In/Out Condo with Mountain Views, and Washer/Dryer

Ludlow
9.8 out of 10, Exceptional, (16)
"Location location location!"
United States
Britt H.
$398 nightly
The price is $450
Nov 10 - Nov 11
Total with taxes and fees
Ski-In/Out Condo with Mountain Views, and Washer/Dryer
Smart TV, fireplace
Ski Haven: 1-Bed Ski-in/out Condo, Okemo Base Area

Ski Haven: 1-Bed Ski-in/out Condo, Okemo Base Area

Clock Tower Base Area
9.8 out of 10, Exceptional, (10)
"The place was great. Exactly like the listing described. Ski lift right off the rear of the building. Great location. Walking distance to some nightlife and food. And just a short drive for all other needs. Place was clean and nicely equipped kitchen. Will definitely be looking to stay again in the future."
United States
ian w.
$311 nightly
The price is $351
Nov 12 - Nov 13
Total with taxes and fees
Ski Haven: 1-Bed Ski-in/out Condo, Okemo Base Area
Interior
Stratton Mtn Studio | Renovated | Walk to Lifts

Stratton Mtn Studio | Renovated | Walk to Lifts

Stratton Mountain
10.0 out of 10, Exceptional, (30)
"Great location."
United States
Jeffrey
$371 nightly
The price is $419
Nov 10 - Nov 11
Total with taxes and fees
Stratton Mtn Studio | Renovated | Walk to Lifts
Microwave, oven, stovetop, coffee/tea maker
Condo in the heart of town near skiing - less than a mile to Okemo Mountain

Condo in the heart of town near skiing - less than a mile to Okemo Mountain

Ludlow
9.0 out of 10, Wonderful, (14)
"Great location and very comfortable."
United States
Richard J.
$232 nightly
The price is $262
Nov 12 - Nov 13
Total with taxes and fees
Condo in the heart of town near skiing - less than a mile to Okemo Mountain
Fridge, microwave, oven, stovetop
Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails

Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails

Ludlow
7.6 out of 10, Good, (53)
"Property great location but needs interior renovations"
United States
William D.
$278 nightly
The price is $314
Dec 1 - Dec 2
Total with taxes and fees
Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
Terrace/patio
Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities

Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities

Stratton
7.6 out of 10, Good, (19)
"Great clean, modern condo with in a short walk to Stratton Village and the chair lifts. Upgraded huge TV in the living room. Great place to relax after a long day of skiing. Parking spot located under the complex that is heated. The parking area also has carts to bring all your stuff up the condo in one trip. We would definitely book this place again on our next trip to Stratton to Ski."
United States
John M.
$314 nightly
The price is $355
Nov 10 - Nov 11
Total with taxes and fees
Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities
Interior
Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street

Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street

Ludlow
9.0 out of 10, Wonderful, (22)
"This modest property was super clean and convenient to Okemo ski resort. Access was simple as the door codes were emailed. I do wish there was an interior deadbolt/chain-lock for security in addition to just the exterior access combo.This whole unit was freshly painted. The all purpose room was spacious. The kitchen corner was modestly equipped but offered the necessities. The couch was comfortable and the TV was average. The bathroom was spacious but had a dated floor and shower. The...
United States
John
$207 nightly
The price is $234
Nov 12 - Nov 13
Total with taxes and fees
Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street
Property grounds
Ski-in/out mountainside condo with balcony, washer/dryer & high-speed WiFi

Ski-in/out mountainside condo with balcony, washer/dryer & high-speed WiFi

Clock Tower Base Area
8.4 out of 10, Very Good, (13)
"Excellent Location.. "
United States
Juan Carlos L.
$282 nightly
The price is $319
Nov 20 - Nov 21
Total with taxes and fees
Ski-in/out mountainside condo with balcony, washer/dryer & high-speed WiFi
Exterior
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort

Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort

Cavendish
10.0 out of 10, Exceptional, (18)
"Lovely large property, everything was clean and well maintained! Will happily stay there again!"
United States
David
$481 nightly
The price is $539
Nov 10 - Nov 11
Total with taxes and fees
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
Property grounds
Mount Snow Condo: 4 min Walk to Sundance Lift (High Speed - 6 Seat)

Mount Snow Condo: 4 min Walk to Sundance Lift (High Speed - 6 Seat)

Dover
9.4 out of 10, Exceptional, (18)
"Close to the mountain, great for a bigger group!"
United States
Alexa G.
$522 nightly
The price is $590
Nov 10 - Nov 11
Total with taxes and fees
Mount Snow Condo: 4 min Walk to Sundance Lift (High Speed - 6 Seat)
Private kitchen
Charming 3-bedroom condo in serene Wilmington - Your home away from home!

Charming 3-bedroom condo in serene Wilmington - Your home away from home!

Wilmington
10.0 out of 10, Exceptional, (1)
"Beautiful condo that is spacious in a quiet spot"
United States
Linda
$575 nightly
The price is $650
Nov 10 - Nov 11
Total with taxes and fees
Charming 3-bedroom condo in serene Wilmington - Your home away from home!
Fridge, microwave, oven, stovetop
New! Vermont Getaway! Stratton - close to skiing!

New! Vermont Getaway! Stratton - close to skiing!

2.0 star property
Winhall
$451 nightly
The price is $458
Nov 10 - Nov 11
Total with taxes and fees
New! Vermont Getaway! Stratton - close to skiing!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Jamaica Hotel Reviews

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

10/10 Excellent
"Nice clean room and friendly staff. I was there off season (early November) so some restaurants weren’t open but there were still plenty of options. "
Andrew 1-night trip
Posted 4 days ago
Pointe at Castle Hill Resort

Find out more about Jamaica

Jamaica Condo Rentals information

Number of reviews
396
Accommodation
352 Condo Rentals
Lowest Price
$201
Highest Price
$650

Frequently asked questions

How much do condos in Jamaica cost?
The price range for condos in Jamaica is $201 to $650 per night. Whatever your budget, you're sure to find a place that suits your wallet — as well as your whole family! These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many condos are there in Jamaica?
Pick from 352 condos in Jamaica. No matter if you're traveling with the little ones or organizing a weekend break with your besties, Expedia will help you find the right space for your crew.
Why book your condo in Jamaica with Expedia?
Booking a condo in Jamaica is as simple as deciding on your travel dates and picking an option that satisfies your needs. Looking for something luxurious or affordable, or a property that also has a pool and a hot tub? Use Expedia's search filters to further narrow your search results and find the ideal fit.
How can I find cheap condos in Jamaica?
Expedia can help you locate cheap condos in Jamaica. To book your special stay in a few quick clicks, try out our convenient filter tool to refine your search by star rating, budget and amenities.
What is there to do in Jamaica near my condo?
If you want to discover the sights of Jamaica, don't miss Jamaica State Park. It's a hit among locals and travelers alike.

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