A road flanked by dense bamboo groves.

Search and Rent Jamaica Condos

Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Jamaica condo rentals

A living room with a sofa, a television, a fireplace, and a dining area with chairs and a table.

1. 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, (36 reviews)
"I have stayed in this condo a few times now, and for my needs it is a great value; affordable, comfortable and ideal location. "
United States
eric m.
$278 nightly
The price is $314
Oct 25 - Oct 26
Total with taxes and fees
Lovely ski-in/out condo steps from ski lift with trails and amazing views
A multi-story building with a stone facade, a central courtyard with a hot tub, and a stone pathway.

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

Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities
Stratton
8.0 out of 10, Very good, (1 review)
$360 nightly
The price is $406
Oct 26 - Oct 27
Total with taxes and fees
Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities
A modern kitchen with dark cabinetry, stainless steel appliances, and a bar area with stools.

3. Sunrise at Stratton by Sunapee Stays - walk to lifts | pool | hot tub

Sunrise at Stratton by Sunapee Stays - walk to lifts | pool | hot tub
Stratton Mountain
10.0 out of 10, Exceptional, (37 reviews)
"Great space, great location!"
United States
Jason S.
$447 nightly
The price is $505
Oct 26 - Oct 27
Total with taxes and fees
Sunrise at Stratton by Sunapee Stays - walk to lifts | pool | hot tub
A room with a wood-burning stove, a brick fireplace, a mounted television, and a sign above the fireplace.

4. Cozy 3 bedroom condo 2.5 miles to Mount Snow

Cozy 3 bedroom condo 2.5 miles to Mount Snow
West Dover
9.2 out of 10, Wonderful, (52 reviews)
"The place was absolutely relaxing, clean, and one of the best host we’ve ever had an experience with. Will come back!!"
United States
Scott S.
$260 nightly
The price is $294
Oct 28 - Oct 29
Total with taxes and fees
Cozy 3 bedroom condo 2.5 miles to Mount Snow
A spacious living area with a high ceiling, wooden beams, a fireplace, and a large wooden coffee table.

5. 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, (37 reviews)
"Location was fantastic! Great ski-in, ski-out location! Unit itself was very dated but location made up for it."
United States
Evan C.
$319 nightly
The price is $361
Oct 22 - Oct 23
Total with taxes and fees
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
A cozy living room with a sofa, coffee table, and dining area. A ceiling fan is visible, and there are skis leaning against the wall.

6. Two bedroom Condo With Mountain View And Fireplace

Two bedroom Condo With Mountain View And Fireplace
Stratton
9.2 out of 10, Wonderful, (5 reviews)
"Very comfortable stay for four adults. The kitchen is well appointed, great beds and showers. Easy, prompt communication with owner. "
United States
Marie B.
$630 nightly
The price is $712
Nov 1 - Nov 2
Total with taxes and fees
Two bedroom Condo With Mountain View And Fireplace
An indoor swimming pool with a tiled floor, a pool table, and a bar area.

7. Mountainside Condo - Front-Door Shuttle & Indoor Pool Complex

Mountainside Condo - Front-Door Shuttle & Indoor Pool Complex
Dover
9.6 out of 10, Exceptional, (5 reviews)
"Property is very clean, beautiful condo and scenery, owner was great and communication was incredible! Highly recommend, great stay!"
United States
Douglas D.
$382 nightly
The price is $432
Oct 22 - Oct 23
Total with taxes and fees
Mountainside Condo - Front-Door Shuttle & Indoor Pool Complex
A modern living room with a fireplace, a large sofa set, and a view through the glass doors.

8. New! Vermont Getaway! Stratton - close to skiing!

New! Vermont Getaway! Stratton - close to skiing!
Winhall
10.0 out of 10, Exceptional, (1 review)
"The place was perfect for us! Easy stay. Very clean and the wood burning fireplace was great. Would def recommend!"
United States
Carolyn K.
$629 nightly
The price is $639
Nov 8 - Nov 9
Total with taxes and fees
New! Vermont Getaway! Stratton - close to skiing!
A kitchen counter with a bottle of Cabernet Sauvignon, a feedback card, and a basket of fruits.

9. Mount Snow Fireplace Condo - 5-10 Min Walk to Sundance Lift - Sleeps 8

Mount Snow Fireplace Condo - 5-10 Min Walk to Sundance Lift - Sleeps 8
Dover
9.4 out of 10, Exceptional, (23 reviews)
"Great location, comfortable and spacious living room and bedrooms. "
United States
Emma C.
$546 nightly
The price is $617
Oct 27 - Oct 28
Total with taxes and fees
Mount Snow Fireplace Condo - 5-10 Min Walk to Sundance Lift - Sleeps 8
A cozy cabin interior with a sofa, dining table, chairs, wooden cabinets, and a kitchen area.

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

Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
Ludlow
$262 nightly
The price is $296
Oct 25 - Oct 26
Total with taxes and fees
Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
Gather around the glowing fire pit and unwind under the open sky, the perfect way to end a day of adventure.

11. Expansive 2BR | Sleeps 10 | Ski-In

Expansive 2BR | Sleeps 10 | Ski-In
West Dover
$533 nightly
The price is $588
Oct 28 - Oct 29
Total with taxes and fees
Expansive 2BR | Sleeps 10 | Ski-In
A living room with a sofa, a bench, a fireplace, a TV, and a large window.

12. Ski-In/Out condo with patio, mountain views, washer/dryer, & cable

Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
Clock Tower Base Area
9.2 out of 10, Wonderful, (30 reviews)
"Great property, clean and close to the slope"
United States
tiliger01
$205 nightly
The price is $232
Oct 22 - Oct 23
Total with taxes and fees
Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
A building with multiple floors, a red curved structure, and a flower bed with purple flowers.

13. 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
8.8 out of 10, Excellent, (81 reviews)
"It was a perfect location and had everything we needed for a great stay."
United States
Danna K.
$236 nightly
The price is $266
Oct 22 - Oct 23
Total with taxes and fees
Ski-in/out mountainside condo close to everything with full kitchen - tranquil
A two-story house with a porch, a staircase, and a front door.

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

Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street
Ludlow
8.8 out of 10, Excellent, (27 reviews)
"Great location - walkable to small town. Very close drive to slopes"
United States
Keath
$240 nightly
The price is $271
Oct 22 - Oct 23
Total with taxes and fees
Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street
Gather around the glowing fire pit and unwind under the open sky, the perfect way to end a day of adventure.

15. 2BR Loft With Views | Ski-In Access

2BR Loft With Views | Ski-In Access
West Dover
$575 nightly
The price is $635
Oct 28 - Oct 29
Total with taxes and fees
2BR Loft With Views | Ski-In Access
A modern living room with a fireplace, a television, and a ceiling fan.

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

Ski-In/Out Condo with Mountain Views, and Washer/Dryer
Ludlow
9.6 out of 10, Exceptional, (18 reviews)
"Very clean and comfortable for our family of 4. Great ski-in/ski-out location - easily accessible to all lifts. Highly recommend. "
United States
Carey S.
$446 nightly
The price is $503
Oct 22 - Oct 23
Total with taxes and fees
Ski-In/Out Condo with Mountain Views, and Washer/Dryer
A cozy living room with a fireplace, a black leather sofa, and a television mounted above it.

17. 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
9.8 out of 10, Exceptional, (109 reviews)
"Great location right in town and close to Okemo."
United States
Justin P.
$398 nightly
The price is $430
Nov 18 - Nov 19
Total with taxes and fees
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
A two-story house with a covered porch, a staircase, and a front door with a wreath.

18. 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 reviews)
"Great location and convenient to all local businesses. I enjoyed it very much. Would stay here anytime and plan to again. "
United States
Kevin C.
$233 nightly
The price is $264
Oct 22 - Oct 23
Total with taxes and fees
2nd-floor downtown Ludlow studio condo with kitchenette, streaming
A rectangular pool with a glass enclosure, surrounded by lounge chairs and umbrellas, set in a landscaped area with trees.

19. 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, (25 reviews)
"Great location, and comfortable for the whole family. Everyone in the enjoyed the open living room and dining room, plus the privacy of their own bedroom space. "
United States
Ania H.
$479 nightly
The price is $536
Oct 22 - Oct 23
Total with taxes and fees
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
A two-story house with a covered porch, a staircase, and a front door with a wreath.

20. 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 reviews)
"Great place!"
United States
Darcie L.
$286 nightly
The price is $323
Oct 22 - Oct 23
Total with taxes and fees
Condo in the heart of town near skiing - less than a mile to Okemo Mountain
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

Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT

10/10 Excellent
"Clean room, but very old and needs updating. TV had Netflix and Prime."
Nazia 2-night trip
Posted 1 hour ago
Travelodge by Wyndham Brattleboro VT

Find out more about Jamaica

Jamaica Condo Rentals information

Number of reviews
467
Accommodation
369 Condo Rentals
Lowest Price
$232
Highest Price
$712

Frequently asked questions

How much do condos in Jamaica cost?
The price range for condos in Jamaica is $232 to $712 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 369 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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