Jamaica Condo Rentals from CA $320

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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. Stratton ski-in/ski-out condo steps from the lift with valley-view balcony

Stratton

eric m.

CA $436 total

includes taxes & fees

Nov 3 - Nov 4

A multi-story building with a stone facade, a central courtyard with a hot tub, and a stone pathway.

2. Founders Lodge condo at Stratton Mountain with gas fireplace

Stratton

CA $569 total

includes taxes & fees

Nov 3 - Nov 4

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

Stratton Mountain

Susan F.

CA $748 total

includes taxes & fees

Nov 4 - Nov 5

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

West Dover

Scott S.

CA $395 total

includes taxes & fees

Nov 9 - Nov 10

A spacious living area with a high ceiling, wooden beams, a fireplace, and a large wooden coffee table.

5. Seasons ski-in/ski-out condo with balcony and wood-burning fireplace

Dover

Evan C.

CA $502 total

includes taxes & fees

Nov 3 - Nov 4

A spacious living area with a red sofa, wooden staircase, and a kitchen with a bar.

6. Walk to Mt Snow Lifts • Sleeps 8 • Fireplace, Hot Tub, Sauna, Pool • 2BR/2BA

Dover

Danielle F.

CA $434 total

includes taxes & fees

Nov 3 - Nov 4

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.

7. Two bedroom Condo With Mountain View And Fireplace

Stratton

Marie B.

CA $966 total

includes taxes & fees

Nov 3 - Nov 4

An indoor swimming pool with a tiled floor, a pool table, and a bar area.

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

Dover

Douglas D.

CA $572 total

includes taxes & fees

Nov 3 - Nov 4

A modern living room with a fireplace, a large sofa set, and a view through the glass doors.

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

Winhall

Carolyn K.

CA $835 total

includes taxes & fees

Nov 3 - Nov 4

A kitchen counter with a bottle of Cabernet Sauvignon, a feedback card, and a basket of fruits.

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

Dover

Emma C.

CA $780 total

includes taxes & fees

Nov 3 - Nov 4

A cozy cabin interior with a sofa, dining table, chairs, wooden cabinets, and a kitchen area.

11. Condo a short walk to the Sachem trail with seasonal pool and tennis

Ludlow

CA $404 total

includes taxes & fees

Nov 6 - Nov 7

Gather around the glowing fire pit and unwind under the open sky, the perfect way to end a day of adventure.

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

West Dover

CA $818 total

includes taxes & fees

Nov 3 - Nov 4

A living room with a sofa, a bench, a fireplace, a TV, and a large window.

13. Ground-floor ski-in/ski-out condo facing the Clock Tower base lodge

Clock Tower Base Area

tiliger01

CA $320 total

includes taxes & fees

Nov 11 - Nov 12

A building with multiple floors, a red curved structure, and a flower bed with purple flowers.

14. Okemo ski-in/ski-out condo a few feet from the A and B Quad lifts

Clock Tower Base Area

Danna K.

CA $368 total

includes taxes & fees

Nov 6 - Nov 7

A two-story house with a porch, a staircase, and a front door.

15. Downtown Ludlow condo with electric fireplace, shuttle stop across the street

Ludlow

Keath

CA $384 total

includes taxes & fees

Nov 5 - Nov 6

A cozy living room with a fireplace, a black leather sofa, and a television mounted above it.

16. Village Fireplace Shuttle Boot Warmers

Ludlow

Justin P.

CA $576 total

includes taxes & fees

Nov 19 - Nov 20

17. 2BR Loft With Views | Ski-In Access

West Dover

CA $891 total

includes taxes & fees

Nov 3 - Nov 4

A modern living room with a fireplace, a television, and a ceiling fan.

18. Ground-floor ski-in/ski-out condo near the Sachem trail, ski to Sunburst

Ludlow

Carey S.

CA $716 total

includes taxes & fees

Nov 8 - Nov 9

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

Cavendish

Ania H.

CA $717 total

includes taxes & fees

Nov 3 - Nov 4

A two-story house with a covered porch, a staircase, and a front door with a wreath.

20. Second-floor downtown Ludlow studio in a historic ski town

Ludlow

Kevin C.

CA $371 total

includes taxes & fees

Nov 6 - Nov 7

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Top Jamaica Hotel Reviews

Travelodge by Wyndham Brattleboro VT

8/10 Good

"Clean room. Comfort level of bed needs improvement. Weather was @ freezing outside. Comfortable inside. Staff was very polite and accommodating. Plenty of parking. Great streaming/Wifi."

The Putney Inn

10/10 Excellent

"This was not our first stay at the Putney Inn. We like the helpful staff, convenient location and the setting. The grounds are beautiful, peaceful. The room is spacious and well lit, with and without daylight with nice towels, a table and 2 chairs, a nice size fridge and microwave. The breakfast is good: waffles, bagels, cereals, yogurts, fruit & good coffee. And they are very dog friendly. We think it would also be great for people with children. We'll be back."

Hampton Inn and Suites Manchester

10/10 Excellent

"**Wonderful stay — best hotel in Manchester!** We stayed here for a family birthday weekend and everything was excellent. The pool is great — clean, warm, and perfect for our little one. The breakfast was genuinely great too, plenty of fresh options and coffee available around the clock. Rooms were spotless and comfortable, staff were friendly and helpful, and the location is right in the middle of everything in Manchester Center. All-round the best stay we've had in Vermont — we'll definitely be back.."

Find out more about Jamaica

Jamaica Condo Rentals information

Number of reviews	456
Accommodation	376 Condo Rentals
Lowest Price	CA $320
Highest Price	CA $966

Frequently asked questions

How much do condos in Jamaica cost?

The price range for condos in Jamaica is CA $320 to CA $966 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 376 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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Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Jamaica condo rentals

1. Stratton ski-in/ski-out condo steps from the lift with valley-view balcony

2. Founders Lodge condo at Stratton Mountain with gas fireplace

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

4. Cozy 3 bedroom condo 2.5 miles to Mount Snow

5. Seasons ski-in/ski-out condo with balcony and wood-burning fireplace

6. Walk to Mt Snow Lifts • Sleeps 8 • Fireplace, Hot Tub, Sauna, Pool • 2BR/2BA

7. Two bedroom Condo With Mountain View And Fireplace

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

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

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