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Check prices for these dates

Next weekend
26 Dec - 28 Dec
In two weeks
2 Jan - 4 Jan
In one month
16 Jan - 18 Jan
In two months
13 Feb - 15 Feb

Our top choices for Jamaica apartments

Fridge, microwave, oven, stovetop
Cozy Bromley Retreat

Cozy Bromley Retreat

Cozy Bromley Retreat
Bromley Mountain
9.8 out of 10, Exceptional, (7)
"There is no place I’d rather stay in VT. It’s a perfect condo and the recent renovations are really nice. It’s got all the comforts of home and great touches throughout. Bromley is a great community to be in, it’s close to town, obviously the slopes, and just a overall stay!"
United States
Vanessa P.
The price is AED 409
AED 1,242 total
includes taxes & fees
13 Jan - 14 January 2026
Cozy Bromley Retreat
Exterior
2BR 2BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

2BR 2BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

2BR 2BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
Dover
9.4 out of 10, Exceptional, (16)
"So cute and in such a great area! It was a perfect stay"
United States
Jaden F.
The price is AED 246
AED 1,062 total
includes taxes & fees
6 Jan - 7 January 2026
2BR 2BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
Property grounds
Lake Whitingham & Mount Snow Area Village Apartment

Lake Whitingham & Mount Snow Area Village Apartment

Lake Whitingham & Mount Snow Area Village Apartment
2.0 star property
Whitingham
10.0 out of 10, Exceptional, (1)
"This place was cozy and romantic, making it the perfect escape from the hustle and bustle of city life. The location is ideal, with charming New England towns to explore in every direction. Amy and Connor were exceptional hosts, checking in with us throughout our stay to ensure we felt right at home."
United States
Anicia K.
The price is AED 514
AED 1,119 total
includes taxes & fees
16 Dec - 17 Dec
Lake Whitingham & Mount Snow Area Village Apartment
Internet, bed sheets
Efficient condo near slopes with kitchenette & great location

Efficient condo near slopes with kitchenette & great location

Efficient condo near slopes with kitchenette & great location
Ludlow
8.6 out of 10, Excellent, (32)
"great location, close walkto store, restaurants. Okemoabout a minute drive toparking lots. "
United States
C A.
The price is AED 511
AED 1,052 total
includes taxes & fees
5 Jan - 6 January 2026
Efficient condo near slopes with kitchenette & great location
Terrace/patio
6BR 3BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House

6BR 3BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House

6BR 3BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
Dover
The price is AED 746
AED 2,669 total
includes taxes & fees
6 Jan - 7 January 2026
6BR 3BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
Property grounds
Spacious apartment in beautiful, historic Arlington VT

Spacious apartment in beautiful, historic Arlington VT

Spacious apartment in beautiful, historic Arlington VT
Arlington
10.0 out of 10, Exceptional, (58)
"Great place—though it’s a basement, it’s nearly perfect. We’d definitely stay here again"
United States
aytac
The price is AED 698
AED 987 total
includes taxes & fees
6 Jan - 7 January 2026
Spacious apartment in beautiful, historic Arlington VT
Golf
Well-appointed studio right downtown - less than a mile to Okemo Mountain

Well-appointed studio right downtown - less than a mile to Okemo Mountain

Well-appointed studio right downtown - less than a mile to Okemo Mountain
Ludlow
8.6 out of 10, Excellent, (12)
"Clean with everything we needed for a few nights stay."
United States
Sandra S.
The price is AED 522
AED 1,376 total
includes taxes & fees
5 Jan - 6 January 2026
Well-appointed studio right downtown - less than a mile to Okemo Mountain
Fridge, microwave, stovetop, dishwasher
Mt. Snow Condo with Pool-Mountain Views <1/2 mile to mtn

Mt. Snow Condo with Pool-Mountain Views <1/2 mile to mtn

Mt. Snow Condo with Pool-Mountain Views <1/2 mile to mtn
Dover
9.6 out of 10, Exceptional, (5)
"Property is very clean, beautiful condo and scenery, owner was great and communication was incredible! Highly recommend, great stay!"
United States
Douglas D.
The price is AED 808
AED 1,872 total
includes taxes & fees
16 Dec - 17 Dec
Mt. Snow Condo with Pool-Mountain Views <1/2 mile to mtn
3 bedrooms, iron/ironing board, WiFi, bed sheets
Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake

Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake

Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake
Whitingham
10.0 out of 10, Exceptional, (2)
"as advertised."
United States
Joshua G.
The price is AED 1,778
AED 2,962 total
includes taxes & fees
6 Jan - 7 January 2026
Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake
Property grounds
Cozy Studio | Ski-In Access + Kitchenette

Cozy Studio | Ski-In Access + Kitchenette

Cozy Studio | Ski-In Access + Kitchenette
West Dover
10.0 out of 10, Exceptional, (2)
"Room was spacious & kitchen was equipped with essentials needed for a weekend stay. The extra sink area outside the Bathroom was an added bonus."
United States
Jean Marie L.
The price is AED 900
AED 1,150 total
includes taxes & fees
16 Dec - 17 Dec
Cozy Studio | Ski-In Access + Kitchenette
Exterior
Equinox Getaway | Queen Room + Culinary Delights

Equinox Getaway | Queen Room + Culinary Delights

Equinox Getaway | Queen Room + Culinary Delights
Manchester Village Historic District
The price is AED 805
AED 1,002 total
includes taxes & fees
5 Jan - 6 January 2026
Equinox Getaway | Queen Room + Culinary Delights
Property grounds
Deluxe Studio | Murphy Bed + Sofa

Deluxe Studio | Murphy Bed + Sofa

Deluxe Studio | Murphy Bed + Sofa
West Dover
The price is AED 966
AED 1,221 total
includes taxes & fees
16 Dec - 17 Dec
Deluxe Studio | Murphy Bed + Sofa
Internet, bed sheets
Cozy Studio Condo with Great Location, WiFi & Kitchenette

Cozy Studio Condo with Great Location, WiFi & Kitchenette

Cozy Studio Condo with Great Location, WiFi & Kitchenette
Ludlow
8.8 out of 10, Excellent, (29)
"Great location and great place!"
United States
Linda G.
The price is AED 511
AED 1,087 total
includes taxes & fees
5 Jan - 6 January 2026
Cozy Studio Condo with Great Location, WiFi & Kitchenette
Indoor pool, a heated pool
Equinox Haven | King Room + Culinary Delights

Equinox Haven | King Room + Culinary Delights

Equinox Haven | King Room + Culinary Delights
Manchester Village Historic District
8.0 out of 10, Very Good, (1)
"Clean room. There was a trip hazard from bedroom to bathroom. Servers in restaurant were very attentive, courteous and professional. Food adequate but over priced."
United States
Anne Marie
The price is AED 836
AED 1,061 total
includes taxes & fees
5 Jan - 6 January 2026
Equinox Haven | King Room + Culinary Delights
Indoor pool
Accessible Retreat | King Room + Mountain View

Accessible Retreat | King Room + Mountain View

Accessible Retreat | King Room + Mountain View
Manchester Village Historic District
The price is AED 870
AED 1,098 total
includes taxes & fees
7 Jan - 8 January 2026
Accessible Retreat | King Room + Mountain View
Indoor pool
Adaptable Escape | King Room + Mountain View

Adaptable Escape | King Room + Mountain View

Adaptable Escape | King Room + Mountain View
Manchester Village Historic District
The price is AED 870
AED 1,098 total
includes taxes & fees
7 Jan - 8 January 2026
Adaptable Escape | King Room + Mountain View
Exterior
Enchanting Equinox | 2 Queen Room + Fine Cuisine

Enchanting Equinox | 2 Queen Room + Fine Cuisine

Enchanting Equinox | 2 Queen Room + Fine Cuisine
Manchester Village Historic District
The price is AED 870
AED 1,082 total
includes taxes & fees
5 Jan - 6 January 2026
Enchanting Equinox | 2 Queen Room + Fine Cuisine
Indoor pool
Queen's Quarters | 2 Queen Room + Mountain View

Queen's Quarters | 2 Queen Room + Mountain View

Queen's Quarters | 2 Queen Room + Mountain View
Manchester Village Historic District
The price is AED 901
AED 1,136 total
includes taxes & fees
5 Jan - 6 January 2026
Queen's Quarters | 2 Queen Room + Mountain View
Indoor pool, a heated pool
Grand Equinox | 2 Queen Room + Adventure Delights

Grand Equinox | 2 Queen Room + Adventure Delights

Grand Equinox | 2 Queen Room + Adventure Delights
Manchester Village Historic District
8.0 out of 10, Very Good, (1)
"Yes, but you have to drive to town "
United States
Cathy W.
The price is AED 1,018
AED 1,275 total
includes taxes & fees
14 Jan - 15 January 2026
Grand Equinox | 2 Queen Room + Adventure Delights
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

Chalet 239

Chalet 239

10/10 Excellent
"Clean room, amenities were good too"
Carlos 1-night trip
Posted 1 day ago
Chalet 239

Frequently asked questions

What's it like to stay at an apartment in Jamaica?
There are plenty of places to stay in Jamaica with 66 hotels and other lodging accommodations. Though there aren't many apartments, we can help you search for accommodations with similar amenities. When you search on Expedia, you can filter by amenities you might find in an apartment such as a kitchen. You can even filter by similar properties such as vacation homes, condos, or guest houses. Take time to visit some favorite places in the larger area like Stratton Mountain Resort and Mount Snow.
How do you know if an apartment is the best choice for you?
Often offering more space than a traditional hotel room, an apartment includes a kitchen, so you can have some home-cooked meals. Apartments are ideal for families who want the conveniences of home, and also for couples who want to stay in a quieter area.
What's a favorite apartment for a stay in Jamaica?
Listed below are some of the favorite apartments in the area: Stratton South Long Trail Studio Adjacent to the Village and Lifts: Located in Stratton, 6.4 mi/10.3 km from the heart of Jamaica. Includes private balconies, fireplaces, and sofa beds. Onsite laundry facilities and an outdoor pool are on site. 2BR 2BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den: Located 12.1 mi/19.5 km away in West Dover. Free WiFi, fireplaces, and Smart TVs are included. A fitness center and an outdoor pool are on site. Efficient condo near slopes with kitchenette & great location: It's situated in Ludlow, 20.9 mi/33.6 km away. Includes sofa beds. Long Trail House Studio at Stratton Mountain Resort: Located 6.4 mi/10.3 km away in Stratton. Fireplaces and sofa beds are included. Onsite laundry facilities and a hot tub are on site. Mt. Snow Condo with Pool-Mountain Views <1/2 mile to mtn: Located in West Dover, 10.5 mi/17 km from Jamaica. Includes private balconies, fireplaces, and separate dining areas. Onsite laundry facilities and an indoor pool are on site.
What can I expect from the weather during my trip to Jamaica?
Though weather is just one factor, it can really affect your travel plans, especially when you're planning an extended stay in Jamaica. The hottest months are usually July and August with an average temp of 64°F, while the coldest months are January and February with an average of 24°F. The snowiest months in Jamaica are January, March, November, and February, with each month seeing an average of 9 inches of snowfall.
What should I see and do in Jamaica?
Enjoy the outdoors at Green Mountain National Forest and Winhall River, or simply take in cultural attractions like Hot Glass Works and Margie's Muse Handweaving & Gallery. You'll find favorite places to visit like Stratton Mountain Resort and Mount Snow in the larger area.
What's the best way to get to and around Jamaica?
Knowing a bit about the transportation options can you save you a headache when you get to your destination. Fly into Springfield, VT (VSF-Hartness State), which is located 21.1 mi (34 km) from the city center. Otherwise, you can search for flights to Rutland, VT (RUT-Rutland Southern Vermont Regional), which is 30.7 mi (49.4 km) away. If you'd like to explore around the area, you may want a rental car for your journey.