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Check prices for these dates

In two weeks
27 Feb - 1 Mar
In two months
10 Apr - 12 Apr
In three months
8 May - 10 May
In four months
5 Jun - 7 Jun

Our top choices for Jamaica apartments

Interior

Cozy apt in beautiful secluded spot 15 mins from Mt Snow

Cozy apt in beautiful secluded spot 15 mins from Mt Snow
Dover
10.0 out of 10, Exceptional, (4 reviews)
"Cozy little spot that had everything we needed. Peaceful, quiet, and once the rain let up on our stay we walked out to the gorgeous little pond on the property. So serene. Catherine was great!"
United States
Erica H.
The price is AED 312
AED 760 total
includes taxes & fees
28 Feb - 1 Mar
Cozy apt in beautiful secluded spot 15 mins from Mt Snow
Outdoor pool, a heated pool

2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
Dover
9.2 out of 10, Wonderful, (21 reviews)
"So cute and in such a great area! It was a perfect stay"
United States
Jaden F.
The price is AED 143
AED 1,033 total
includes taxes & fees
2 Mar - 3 Mar
2BR 1BA - 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
Whitingham
10.0 out of 10, Exceptional, (1 review)
"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 1,127 total
includes taxes & fees
12 Feb - 13 Feb
Lake Whitingham & Mount Snow Area Village Apartment
Children's area

Cozy Bromley Retreat

Cozy Bromley Retreat
Bromley Mountain
9.4 out of 10, Exceptional, (10 reviews)
"As always, an excellent stay. Wonderful unit, very nicely stocked in a perfect location. Communication was quick and easy. Easily my favorite place to stay!"
United States
Vanessa P.
The price is AED 424
AED 1,326 total
includes taxes & fees
10 Mar - 11 Mar
Cozy Bromley Retreat
Golf

Efficient condo near slopes with kitchenette & great location

Efficient condo near slopes with kitchenette & great location
Ludlow
8.6 out of 10, Excellent, (32 reviews)
"Nice place close to mountain easy in easy out"
United States
Aaron B.
The price is AED 466
AED 948 total
includes taxes & fees
24 Feb - 25 Feb
Efficient condo near slopes with kitchenette & great location
Exterior

Okemo Mt. Family Affordable 1st floor, village shuttle, walk to town, Dogs OK

Okemo Mt. Family Affordable 1st floor, village shuttle, walk to town, Dogs OK
Ludlow
9.8 out of 10, Exceptional, (173 reviews)
"Great spot to stay in with a group for skiing. Easy check in and check out process."
United States
Aidan O.
The price is AED 1,286
AED 1,934 total
includes taxes & fees
22 Feb - 23 Feb
Okemo Mt. Family Affordable 1st floor, village shuttle, walk to town, Dogs OK
Property grounds

Spacious apartment in beautiful, historic Arlington VT

Spacious apartment in beautiful, historic Arlington VT
Arlington
10.0 out of 10, Exceptional, (59 reviews)
"This home was spacious, super clean, and in a great location. "
United States
Des C.
The price is AED 628
AED 889 total
includes taxes & fees
12 Feb - 13 Feb
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
Ludlow
8.6 out of 10, Excellent, (12 reviews)
"Clean with everything we needed for a few nights stay."
United States
Sandra S.
The price is AED 408
AED 1,168 total
includes taxes & fees
24 Feb - 25 Feb
Well-appointed studio right downtown - less than a mile to Okemo Mountain
Game room

Luxury ADA Unit - 101

Luxury ADA Unit - 101
Wilmington
10.0 out of 10, Exceptional, (1 review)
"It was a beautiful place and clean and updated. Plenty of room for our party of four."
United States
Michael
The price is AED 1,257
AED 2,237 total
includes taxes & fees
22 Feb - 23 Feb
Luxury ADA Unit - 101
Dining

Historic Home with Colonial Charm in Manchester

Historic Home with Colonial Charm in Manchester
Manchester
The price is AED 557
AED 1,629 total
includes taxes & fees
10 Mar - 11 Mar
Historic Home with Colonial Charm in Manchester
Smart TV, fireplace

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
3 Mar - 4 Mar
6BR 3BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
Indoor pool

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 reviews)
"Amazing experience at Mount Snow! Leah is the best owner! Attentive and accessible. "
United States
Jayanne S.
The price is AED 808
AED 1,855 total
includes taxes & fees
5 Mar - 6 Mar
Mt. Snow Condo with Pool-Mountain Views <1/2 mile to mtn
Private kitchen

Modern Mountain Retreat w/ Chef’s Kitchen

Modern Mountain Retreat w/ Chef’s Kitchen
Manchester
The price is AED 789
AED 1,945 total
includes taxes & fees
10 Mar - 11 Mar
Modern Mountain Retreat w/ Chef’s Kitchen
Indoor pool, a heated pool

Equinox Haven | King Room + Culinary Delights

Equinox Haven | King Room + Culinary Delights
Manchester Village Historic District
8.0 out of 10, Very Good, (1 review)
"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
Equinox Haven | King Room + Culinary Delights
Living area

Free HOT Breakfast for each guest everyday! Located in charming Whitingham

Free HOT Breakfast for each guest everyday! Located in charming Whitingham
Whitingham
The price is AED 1,337
AED 2,370 total
includes taxes & fees
12 Feb - 13 Feb
Free HOT Breakfast for each guest everyday! Located in charming Whitingham
Terrace/patio

Cozy Studio | Ski-In Access + Kitchenette

Cozy Studio | Ski-In Access + Kitchenette
West Dover
10.0 out of 10, Exceptional, (2 reviews)
"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 1,282
AED 1,587 total
includes taxes & fees
9 Mar - 10 Mar
Cozy Studio | Ski-In Access + Kitchenette
Fridge, microwave, stovetop, dishwasher

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 reviews)
"as advertised."
United States
Joshua G.
The price is AED 1,778
AED 2,941 total
includes taxes & fees
22 Feb - 23 Feb
Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake
Interior

Downtown Remodel: Restaurants & Mountain Shuttle

Downtown Remodel: Restaurants & Mountain Shuttle
Ludlow
The price is AED 1,265
AED 2,655 total
includes taxes & fees
3 Mar - 4 Mar
Downtown Remodel: Restaurants & Mountain Shuttle
Terrace/patio

Deluxe Studio | Murphy Bed + Sofa

Deluxe Studio | Murphy Bed + Sofa
West Dover
The price is AED 1,260
AED 1,552 total
includes taxes & fees
10 Mar - 11 Mar
Deluxe Studio | Murphy Bed + Sofa
Exterior

Cozy Studio Condo with Great Location, WiFi & Kitchenette

Cozy Studio Condo with Great Location, WiFi & Kitchenette
Ludlow
8.8 out of 10, Excellent, (29 reviews)
"Great location and great place!"
United States
Linda G.
The price is AED 511
AED 1,033 total
includes taxes & fees
10 Mar - 11 Mar
Cozy Studio Condo with Great Location, WiFi & Kitchenette
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

Hampton Inn Brattleboro

Hampton Inn Brattleboro

10/10 Excellent
"The room was very clean, and the showers hot water was amazing! The staff was friendly and would let us know when breakfast was available so we wouldn’t miss it ! Robert and Destiny always had a smile on their face and greeted us when we arrived and when we left the hotel. I would definitely stay there again when we visit Brattleboro VT!! "
Gina Marie 2-night trip
Posted 2 days ago
Hampton Inn Brattleboro

Frequently asked questions

What's it like to stay at an apartment in Jamaica?
There are plenty of places to stay in Jamaica with 74 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: Long Trail House Studio at Stratton Mountain Resort: Located in Stratton, 6.4 mi/10.3 km from the heart of Jamaica. Includes fireplaces and sofa beds. Onsite laundry facilities and a hot tub are on site. Stratton South Long Trail Studio Adjacent to the Village and Lifts: Located 6.4 mi/10.3 km away in Stratton. Private balconies, fireplaces, and sofa beds are included. Onsite laundry facilities 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. 2BR 1BA - 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.
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.