A road flanked by dense bamboo groves.

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Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Jamaica apartments

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
9.4 out of 10, Exceptional, (23 reviews)
"Location was excellent, hosts were responsive, cozy little place with the fireplace, great stay!"
United States
Tania J.
The price is CA $90
CA $451 total
includes taxes & fees
Jul 19 - Jul 20
2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
Exterior

Walk to lifts, condo at Stratton Mountain, fireplace, pool, hot tubs, sauna

Walk to lifts, condo at Stratton Mountain, fireplace, pool, hot tubs, sauna
Stratton
The price is CA $105
CA $315 total
includes taxes & fees
Jul 21 - Jul 22
Walk to lifts, condo at Stratton Mountain, fireplace, pool, hot tubs, sauna
Smart TV

Long Trail House South Wing 2B2B Condo

Long Trail House South Wing 2B2B Condo
Stratton
10.0 out of 10, Exceptional, (2 reviews)
"Very clean 2br 2ba condo in excellent location. Host provided detailed important information that helped us find property and how to access unit. I would definitely recommend staying here."
United States
Eileen R.
The price is CA $252
CA $596 total
includes taxes & fees
Aug 13 - Aug 14
Long Trail House South Wing 2B2B Condo
Children's area

Cozy Bromley Retreat

Cozy Bromley Retreat
Bromley Mountain
9.4 out of 10, Exceptional, (14 reviews)
"Nice place "
United States
Janja L.
The price is CA $127
CA $455 total
includes taxes & fees
Jul 19 - Jul 20
Cozy Bromley Retreat
Terrace/patio

Cozy Studio | Ski-In Access + Kitchenette

Cozy Studio | Ski-In Access + Kitchenette
West Dover
10.0 out of 10, Exceptional, (3 reviews)
"Fabulous! Clean, accommodating staff, great amenities, beautiful view, super easy access to skiing! Would def stay here again. "
United States
Kathy S.
The price is CA $237
CA $302 total
includes taxes & fees
Jul 20 - Jul 21
Cozy Studio | Ski-In Access + Kitchenette
Exterior

Deluxe Studio | Murphy Bed + Sofa

Deluxe Studio | Murphy Bed + Sofa
West Dover
The price is CA $254
CA $322 total
includes taxes & fees
Jul 20 - Jul 21
Deluxe Studio | Murphy Bed + Sofa
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
8.0 out of 10, Very good, (1 review)
"Location to Mount snow was great for skiing. Plenty of room for everyone to enjoy. The house has not been properly maintained though. Despite that, we did enjoy ourselves."
United States
Ian T.
The price is CA $347
CA $1,102 total
includes taxes & fees
Jul 21 - Jul 22
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
Arlington
10.0 out of 10, Exceptional, (64 reviews)
"This home was spacious, super clean, and in a great location. "
United States
Des C.
The price is CA $252
CA $355 total
includes taxes & fees
Jul 29 - Jul 30
Spacious apartment in beautiful, historic Arlington VT
Private kitchen

Modern Mountain Retreat w/ Chef’s Kitchen

Modern Mountain Retreat w/ Chef’s Kitchen
Manchester
The price is CA $275
CA $705 total
includes taxes & fees
Aug 17 - Aug 18
Modern Mountain Retreat w/ Chef’s Kitchen
Exterior

Okemo Mountain, Family Affordable 2 fl village walk to town, Dogs OK.fireplace.

Okemo Mountain, Family Affordable 2 fl village walk to town, Dogs OK.fireplace.
Ludlow
9.8 out of 10, Exceptional, (16 reviews)
"Great stay, house is clean and has everything you’de ever need. Perfect location to explore the ludlow area. Thanks Bob, we enjoyed ourselves "
United States
Tyler
The price is CA $189
CA $361 total
includes taxes & fees
Jul 19 - Jul 20
Okemo Mountain, Family Affordable 2 fl village walk to town, Dogs OK.fireplace.
Terrace/patio

Ski-In/Ski-Out ADA Studio w/ Kitchenette!

Ski-In/Ski-Out ADA Studio w/ Kitchenette!
West Dover
The price is CA $219
CA $276 total
includes taxes & fees
Jul 20 - Jul 21
Ski-In/Ski-Out ADA Studio w/ Kitchenette!
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
8.8 out of 10, Excellent, (13 reviews)
"This place was so close to Okemo, and walking distance to the local pub and restaurants."
United States
Brian
The price is CA $140
CA $434 total
includes taxes & fees
Jul 20 - Jul 21
Well-appointed studio right downtown - less than a mile to Okemo Mountain
Golf

Efficient condo near slopes with kitchenette & great location

Efficient condo near slopes with kitchenette & great location
Ludlow
8.6 out of 10, Excellent, (33 reviews)
"the home was clean and very nice. "
United States
Frank R.
The price is CA $140
CA $319 total
includes taxes & fees
Jul 20 - Jul 21
Efficient condo near slopes with kitchenette & great location
Pool

Equinox Getaway | Queen Guest Room w/ Sauna & Spa

Equinox Getaway | Queen Guest Room w/ Sauna & Spa
Manchester Village Historic District
The price is CA $339
CA $427 total
includes taxes & fees
Aug 17 - Aug 18
Equinox Getaway | Queen Guest Room w/ Sauna & Spa
Living area

Stay in this historic Automotive-themed huge Apt. Located in charming Whitingham

Stay in this historic Automotive-themed huge Apt. Located in charming Whitingham
Whitingham
9.0 out of 10, Wonderful, (4 reviews)
"This apartment is very efficient and really wowed everyone based on the automotive inspired design. It was an impeccable space, well stocked, and the beds were even extremely comfortable. We enjoyed the bar/grill within walking distance, too. Would stay here again. "
United States
Ben B.
The price is CA $459
CA $822 total
includes taxes & fees
Aug 16 - Aug 17
Stay in this historic Automotive-themed huge Apt. Located in charming Whitingham
Interior

The Treehouse at 11 Gables Ludlow – Dining, Shopping & Okemo Shuttle

The Treehouse at 11 Gables Ludlow – Dining, Shopping & Okemo Shuttle
Ludlow
10.0 out of 10, Exceptional, (1 review)
"Cute place right in town, super convenient to the mountain (although if you’re relying on the shuttle it’s only once an hour so can be annoying if you don’t time it well). Rooms comfortably slept 4 plus one on the sofa bed, annd everything was in good shape, Andrew and Jillian were great hosts!"
United States
Max R.
The price is CA $475
CA $1,076 total
includes taxes & fees
Jul 24 - Jul 25
The Treehouse at 11 Gables Ludlow – Dining, Shopping & Okemo Shuttle
Exterior

Cozy Studio Condo with Great Location, WiFi & Kitchenette

Cozy Studio Condo with Great Location, WiFi & Kitchenette
Ludlow
8.6 out of 10, Excellent, (32 reviews)
"Small but well organized and super convenient!"
United States
Mikhail R.
The price is CA $140
CA $329 total
includes taxes & fees
Jul 20 - Jul 21
Cozy Studio Condo with Great Location, WiFi & Kitchenette
Coffee/tea maker, fridge, microwave, stovetop

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
9.8 out of 10, Exceptional, (6 reviews)
"Gorgeous views even in March, ample heating/cooling, wonderful host experience, would just recommend bringing paper plates/utensils as we found ourselves running the dishwasher often. "
United States
avery o.
The price is CA $697
CA $1,197 total
includes taxes & fees
Jul 26 - Jul 27
Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake
Pool

Equinox Haven | King Room w/ Pool & Spa Access

Equinox Haven | King Room w/ Pool & Spa Access
Manchester Village Historic District
The price is CA $369
CA $466 total
includes taxes & fees
Aug 17 - Aug 18
Equinox Haven | King Room w/ Pool & Spa Access
Pool

Enchanting Equinox | 2 Queen Room + Pool & Spa

Enchanting Equinox | 2 Queen Room + Pool & Spa
Manchester Village Historic District
The price is CA $400
CA $505 total
includes taxes & fees
Aug 17 - Aug 18
Enchanting Equinox | 2 Queen Room + Pool & Spa
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

Latchis Hotel

Latchis Hotel

10/10 Excellent
"Great hotel at the best location for seeing this great town without having to drive or park. Easy walk from train station"
mark 1-night trip
Posted 3 hours ago
Latchis Hotel

Find out more about Jamaica

Jamaica Apartments information

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Frequently asked questions

What's it like to stay at an apartment in Jamaica?
You'll find a lot of options for your stay in Jamaica with 72 hotels and other lodging accommodations. Though there aren't many apartments, we can help you locate accommodations that are similar. 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.
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: Cozy Bromley Retreat: Situated in Peru, 11.4 mi/18.3 km from the heart of Jamaica. Includes free WiFi, private balconies, and fireplaces. Carriage House Studio Apt- secluded, mountain views, babbling brook, countryside: Located 18.6 mi/29.9 km away in Dorset. Free WiFi, private balconies, and fireplaces are included. Access to onsite laundry facilities is available on site. Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake: Located in Whitingham, 22.2 mi/35.7 km away. Includes private balconies, fireplaces, and Smart TVs. Free breakfast and onsite laundry facilities are on site. Lake-View Spofford Apartment w/ Shared Dock!: 22.2 mi/35.8 km away in Spofford.
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. Jamaica State Park and Ball Mountain Dam are other places to visit while you're in town.
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.

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