A road flanked by dense bamboo groves.

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Jamaica apartments

A living room with a television, sofa, and coffee table.

1. Long Trail House South Wing 2B2B Condo

Long Trail House South Wing 2B2B Condo
Stratton
10.0 out of 10, Exceptional, (6 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 $294
CA $694 total
includes taxes & fees
Oct 25 - Oct 26
Long Trail House South Wing 2B2B Condo
A building with a sign reading 'Fire Tower Restaurant & Tavern.'

2. 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 $321 total
includes taxes & fees
Oct 30 - Oct 31
Walk to lifts, condo at Stratton Mountain, fireplace, pool, hot tubs, sauna
A rectangular pool with a brick deck, surrounded by lounge chairs and umbrellas.

3. 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 $87
CA $448 total
includes taxes & fees
Oct 19 - Oct 20
2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
A playground with slides and climbing structures surrounded by trees.

4. Cozy Bromley Retreat

Cozy Bromley Retreat
Bromley Mountain
9.4 out of 10, Exceptional, (21 reviews)
"Nice place "
United States
Janja L.
The price is CA $182
CA $538 total
includes taxes & fees
Nov 11 - Nov 12
Cozy Bromley Retreat
Gather around the glowing fire pit and unwind under the open sky, the perfect way to end a day of adventure.

5. Cozy Studio | Ski-In Access + Kitchenette

Cozy Studio | Ski-In Access + Kitchenette
West Dover
9.6 out of 10, Exceptional, (4 reviews)
"Nice stay enjoying"
United States
Joseph H.
The price is CA $247
CA $307 total
includes taxes & fees
Oct 20 - Oct 21
Cozy Studio | Ski-In Access + Kitchenette
A spacious living room with a brown leather sofa, white armchairs, and a wooden coffee table. A staircase leads to an upper level with a balcony.

6. 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 $318
CA $1,068 total
includes taxes & fees
Nov 3 - Nov 4
6BR 3BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
Wake up to breathtaking mountain views and slopeside convenience at this cozy retreat, where adventure and relaxation go hand in hand.

7. Deluxe Studio | Murphy Bed + Sofa

Deluxe Studio | Murphy Bed + Sofa
West Dover
The price is CA $266
CA $327 total
includes taxes & fees
Nov 17 - Nov 18
Deluxe Studio | Murphy Bed + Sofa
A dining room with a wooden table, four chairs, a vase with flowers, and a view of greenery outside.

8. Historic Home with Colonial Charm in Manchester

Historic Home with Colonial Charm in Manchester
Manchester
10.0 out of 10, Exceptional, (2 reviews)
"The accommodations were absolutely amazing. We had a wonderful time. The home is beautiful. The host is very communicative."
United States
Victor G.
The price is CA $159
CA $570 total
includes taxes & fees
Nov 3 - Nov 4
Historic Home with Colonial Charm in Manchester
A modern kitchen with a central island, stainless steel appliances, pendant lighting, and a view to the dining area.

9. Modern Mountain Retreat w/ Chef’s Kitchen

Modern Mountain Retreat w/ Chef’s Kitchen
Manchester
10.0 out of 10, Exceptional, (1 review)
"Communication with Caroline was top notch and speedy! Very clear instructions for accessing the property and check out. Even though this place is connected with two other rooms/units ( I think that is what it is) we never heard them and hopefully we didn't bother them either!The house was amazing inside and out. The location was exceptional!Thank you for a beautiful stay!"
United States
Eva G.
The price is CA $209
CA $634 total
includes taxes & fees
Nov 3 - Nov 4
Modern Mountain Retreat w/ Chef’s Kitchen
Gather around the glowing fire pit and unwind under the open sky, the perfect way to end a day of adventure.

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

Ski-In/Ski-Out ADA Studio w/ Kitchenette!
West Dover
The price is CA $246
CA $306 total
includes taxes & fees
Oct 20 - Oct 21
Ski-In/Ski-Out ADA Studio w/ Kitchenette!
Property grounds

11. Spacious apartment in beautiful, historic Arlington VT

Spacious apartment in beautiful, historic Arlington VT
Arlington
10.0 out of 10, Exceptional, (66 reviews)
"Excellent place, fantastic hosts, highly recommend."
United States
Mike K.
The price is CA $275
CA $389 total
includes taxes & fees
Oct 19 - Oct 20
Spacious apartment in beautiful, historic Arlington VT
A large indoor swimming pool with wooden beams and a central decorative structure.

12. Equinox Getaway | Queen Guest Room w/ Sauna & Spa

Equinox Getaway | Queen Guest Room w/ Sauna & Spa
Manchester Village Historic District
The price is CA $270
CA $342 total
includes taxes & fees
Nov 4 - Nov 5
Equinox Getaway | Queen Guest Room w/ Sauna & Spa
A two-story house with a porch, a staircase, and a front door.

13. 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 $141
CA $328 total
includes taxes & fees
Nov 17 - Nov 18
Cozy Studio Condo with Great Location, WiFi & Kitchenette
A cozy living room with a fireplace, leather sofas, and a television mounted on the wall.

14. 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
8.8 out of 10, Excellent, (6 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 $515
CA $912 total
includes taxes & fees
Oct 30 - Oct 31
Stay in this historic Automotive-themed huge Apt. Located in charming Whitingham
A modern kitchen with large windows, a built-in dishwasher, and a refrigerator.

15. 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, (9 reviews)
"A beautiful, clean, and cozy stay. The modern space was bright and well-equipped with everything we needed, and the hot tub made it especially relaxing."
United States
Nicole H.
The price is CA $635
CA $1,121 total
includes taxes & fees
Oct 22 - Oct 23
Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake
A golf course with a winding path, trees, and a distant mountain range.

16. Efficient condo near slopes with kitchenette & great location

Efficient condo near slopes with kitchenette & great location
Ludlow
8.6 out of 10, Excellent, (34 reviews)
"the home was clean and very nice. "
United States
Frank R.
The price is CA $141
CA $328 total
includes taxes & fees
Nov 1 - Nov 2
Efficient condo near slopes with kitchenette & great location
A wooden deck with a white railing, a bench, and a door with glass panels.

17. 11 Gables Treehouse- Shuttle Bus, Short Walk to Shops, Bars, Dining

11 Gables Treehouse- Shuttle Bus, Short Walk to Shops, Bars, Dining
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 $424
CA $938 total
includes taxes & fees
Nov 16 - Nov 17
11 Gables Treehouse- Shuttle Bus, Short Walk to Shops, Bars, Dining
A dormitory room with bunk beds, a television mounted on the wall, and a chair in the center.

18. Two Ski-On Condos at Winterplace

Two Ski-On Condos at Winterplace
Okemo Village
The price is CA $498
CA $1,310 total
includes taxes & fees
Nov 8 - Nov 9
Two Ski-On Condos at Winterplace
A hotel room with a bed, a bathroom with a mirror, and a window with curtains.

19. Modern 3BR/2BA | 3 Min to Okemo Mountain

Modern 3BR/2BA | 3 Min to Okemo Mountain
Ludlow
The price is CA $270
CA $853 total
includes taxes & fees
Nov 1 - Nov 2
Modern 3BR/2BA | 3 Min to Okemo Mountain
A large indoor swimming pool with wooden beams and a central decorative structure.

20. Equinox Haven | King Room w/ Pool & Spa Access

Equinox Haven | King Room w/ Pool & Spa Access
Manchester Village Historic District
The price is CA $292
CA $370 total
includes taxes & fees
Nov 4 - Nov 5
Equinox Haven | King Room w/ Pool & Spa Access
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 and Suites Manchester

Hampton Inn and Suites Manchester

8/10 Good
"Breakfast could have been better, more healthly foods"
Angelena 2-night trip
Posted 2 hours ago
Hampton Inn and Suites Manchester

Find out more about Jamaica

Jamaica Apartments information

Number of reviews
163
Accommodation
152 Apartments
Lowest Price
CA $309
Highest Price
CA $1,310

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 68 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 top apartments in the area to choose from: Walk to lifts, condo at Stratton Mountain, fireplace, pool, hot tubs, sauna: Located 6.4 mi/10.3 km away in Stratton. Free WiFi, private balconies, and fireplaces are included. A fitness center and a hot tub are on site. Okemo Mountain, Family Affordable 2 fl village walk to town, Dogs OK.fireplace.: Located in Ludlow, 20.8 mi/33.4 km away. Includes free WiFi, private patios, and fireplaces. A fitness center and onsite laundry facilities are on site. Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake: Located 22.2 mi/35.7 km away in Whitingham. Private balconies, fireplaces, and Smart TVs are included. Free breakfast and onsite laundry facilities 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. Jamaica State Park and Ball Mountain State Park 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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