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Compare 94 Apartments in Jamaica with updated reviews, rates, and availability.

Stratton South Long Trail Studio Adjacent to the Village and Lifts

9.4 out of 10, Exceptional, (56)
"Right across the road from Stratton Mountain. Check in was easy. Place was clean and comfortable. Much nicer and roomier than a typical hotel room. Highly recommended"
Stratton South Long Trail Studio Adjacent to the Village and Lifts

Hawks Mountain Farm, full apartment on a working farm.

9.8 out of 10, Exceptional, (30)
"Beautiful spot in a natural setting. Property owner was very informative about the areas around us as well as the area we were in. A tour of his rescue animals was very enjoyable and informative. It was the perfect getaway. The apartment supplied everything we needed. I would highly recommend a stay there."
Hawks Mountain Farm, full apartment on a working farm.

Long Trail House Studio at Stratton Mountain Resort

10.0 out of 10, Exceptional, (58)
"This property is located in the center of action at Stratton. The apartment is even more attractive than pictures present. The bed is very comfortable and it's spacious, clean and bright. I would stay there again. Thank you. "
Long Trail House Studio at Stratton Mountain Resort

Comfortable Dover Apartment: Walk to Mt Snow!

9.0 out of 10, Wonderful, (4)
"Great!!"
Comfortable Dover Apartment: Walk to Mt Snow!

Unexpected Style in a Cosy, Convenient In-Town Apartment

9.6 out of 10, Exceptional, (64)
"Quaint cute apartment. Beds were comfortable. Cute tiny, but well-appointed kitchen. There was a Breville coffee maker but no instructions on how to use it, or where we could get the Breville pods. (Did not see them at the local grocery store.) Shower is understandably small, and we noticed some mold. All in all we were very happy with our stay!"
Unexpected Style in a Cosy, Convenient In-Town Apartment

Efficient condo near slopes with kitchenette & great location

9.0 out of 10, Wonderful, (24)
"Stay was good. Couldn’t figure out the TV - Not sure if there was actually cable or not. Close to the main road so traffic was a bit loud. Other than that great stay. "
The price is AED 191
AED 625 total
includes taxes & fees
26 Nov - 27 Nov
Efficient condo near slopes with kitchenette & great location

Cozy Studio Condo with Great Location, WiFi & Kitchenette

8.6 out of 10, Excellent, (24)
"Conveniently located within a 5 min. drive to Okemo Mountain Resort and within walking distance of a number of restaurant/bars. Has all the necessities for a weekend in Ludlow."
The price is AED 191
AED 656 total
includes taxes & fees
1 Dec - 2 Dec
Cozy Studio Condo with Great Location, WiFi & Kitchenette

Carriage House Studio Apt- secluded, mountain views, babbling brook, countryside

10.0 out of 10, Exceptional, (6)
"This is the perfect cabin in Dorset VT! The views on the way in are spectacular. Hiking right out the back door and cozy natural wood experience on the inside. I will definitely be returning to the same location every October! "
Carriage House Studio Apt- secluded, mountain views, babbling brook, countryside

Luxe 'Green Barn' Near Skiing w/ Mt Equinox Views!

10.0 out of 10, Exceptional, (33)
"This place exceeded our expectations so dreamy and beautiful the location was perfect"
Luxe 'Green Barn' Near Skiing w/ Mt Equinox Views!

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

9.6 out of 10, Exceptional, (15)
"We enjoyed staying upstairs and all the room that the apartment has. We remembered to bring our own sheets & towels and everything else we needed was in the apartment. Robert is very friendly and helpful. "
Okemo Mountain, Family Affordable 2 fl village location walk to town, Dogs OK.

Private 2 Bdr Apartment minutes from Mt Snow and Stratton!

9.4 out of 10, Exceptional, (6)
"Very charming private retreat where all you can hear is the river. The house has wonderful charm and all the modern comforts. We had a lovely stay "
Private 2 Bdr Apartment minutes from Mt Snow and Stratton!

Charming Ludlow Studio - 8 Mi to Okemo Mtn!

3.0 star property
10.0 out of 10, Exceptional, (1)
"I decided to stay a bit out of town for a ski trip....and it was perfect. Just a 10 min ride down the hill to OKEMO and LUDLOW. It is absolutely beautiful and quiet...the sunsets and sunrises are amazing from the top of that hill. It is secluded and you really get a slice of VT. The unit is very large and spacious. It has everything you need for a short stay...for some, not having a microwave is an issue, but not for me. Toaster over, full stove, fridge, electric water kettle, coffee maker,...
Charming Ludlow Studio - 8 Mi to Okemo Mtn!

Castle Hill Resort Condo: 5 Mi to Slopes at Okemo!

3.0 star property
10.0 out of 10, Exceptional, (1)
"We travelled to Vermont to experience the total eclipse of the sun with my so, daughter and her partner. It was an incredible experience, made all that more comfortable by being able to stay in this beautiful apartment. Next time we ate in that area we will not hesitate to book again. Thanks"
Castle Hill Resort Condo: 5 Mi to Slopes at Okemo!

Renovated Ski-in/ski-out Peru Condo at Bromley Mtn

3.0 star property
Renovated Ski-in/ski-out Peru Condo at Bromley Mtn

Sunny Stratton Townhome ~ 1 Mi to Skiing!

3.0 star property
Sunny Stratton Townhome ~ 1 Mi to Skiing!

Lake Whitingham & Mount Snow Area Village Garden Apartment 2 BR, AC & WiFi

2.0 star property
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."
The price is AED 514
AED 1,123 total
includes taxes & fees
29 Nov - 30 Nov
Lake Whitingham & Mount Snow Area Village Garden Apartment 2 BR, AC & WiFi

Two cozy tiny homes with a private hot tub, large deck, grill, AC - dog friendly

9.0 out of 10, Wonderful, (26)
"The tiny houses were cute and well equipped. They were ideal for 2 friends traveling together having their own space. I would definitely rent this property again. Only negative was having 3 empty propane tanks when we wanted to use the fire table(something to be added to the maintenance checklust) however once i text them they dropped a fresh tank off that same evening."
The price is AED 801
AED 1,636 total
includes taxes & fees
26 Nov - 27 Nov
Two cozy tiny homes with a private hot tub, large deck, grill, AC - dog friendly

Riverfront studio with river view, full kitchen, & free WiFi

7.2 out of 10, Good, (10)
"Sufficient space and easy distance to center of Ludlow and Okemo Mt"
The price is AED 213
AED 876 total
includes taxes & fees
26 Nov - 27 Nov
Riverfront studio with river view, full kitchen, & free WiFi

Spacious apartment in beautiful, historic Arlington VT

10.0 out of 10, Exceptional, (37)
"Spent the night with my boys (adult) after day of golf in Manchester. Very comfortable and big! Would recommend and use again if in the area. Thanks!"
The price is AED 698
AED 893 total
includes taxes & fees
1 Dec - 2 Dec
Spacious apartment in beautiful, historic Arlington VT

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

9.2 out of 10, Wonderful, (9)
"great"
The price is AED 191
AED 893 total
includes taxes & fees
26 Nov - 27 Nov
Well-appointed studio right downtown - less than a mile to Okemo Mountain
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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Other property types in Jamaica

Green Mountain Modern House: iconic modern getaway

Green Mountain Modern House: iconic modern getaway

Ski & Ride VT! Private indoor pool to enjoy after a day on the slopes!

9.6 out of 10, Exceptional, (40)
"The owner had the place ready to go when we arrived. It was a late arrival, but there were outside lights that were warm and inviting. Plenty of space for our party of 12 (6 adults and 6 kids). Kitchen was welled stocked with cooking necessities, great hangout spaces in the basement and first floor, and a convenient space for ski boots and outer gear in the basement near parking. Kids absolutely loved the pool - and have the pruned hands to prove it. The location couldn't have been better, ~25...
Ski & Ride VT! Private indoor pool to enjoy after a day on the slopes!

Charming Fully Renovated One-Room Schoolhouse on 22+ acres

9.6 out of 10, Exceptional, (148)
"The area was amazing and the views were incredible. "
The price is AED 624
AED 1,358 total
includes taxes & fees
26 Nov - 27 Nov
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
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.

Frequently asked questions

What's it like to stay at an apartment in Jamaica?
There are plenty of places to stay in Jamaica with 56 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. An outdoor pool and a spa tub are on site. Hawks Mountain Farm, full apartment on a working farm.: Located 20.6 mi/33.1 km away in Chester. Free WiFi, private patios, and sofa beds are included. Long Trail House Studio at Stratton Mountain Resort: Located in Stratton, 6.4 mi/10.3 km away. Includes fireplaces and sofa beds. A spa tub and a sauna are on site. Two cozy tiny homes with a private hot tub, large deck, grill, AC - dog friendly: Located in Ludlow, 20.8 mi/33.4 km from Jamaica. Includes private patios and sofa beds. Access to a spa tub is available on site.
How many apartments are there in Jamaica?
Expedia has 5 apartments to book in Jamaica.
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 Jamaica State Park and Green Mountain National Forest, 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.