Jamaica Vacation Rentals from ￥42,446: Search Short-Term Rentals

Q: What are some of the best vacation home rentals that Jamaica has to offer?

Family Friendly Hilltop House In Putney Vermont : You might want to consider this vacation home rental near Jamaica, which is located on a lake and has a balcony, a selection of games, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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In two weeks

In two months

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In four months

Our top choices for Jamaica vacation rentals

1. Cozy Vermont A-frame on a quiet private road, minutes from Stratton. Enjoy year-round adventure, then unwind in the hot tub under the stars. Spacious, stylish, and perfect for groups seeking both relaxation and outdoor fun.

Jamaica

Luke B.

￥97,657 total

includes taxes & fees

Aug 20 - Aug 21

2. Lovely ski-in/out condo steps from ski lift with trails and amazing views

Stratton

eric m.

￥50,372 total

includes taxes & fees

Aug 20 - Aug 21

3. Long Trail House at Stratton Mountain Resort

Stratton

William

￥57,538 total

includes taxes & fees

Aug 26 - Aug 27

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

Stratton

￥36,141 total

includes taxes & fees

Sep 17 - Sep 18

5. 2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

Dover

Tania J.

￥52,121 total

includes taxes & fees

Aug 24 - Aug 25

Coffee/tea maker, fridge, microwave, oven

6. Sunrise at Stratton by Sunapee Stays - walk to lifts | pool | hot tub

Stratton Mountain

Jason S.

￥63,385 total

includes taxes & fees

Aug 23 - Aug 24

7. Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts

Stratton

￥41,365 total

includes taxes & fees

Sep 16 - Sep 17

8. Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities

Stratton

￥63,684 total

includes taxes & fees

Sep 13 - Sep 14

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Top Jamaica Hotel Reviews

Inn At Mount Snow

10/10 Excellent

"everything was great"

Hideaway Inn Mt. Snow

10/10 Excellent

"We will definitely return to the Hideaway! We got a text before arrival with our room number and code which was very convenient. The hotel is warm and cozy and beautifully decorated. There is neat stuff to look at everywhere. The 3 floors of common spaces were really cool with a lot to offer, like a water bottle filler and coffee maker. It could use to be cleaned a little more often. When we arrived, the playroom had toys all over the floor and there were sticky drink marks on the bar and crumbs on the coffee table. Someone had crushed the chalk under the dart board and all but 1 of the darts was broken. Regardless, we had a blast playing classic Mario on the arcade game. The living room upstairs was gorgeous, next time we will be sure to use that to play games and maybe watch a movie. We didn’t use the pool because it looked green (we opted to go to the lake instead) but we did make a fire and made s’mores down at one of the fire pits on our second night which was so nice to have. The closet in the hallway to grab towels and such is super convenient and the manager was only a text away if you needed anything. Our room was beautiful and so big. We loved the balcony and the record player in the room was a cool touch my boys had fun listening to. This is a very quiet property with a lot to keep families occupied or just relax and enjoy nature. We had a wonderful stay and when we met the manager she was so sweet! We absolutely loved it and will return for future VT trips."

Find out more about Jamaica

Search for holiday rentals in Jamaica on Expedia! You can easily find your home rentals, villas, holiday apartments in Jamaica using one of the methods below:

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Use the map to find apartments and other holiday homes in the Jamaica neighbourhood you prefer
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Look no further and take a look at our great range of rental properties in Jamaica!

Frequently asked questions

Can I find vacation rentals in Jamaica?

Yes, there are vacation rentals close to well known attractions in Jamaica, or you can select a more remote option if you'd like a relaxing place to stay. Jamaica is known for its mountain views and art. Make sure you have time to check out the monuments while you're in the area.

What are some of the best vacation home rentals that Jamaica has to offer?

Family Friendly Hilltop House In Putney Vermont: You might want to consider this vacation home rental near Jamaica, which is located on a lake and has a balcony, a selection of games, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals are there in Jamaica?

With 45 Expedia vacation rentals, you're sure to find just the right place for your Jamaica stay.

What can I see and do in Jamaica?

Cultural attractions include Hot Glass Works and Margie's Muse Handweaving & Gallery, whereas Green Mountain National Forest and Winhall River are a couple of picturesque spots to enjoy the outdoors. Jamaica State Park and Ball Mountain Dam are other places to visit while you're in town.

What are vacation rentals like in Jamaica?

Vacation rentals are private properties you can stay in for a few days or a quick weekend in Jamaica. Vacation rentals feature extras like laundry facilities and kitchens so you'll feel right at home. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from public hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for a small group gathering.

Room 1

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Check prices for these dates

Our top choices for Jamaica vacation rentals

1. Cozy Vermont A-frame on a quiet private road, minutes from Stratton. Enjoy year-round adventure, then unwind in the hot tub under the stars. Spacious, stylish, and perfect for groups seeking both relaxation and outdoor fun.

2. Lovely ski-in/out condo steps from ski lift with trails and amazing views

3. Long Trail House at Stratton Mountain Resort

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

5. 2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

6. Sunrise at Stratton by Sunapee Stays - walk to lifts | pool | hot tub

7. Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts

8. Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities

9. Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!

10. Stratton Mountain Home - Hot Tub, Fire Pit & Game Loft

11. Stratton Mountain Home - Hot Tub, Sauna, Fire Pit, & MORE!

12. The Mont Haus- WOOD FIRED SAUNA - Minutes to Mt. Snow and Stratton!

13. Deerwood Hill ~ après ski cabin • hot tub • fire pit • Stratton • Manchester

14. Cozy 3 bedroom condo 2.5 miles to Mount Snow

15. The MountainTop | Stratton & Mt Snow | Fire Pit

16. Long Trail House South Wing 2B2B Condo

17. Cozy Bromley Retreat

18. Charming Fully Renovated One-Room Schoolhouse on 22+ acres

19. Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

20. ★No Cleaning Fee★10% OFF★Walk To Mountain★Amenities+

Find vacation rentals that suit your style

Top Jamaica Hotel Reviews

Inn At Mount Snow

Hampton Inn Brattleboro

The Manchester View

Brittany Motel

Riverside Hotel, an Ascend Collection Hotel

Hideaway Inn Mt. Snow

The Palmer House Resort, an Ascend Collection Hotel

Holiday Inn Express Hotel & Suites Brattleboro by IHG

Bromley View Inn

Find out more about Jamaica

Frequently asked questions

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