Jamaica Vacation Rentals from AED 1,021: Search Short-Term Rentals

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

Birch Lodge - mountain views, hottub, minutes to Okemo! : You might want to consider this vacation home rental near Jamaica, which is located in the mountains and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

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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.

AED 2,395 total

includes taxes & fees

29 Sep - 30 Sep

2. Long Trail House at Stratton Mountain Resort

Stratton

William

AED 1,377 total

includes taxes & fees

1 Sep - 2 Sep

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

Londonderry

Meghan R.

AED 3,397 total

includes taxes & fees

28 Sep - 29 Sep

4. Newly built Vermont secluded cabin retreat with AC and brand new Hot Tub!!!

Londonderry

Marcel P.

AED 3,109 total

includes taxes & fees

13 Sep - 14 Sep

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

Jamaica

Michael A.

AED 3,041 total

includes taxes & fees

31 Aug - 1 Sep

Coffee/tea maker, fridge, microwave, oven

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

Stratton Mountain

Jason S.

AED 1,536 total

includes taxes & fees

29 Sep - 30 Sep

7. 5BR Retreat w/ Hot Tub - Sleeps 12 in Stratton

Stratton

Brian G.

AED 3,989 total

includes taxes & fees

31 Aug - 1 Sep

8. Long Trail House South Wing 2B2B Condo

Stratton

carlene p.

AED 1,797 total

includes taxes & fees

6 Sep - 7 Sep

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Top Jamaica Hotel Reviews

The Palmer House Resort, an Ascend Collection Hotel

10/10 Excellent

"Nice room and property. With was down."

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."

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?

Birch Lodge - mountain views, hottub, minutes to Okemo!: You might want to consider this vacation home rental near Jamaica, which is located in the mountains and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

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.

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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. Long Trail House at Stratton Mountain Resort

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

4. Newly built Vermont secluded cabin retreat with AC and brand new Hot Tub!!!

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

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

7. 5BR Retreat w/ Hot Tub - Sleeps 12 in Stratton

8. Long Trail House South Wing 2B2B Condo

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

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

11. New! Vermont Getaway! Stratton - close to skiing!

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

13. 3 Mi to Mount Snow: Spacious West Dover Home

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

15. Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym

16. Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover

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

18. Green Mountain Chalet w/ Hot Tub, Sauna, Treehouse on 4 acres

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

20. Your Vermont Mountain Haven Pet Friendly home with Hot tub!

Find vacation rentals that suit your style

Top Jamaica Hotel Reviews

The Palmer House Resort, an Ascend Collection Hotel

The Equinox Golf Resort And Spa

Comfort Inn & Suites Brattleboro I-91

Bromley View Inn

The Putney Inn

Hampton Inn and Suites Manchester

Hampton Inn Brattleboro

Colonial Motel

Hideaway Inn Mt. Snow

Frequently asked questions

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