A road flanked by dense bamboo groves.

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Jamaica vacation homes

Exterior

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.

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
8.8 out of 10, Excellent, (8 reviews)
"Beautiful home, we enjoyed our stay!"
United States
Luke B.
The price is AED 1,557
AED 2,290 total
includes taxes & fees
3 Sep - 4 Sep
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.
Exterior detail

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

Stratton Mountain Home - Hot Tub, Sauna, Fire Pit, & MORE!
Jamaica
9.6 out of 10, Exceptional, (30 reviews)
"House was perfect for a guys trip for skiing. Just as expected. Would stay again. "
United States
Michael A.
The price is AED 810
AED 3,348 total
includes taxes & fees
11 Aug - 12 Aug
Stratton Mountain Home - Hot Tub, Sauna, Fire Pit, & MORE!
Coffee/tea maker, fridge, microwave, oven

3. 5BR Retreat w/ Hot Tub - Sleeps 12 in Stratton

5BR Retreat w/ Hot Tub - Sleeps 12 in Stratton
Stratton
10.0 out of 10, Exceptional, (20 reviews)
"Great spot for a large group. "
United States
Brian G.
The price is AED 2,336
AED 4,782 total
includes taxes & fees
30 Aug - 31 Aug
5BR Retreat w/ Hot Tub - Sleeps 12 in Stratton
Exterior

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

Stratton Mountain Home - Hot Tub, Fire Pit & Game Loft
Jamaica
9.6 out of 10, Exceptional, (26 reviews)
"We enjoyed our stay at a great ski house that was in a good location to the mountain. Accommodations were comfortable for 6 adults and 4 kids and the shuffleboard, foosball and pool tables were a hit. "
United States
Jonathan H.
The price is AED 735
AED 3,200 total
includes taxes & fees
11 Aug - 12 Aug
Stratton Mountain Home - Hot Tub, Fire Pit & Game Loft
TV, fireplace, books, music library

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

Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym
Winhall
10.0 out of 10, Exceptional, (12 reviews)
"Clean, lots of room, easy access to Stratton, responsive host."
United States
Mark H.
The price is AED 1,322
AED 3,250 total
includes taxes & fees
24 Aug - 25 Aug
Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym
Coffee/tea maker, fridge, microwave, oven

6. Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!

Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!
Dover
10.0 out of 10, Exceptional, (13 reviews)
"great location easy access to the mountain and the pool was outstanding."
United States
jim f.
The price is AED 1,702
AED 4,331 total
includes taxes & fees
6 Aug - 7 Aug
Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!
Exterior

7. Charming 4-bedroom Ski house in Stratton with Shuttle or walk to slope.

Charming 4-bedroom Ski house in Stratton with Shuttle or walk to slope.
Stratton
10.0 out of 10, Exceptional, (10 reviews)
"Wonderful stay! The location was extremely convenient to the mountain, and the house was clean, comfortable and spacious. We loved all of the seating in the living room, the large fireplace, and cozy hot tub."
United States
Steve M.
The price is AED 1,960
AED 5,257 total
includes taxes & fees
11 Aug - 12 Aug
Charming 4-bedroom Ski house in Stratton with Shuttle or walk to slope.
Terrace/patio

8. 3 Mi to Mount Snow: Spacious West Dover Home

3 Mi to Mount Snow: Spacious West Dover Home
West Dover
10.0 out of 10, Exceptional, (1 review)
"All good. "
United States
ken g.
The price is AED 1,161
AED 2,511 total
includes taxes & fees
9 Aug - 10 Aug
3 Mi to Mount Snow: Spacious West Dover Home
Property grounds

9. Mt Snow Summer Spcls--Barrel Sauna, Fire Pit, Hot Tub, Game Room, Dogs Welcome!

Mt Snow Summer Spcls--Barrel Sauna, Fire Pit, Hot Tub, Game Room, Dogs Welcome!
Dover
10.0 out of 10, Exceptional, (11 reviews)
"Awesome place, fantastic amenities and easy to get to. Looking forward to coming back."
United States
Connor S.
The price is AED 1,223
AED 2,698 total
includes taxes & fees
26 Aug - 27 Aug
Mt Snow Summer Spcls--Barrel Sauna, Fire Pit, Hot Tub, Game Room, Dogs Welcome!
Exterior

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

Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover
Andover
10.0 out of 10, Exceptional, (1 review)
"Very nice stay. Owners were very gracious. House was clean & comfortable."
United States
Lorraine C.
The price is AED 1,028
AED 2,353 total
includes taxes & fees
6 Aug - 7 Aug
Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover
Outdoor spa tub

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

Your Vermont Mountain Haven Pet Friendly home with Hot tub!
Winhall
9.4 out of 10, Exceptional, (39 reviews)
"House was clean and pet-friendly! Great location between Bromley and Stratton!"
United States
Michael I.
The price is AED 931
AED 2,702 total
includes taxes & fees
3 Sep - 4 Sep
Your Vermont Mountain Haven Pet Friendly home with Hot tub!
Exterior

12. Cozy farmhouse in Manchester - short drive to multiple ski mountains!

Cozy farmhouse in Manchester - short drive to multiple ski mountains!
Manchester
9.4 out of 10, Exceptional, (3 reviews)
"The hosts were very friendly and responsive during our stay. Loved that the house is close to the main town as well as close to the ski slopes (Bromley). "
United States
Marissa H.
The price is AED 1,388
AED 2,743 total
includes taxes & fees
12 Aug - 13 Aug
Cozy farmhouse in Manchester - short drive to multiple ski mountains!
Interior

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

Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
Stratton
The price is AED 285
AED 968 total
includes taxes & fees
31 Aug - 1 Sep
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
Outdoor dining

14. Downtown Manchester Center. SKI Bromley in 12 min, Stratton Mountain in 25 min.

Downtown Manchester Center. SKI Bromley in 12 min, Stratton Mountain in 25 min.
Manchester
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful cozy house with plenty of beds and space. We drove here in a snowstorm and were so thankful that the host had cleared the driveway and walkways for us. Overall a great stay."
United States
Greg W.
The price is AED 1,469
AED 2,154 total
includes taxes & fees
3 Sep - 4 Sep
Downtown Manchester Center. SKI Bromley in 12 min, Stratton Mountain in 25 min.
3 bedrooms

15. Cozy 3 bedroom Cottage on Farm with great outdoor space 10 min to Bellows Falls

Cozy 3 bedroom Cottage on Farm with great outdoor space 10 min to Bellows Falls
Walpole
10.0 out of 10, Exceptional, (6 reviews)
"A cozy little cottage on a beautiful property. Great for 4 adults or a small family "
United States
Sheilah Z.
The price is AED 966
AED 1,183 total
includes taxes & fees
6 Aug - 7 Aug
Cozy 3 bedroom Cottage on Farm with great outdoor space 10 min to Bellows Falls
Smart TV, fireplace, video games, DVD player

16. Walk To Town, Hottub, Firepit, Games, Mt Snow

Walk To Town, Hottub, Firepit, Games, Mt Snow
Wilmington
10.0 out of 10, Exceptional, (61 reviews)
"A fantastic spot for a cozy, small town vibe. Highly recommend"
United States
Nicholas G.
The price is AED 1,612
AED 3,457 total
includes taxes & fees
9 Aug - 10 Aug
Walk To Town, Hottub, Firepit, Games, Mt Snow
Exterior

17. Cozy Vermont Cabin · Mountain Views · Near Okemo

Cozy Vermont Cabin · Mountain Views · Near Okemo
Chester
10.0 out of 10, Exceptional, (4 reviews)
"Clean, spacous house, good location and great scenes of the mountains."
United States
pauline
The price is AED 1,980
AED 3,699 total
includes taxes & fees
12 Aug - 13 Aug
Cozy Vermont Cabin · Mountain Views · Near Okemo
Dining

18. VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!

VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!
Wilmington
10.0 out of 10, Exceptional, (19 reviews)
"Great place!"
United States
Jack & Heather G.
The price is AED 826
AED 2,239 total
includes taxes & fees
26 Aug - 27 Aug
VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!
Property grounds

19. Family Friendly Hilltop House In Putney Vermont

Family Friendly Hilltop House In Putney Vermont
Putney
9.4 out of 10, Exceptional, (62 reviews)
"The host and her daughter were lovely and kind and very quick with all communication."
United States
Susan O.
The price is AED 658
AED 1,198 total
includes taxes & fees
1 Sep - 2 Sep
Family Friendly Hilltop House In Putney Vermont
Terrace/patio

20. Lg/Charming Updated Farmhouse Historic Picturesque Walpole NH/VT Border sleeps 9

Lg/Charming Updated Farmhouse Historic Picturesque Walpole NH/VT Border sleeps 9
Walpole
10.0 out of 10, Exceptional, (52 reviews)
"We had a very lovely stay. "
United States
mary c.
The price is AED 1,469
AED 2,698 total
includes taxes & fees
3 Sep - 4 Sep
Lg/Charming Updated Farmhouse Historic Picturesque Walpole NH/VT Border sleeps 9
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

Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel

10/10 Excellent
"We have stayed here twice in the last week - each end of a trip. This is a hidden gem. Incredibly clean, quiet, and comfy. River is beautiful- balconies and porch are lovely both morning and evening."
Gretchen 1-night trip
Posted 6 hours ago
Riverside Hotel, an Ascend Collection Hotel

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