A road flanked by dense bamboo groves.

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

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 1,524
AED 2,233 total
includes taxes & fees
18 Aug - 19 Aug
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 769
AED 3,152 total
includes taxes & fees
12 Aug - 13 Aug
Stratton Mountain Home - Hot Tub, Sauna, Fire Pit, & MORE!
Exterior

3. 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 694
AED 3,150 total
includes taxes & fees
12 Aug - 13 Aug
Stratton Mountain Home - Hot Tub, Fire Pit & Game Loft
Exterior

4. 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 1,607
AED 4,795 total
includes taxes & fees
12 Aug - 13 Aug
Charming 4-bedroom Ski house in Stratton with Shuttle or walk to slope.
Coffee/tea maker, fridge, microwave, oven

5. 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 1,789
AED 4,044 total
includes taxes & fees
18 Aug - 19 Aug
5BR Retreat w/ Hot Tub - Sleeps 12 in Stratton
TV, fireplace, books, music library

6. 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 1,230
AED 3,129 total
includes taxes & fees
25 Aug - 26 Aug
Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym
Terrace/patio

7. 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 2,528 total
includes taxes & fees
12 Aug - 13 Aug
3 Mi to Mount Snow: Spacious West Dover Home
Coffee/tea maker, fridge, microwave, oven

8. 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 4,319 total
includes taxes & fees
12 Aug - 13 Aug
Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!
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 1,035
AED 2,481 total
includes taxes & fees
17 Aug - 18 Aug
Mt Snow Summer Spcls--Barrel Sauna, Fire Pit, Hot Tub, Game Room, Dogs Welcome!
Interior

10. 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 274
AED 953 total
includes taxes & fees
23 Aug - 24 Aug
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
Exterior

11. 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 2,374 total
includes taxes & fees
17 Aug - 18 Aug
Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover
Outdoor spa tub

12. 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, (40 reviews)
"House was clean and pet-friendly! Great location between Bromley and Stratton!"
United States
Michael I.
The price is AED 725
AED 2,435 total
includes taxes & fees
31 Aug - 1 Sep
Your Vermont Mountain Haven Pet Friendly home with Hot tub!
Exterior

13. 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
18 Aug - 19 Aug
Cozy farmhouse in Manchester - short drive to multiple ski mountains!
Smart TV, fireplace, video games, DVD player

14. 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 1,240
AED 2,979 total
includes taxes & fees
12 Aug - 13 Aug
Walk To Town, Hottub, Firepit, Games, Mt Snow
Outdoor dining

15. 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 1,322
AED 1,992 total
includes taxes & fees
17 Aug - 18 Aug
Downtown Manchester Center. SKI Bromley in 12 min, Stratton Mountain in 25 min.
Dining

16. Charming Chester Farmhouse near Near VT Slopes

Charming Chester Farmhouse near Near VT Slopes
Chester Depot
9.4 out of 10, Exceptional, (22 reviews)
"We had a great stay! The house was clean, comfortable, and exactly as described. The location was perfect and the host was very responsive. We’d definitely stay here again and highly recommend it."
United States
Stephanie F.
The price is AED 768
AED 1,571 total
includes taxes & fees
12 Aug - 13 Aug
Charming Chester Farmhouse near Near VT Slopes
3 bedrooms

17. 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 1,023
AED 1,269 total
includes taxes & fees
12 Aug - 13 Aug
Cozy 3 bedroom Cottage on Farm with great outdoor space 10 min to Bellows Falls
Property grounds

18. 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 645
AED 1,179 total
includes taxes & fees
1 Sep - 2 Sep
Family Friendly Hilltop House In Putney Vermont
Interior

19. Private Cabin 4BR 3BA, Fire pit, Pool table, BBQ Weber, Babbling Brook, Cornhole

Private Cabin 4BR 3BA, Fire pit, Pool table, BBQ Weber, Babbling Brook, Cornhole
Dover
10.0 out of 10, Exceptional, (1 review)
"The place was beautiful! Easy to get to. Lovely outside and in. It was a wonderful place to stay in. My kids, all older, had a blast. Even our little Chichi girls (2 Chihuahua sisters) had fun. I would recommend this place to anyone!"
United States
Kimberly S.
The price is AED 646
AED 2,046 total
includes taxes & fees
1 Sep - 2 Sep
Private Cabin 4BR 3BA, Fire pit, Pool table, BBQ Weber, Babbling Brook, Cornhole
Dining

20. 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 859
AED 2,284 total
includes taxes & fees
26 Aug - 27 Aug
VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse 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

Toll Road Inn

Toll Road Inn

10/10 Excellent
"Retro vibe, pool and hot tub were just what we needed"
amanda 1-night trip
Posted 3 hours ago
Toll Road Inn

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