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Search Vacation Homes in Jamaica

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Vacation Homes in Jamaica

Fridge, microwave, oven, stovetop
Family-friendly A-Frame near Stratton, Bromley & Magic — hot tub retreat in the quiet, peaceful woods

Family-friendly A-Frame near Stratton, Bromley & Magic — hot tub retreat in the quiet, peaceful woods

Jamaica
9.0 out of 10, Wonderful, (6)
"Great location. House was recently updated but has some older charm in parts. Fun and cozy. Hot tub was great the first day but smell seemed off the next day. Perhaps more chlorine was needed. Great time , great trip. Pet friendly is a bonus and the house looks never used so the cleaning crew is doing great work. Will rent again next year perhaps !"
United States
Michael C.
$677 nightly
The price is $716
Dec 1 - Dec 2
Total with taxes and fees
Family-friendly A-Frame near Stratton, Bromley & Magic — hot tub retreat in the quiet, peaceful woods
Interior
Whimsical Room & Private Bathroom in Historic Inn

Whimsical Room & Private Bathroom in Historic Inn

Chester Depot
8.8 out of 10, Excellent, (9)
"After a long month of work I needed a weekend in VT to calm the nerves. This was a beautiful spot to be in, glad I was here!"
United States
Paul S.
$149 nightly
The price is $167
Nov 30 - Dec 1
Total with taxes and fees
Whimsical Room & Private Bathroom in Historic Inn
Property grounds
Family Friendly Hilltop House In Putney Vermont

Family Friendly Hilltop House In Putney Vermont

Putney
9.4 out of 10, Exceptional, (56)
"The property was beautiful--great views, super peaceful, and fabulous hosts. "
United States
Louis T.
$233 nightly
The price is $261
Nov 30 - Dec 1
Total with taxes and fees
Family Friendly Hilltop House In Putney Vermont
Terrace/patio
Mountain Dream Escape

Mountain Dream Escape

2.0 star property
Sandgate
10.0 out of 10, Exceptional, (1)
"Beautiful location and home! The apartment was beautifully decorated and so cozy. The hot tub was a great place for stargazing! It was wonderful for our anniversary weekend but would also be great for a longer stay.Great communication with hosts and they were super helpful when we had a minor issue with check in."
United States
Morgan C.
$405 nightly
The price is $453
Dec 8 - Dec 9
Total with taxes and fees
Mountain Dream Escape
Fridge, microwave, oven, stovetop
The Carol - 10 minutes to Okemo & Newly Renovated

The Carol - 10 minutes to Okemo & Newly Renovated

Cavendish
10.0 out of 10, Exceptional, (6)
"Check in and check out were incredibly easy, house decor was eclectic upscale, beds were super comfortable. Thank you Chris! Would definitely stay here again"
United States
Esther K.
$264 nightly
The price is $295
Dec 1 - Dec 2
Total with taxes and fees
The Carol - 10 minutes to Okemo & Newly Renovated
Interior
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
7.8 out of 10, Good, (52)
"Location was great, pool, hot tubs and sauna were great"
United States
Lin M.
$239 nightly
The price is $270
Nov 30 - Dec 1
Total with taxes and fees
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
Smart TV, fireplace, table tennis
Cozy 3br condo @West Dover Vt. Heated pool, tennis, pickleball and pool table.

Cozy 3br condo @West Dover Vt. Heated pool, tennis, pickleball and pool table.

Dover
10.0 out of 10, Exceptional, (5)
"We enjoyed our stay."
United States
Anonymous traveler
$456 nightly
The price is $515
Nov 30 - Dec 1
Total with taxes and fees
Cozy 3br condo @West Dover Vt. Heated pool, tennis, pickleball and pool table.
Outdoor spa tub
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, (21)
"House was perfect and just what we were looking for! Very clean, great hot tub, loved the fire pit!Cassie was incredibly helpful with local recommendations and going above and beyond!Highly recommend!"
United States
Neal T.
$687 nightly
The price is $776
Dec 3 - Dec 4
Total with taxes and fees
Stratton Mountain Home - Hot Tub, Fire Pit & Game Loft
Interior
Charming Cavendish Guesthouse

Charming Cavendish Guesthouse

Cavendish
9.8 out of 10, Exceptional, (7)
"Just as described with Everything we needed. Very comfy and roomy. Loved the private feeling and backyard. Would highly recommend to anyone wanting to stay in this area of Vermont."
United States
deborah m.
$248 nightly
The price is $277
Dec 1 - Dec 2
Total with taxes and fees
Charming Cavendish Guesthouse
Smart TV, fireplace, video games, offices
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, (17)
"Great place!"
United States
Jack & Heather G.
$567 nightly
The price is $605
Dec 9 - Dec 10
Total with taxes and fees
VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!
Terrace/patio
Chester Farmhouse Ski Retreat near Slopes

Chester Farmhouse Ski Retreat near Slopes

Chester Depot
9.6 out of 10, Exceptional, (16)
"This was my second time staying at this property. Everything was great just like last year. I highly recommend it if you are staying in Chester, VT. "
United States
Lori N.
$311 nightly
The price is $348
Nov 30 - Dec 1
Total with taxes and fees
Chester Farmhouse Ski Retreat near Slopes
Outdoor dining
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, (50)
"Worked out perfectly for us!"
United States
Andrew P.
$510 nightly
The price is $553
Dec 2 - Dec 3
Total with taxes and fees
Lg/Charming Updated Farmhouse Historic Picturesque Walpole NH/VT Border sleeps 9
2 bedrooms, WiFi, bed sheets
Enjoy this authentic and cozy VT Barn with Brand New Hot Tub

Enjoy this authentic and cozy VT Barn with Brand New Hot Tub

2.0 star property
Londonderry
8.0 out of 10, Very Good, (1)
"I was "sold" & excited when I saw the pictures online bc the barn looked really neat. Although the barn was a neat concept, the pictures ARE NOT accurate, it is not as updated as pictured & it was VERY DISAPPOINTING. I now understand the non-refundable policy bc what you see online is definitely NOT what you walked into when you opened the door & they don't want to have to give people their back. Although we had fun, the accommodations were VERY misleading & disappointing. "
United States
Christine M.
$442 nightly
The price is $499
Dec 1 - Dec 2
Total with taxes and fees
Enjoy this authentic and cozy VT Barn with Brand New Hot Tub
TV
Must-See Okemo Mountain Resort, 18 Miles Away, Beautiful Place. Visit Now.

Must-See Okemo Mountain Resort, 18 Miles Away, Beautiful Place. Visit Now.

Springfield
$355 nightly
The price is $397
Dec 10 - Dec 11
Total with taxes and fees
Must-See Okemo Mountain Resort, 18 Miles Away, Beautiful Place. Visit Now.
Exterior
Bear Pass - Mountain View by RedAwning

Bear Pass - Mountain View by RedAwning

Sunderland
9.6 out of 10, Exceptional, (5)
"We loved our stay at Bear Pass! The kitchen was more than adequately stocked. The hous was great for our extended family and our 3 dogs"
United States
Megan G.
$585 nightly
The price is $655
Nov 29 - Nov 30
Total with taxes and fees
Bear Pass - Mountain View by RedAwning
Fridge, microwave, oven, stovetop
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

Ludlow
9.8 out of 10, Exceptional, (103)
"A lovely time enjoying the off-season in a ski town. "
United States
Ed C.
$399 nightly
The price is $433
Dec 1 - Dec 2
Total with taxes and fees
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
Terrace/patio
Ski in Ski out Condo! Pool access

Ski in Ski out Condo! Pool access

Stratton
8.8 out of 10, Excellent, (3)
"Great location with plenty of space for the whole family. Highly recommend!"
United States
Joseph S.
$463 nightly
The price is $523
Dec 2 - Dec 3
Total with taxes and fees
Ski in Ski out Condo! Pool access
Fridge, microwave, oven, stovetop
Mtn View & Hot Tub-Peaceful Property w/ stream-mins to Hiking, Biking, Swimming

Mtn View & Hot Tub-Peaceful Property w/ stream-mins to Hiking, Biking, Swimming

South Londonderry
9.6 out of 10, Exceptional, (4)
"Host was accommodating with responses."
United States
Michael S.
$422 nightly
The price is $476
Dec 8 - Dec 9
Total with taxes and fees
Mtn View & Hot Tub-Peaceful Property w/ stream-mins to Hiking, Biking, Swimming
House, 3 Bedrooms | Exterior
Bear Pass - Mountain View 4 Bedroom Home by RedAwning

Bear Pass - Mountain View 4 Bedroom Home by RedAwning

3.0 star property
Arlington
8.0 out of 10, Very Good, (1)
"Cozy cottage. Very clean and everything you need is there. Nice kitchen and fireplace. Lots of room and 3 bathrooms as well. Reasonably close to the ski mountains. "
United States
Manish
$588 nightly
The price is $647
Nov 29 - Nov 30
Total with taxes and fees
Bear Pass - Mountain View 4 Bedroom Home by RedAwning
Fridge, microwave, oven, stovetop
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, (7)
"Nice in all respects,"
United States
Ken
$938 nightly
The price is $1,059
Nov 29 - Nov 30
Total with taxes and fees
Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!
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

The White House Inn

The White House Inn

10/10 Excellent
"Beautiful, relaxing place to spend a few nights. Staff very nice, view from my bedroom windows amazing. Breakfast good, on site restaurant also good."
Wendy 2-night trip
Posted 1 day ago
The White House Inn

Find out more about Jamaica

Jamaica Vacation Homes information

Number of reviews
333
Accommodation
818 Vacation Homes
Lowest Price
$167
Highest Price
$1,059

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