Photo by Darrell Bumbala

Jamaica Condominium Resorts to Rent

Start date: Check-in selected.
To Date
End date: Check-out

Check prices for these dates

Next weekend
Dec 19 - Dec 21
In two weeks
Dec 26 - Dec 28
In one month
Jan 9 - Jan 11
In two months
Feb 6 - Feb 8
No exact matches found, but these alternatives could be just right

Recommended hotels in Jamaica

Exterior
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

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.
$682 nightly
The price is $722
Dec 14 - Dec 15
Total with taxes and fees
Family-friendly A-Frame near Stratton, Bromley & Magic — hot tub retreat in the quiet, peaceful woods
Smart TV, fireplace, books, stereo
7 min, 10 guests | Stratton Ski Haus | Wood Stove~1GB WiFi~EVcharger~BootWarmers

7 min, 10 guests | Stratton Ski Haus | Wood Stove~1GB WiFi~EVcharger~BootWarmers

7 min, 10 guests | Stratton Ski Haus | Wood Stove~1GB WiFi~EVcharger~BootWarmers
Jamaica
$708 nightly
The price is $799
Dec 15 - Dec 16
Total with taxes and fees
7 min, 10 guests | Stratton Ski Haus | Wood Stove~1GB WiFi~EVcharger~BootWarmers
Breakfast area
The Covered Bridge Inn

The Covered Bridge Inn

The Covered Bridge Inn
2.5 star property
Brattleboro
7.6 out of 10, Good, (1001)
"Quiet, easy to get to right off the highway with lots of quick eats within walking distance. Staff was friendly and helpful with any requests."
United States
Zachery
$79 nightly
The price is $87
Dec 13 - Dec 14
Total with taxes and fees
The Covered Bridge Inn
Property amenity
Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
2.0 star property
West Dover
10.0 out of 10, Exceptional, (2)
"Tout y était!"
Canada
Martin
$149 nightly
The price is $164
Dec 14 - Dec 15
Total with taxes and fees
Hideaway Inn Mt. Snow
Lounge
Bromley View Inn

Bromley View Inn

Bromley View Inn
3.5 star property
Bondville
9.0 out of 10, Wonderful, (404)
"Clean and great location with fun lounge area."
United States
Marshall
$113 nightly
The price is $125
Dec 18 - Dec 19
Total with taxes and fees
Bromley View Inn
Exterior
Best Western Springfield Hotel

Best Western Springfield Hotel

Best Western Springfield Hotel
2.5 star property
Springfield
8.8 out of 10, Excellent, (803)
"so clean and friendly it was a perfect stay!"
United States
Colette
$143 nightly
The price is $157
Dec 18 - Dec 19
Total with taxes and fees
Best Western Springfield Hotel
Exterior
The Putney Inn

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very Good, (1001)
"Nice motel. "
United States
Richard
$79 nightly
The price is $87
Dec 16 - Dec 17
Total with taxes and fees
The Putney Inn
Restaurant
The White House Inn

The White House Inn

The White House Inn
3.5 star property
Wilmington
9.2 out of 10, Wonderful, (260)
"The room was beautiful and the historic charm was wonderful "
United States
Karin
$184 nightly
The price is $202
Jan 4 - Jan 5, 2026
Total with taxes and fees
The White House Inn
Porch
Valley Craft Ales

Valley Craft Ales

Valley Craft Ales
2.0 star property
Wilmington
8.4 out of 10, Very Good, (183)
"Fun place to stay!!"
United States
Brian
$97 nightly
The price is $107
Dec 14 - Dec 15
Total with taxes and fees
Valley Craft Ales
Indoor pool
Hampton Inn Brattleboro

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very Good, (925)
"The room was very clean, and both staff and service were outstanding."
United States
Wonji
$143 nightly
The price is $158
Dec 17 - Dec 18
Total with taxes and fees
Hampton Inn Brattleboro
Land view from property
Four Columns Inn

Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (14)
"Cozy inn in a beautiful setting, and great staff and service"
United States
Archith
$123 nightly
The price is $135
Dec 14 - Dec 15
Total with taxes and fees
Four Columns Inn
Front of property - evening/night
Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester
2.5 star property
Manchester Center
9.6 out of 10, Exceptional, (1001)
"The hotel was clean, the staff was friendly, and was a great location. The new Brewery on the property was great as well!"
United States
Jake
$143 nightly
The price is $158
Dec 18 - Dec 19
Total with taxes and fees
Hampton Inn and Suites Manchester
Lobby
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (738)
"Staff was friendly and pool was nice"
United States
Joshua
$107 nightly
The price is $118
Dec 14 - Dec 15
Total with taxes and fees
Comfort Inn & Suites Brattleboro I-91
Double Room | Terrace/patio
Chalet 239

Chalet 239

Chalet 239
2.0 star property
West Dover
9.4 out of 10, Exceptional, (89)
"Great place for a quick trip to VT!"
United States
Rory
$149 nightly
The price is $164
Dec 15 - Dec 16
Total with taxes and fees
Chalet 239
Porch
Harvest Barn Inn

Harvest Barn Inn

Harvest Barn Inn
3.0 star property
Bellows Falls
9.8 out of 10, Exceptional, (244)
"Gourmet breakfast, quiet and beautiful scenery. Loved it!!!!!"
United States
RICHARD
$158 nightly
The price is $172
Jan 4 - Jan 5, 2026
Total with taxes and fees
Harvest Barn Inn
Free WiFi, bed sheets
The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort
3.0 star property
Stratton
7.6 out of 10, Good, (940)
"We like that getting to Stratton Mountain and the downtown area was very walkable or easy to get there by regularly running shuttle buses."
United States
Mark
$185 nightly
The price is $204
Jan 7 - Jan 8, 2026
Total with taxes and fees
The Black Bear Lodge at Stratton Mountain Resort
Lobby
Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG
2.5 star property
Brattleboro
8.8 out of 10, Excellent, (1000)
"Very clean room, gentlemen at the front desk were welcoming and professional and the coffee was amazing! We are frequent visitors with you; we love IHG hotels. "
United States
Belinda
$127 nightly
The price is $140
Dec 14 - Dec 15
Total with taxes and fees
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Porch
The Wilmington Inn

The Wilmington Inn

The Wilmington Inn
3.5 star property
Wilmington
10.0 out of 10, Exceptional, (195)
"Relaxing stay with great hiking nearby"
United States
Charlotte
$166 nightly
The price is $183
Dec 12 - Dec 13
Total with taxes and fees
The Wilmington Inn
Sauna, aromatherapy, hot stone massages, deep-tissue massages
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort
3.5 star property
Cavendish
8.8 out of 10, Excellent, (924)
"Great place to stay while skiing at okemo"
United States
Ken
$144 nightly
The price is $157
Dec 15 - Dec 16
Total with taxes and fees
Pointe at Castle Hill Resort
Signature Suite, Kitchen, Mountain View | Living area | TV, DVD player
Brittany Motel

Brittany Motel

Brittany Motel
2.0 star property
Manchester Center
9.4 out of 10, Exceptional, (326)
"Well, being that it was self check in I did not interact with the staff. I loved the room an thought the little xmas tree was an awesome touch. If I'm ever staying in the area again I will definitely stay there."
United States
Joseph
$119 nightly
The price is $131
Dec 14 - Dec 15
Total with taxes and fees
Brittany Motel
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Jamaica Hotel Reviews

The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel

10/10 Excellent
"Nice staff, big room, comfortable bed, walking distance to downtown-overall great stay! "
Amanda 1-night trip
Posted 4 days ago
The Palmer House Resort, an Ascend Collection Hotel

Find out more about Jamaica

Jamaica Condo Resorts information

Number of reviews
10,037
Accommodation
0 Condo Resorts
Lowest Price
$87
Highest Price
$799

Explore a world of travel with Expedia