A road flanked by dense bamboo groves.

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Check availability on Jamaica Hotels with Pool

Tonight
12 Oct - 13 Oct
Tomorrow
13 Oct - 14 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Jamaica hotels with a pool

A swimming pool with a brick border and metal handrails.
A stone pathway leading to a porch with a wooden railing, surrounded by lush greenery and a lattice fence.
A large, white, two-story house with a steeply pitched roof, a balcony, and a staircase leading to the upper floor.
A room with a stone fireplace, large windows with curtains, a patterned rug, and a plush chair.

1. Windham Hill Inn

Windham Hill Inn
West Townshend
  • Serene seasonal outdoor pool offers 24-hour summer swimming amid Vermont's lush Windham Hills.
฿5,920
฿6,453 total
includes taxes & fees
26 Oct - 27 Oct
Windham Hill Inn
A swimming pool with a stone border, surrounded by a snow-covered landscape and a wooden fence.
A spacious living room with a fireplace, leather sofa, and a large window offering a view of the outdoors.
A group of people at a bar with wooden walls and hanging pendant lights.
A snow-covered town with a church featuring a clock tower, surrounded by buildings and a mountain in the background.

2. Long Trail House at Stratton Mountain Resort

Long Trail House at Stratton Mountain Resort
Stratton
  • Alpine resort's outdoor pool offers sun-kissed mountain views with poolside loungers and hot tub relaxation.
฿11,903
฿14,796 total
includes taxes & fees
13 Oct - 14 Oct
Long Trail House at Stratton Mountain Resort
A swimming pool with a wooden deck and a red building in the background.
A restaurant with wooden tables and chairs, a central table with a sign reading "The Red Slate Restaurant", and large windows with views of the outside.
A bar area with a sign reading "MAGIC" and "featured Vermont beers".
A living room with a fireplace, a sofa, a coffee table, and a dining area with chairs and a table.

3. The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain
Londonderry
  • Slope-side sanctuary beckons with mountain vistas and a seasonal outdoor pool.
฿3,380
฿3,870 total
includes taxes & fees
15 Oct - 16 Oct
The Upper Pass Lodge at Magic Mountain
A swimming pool with a lifeguard chair, pool lift, and a seating area with chairs and tables.
A treats display with snacks and sundries.
A two-story building with a patio area featuring outdoor seating and a stone fire pit.
A hotel with a covered entrance, a flagpole with an American flag, and a brick building with multiple windows.

4. Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester
Manchester Center
  • Rejuvenating indoor pool sanctuary with mountain views offers a tranquil retreat after a day on the nearby ski slopes.
฿5,102
฿5,612 total
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn and Suites Manchester
A bedroom with a fireplace, two beds, a chair, and a nightstand.
A wooden deck with two chairs and a table, surrounded by a wooden railing, overlooking a grassy area with trees and a distant road.
A large, two-story house with a central entrance, surrounded by trees and a mountain backdrop.
A living room with a fireplace, a sofa, a coffee table, and a view through a sliding glass door.

5. The Manchester View

The Manchester View
Manchester Center
  • Mountain views from the pool create a picturesque escape at this serene Manchester retreat.
฿3,395
฿3,734 total
includes taxes & fees
3 Nov - 4 Nov
The Manchester View
A garden with a large rock centerpiece, surrounded by various plants and a wooden structure in the background.
A hot tub with a wooden bench in front.
A modern bathroom with a glass-enclosed shower, a white toilet, and a white sink with a mirror above it.
A spacious dining area with multiple wooden tables and chairs, large windows with curtains, and a wooden ceiling.

6. Big Bears Lodge

Big Bears Lodge
West Dover
  • Dive into summertime bliss at this seasonal outdoor pool and year-round hot tub just minutes from Mount Snow's slopes.
฿5,784
฿6,363 total
includes taxes & fees
13 Oct - 14 Oct
Big Bears Lodge
A swimming pool with a gazebo, outdoor seating, and a view of trees.
A long dining table with chairs, large windows, and hanging disco balls.
A cozy lounge area with a stone fireplace, comfortable seating, and a 'Hi' sign above.
A spacious lounge area with multiple seating options, including sofas and chairs, arranged around a central coffee table.

7. Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
West Dover
฿3,269
฿3,596 total
includes taxes & fees
26 Oct - 27 Oct
Hideaway Inn Mt. Snow
A modern house with a pool, surrounded by lush greenery and mountains in the background.
A house with a balcony and a garden with red flowers.
A hot tub on a covered porch with a view of autumn foliage.
A snow-covered cabin with a large window, surrounded by trees and a mountain in the background.

8. Blue Gentian Lodge at Magic Mountain

Blue Gentian Lodge at Magic Mountain
Londonderry
  • Swim in the sunlit mountain waters at this alpine retreat's seasonal outdoor pool nestled in picturesque Vermont.
฿4,996
฿5,496 total
includes taxes & fees
3 Nov - 4 Nov
Blue Gentian Lodge at Magic Mountain
A swimming pool with a white fence, lounge chairs, and umbrellas, surrounded by lush greenery and a lake.
A staircase with wooden railings and a chandelier.
The entrance to an Inn & Restaurant with a white door and a sign above it.
A spacious, rustic interior with wooden beams, leather furniture, and large windows offering natural light.

9. Farm Road Estate

Farm Road Estate
West Dover
  • Splash into mountain magic at this Vermont estate where a seasonal outdoor pool meets luxury amid the ski slopes of Mt Snow.
฿6,482
฿8,974 total
includes taxes & fees
1 Nov - 2 Nov
Farm Road Estate
An indoor swimming pool with clear water, surrounded by chairs and a bench.
A patio with four wooden chairs and a table set on a stone platform, overlooking a natural landscape with trees and distant hills.
A spacious dining area with multiple tables and chairs, large windows, and a view of the outdoors.
An aerial view of a residential area with multiple houses, a tennis court, and a golf course.

10. The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel
Manchester Center
  • Splash into refreshing indoor and outdoor pools at this relaxing mountain escape with sun loungers.
฿3,591
฿4,503 total
includes taxes & fees
11 Nov - 12 Nov
The Palmer House Resort, an Ascend Collection Hotel
View all properties

Choose what matters most at hotels with a pool in Jamaica

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Jamaica Hotel Reviews

The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel

8/10 Good
"Stayed in a suite for 2 nights on a visit to see the leaves change. Overall, there were no major complaints. The property appears antique but well maintained. The suite we stayed in looked freshly renovated and was very clean and well put together. The staff were friendly and helpful. I heard that the normal rooms and rest of the property as a whole are undergoing further maintenance and renovations, so I’m excited to see it again this time next year. It’s seated right in Manchester, so everything you need to get to is within a 10 min drive, extremely convenient. 4/5 overall, would stay again."
Matthew 2-night trip
Posted 12 hours ago
The Palmer House Resort, an Ascend Collection Hotel
Hampton Inn Brattleboro

Hampton Inn Brattleboro

8/10 Good
"Nice property. Room was nice and clean and Robert at the front desk was great."
KEVIN 1-night trip
Posted 1 day ago
Hampton Inn Brattleboro
The Manchester View

The Manchester View

10/10 Excellent
"We loved this property, our view opened up to magnificent Mountain View, if you are there during lead peeping season you know that makes a difference. We enjoyed the hot tub at night and the fireplace . Kind staff, they left cookies and bowls for our dog, breakfast was delicious, the variety of baked goods was perfect and the Vermont coffee provided brought up to a higher level I can’t wait to go back for a longer stay"
Cathya 1-night trip
Posted 2 days ago
The Manchester View
Colonial Motel

Colonial Motel

8/10 Good
"very convenient and cost was good, as we stay in Brattleboro as our daughter and granddaughter live in Turners Falls Mass. and its only a half hour drive to visit with them."
Leonard 3-night trip
Posted 3 days ago
Colonial Motel
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

10/10 Excellent
"We had a one night stay recently. We were on the newly-renovated 4th floor, which was very nice. The room was very clean. We were there early, so we went to the 99 Restaurants bar that was right in front of the Comfort Inn. Check-in was easy and the staff were very pleasant. Room was very nice. We did have an issue with the television, but staff responded quickly and solved the issue. The free breakfast in the morning was very nice. Pancakes, waffles (with fruit toppings & syrup), bacon, breads, bagels and muffins, fresh fruit, cereals, yogurts. Many beverage options. A very nice selection! Staff was right there to replenish anything that was running low. Parking was plentiful, and right in front of the entrance. Check-out was fast and easy. I would highly recommend Comfort Inn & Suites!"
Lori 1-night trip
Posted 5 days ago
Comfort Inn & Suites Brattleboro I-91
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

10/10 Excellent
"Great place my wife and I enjoyed our stay."
Ian 2-night trip
Posted 6 days ago
Kimpton Taconic Hotel by IHG

Frequently asked questions

What are some accommodation options with pools in Jamaica?
Grand Summit Resort, A Vail Resorts Property: Hotel, 1-minute walk from Green Mountain National Forest. Provides daily, a seasonal outdoor pool and free self parking. Colonial Motel: Hotel, 1-minute walk from Green Mountain National Forest. Features free self parking, a seasonal outdoor pool and complimentary bicycles. The Manchester View: Features a full-service spa, an indoor pool and free self parking. Aspen At Manchester: Hotel, 1-minute walk from Green Mountain National Forest. Offers buffet, an indoor pool and complimentary high-speed (wired) Internet access. Latchis Hotel: Hotel, 1-minute walk from Green Mountain National Forest. Provides a seasonal outdoor pool, an indoor pool and 4 restaurants.
What is there to see and do in Jamaica?
Spend some time experiencing the great outdoors at Green Mountain National Forest and Winhall River. Discover sights such as Jamaica State Park, Hot Glass Works and Ball Mountain State Park during your stay.
When is the best time to book a hotel with a pool in Jamaica?
Taking the local weather in Jamaica into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Jamaica are January, March, November and February, with each month seeing an average of 23 cm of snowfall.

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