A road flanked by dense bamboo groves.

Jamaica Hotels with Swimming Pool

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Check availability on Jamaica Hotels with Swimming Pools

Tonight
11 Oct - 12 Oct
Tomorrow
12 Oct - 13 Oct
Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 Oct

Our top choices for Jamaica hotels with a pool

A swimming pool with a brick border and metal handrails.
A room with a stone fireplace, large windows with curtains, a patterned rug, and a plush chair.
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.

1. Windham Hill Inn

Windham Hill Inn
West Townshend
  • Serene seasonal outdoor pool offers 24-hour summer swimming amid Vermont's lush Windham Hills.
RM721
RM786 total
includes taxes & fees
26 Oct - 27 Oct
Windham Hill Inn
A swimming pool with a wooden deck and a red building in the background.
A Christmas tree decorated with lights, ornaments, and a bow.
A living room with a fireplace, a sofa, a coffee table, and a dining area with chairs and a table.
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.

2. 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.
RM377
RM432 total
includes taxes & fees
12 Oct - 13 Oct
The Upper Pass Lodge at Magic Mountain
A modern house with a pool, surrounded by lush greenery and mountains in the background.
A snow-covered cabin with a large window, surrounded by trees and a mountain in the background.
A sunroom with a round table covered by a plaid tablecloth, surrounded by chairs, large windows offering a view of a garden and pond.
A house with a balcony and a garden with red flowers.

3. 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.
RM609
RM670 total
includes taxes & fees
3 Nov - 4 Nov
Blue Gentian Lodge at Magic Mountain
A swimming pool with a stone border, surrounded by a snow-covered landscape and a wooden fence.
A group of people at a bar with wooden walls and hanging pendant lights.
A bar area with wooden ceiling beams, bar stools, and a long counter with bottles and glasses.
A snow-covered town with a church featuring a clock tower, surrounded by buildings and a mountain in the background.

4. 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.
RM1,450
RM1,803 total
includes taxes & fees
12 Oct - 13 Oct
Long Trail House at Stratton Mountain Resort
A garden with a large rock centerpiece, surrounded by various plants and a wooden structure in the background.
A spacious dining area with multiple wooden tables and chairs, large windows with curtains, and a wooden ceiling.
A modern bathroom with a glass-enclosed shower, a white toilet, and a white sink with a mirror above it.
A house with a porch, a wooden staircase, and a welcome sign.

5. 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.
RM705
RM775 total
includes taxes & fees
12 Oct - 13 Oct
Big Bears Lodge
A swimming pool with a gazebo, outdoor seating, and a view of trees.
A cozy lounge area with a stone fireplace, comfortable seating, and a 'Hi' sign above.
A long dining table with chairs, large windows, and hanging disco balls.
A cozy living room with a stone fireplace, a wooden coffee table, and comfortable seating.

6. Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
West Dover
RM398
RM438 total
includes taxes & fees
26 Oct - 27 Oct
Hideaway Inn Mt. Snow
A bedroom with a fireplace, two beds, a chair, and a nightstand.
A green building with a wooden deck, a small porch, and a sign that reads 'Motel.'
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.

7. The Manchester View

The Manchester View
Manchester Center
  • Mountain views from the pool create a picturesque escape at this serene Manchester retreat.
RM414
RM455 total
includes taxes & fees
3 Nov - 4 Nov
The Manchester View
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 spacious living area with a fireplace, comfortable seating, and a stone accent wall.

8. 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.
RM622
RM684 total
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn and Suites Manchester
A swimming pool with a clear blue water, surrounded by green grass and tall trees.
A cozy indoor space with a chalkboard sign advertising free fire entertainment from 7pm to 9pm.
A modern building with a glass facade, a brick exterior, and a metal roof.
A garden with various flowers and a stream.

9. Toll Road Inn

Toll Road Inn
Manchester Center
  • Indulge in a refreshing mountain retreat at this Vermont inn with a seasonal outdoor pool and rejuvenating hot tub experience.
RM526
RM578 total
includes taxes & fees
1 Nov - 2 Nov
Toll Road Inn
A rectangular swimming pool with a metal ladder, surrounded by a white fence, and shaded by trees.
A spacious room with high ceilings, wooden beams, large windows, and tables and chairs arranged for dining.
A large two-story house with a front porch and a well-maintained lawn.
An aerial view of a residential area with houses, a tennis court, and a swimming pool.

10. The Landgrove

The Landgrove
Londonderry
RM768
RM838 total
includes taxes & fees
9 Nov - 10 Nov
The Landgrove
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 Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort

10/10 Excellent
"Beautiful place for getaway!!!😊"
Esther 2-night trip
Posted 14 hours ago
The Black Bear Lodge at Stratton Mountain Resort
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 16 hours ago
Hampton Inn Brattleboro
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

8/10 Good
"Nice facility. Clean and convenient."
Peter 2-night trip
Posted 20 hours ago
Pointe at Castle Hill Resort
Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester

10/10 Excellent
"Great location and staff is AWESOME! Thanks for another pleasant stay!!"
Carey 1-night trip
Posted 2 days ago
Hampton Inn and Suites Manchester
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
The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel

8/10 Good
"Raymond was great at check in"
Kevin 1-night trip
Posted 2 days ago
The Palmer House Resort, an Ascend Collection Hotel
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 4 days ago
Comfort Inn & Suites Brattleboro I-91
Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property

8/10 Good
"Allen in the restaurant is great."
Bettina 1-night trip
Posted 5 days ago
Grand Summit Resort, A Vail Resorts Property

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 18Β°C, while the coldest months are January and February, with an average of -4Β°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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