A road flanked by dense bamboo groves.

Hotels with Swimming Pool in Jamaica, Vermont

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Check availability on Jamaica Hotels with Swimming Pool

Tonight
Oct 6 - Oct 7
Tomorrow
Oct 7 - Oct 8
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

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 kitchen with wooden cabinets, a built-in stove, a microwave, and a sink.

1. Windham Hill Inn

Windham Hill Inn
West Townshend
  • Serene seasonal outdoor pool offers 24-hour summer swimming amid Vermont's lush Windham Hills.
P11,625
P12,672 total
includes taxes & fees
Oct 20 - Oct 21
Windham Hill Inn
A swimming pool with a stone border, surrounded by a snow-covered landscape and a wooden fence.
A snow-covered town with a church featuring a clock tower, surrounded by buildings and a mountain in the background.
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.

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.
P22,206
P27,602 total
includes taxes & fees
Oct 13 - Oct 14
Long Trail House at Stratton Mountain Resort
A swimming pool with a wooden deck and a red building in the background.
A living room with a fireplace, a sofa, a coffee table, and a dining area with chairs and a table.
A Christmas tree decorated with lights, ornaments, and a bow.
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.

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.
P6,682
P7,651 total
includes taxes & fees
Oct 12 - Oct 13
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 spacious living area with a fireplace, comfortable seating, and a stone accent wall.
A treats display with snacks and sundries.
A two-story building with a patio area featuring outdoor seating and a stone fire pit.

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.
P9,194
P10,114 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn and Suites Manchester
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 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.
P5,285
P5,814 total
includes taxes & fees
Nov 3 - Nov 4
The Manchester View
A modern house with a pool, surrounded by lush greenery and mountains 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 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.

6. 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.
P9,333
P10,267 total
includes taxes & fees
Nov 3 - Nov 4
Blue Gentian Lodge at Magic Mountain
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 living room with a stone fireplace, a wooden coffee table, and comfortable seating.
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
P6,107
P6,718 total
includes taxes & fees
Oct 26 - Oct 27
Hideaway Inn Mt. Snow
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 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.

8. 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.
P10,805
P11,887 total
includes taxes & fees
Oct 7 - Oct 8
Big Bears Lodge
A swimming pool with a white fence, lounge chairs, and umbrellas, surrounded by lush greenery and a lake.
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.
A staircase with wooden railings and a chandelier.

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.
P12,110
P16,766 total
includes taxes & fees
Nov 1 - Nov 2
Farm Road Estate
An indoor swimming pool with clear water, surrounded by chairs and a bench.
A modern kitchen with a curved island, bar stools, wine bottles, and a television.
A spacious dining area with multiple tables and chairs, large windows, and a view of the outdoors.
A patio with four wooden chairs and a table set on a stone platform, overlooking a natural landscape with trees and distant hills.

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.
P6,283
P7,944 total
includes taxes & fees
Nov 2 - Nov 3
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

Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester

10/10 Excellent
"A nice breakfast in a nice room. The gym is more than adequate. Walking distance to everything."
Elizabeth 2-night trip
Posted 4 hours ago
Hampton Inn and Suites Manchester
Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property

10/10 Excellent
"1"
Kevin 2-night trip
Posted 23 hours ago
Grand Summit Resort, A Vail Resorts Property
The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel

8/10 Good
"Older property that needs updating. Beds were very comfortable."
Peter 1-night trip
Posted 1 day ago
The Palmer House Resort, an Ascend Collection Hotel
The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort

10/10 Excellent
"Great place to stay"
Joseph 1-night trip
Posted 1 day ago
The Black Bear Lodge at Stratton Mountain Resort
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

8/10 Good
"Good place"
Steven 1-night trip
Posted 2 days ago
Comfort Inn & Suites Brattleboro I-91
Colonial Motel

Colonial Motel

10/10 Excellent
"clean room"
Biplob 1-night trip
Posted 3 days ago
Colonial Motel
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

10/10 Excellent
"Very nice place, quiet and easily accessible. Room was large with separate large bedroom with door. Large LR with fireplace, sofa & recliner and fully stocked kitchen."
Mary 2-night trip
Posted 4 days ago
Pointe at Castle Hill Resort
The Equinox Golf Resort And Spa

The Equinox Golf Resort And Spa

10/10 Excellent
"Our “go to” for an uber relaxing and comfortable getaway when we are seeking the amenities of an established hotel."
Deborah 1-night trip
Posted 7 days ago
The Equinox Golf Resort And Spa
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

10/10 Excellent
"all was wonderful and well orchestrated"
Peter 3-night trip
Posted 9 days ago
Kimpton Taconic Hotel by IHG

Frequently asked questions

What are some accommodations 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 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 into account the local weather in Jamaica can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 64°F, while the coldest months are January and February with an average of 24°F. The snowiest months in Jamaica are January, March, November, and February, with each month seeing an average of 9 inches of snowfall.

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