A wooden pier leading to a marina with boats docked.

Chebeague Island Hotels with Swimming Pool

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Check availability on Chebeague Island Hotels with Swimming Pools

Tonight
1 Oct - 2 Oct
Tomorrow
2 Oct - 3 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for Chebeague Island hotels with a pool

An indoor swimming pool with a clear water surface, surrounded by beige tiled walls and a blue accent wall.
Room
A modern dining area with round tables and chairs, a coffee station, and a view of the city.
A Holiday Inn Express building with a covered entrance, multiple floors, and a clear sky.

1. Holiday Inn Express Hotel & Suites Freeport by IHG

Holiday Inn Express Hotel & Suites Freeport by IHG
Freeport
  • Serene indoor pool sanctuary in Freeport awaits with extended hours for swimming and relaxation near popular attractions.
RM388
RM423 total
includes taxes & fees
1 Nov - 2 Nov
Holiday Inn Express Hotel & Suites Freeport by IHG
A swimming pool with clear blue water, surrounded by large windows offering views of trees and a clear sky.
A spacious lobby with a blue wall, a reception desk, a large mirror, and seating areas with a patterned table and chairs.
An outdoor patio with a row of tables and chairs, a green umbrella, and a wooden fence.
A hotel lobby with a seating area, a snack bar, and a refrigerator.

2. Hampton Inn Freeport/Brunswick

Hampton Inn Freeport/Brunswick
Freeport
  • Dip into year-round pool fun at this hotel with a sparkling indoor swimming sanctuary.
RM425
RM463 total
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn Freeport/Brunswick
A swimming pool with a tiled deck, lounge chairs, and a ceiling with recessed lighting.
An outdoor patio area with wicker furniture, string lights, and a barbecue grill.
A hotel room with a bed, a TV, a nightstand, a window with a view of the water, and a wooden headboard.
A bar area with stools, a counter, and a herringbone-patterned wall.

3. Residence Inn by Marriott Portland Downtown/Waterfront

Residence Inn by Marriott Portland Downtown/Waterfront
Downtown Portland
  • Plunge into relaxing aquatic serenity at this Portland hotel's pristine indoor pool, just minutes from waterfront attractions.
RM481
RM533 total
includes taxes & fees
1 Nov - 2 Nov
Residence Inn by Marriott Portland Downtown/Waterfront
An indoor swimming pool with clear glass walls, blue cushioned chairs, and a tiled floor.
Restaurant
Outdoor seating with Adirondack chairs, a fire pit, and umbrellas.
A building with a sign reading "L.L.Bean" and a rock waterfall feature in front.

4. Hilton Garden Inn Freeport Downtown

Hilton Garden Inn Freeport Downtown
Freeport
  • Dive into a refreshing aquatic escape at this Freeport hotel with an inviting indoor pool.
RM438
RM478 total
includes taxes & fees
1 Nov - 2 Nov
Hilton Garden Inn Freeport Downtown
A pool area with lounge chairs and a building with multiple levels and outdoor seating.
A beach with a wooden staircase leading down to the shore, surrounded by trees and a calm body of water.
A cozy lounge area with a fireplace, comfortable seating, and a bar with wooden stools.
A spacious living room with a fireplace, two armchairs, a coffee table, and a dining area with chairs and a table.

5. Inn at Diamond Cove

Inn at Diamond Cove
Portland
  • Island paradise offers a sparkling pool and loungers for pure relaxation on a private coastal retreat.
RM1,098
RM1,352 total
includes taxes & fees
8 Oct - 9 Oct
Inn at Diamond Cove
An indoor swimming pool with clear signage, including pool user capacity and no diving rules.
A modern hotel lobby with a central bar area, multiple seating arrangements, and large windows providing views of the outside.
Lobby lounge
An outdoor patio with a fire pit, seating area, and chairs.

6. SpringHill Suites by Marriott Freeport Brunswick

SpringHill Suites by Marriott Freeport Brunswick
Freeport
  • Plunge into relaxation at the indoor pool, where comfort meets convenience in this modern Freeport hotel near shopping gems.
RM457
RM499 total
includes taxes & fees
1 Nov - 2 Nov
SpringHill Suites by Marriott Freeport Brunswick
A swimming pool with lounge chairs and tables, surrounded by a well-lit indoor area with a view of the outside.
A Holiday Inn hotel with a modern design, featuring a large entrance canopy and multiple floors.
A modern bar area with a long counter, multiple seating options, and a built-in fire feature.
A large conference room with round tables, chairs, and a podium.

7. Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG
Downtown Portland
  • Sleek indoor pool with loungers awaits in this scenic Portland hotel with a sauna retreat.
RM420
RM465 total
includes taxes & fees
1 Nov - 2 Nov
Holiday Inn Portland-By the Bay by IHG
A modern living room with dark blue walls, large windows, and a view of a landscaped garden.
A bathroom with a shower, a sink with a mirror, and a towel rack.
A hotel room with two beds, a desk, and a view of the outdoors.
A living room with two armchairs, a coffee table, and a TV. There is a door leading outside, a window with a view, and a patterned wall.

8. Best Western Freeport Inn

Best Western Freeport Inn
Freeport
  • Sun-soaked summer splashing awaits at this peaceful inn with a seasonal outdoor pool.
RM454
RM495 total
includes taxes & fees
1 Nov - 2 Nov
Best Western Freeport Inn
An indoor swimming pool with lounge chairs and a view of the outdoors.
A bathroom with a shower, a bathtub, and a sink.
A dining area with a fireplace, a green sofa, and a table set with food and flowers.
A cozy living room with a wooden bench, a fireplace, and a large map on the wall.

9. The Harraseeket Inn & Event House Freeport Downtown

The Harraseeket Inn & Event House Freeport Downtown
Freeport
  • Serene indoor pool and cosy fireside relaxation offer year-round bliss at this Freeport retreat.
RM526
RM574 total
includes taxes & fees
1 Nov - 2 Nov
The Harraseeket Inn & Event House Freeport Downtown
An indoor swimming pool with clear water, a diving board, and a lifeguard chair.
A modern bar area with leather seating, a bar counter, and a menu board.
The exterior of a Courtyard by Marriott hotel with a glass entrance, outdoor seating area, and a stone facade.
A hotel room with a large bed, a desk with a computer, a TV, and a view of the city and water.

10. Courtyard Portland Downtown/Waterfront

Courtyard Portland Downtown/Waterfront
Downtown Portland
  • Splash into aquatic luxury with a year-round indoor pool oasis at this city centre Portland hotel.
RM486
RM538 total
includes taxes & fees
1 Nov - 2 Nov
Courtyard Portland Downtown/Waterfront
View all properties

Choose what matters most at hotels with a pool in Chebeague Island

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Chebeague Island Hotel Reviews

Clarion Pointe South Portland

Clarion Pointe South Portland

10/10 Excellent
"Worth the cost"
Chad 2-night trip
Posted less than an hour ago
Clarion Pointe South Portland
DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

8/10 Good
"Hotel staff were great. Hotel itself was a older property and not as nice as I would expect for a Double Tree."
Robert 1-night trip
Posted 5 hours ago
DoubleTree by Hilton Hotel Portland
Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine

10/10 Excellent
"Great location near airport with free airport shuttle and breakfast. Only 15 minute drive to Old Port restaurants, shops and activities. Clean, spacious rooms. Friendly service. Great choice!"
Bertha 1-night trip
Posted 17 hours ago
Embassy Suites by Hilton Portland Maine
Spark by Hilton Portland Airport Maine Mall

Spark by Hilton Portland Airport Maine Mall

10/10 Excellent
"Great spot for a quick overnight. Comfy bed, indoor pool, Breakfast with bagels, hard boiled eggs, cereal etc. Can't beat the location right by the Maine Mall."
Sarah 1-night trip
Posted 17 hours ago
Spark by Hilton Portland Airport Maine Mall
Fireside Inn & Suites Portland

Fireside Inn & Suites Portland

8/10 Good
"Hotel was worth the price. Staff was friendly and helpful at check-in. Room was spacious, comfortable, and clean. We were up graded to a courtyard facing room and it was quiet. Overall, the hotel was worth the price and satisfactory."
Darice 1-night trip
Posted 23 hours ago
Fireside Inn & Suites Portland
Hampton Inn Portland Downtown - Waterfront

Hampton Inn Portland Downtown - Waterfront

10/10 Excellent
"The water pressure wasn’t the best and the pillows were pretty soft but other than that, it was a nice stay"
Steven Robert 1-night trip
Posted 3 days ago
Hampton Inn Portland Downtown - Waterfront

Frequently asked questions

What are some accommodation options with pools in Chebeague Island?
Quality Inn & Suites South Portland: Hotel located near State Theatre. Provides free self parking, a pool and complimentary wireless Internet access. Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel: Hotel located near Maine Mall. Features an indoor pool, an outdoor pool and daily. Clarion Hotel Portland Airport ME: Features a seasonal outdoor pool, an indoor pool and a sauna. Clarion Pointe South Portland: Hotel, 4-minute walk from Cross Insurance Arena. Provides a sauna, a pool and complimentary bicycles. Portland Harbor Hotel: Hotel located near State Theatre. Features buffet, a seasonal outdoor pool and complimentary wireless Internet access.
What is there to see and do in Chebeague Island?
Make a point to visit attractions such as Portland Observatory and Maine Narrow Gauge Railroad. Discover sights such as Little John Island Preserve, Wolfe's Neck Woods State Park and Bailey Island Bridge during your stay.
When is the best time to book a hotel with a pool in Chebeague Island?
Taking the local weather in Chebeague Island 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 -1°C. The snowiest months in Chebeague Island are January, March, February and December, with each month seeing an average of 19 cm of snowfall.

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