A wooden pier leading to a marina with boats docked.

Chebeague Island Hotel with Pool

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Check availability on Chebeague Island Hotel with Pool

Tonight
16 Oct - 17 Oct
Tomorrow
17 Oct - 18 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 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.
A modern dining area with round tables and chairs, a coffee station, and a view of the city.
Room
A reception area with a modern design, featuring a seating area with yellow chairs, a reception desk, and a large wall mural.

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.
HK$745
HK$813 total
includes taxes & fees
16 Nov - 17 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 hotel room with two beds, a desk with a television displaying 'Hampton by Hilton', and a window with curtains.
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.

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.
HK$766
HK$835 total
includes taxes & fees
28 Oct - 29 Oct
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 brick building with a large entrance and a sign that reads "Residence Inn Marriott".
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.
HK$863
HK$955 total
includes taxes & fees
16 Nov - 17 Nov
Residence Inn by Marriott Portland Downtown/Waterfront
An indoor swimming pool with clear glass walls, blue cushioned chairs, and a tiled floor.
A Hilton Garden Inn with a well-lit entrance, a signboard, and a parking area.
Restaurant
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.
HK$798
HK$870 total
includes taxes & fees
1 Nov - 2 Nov
Hilton Garden Inn Freeport Downtown
An indoor swimming pool with clear signage, including pool user capacity and no diving rules.
An outdoor patio with a fire pit, seating area, and chairs.
A hotel room with a sofa, a bed, a wall-mounted artwork, and a lamp.
Lobby lounge

5. 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.
HK$720
HK$785 total
includes taxes & fees
16 Nov - 17 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 conference room with a stage featuring a large screen displaying the word 'Float' and a banner for the University of Maine.

6. 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.
HK$793
HK$881 total
includes taxes & fees
1 Nov - 2 Nov
Holiday Inn Portland-By the Bay by IHG
An indoor swimming pool with lounge chairs and a view of the outdoors.
A two-story building with a large glass conservatory and yellow umbrellas in the garden area.
A cozy living room with a wooden bench, a fireplace, and a large map on the wall.
A dining area with a fireplace, a green sofa, and a table set with food and flowers.

7. 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.
HK$1,012
HK$1,103 total
includes taxes & fees
4 Nov - 5 Nov
The Harraseeket Inn & Event House Freeport Downtown
A modern living room with dark blue walls, large windows, and a view of a landscaped garden.
A modern living room with a grey sofa, a coffee table, and a decorative plant.
A bathroom with a shower, a sink with a mirror, and a towel rack.
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.
HK$761
HK$830 total
includes taxes & fees
1 Nov - 2 Nov
Best Western Freeport Inn
A swimming pool with clear blue water, surrounded by lounge chairs and a brick wall.
A hotel room with two beds, a stone-patterned wall, and a nightstand with a lamp.
A chef in a black uniform and white hat, holding a ladle and a bowl, with various dishes in front of him.
A spacious lobby with multiple seating areas, a fireplace, and large windows.

9. Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine
Portland
  • Splash into serenity at this indoor pool sanctuary with luxurious loungers and post-swim relaxation.
HK$933
HK$1,032 total
includes taxes & fees
15 Nov - 16 Nov
Embassy Suites by Hilton Portland Maine
An indoor swimming pool with clear water, a diving board, and a lifeguard chair.
A modern hotel lobby with a reception desk, a seating area, and a large wall mural.
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.
HK$810
HK$896 total
includes taxes & fees
16 Nov - 17 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
"Clean Room. Great Stay."
Jim 2-night trip
Posted less than an hour ago
Clarion Pointe South Portland
Spark by Hilton Portland Airport Maine Mall

Spark by Hilton Portland Airport Maine Mall

8/10 Good
"Clean room, convenient location"
Kimberly 1-night trip
Posted 3 hours ago
Spark by Hilton Portland Airport Maine Mall
Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

8/10 Good
"The hotel was beautiful, gorgeous view from the room. Has every amenity you need. Great location also. Very personable and knowledgeable staff."
Camilla 1-night trip
Posted 5 hours ago
Holiday Inn Portland-By the Bay by IHG
Grand Beach Inn

Grand Beach Inn

8/10 Good
"Good stay"
Edward 4-night trip
Posted 6 hours ago
Grand Beach Inn
Hampton Inn Portland Downtown - Waterfront

Hampton Inn Portland Downtown - Waterfront

10/10 Excellent
"Staff was very helpful & friendly"
Mike 1-night trip
Posted 1 day ago
Hampton Inn Portland Downtown - Waterfront
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

8/10 Good
"Extremely well located in Portland, in the heart of the old town and central to everything. I'm glad we chose this hotel rather than others that were mostly newer. The breakfast and bar options were good."
shaun 2-night trip
Posted 2 days ago
Portland Regency Hotel & Spa

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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