Bailey Island Hotels with Swimming Pool

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Check availability on Bailey Island Hotels with Swimming Pools

Tonight
20 Dec - 21 Dec
Tomorrow
21 Dec - 22 Dec
Next weekend
26 Dec - 28 Dec
In two weeks
2 Jan - 4 Jan

Our top choices for Bailey Island hotels with a pool

Indoor pool, outdoor pool
Germaine Inn South Portland

Germaine Inn South Portland

Germaine Inn South Portland
2.0 star property
Thorton Heights
7.6 out of 10, Good, (403)
"Amazing price, clean comfortable room, heated pool, free breakfast. "
United States
Sue
The price is RM261
RM285 total
includes taxes & fees
31 Dec - 1 Jan 2026
Germaine Inn South Portland
Indoor pool, outdoor pool
Spark by Hilton Portland Airport Maine Mall

Spark by Hilton Portland Airport Maine Mall

Spark by Hilton Portland Airport Maine Mall
2.0 star property
South Portland
7.8 out of 10, Good, (1368)
"Clean hotel with friendly staff."
Canada
Mike
The price is RM264
RM288 total
includes taxes & fees
14 Jan - 15 Jan 2026
Spark by Hilton Portland Airport Maine Mall
Property amenity
Long Creek Hotel by IHG

Long Creek Hotel by IHG

Long Creek Hotel by IHG
2.5 star property
South Portland
7.4 out of 10, Good, (1008)
"It was a very pleasant experience we will definitely be staying here again. "
United States
Melissa
The price is RM308
RM336 total
includes taxes & fees
21 Dec - 22 Dec
Long Creek Hotel by IHG
Interior detail
The Harraseeket Inn & Event House Freeport Downtown

The Harraseeket Inn & Event House Freeport Downtown

The Harraseeket Inn & Event House Freeport Downtown
3.5 star property
Freeport
9.4 out of 10, Exceptional, (877)
"Great stay "
United States
Sofia
The price is RM445
RM485 total
includes taxes & fees
21 Dec - 22 Dec
The Harraseeket Inn & Event House Freeport Downtown
Indoor pool
Residence Inn Portland Downtown/Waterfront

Residence Inn Portland Downtown/Waterfront

Residence Inn Portland Downtown/Waterfront
3.0 star property
East Bayside
8.8 out of 10, Excellent, (1000)
"Clean, friendly staff, prompt shuttle service, good breakfasts"
United States
Brandy Morris
The price is RM322
RM356 total
includes taxes & fees
4 Jan - 5 Jan 2026
Residence Inn Portland Downtown/Waterfront
Reception
Tru by Hilton Portland Airport Area

Tru by Hilton Portland Airport Area

Tru by Hilton Portland Airport Area
2.5 star property
South Portland
8.8 out of 10, Excellent, (1659)
"Staff was friendly and hotel was clean."
United States
Dianna
The price is RM284
RM310 total
includes taxes & fees
11 Jan - 12 Jan 2026
Tru by Hilton Portland Airport Area
Indoor pool, pool loungers
Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine
3.5 star property
Portland
9.4 out of 10, Exceptional, (1134)
"Room was spotless and the staff was extremely friendly and knowledgeable! Would definitely stay here again!"
United States
Lori ann
The price is RM390
RM432 total
includes taxes & fees
19 Jan - 20 Jan 2026
Embassy Suites by Hilton Portland Maine
Indoor pool
Hilton Garden Inn Portland Downtown Waterfront

Hilton Garden Inn Portland Downtown Waterfront

Hilton Garden Inn Portland Downtown Waterfront
3.0 star property
Downtown Portland
9.2 out of 10, Wonderful, (1001)
"Great staff and a surprisingly great free breakfast."
United States
Paul
The price is RM414
RM459 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hilton Garden Inn Portland Downtown Waterfront
Indoor pool
Hampton Inn Freeport/Brunswick

Hampton Inn Freeport/Brunswick

Hampton Inn Freeport/Brunswick
2.5 star property
Freeport
9.0 out of 10, Wonderful, (1001)
"Room was nice and staff was very nice also"
United States
Bethann
The price is RM381
RM415 total
includes taxes & fees
11 Jan - 12 Jan 2026
Hampton Inn Freeport/Brunswick
Outdoor pool
DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland
4.0 star property
South Portland
8.0 out of 10, Very good, (1311)
"Very nice, fun pool, lovely staff"
United States
Sara
The price is RM272
RM297 total
includes taxes & fees
4 Jan - 5 Jan 2026
DoubleTree by Hilton Hotel Portland
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top Bailey Island Hotel Reviews

Long Creek Hotel by IHG

Long Creek Hotel by IHG

10/10 Excellent
"It was a very pleasant experience we will definitely be staying here again. "
Melissa 3-night trip
Posted 4 days ago
Long Creek Hotel by IHG

Frequently asked questions

What are some accommodation options with pools in Bailey Island?
Tru by Hilton Portland Airport Area: Hotel located near Maine Mall. Offers free self parking, a pool and complimentary wireless Internet access. Portland Harbor Hotel: Features a sauna, a pool and complimentary bicycles. Portland Regency Hotel & Spa: Hotel, 1-minute walk from Maine Mall. Offers a snack bar/deli, an indoor pool and free self parking. Clarion Hotel Portland Airport ME: Hotel located near Maine Mall. Provides a snack bar/deli, an indoor pool and buffet. Holiday Inn Portland-By the Bay by IHG: Hotel located near Maine Mall. Features daily, a seasonal outdoor pool and complimentary wireless Internet access.
What is there to see and do in Bailey Island?
Make a point to visit attractions such as Land's End Gift Shop. Discover sights such as Bailey Island Bridge, Mackerel Cove and Cobwork Bridge during your stay.
When is the best time to book a hotel with a pool in Bailey Island?
Taking the local weather in Bailey 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 Bailey Island are January, March, February and December, with each month seeing an average of 19 cm of snowfall.

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