A rocky shoreline with a boat, a house, and a forest in the background.

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Check availability on Bailey Island Hotels with Pool

Tonight
28 Sept - 29 Sept
Tomorrow
29 Sept - 30 Sept
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for Bailey 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 Holiday Inn Express building with a covered entrance, multiple floors, and a clear sky.
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.
Rp1.987.233
Rp2.166.084 total
includes taxes & fees
28 Oct - 29 Oct
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.
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.
Rp1.967.182
Rp2.144.228 total
includes taxes & fees
25 Oct - 26 Oct
Hampton Inn Freeport/Brunswick
A modern living room with dark blue walls, large windows, and a view of a landscaped garden.
A hotel room with two beds, a desk, and a view of the outdoors.
A modern living room with a grey sofa, a coffee table, and a decorative plant.
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.

3. Best Western Freeport Inn

Best Western Freeport Inn
Freeport
  • Sun-soaked summer splashing awaits at this peaceful inn with a seasonal outdoor pool.
Rp2.055.443
Rp2.240.433 total
includes taxes & fees
4 Oct - 5 Oct
Best Western Freeport Inn
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.
Rp2.493.351
Rp2.717.753 total
includes taxes & fees
25 Oct - 26 Oct
Hilton Garden Inn Freeport Downtown
A swimming pool with lounge chairs and tables, surrounded by walls with wooden panels and windows.
A building with a sign for 'L.L. Bean Hunting & Fishing' and 'Summer Across Maine'.
A hotel room with a bed, a desk, a chair, a TV, and a large window with curtains.
A modern kitchen with a wooden counter, two large pots, a coffee machine, and a fruit display.

5. Fairfield Inn & Suites by Marriott Brunswick Freeport

Fairfield Inn & Suites by Marriott Brunswick Freeport
Brunswick
  • Dive into the refreshing indoor pool at this Brunswick hotel, open all day for fitness or post-adventure relaxation.
Rp1.963.064
Rp2.139.739 total
includes taxes & fees
25 Oct - 26 Oct
Fairfield Inn & Suites by Marriott Brunswick Freeport
An indoor swimming pool with lounge chairs and a view of the outdoors.
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.
A bathroom with a shower, a bathtub, and a sink.

6. 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.
Rp3.562.697
Rp3.883.340 total
includes taxes & fees
18 Oct - 19 Oct
The Harraseeket Inn & Event House Freeport Downtown
A swimming pool with a lifeguard chair, a blue chair, and a pool ladder.
A modern hotel room with a sofa, ottomans, a refrigerator stocked with snacks, and a view of the street.
Lobby
Exterior

7. Best Western Plus Brunswick Bath

Best Western Plus Brunswick Bath
Brunswick
  • Splash into aquatic bliss at this serene hotel with a year-round indoor pool experience.
Rp1.963.064
Rp2.139.739 total
includes taxes & fees
19 Oct - 20 Oct
Best Western Plus Brunswick Bath
A waterfront swimming pool with lounge chairs and umbrellas, surrounded by a rocky shoreline and a forested hill in the background.
A balcony with a view of a lake, surrounded by trees and a blue tent.
A view through a window of a natural landscape with trees and a body of water.
A multi-story building with a green roof, situated by a body of water.

8. Sebasco Harbor Resort & Golf Club

Sebasco Harbor Resort & Golf Club
Phippsburg
  • Seasonal seaside swims with serene shoreline views enhance your coastal getaway at this harbour resort.
Rp3.759.630
Rp4.585.853 total
includes taxes & fees
5 Oct - 6 Oct
Sebasco Harbor Resort & Golf Club
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.
A hotel room with a sofa, a bed, a wall-mounted artwork, and a lamp.
Lobby lounge

9. 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.
Rp2.534.170
Rp2.762.245 total
includes taxes & fees
18 Oct - 19 Oct
SpringHill Suites by Marriott Freeport Brunswick
An indoor swimming pool with clear glass walls, green chairs, and a tiled floor.
A multi-story hotel with a central entrance, stone facade, and a parking lot with handicapped accessibility.
A spacious hotel lobby with a fireplace, seating area, and a reception desk.
A stone fire pit surrounded by chairs, a stone wall, and a windowed area with a bench.

10. Residence Inn Bath Brunswick Area

Residence Inn Bath Brunswick Area
Bath
  • Dive into midnight swims at this indoor pool open until 11 PM, where the water stays warm no matter the weather outside.
Rp2.343.503
Rp2.554.418 total
includes taxes & fees
25 Oct - 26 Oct
Residence Inn Bath Brunswick Area
View all properties

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

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Bailey Island Hotel Reviews

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

8/10 Good
"Room was clean. Breakfast was minimal but ok. Had to pay $10 for parking which seemed unreasonable."
Barbara 1-night trip
Posted less than an hour ago
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med
Fireside Inn & Suites Portland

Fireside Inn & Suites Portland

8/10 Good
"It was okay! Never found the hot tub! Staff was great!"
Lori 1-night trip
Posted 2 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 6 hours ago
Hampton Inn Portland Downtown - Waterfront
Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine

10/10 Excellent
"Nice staff, clean rooms, good breakfast."
Andrew 3-night trip
Posted 7 hours ago
Embassy Suites by Hilton Portland Maine
Clarion Pointe South Portland

Clarion Pointe South Portland

10/10 Excellent
"For our purpose the location was perfect. The room was large and nicely done. Comfortable beds. Breakfast was the usual fair, adequate. pool was very nice. The best part was that it has a GREAT casual restaurant connected to the hotel, Coopersmith. We have already booked for the end of Oct. Thank you for a great stay. Heather and Jim"
James 3-night trip
Posted 8 hours ago
Clarion Pointe South Portland
Spark by Hilton Portland Airport Maine Mall

Spark by Hilton Portland Airport Maine Mall

10/10 Excellent
"The staff, rooms ,parking were all top quality ! highly recommend staying at this hilton !"
marianne 1-night trip
Posted 3 days ago
Spark by Hilton Portland Airport Maine Mall

Frequently asked questions

What are some accommodation options with pools in Bailey 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 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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