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

Bailey Island Hotel Guide - Hotels with Pool in Bailey Island, Maine

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Check availability on Bailey Island Hotels with Pool

Tonight
28 Aug - 29 Aug
Tomorrow
29 Aug - 30 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sept - 6 Sept

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.
A reception area with a modern design, featuring a seating area with yellow chairs, a reception desk, and a large wall mural.
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.
€108
includes taxes & fees
2 Sept - 3 Sept
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 lobby with a seating area, a snack bar, and a refrigerator.
An outdoor patio with a row of tables and chairs, a green umbrella, and a wooden fence.
A hotel room with two beds, a desk with a television displaying 'Hampton by Hilton', and a window with curtains.

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.
€130
includes taxes & fees
3 Sept - 4 Sept
Hampton Inn Freeport/Brunswick
An indoor swimming pool with lounge chairs and a view of the outdoors.
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.
A two-story building with a large glass conservatory and yellow umbrellas in the garden area.

3. 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.
€167
includes taxes & fees
1 Sept - 2 Sept
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 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.

4. Best Western Freeport Inn

Best Western Freeport Inn
Freeport
  • Sun-soaked summer splashing awaits at this peaceful inn with a seasonal outdoor pool.
€99
includes taxes & fees
2 Sept - 3 Sept
Best Western Freeport Inn
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.

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.
€129
includes taxes & fees
30 Aug - 31 Aug
SpringHill Suites by Marriott Freeport Brunswick
An indoor swimming pool with clear glass walls, blue cushioned chairs, and a tiled floor.
Outdoor seating with Adirondack chairs, a fire pit, and umbrellas.
A Hilton Garden Inn with a well-lit entrance, a signboard, and a parking area.

6. 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.
€145
includes taxes & fees
13 Sept - 14 Sept
Hilton Garden Inn Freeport Downtown
A waterfront swimming pool with lounge chairs and umbrellas, surrounded by a rocky shoreline and a forested hill in the background.
A balcony with two chairs and a small table, overlooking a body of water and surrounded by trees.
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.

7. 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.
€230
includes taxes & fees
1 Sept - 2 Sept
Sebasco Harbor Resort & Golf Club
A swimming pool with lounge chairs and tables, surrounded by walls with wooden panels and windows.
A hotel room with a sofa, a TV, a bed, a desk, and a bathroom visible through an open door.
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.

8. 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.
€122
includes taxes & fees
7 Sept - 8 Sept
Fairfield Inn & Suites by Marriott Brunswick Freeport
A swimming pool with a lifeguard chair, a blue chair, and a pool ladder.
A modern bathroom with a red bathtub, a fireplace, and a flat-screen TV mounted on the wall.

9. 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.
€134
includes taxes & fees
6 Sept - 7 Sept
Best Western Plus Brunswick Bath
An indoor swimming pool with a tiled floor, clear glass walls, and a few chairs.
A restaurant with wooden tables and chairs, a buffet counter, and a clock on the wall.
A hotel room with a bed, a TV, a desk, and a view of a lighthouse through a mural.
A bathroom with a white sink, a mirror with LED lighting, a shower area, and a toilet.

10. Clarion Pointe South Portland

Clarion Pointe South Portland
Thorton Heights
  • Dive into year-round aquatic bliss with heated indoor and outdoor pools, just steps from Maine Mall for shopping adventures.
€64
includes taxes & fees
27 Sept - 28 Sept
Clarion Pointe South Portland
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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

Best Western Merry Manor Inn

Best Western Merry Manor Inn

10/10 Excellent
"Pool and breakfast are the highlights, though the room and staff are standouts too. We've stayed many times and will always know it's a great experience"
Rich 1-night trip
Posted less than an hour ago
Best Western Merry Manor Inn
Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine

10/10 Excellent
"The staff were top-tier, from the front desk to the restaurant team. Everyone was friendly and incredibly helpful. The room was clean and well maintained when I arrived; however, it was disappointing that it wasn’t cleaned or serviced after two nights of my stay. Breakfast was very good for a buffet, with everything hot and of great quality. The other downside was the hotel’s location—I wish it had been closer to downtown Portland, as I wasn’t aware when booking that it was near the airport."
Majid 2-night trip
Posted 5 hours ago
Embassy Suites by Hilton Portland Maine
Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

8/10 Good
"It's a decent hotel in the process of doing some renovations. The restaurant does not appear to be open at the moment which was not a hardship for us. The cleaning staff was friendly and helpful. The front desk folks were great during the day. At night, while trying to call for the shuttle one night the desk did not answer at all. The next night, the clerk gave us a bit of a runaround. But the shuttle drivers were awesome and made sure we were not left stranded downtown. Would stay here again."
Sandra 3-night trip
Posted 5 hours ago
Clarion Hotel Portland Airport ME
Clarion Pointe South Portland

Clarion Pointe South Portland

10/10 Excellent
"Vacances"
Sebastien 2-night trip
Posted 7 hours ago
Clarion Pointe South Portland
Spark by Hilton Portland Airport Maine Mall

Spark by Hilton Portland Airport Maine Mall

8/10 Good
"The fan in the bathroom, which is always on when the light is on, is very noisy and irritating in such a small room. There are quieter fans that would be better."
Charles 1-night trip
Posted 7 hours ago
Spark by Hilton Portland Airport Maine Mall
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

10/10 Excellent
"Unless they are booked solid. I ONLY stay at the regency over the last several years. Fourth floor roof deck suite market street side ftw! Cheers!"
Trevor 1-night trip
Posted 15 hours ago
Portland Regency Hotel & Spa
Fireside Inn & Suites Portland

Fireside Inn & Suites Portland

8/10 Good
"You get your money worth at this place. Although the place is outdated it has all the amenities you need and its very clean. The grab and go.breakfast is a plus and its very close to downtown Portland."
Melisa 2-night trip
Posted 1 day ago
Fireside Inn & Suites Portland

Frequently asked questions

What are some accommodation options with pools in Bailey Island?
Clarion Pointe South Portland: Hotel located near Maine Mall. Features an indoor pool, an outdoor pool and daily. Clarion Hotel Portland Airport ME: Hotel, 11-minute walk from Thompson's Point. Offers free self parking, a pool and complimentary wireless Internet access. Quality Inn & Suites South Portland: Hotel located near Thompson's Point. Features a seasonal outdoor pool, an indoor pool and a sauna. Fireside Inn & Suites Portland: Hotel, 6-minute walk from Maine Mall. Offers daily, an indoor pool and free self parking. Comfort Inn South Portland Airport: Hotel located near Thompson's Point. Features a sauna, a pool and complimentary bicycles.
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.