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 a Pool

Tonight
10 Oct - 11 Oct
Tomorrow
11 Oct - 12 Oct
Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 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.
A Holiday Inn Express building with a covered entrance, multiple floors, and a clear sky.
Room
A modern dining area with round tables and chairs, a coffee station, and a view of the city.

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.
AED 349
AED 380 total
includes taxes & fees
8 Nov - 9 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 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.

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.
AED 373
AED 407 total
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn Freeport/Brunswick
An indoor swimming pool with clear signage, including pool user capacity and no diving rules.
Lobby lounge
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.

3. 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.
AED 385
AED 419 total
includes taxes & fees
25 Oct - 26 Oct
SpringHill Suites by Marriott Freeport Brunswick
A modern living room with dark blue walls, large windows, and a view of a landscaped garden.
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.
A bathroom with a shower, a sink with a mirror, and a towel rack.
A modern living room with a grey sofa, a coffee table, and a decorative plant.

4. Best Western Freeport Inn

Best Western Freeport Inn
Freeport
  • Sun-soaked summer splashing awaits at this peaceful inn with a seasonal outdoor pool.
AED 356
AED 388 total
includes taxes & fees
1 Nov - 2 Nov
Best Western Freeport Inn
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.
A building with a sign reading "L.L.Bean" and a rock waterfall feature in front.

5. 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.
AED 373
AED 407 total
includes taxes & fees
8 Nov - 9 Nov
Hilton Garden Inn Freeport Downtown
A swimming pool with a lifeguard chair, a blue chair, and a pool ladder.
Lobby
A modern bathroom with a red bathtub, a fireplace, and a flat-screen TV mounted on the wall.
Exterior

6. 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.
AED 340
AED 371 total
includes taxes & fees
1 Nov - 2 Nov
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 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.
A balcony with two chairs and a small table, overlooking a body of water and surrounded by trees.

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 harbor resort.
AED 771
AED 941 total
includes taxes & fees
11 Oct - 12 Oct
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 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.
A hotel room with a sofa, a TV, a bed, a desk, and a bathroom visible through an open door.

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.
AED 403
AED 439 total
includes taxes & fees
18 Oct - 19 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 two-story building with a large glass conservatory and yellow umbrellas in the garden area.
A dining area with a fireplace, a green sofa, and a table set with food and flowers.

9. The Harraseeket Inn & Event House Freeport Downtown

The Harraseeket Inn & Event House Freeport Downtown
Freeport
  • Serene indoor pool and cozy fireside relaxation offer year-round bliss at this Freeport retreat.
AED 474
AED 516 total
includes taxes & fees
1 Nov - 2 Nov
The Harraseeket Inn & Event House Freeport Downtown
A swimming pool with a tiled deck, lounge chairs, and a ceiling with recessed lighting.
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.
A hotel room with a bed, a TV, a nightstand, a window with a view of the water, and a wooden headboard.

10. 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.
AED 433
AED 480 total
includes taxes & fees
1 Nov - 2 Nov
Residence Inn by Marriott Portland Downtown/Waterfront
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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

Hampton Inn Portland Downtown - Waterfront

Hampton Inn Portland Downtown - Waterfront

8/10 Good
"Valet services are a little iffy. You never know where your car is going to be parked, sometimes it is 10 minutes away in a parking garage."
Michael 4-night trip
Posted 17 hours ago
Hampton Inn Portland Downtown - Waterfront
Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland

8/10 Good
"It was good. Room was good and ordinary. The pool was a little dirty at the bottom of it I noticed. The hottub was nice!"
Melissa 3-night trip
Posted 18 hours ago
Ramada Plaza by Wyndham Portland
Spark by Hilton Portland Airport Maine Mall

Spark by Hilton Portland Airport Maine Mall

10/10 Excellent
"1"
Lawrence 1-night trip
Posted 2 days 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
"Hotel was satisfactory. Room was clean although the bathroom needs to be repainted. Staff was accommodating. No real issues or concerns aside from the fact that its location is several blocks away from the seaport activities. Also the parking spaces underneath the hotel are not really designed for todays SUV's its kind of tight. I might consider it again but most likely would choose something a bit closer to the seaport due to its location."
Raymond 3-night trip
Posted 2 days ago
Holiday Inn Portland-By the Bay by IHG

Frequently asked questions

What are some accommodations 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 like 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 into account the local weather in Bailey Island can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 30°F. The snowiest months in Bailey Island are January, March, February, and December, with each month seeing an average of 7 inches of snowfall.