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

Find Hotels with a Pool in Bailey Island, ME

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Check availability on Bailey Island Hotels with a Pool

Tonight
Oct 24 - Oct 25
Tomorrow
Oct 25 - Oct 26
Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8

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.
A breakfast bar with a variety of food options including cereal, fruit, yogurt, eggs, and milk.

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.
$95 nightly
$104 total
Nov 22 - Nov 23
Total with taxes and fees
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.
A hotel room with two beds, a desk with a television displaying 'Hampton by Hilton', and a window with curtains.
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.
$98 nightly
$106 total
Nov 1 - Nov 2
Total with taxes and fees
Hampton Inn Freeport/Brunswick
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.
Lobby lounge
A modern hotel lobby with a central bar area, multiple seating arrangements, and large windows providing views of the outside.

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.
$88 nightly
$96 total
Nov 1 - Nov 2
Total with taxes and fees
SpringHill Suites by Marriott Freeport Brunswick
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 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.

4. Best Western Freeport Inn

Best Western Freeport Inn
Freeport
  • Sun-soaked summer splashing awaits at this peaceful inn with a seasonal outdoor pool.
$88 nightly
$96 total
Nov 1 - Nov 2
Total with taxes and fees
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.
Restaurant
A Hilton Garden Inn with a well-lit entrance, a signboard, and a parking area.

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.
$106 nightly
$115 total
Nov 8 - Nov 9
Total with taxes and fees
Hilton Garden Inn 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.
A modern bathroom with a red bathtub, a fireplace, and a flat-screen TV mounted on the wall.
Lobby

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.
$93 nightly
$101 total
Nov 1 - Nov 2
Total with taxes and fees
Best Western Plus Brunswick Bath
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 sofa, a TV, a bed, a desk, and a bathroom visible through an open door.
A modern kitchen with a wooden counter, two large pots, a coffee machine, and a fruit display.

7. 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.
$110 nightly
$120 total
Nov 1 - Nov 2
Total with taxes and fees
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 bathroom with a shower, a bathtub, and a sink.
A dining area with a fireplace, a green sofa, and a table set with food and flowers.

8. 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.
$129 nightly
$141 total
Nov 4 - Nov 5
Total with taxes and fees
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.

9. 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.
$93 nightly
$103 total
Nov 22 - Nov 23
Total with taxes and fees
Residence Inn by Marriott Portland Downtown/Waterfront
An indoor swimming pool with clear water, a diving board, and a lifeguard chair.
A hotel room with a large bed, a desk with a computer, a TV, and a view of the city and water.
The exterior of a Courtyard by Marriott hotel with a glass entrance, outdoor seating area, and a stone facade.
A modern bar area with leather seating, a bar counter, and a menu board.

10. Courtyard Portland Downtown/Waterfront

Courtyard Portland Downtown/Waterfront
Downtown Portland
  • Splash into aquatic luxury with a year-round indoor pool oasis at this downtown Portland hotel.
$95 nightly
$105 total
Nov 17 - Nov 18
Total with taxes and fees
Courtyard Portland Downtown/Waterfront
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

Clarion Pointe South Portland

Clarion Pointe South Portland

10/10 Excellent
"Room was clean and staff was very friendly."
Christina 1-night trip
Posted 3 hours ago
Clarion Pointe South Portland
Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

8/10 Good
"."
Rebecca 1-night trip
Posted 5 hours ago
Clarion Hotel Portland Airport ME
Spark by Hilton Portland Airport Maine Mall

Spark by Hilton Portland Airport Maine Mall

10/10 Excellent
"Room was clean, rooms had been recently updated. Staff were helpful."
Patrick 1-night trip
Posted 8 hours ago
Spark by Hilton Portland Airport Maine Mall
DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

10/10 Excellent
"Good dining options and a mall nearby."
Masaya 1-night trip
Posted 10 hours ago
DoubleTree by Hilton Hotel Portland
Hampton Inn Portland Downtown - Waterfront

Hampton Inn Portland Downtown - Waterfront

10/10 Excellent
"We arrived late at the hotel and were greeted by a very nice lady, considering it was 2:00 in the morning."
Ramona 4-night trip
Posted 11 hours ago
Hampton Inn Portland Downtown - Waterfront

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.

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