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

Search Hotels with Pool in Bailey Island

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Check availability on Bailey Island Hotels with Pool

Next weekend
3 Jul - 5 Jul
In two weeks
10 Jul - 12 Jul

Our top choices for Bailey Island hotels with a pool

Indoor pool, outdoor pool

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, (1,567 reviews)
  • cleanliness
    Slip into aquatic bliss with indoor and outdoor pools at this traveler-favorite hotel near Maine Mall and Portland Airport.
The price is ฿3,961
฿4,318 total
includes taxes & fees
5 Jul - 6 Jul
Spark by Hilton Portland Airport Maine Mall
Theatre show

Flagship Inn and Suites

Flagship Inn and Suites
2.5 star property
Boothbay Harbor
8.0 out of 10, Very good, (1,001 reviews)
  • cleanliness
    Splash into summer at this Maine coastal retreat with a seasonal outdoor pool, terraced garden, and convenient in-town location.
The price is ฿4,473
฿6,221 total
includes taxes & fees
29 Jun - 30 Jun
Flagship Inn and Suites
Indoor pool

Best Western Plus Brunswick Bath

Best Western Plus Brunswick Bath
2.5 star property
Brunswick
8.2 out of 10, Very good, (1,000 reviews)
  • cleanliness
    Splash into aquatic bliss at this serene hotel with a year-round indoor pool experience.
The price is ฿4,406
฿4,802 total
includes taxes & fees
2 Jul - 3 Jul
Best Western Plus Brunswick Bath
Restaurant

Bluebird Ocean Point Inn

Bluebird Ocean Point Inn
3.0 star property
Ocean Point
8.8 out of 10, Excellent, (566 reviews)
  • cleanliness
    Seasonal oceanfront pool with coastal views and black sand beach access creates a perfect Maine summer escape.
The price is ฿6,032
฿7,302 total
includes taxes & fees
29 Jul - 30 Jul
Bluebird Ocean Point Inn
Indoor pool, outdoor pool

Clarion Pointe South Portland

Clarion Pointe South Portland
2.0 star property
Thorton Heights
7.4 out of 10, Good, (510 reviews)
  • cleanliness
    Dive into year-round aquatic bliss with heated indoor and outdoor pools, just steps from Maine Mall for shopping adventures.
The price is ฿3,488
฿3,802 total
includes taxes & fees
1 Jul - 2 Jul
Clarion Pointe South Portland
Outdoor pool, a heated pool, open 9:00 AM to 10:00 PM, pool loungers

Best Western Merry Manor Inn

Best Western Merry Manor Inn
2.5 star property
Highland
8.8 out of 10, Excellent, (1,062 reviews)
  • cleanliness
    Dive into poolside paradise at this hotel featuring a relaxing waterfall hot tub and outdoor swimming oasis.
The price is ฿4,672
฿5,093 total
includes taxes & fees
1 Jul - 2 Jul
Best Western Merry Manor Inn
Indoor pool

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, (952 reviews)
  • cleanliness
    Serene indoor pool and cosy fireside relaxation offer year-round bliss at this Freeport retreat.
The price is ฿7,974
฿8,691 total
includes taxes & fees
19 Jul - 20 Jul
The Harraseeket Inn & Event House Freeport Downtown
Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas, pool loungers

Ocean Gate Inn

Ocean Gate Inn
3.0 star property
Southport
8.6 out of 10, Excellent, (1,000 reviews)
  • cleanliness
    Seasonal outdoor pool with sun loungers and umbrellas offers serene bay views at this Maine retreat.
The price is ฿8,476
฿9,700 total
includes taxes & fees
5 Jul - 6 Jul
Ocean Gate Inn
Exterior

Smuggler's Cove Inn

Smuggler's Cove Inn
2.5 star property
East Boothbay
9.0 out of 10, Wonderful, (484 reviews)
  • cleanliness
    Pristine saltwater pool with bay views creates refreshing coastal sanctuary at beachside hotel.
The price is ฿8,507
฿9,273 total
includes taxes & fees
12 Jul - 13 Jul
Smuggler's Cove Inn
Exterior

Residence Inn by Marriott Portland Thompson's Point

Residence Inn by Marriott Portland Thompson's Point
3.0 star property
Portland
The price is ฿8,678
฿9,601 total
includes taxes & fees
26 Jul - 27 Jul
Residence Inn by Marriott Portland Thompson's Point
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.
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Choose what matters most at hotels with a pool in Bailey Island

Breakfast included
4 stars

Top Bailey Island Hotel Reviews

Spark by Hilton Portland Airport Maine Mall

Spark by Hilton Portland Airport Maine Mall

8/10 Good
"Chose a king bed room but was given 2 queens. Comfortable beds."
Veronica 1-night trip
Posted 5 hours ago
Spark by Hilton Portland Airport Maine Mall

Frequently asked questions

What are some accommodation options with pools in Bailey Island?
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med: Hotel, 11-minute walk from Maine Medical Center. Features daily, a seasonal outdoor pool and complimentary wireless Internet access. Portland Harbor Hotel: Hotel located near Thompson's Point. Features 2 restaurants, an indoor pool and 2 hot tubs. Cambria Hotel Portland Downtown-Old Port: Hotel located near Maine Mall. Offers an indoor pool, an outdoor pool and daily. Ramada Plaza by Wyndham Portland: Hotel, 11-minute walk from Thompson's Point. Provides free self parking, a pool and complimentary wireless Internet access. Clarion Pointe South Portland: Hotel located near Thompson's Point. Offers a seasonal outdoor pool, an indoor pool and a sauna.
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, Cobwork Bridge and Mackerel Cove 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.