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

Search Hotels with Pool in Bailey Island

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Bailey Island Hotels with Pool

This weekend
3 Jul - 5 Jul
Next weekend
10 Jul - 12 Jul

Our top choices for Bailey Island hotels with a pool

Theatre show

Flagship Inn and Suites

Flagship Inn and Suites
2.5 star property
Boothbay Harbor
8.0 out of 10, Very good, (1,002 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 Rp2.132.718
Rp3.029.535 total
includes taxes & fees
30 Jun - 1 Jul
Flagship Inn and Suites
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 Rp3.598.558
Rp4.313.129 total
includes taxes & fees
29 Jul - 30 Jul
Bluebird Ocean Point Inn
Indoor pool

Best Western Plus Brunswick Bath

Best Western Plus Brunswick Bath
2.5 star property
Brunswick
8.2 out of 10, Very good, (1,003 reviews)
  • cleanliness
    Splash into aquatic bliss at this serene hotel with a year-round indoor pool experience.
The price is Rp2.365.704
Rp2.578.617 total
includes taxes & fees
2 Jul - 3 Jul
Best Western Plus Brunswick Bath
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, (1,569 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 Rp2.126.983
Rp2.318.390 total
includes taxes & fees
5 Jul - 6 Jul
Spark by Hilton Portland Airport Maine Mall
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, (1,065 reviews)
  • cleanliness
    Dive into poolside paradise at this hotel featuring a relaxing waterfall hot tub and outdoor swimming oasis.
The price is Rp2.508.937
Rp2.734.742 total
includes taxes & fees
30 Jun - 1 Jul
Best Western Merry Manor 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, (521 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 Rp1.872.849
Rp2.041.405 total
includes taxes & fees
7 Jul - 8 Jul
Clarion Pointe South Portland
Outdoor pool, open 7:30 AM to 8 PM, pool umbrellas, pool loungers

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 Rp5.138.954
Rp5.601.460 total
includes taxes & fees
20 Jul - 21 Jul
Smuggler's Cove 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 Rp4.281.566
Rp4.666.889 total
includes taxes & fees
14 Jul - 15 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, (1,002 reviews)
  • cleanliness
    Seasonal outdoor pool with sun loungers and umbrellas offers serene bay views at this Maine retreat.
The price is Rp4.551.041
Rp5.208.675 total
includes taxes & fees
15 Jul - 16 Jul
Ocean Gate Inn
Indoor pool

SpringHill Suites by Marriott Freeport Brunswick

SpringHill Suites by Marriott Freeport Brunswick
2.0 star property
Freeport
8.8 out of 10, Excellent, (267 reviews)
  • cleanliness
    Plunge into relaxation at the indoor pool, where comfort meets convenience in this modern Freeport hotel near shopping gems.
The price is Rp2.821.102
Rp3.075.001 total
includes taxes & fees
1 Jul - 2 Jul
SpringHill Suites by Marriott Freeport Brunswick
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.
View all properties

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
"Rooms where clean staffwhere helpful in area locacations in what I needed. Breakfast was continental no hot food"
Curtis 3-night trip
Posted less than an hour 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.