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

Bailey Island Hotel with Pool

  • 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 Hotel with Pool

Tonight
14 Aug - 15 Aug
Tomorrow
15 Aug - 16 Aug
This weekend
14 Aug - 16 Aug
Next weekend
21 Aug - 23 Aug

Our top choices for Bailey Island hotels with a pool

1. Hampton Inn Freeport/Brunswick

Hampton Inn Freeport/Brunswick
Freeport
  • Dip into year-round pool fun at this hotel with a sparkling indoor swimming sanctuary.
HK$1,013
HK$1,105 total
includes taxes & fees
25 Aug - 26 Aug
Hampton Inn Freeport/Brunswick

2. 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.
HK$1,099
HK$1,197 total
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn Express Hotel & Suites Freeport by IHG

3. Best Western Freeport Inn

Best Western Freeport Inn
Freeport
  • Sun-soaked summer splashing awaits at this peaceful inn with a seasonal outdoor pool.
HK$831
HK$906 total
includes taxes & fees
25 Aug - 26 Aug
Best Western Freeport Inn

4. 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.
HK$1,216
HK$1,326 total
includes taxes & fees
13 Sept - 14 Sept
Hilton Garden Inn Freeport Downtown

5. 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.
HK$1,640
HK$1,788 total
includes taxes & fees
1 Sept - 2 Sept
The Harraseeket Inn & Event House Freeport Downtown

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.
HK$1,123
HK$1,224 total
includes taxes & fees
20 Aug - 21 Aug
Best Western Plus Brunswick Bath

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.
HK$1,735
HK$2,105 total
includes taxes & fees
1 Sept - 2 Sept
Sebasco Harbor Resort & Golf Club

8. 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.
HK$1,185
HK$1,292 total
includes taxes & fees
30 Aug - 31 Aug
SpringHill Suites by Marriott Freeport Brunswick

9. 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.
HK$1,094
HK$1,192 total
includes taxes & fees
30 Aug - 31 Aug
Fairfield Inn & Suites by Marriott Brunswick Freeport

10. Fireside Inn & Suites Portland

Fireside Inn & Suites Portland
Nasons Corner
  • Dive into sparkling relaxation at this hotel with both indoor and seasonal outdoor pools.
HK$840
HK$929 total
includes taxes & fees
8 Sept - 9 Sept
Fireside Inn & Suites Portland
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

Fireside Inn & Suites Portland

Fireside Inn & Suites Portland

10/10 Excellent
"The Fireside Inn was an enjoyable stay for my family. We loved the heated outdoor pool. Parking was very convenient. The location was central to many areas. Staff were friendly and helpful. We would stay here again."
Eileen 3-night trip
Posted 1 hour ago
Fireside Inn & Suites Portland
Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine

10/10 Excellent
"Very convenient location."
myrna 1-night trip
Posted 2 hours ago
Embassy Suites by Hilton Portland Maine
Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

10/10 Excellent
"Lovely place"
Jonathan 1-night trip
Posted 4 hours ago
Holiday Inn Portland-By the Bay by IHG
Best Western Merry Manor Inn

Best Western Merry Manor Inn

8/10 Good
"Hot tub was warm and shower was leaking, but I’d stay there again."
Eleonora 3-night trip
Posted 5 hours ago
Best Western Merry Manor Inn
Clarion Pointe South Portland

Clarion Pointe South Portland

10/10 Excellent
"This hotel was wonderful for the price and how close it is to old orchard beach and portland! Pool was nice! Room had great ac and smart TV. Would stay again for sure!"
Shane 3-night trip
Posted 6 hours ago
Clarion Pointe South Portland
Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

10/10 Excellent
"Clean property. Ac worked great!"
Willie 2-night trip
Posted 11 hours ago
Clarion Hotel Portland Airport ME
DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

10/10 Excellent
"Professionalism"
Sandeep 1-night trip
Posted 3 days ago
DoubleTree by Hilton Hotel 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. Quality Inn & Suites South Portland: Hotel, 11-minute walk from Thompson's Point. Provides free self parking, a pool and complimentary wireless Internet access. Clarion Hotel Portland Airport ME: Hotel located near Thompson's Point. Offers a seasonal outdoor pool, an indoor pool and a sauna. Portland Regency Hotel & Spa: Hotel, 6-minute walk from Maine Mall. Features daily, an indoor pool and free self parking. Fireside Inn & Suites Portland: Hotel, 5-minute walk from State Theatre. 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.

Explore a world of travel with Expedia