Find Hotels with a Pool in Bailey Island, ME

Start date: Check-in selected.
To Date
End date: Check-out

  • 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 a Pool

Our top choices for Bailey Island hotels with a pool

Indoor pool, outdoor pool
Germaine Inn South Portland

Germaine Inn South Portland

Germaine Inn South Portland
2.0 star property
Thorton Heights
7.6 out of 10, Good, (403)
"Amazing price, clean comfortable room, heated pool, free breakfast. "
United States
Sue
The price is ₩98,415
₩107,272 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Germaine Inn South Portland
Indoor pool, outdoor pool
Spark by Hilton Portland Airport Maine Mall

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, (1367)
"Clean hotel with friendly staff."
Canada
Mike
The price is ₩88,113
₩96,043 total
includes taxes & fees
Dec 22 - Dec 23
Spark by Hilton Portland Airport Maine Mall
Snack bar
Tru by Hilton Portland Airport Area

Tru by Hilton Portland Airport Area

Tru by Hilton Portland Airport Area
2.5 star property
South Portland
8.8 out of 10, Excellent, (1659)
"Staff was friendly and hotel was clean."
United States
Dianna
The price is ₩98,026
₩106,848 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Tru by Hilton Portland Airport Area
Indoor pool
Long Creek Hotel by IHG

Long Creek Hotel by IHG

Long Creek Hotel by IHG
2.5 star property
South Portland
7.4 out of 10, Good, (1001)
"Great place to stay "
United States
Mario
The price is ₩111,789
₩121,850 total
includes taxes & fees
Dec 18 - Dec 19
Long Creek Hotel by IHG
Indoor pool
Residence Inn Portland Downtown/Waterfront

Residence Inn Portland Downtown/Waterfront

Residence Inn Portland Downtown/Waterfront
3.0 star property
East Bayside
8.8 out of 10, Excellent, (1003)
"Clean, friendly staff, prompt shuttle service, good breakfasts"
United States
Brandy Morris
The price is ₩116,739
₩129,160 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Residence Inn Portland Downtown/Waterfront
Indoor pool
The Harraseeket Inn & Event House Freeport Downtown

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, (875)
"Great stay "
United States
Sofia
The price is ₩159,999
₩174,405 total
includes taxes & fees
Jan 1 - Jan 2, 2026
The Harraseeket Inn & Event House Freeport Downtown
Lobby
Hampton Inn Bath (Brunswick Area)

Hampton Inn Bath (Brunswick Area)

Hampton Inn Bath (Brunswick Area)
3.0 star property
Bath
9.4 out of 10, Exceptional, (729)
"Great room check in was awesome! People were great wil be back for sure "
United States
Jeremy
The price is ₩175,051
₩190,806 total
includes taxes & fees
Dec 22 - Dec 23
Hampton Inn Bath (Brunswick Area)
Outdoor pool
DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland
4.0 star property
South Portland
8.0 out of 10, Very Good, (1313)
"Clean and comfortable room, nice staff"
United States
Angie
The price is ₩109,040
₩118,853 total
includes taxes & fees
Dec 22 - Dec 23
DoubleTree by Hilton Hotel Portland
Indoor pool
Hilton Garden Inn Portland Downtown Waterfront

Hilton Garden Inn Portland Downtown Waterfront

Hilton Garden Inn Portland Downtown Waterfront
3.0 star property
Downtown Portland
9.2 out of 10, Wonderful, (1008)
"Great staff and a surprisingly great free breakfast."
United States
Paul
The price is ₩139,806
₩154,682 total
includes taxes & fees
Dec 25 - Dec 26
Hilton Garden Inn Portland Downtown Waterfront
Indoor pool, sun loungers
Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine
3.5 star property
Portland
9.4 out of 10, Exceptional, (1134)
"Room was spotless and the staff was extremely friendly and knowledgeable! Would definitely stay here again!"
United States
Lori ann
The price is ₩137,456
₩152,081 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Embassy Suites by Hilton Portland Maine
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

Top Bailey Island Hotel Reviews

Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

10/10 Excellent
"Every thing was perfect, service, accomodations, and friendly staff!!!"
Michael 1-night trip
Posted 3 days ago
Holiday Inn Portland-By the Bay by IHG

Frequently asked questions

What are some accommodations with pools in Bailey Island?
Tru by Hilton Portland Airport Area: Hotel located near Maine Mall. Offers free self parking, a pool, and complimentary wireless internet access. Portland Harbor Hotel: Features a sauna, a pool, and complimentary bicycles. Portland Regency Hotel & Spa: Hotel, 1-minute walk from Maine Mall. Offers a snack bar/deli, an indoor pool, and free self parking. Clarion Hotel Portland Airport ME: Hotel located near Maine Mall. Provides a snack bar/deli, an indoor pool, and buffet. Holiday Inn Portland-By the Bay by IHG: Hotel located near Maine Mall. Features daily, 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.