Find Hotels with a Pool in Bailey Island, ME

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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 ￥9,816
￥10,699 total
includes taxes & fees
Dec 20 - Dec 21
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, (1362)
"It was a great stay. Staff very friendly "
United States
Michelle
The price is ￥9,224
￥10,054 total
includes taxes & fees
Dec 21 - Dec 22
Spark by Hilton Portland Airport Maine Mall
Reception
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, (1651)
"Staff was friendly and hotel was clean."
United States
Dianna
The price is ￥10,379
￥11,313 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Tru by Hilton Portland Airport Area
Property amenity
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, (1000)
"Great place to stay "
United States
Mario
The price is ￥11,763
￥12,822 total
includes taxes & fees
Dec 14 - Dec 15
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, (1001)
"Clean, friendly staff, prompt shuttle service, good breakfasts"
United States
Brandy Morris
The price is ￥12,309
￥13,618 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Residence Inn Portland Downtown/Waterfront
Interior detail
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, (873)
"Great stay "
United States
Sofia
The price is ￥16,975
￥18,503 total
includes taxes & fees
Dec 21 - Dec 22
The Harraseeket Inn & Event House Freeport Downtown
Exterior
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 ￥18,534
￥20,202 total
includes taxes & fees
Dec 28 - Dec 29
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, (1310)
"Staff were very attentive, breakfast had good choices. Great stay."
United States
Liliana
The price is ￥11,545
￥12,584 total
includes taxes & fees
Dec 28 - Dec 29
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, (1007)
"Great staff and a surprisingly great free breakfast."
United States
Paul
The price is ￥15,456
￥17,101 total
includes taxes & fees
Jan 4 - Jan 5, 2026
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, (1132)
"Room was spotless and the staff was extremely friendly and knowledgeable! Would definitely stay here again!"
United States
Lori ann
The price is ￥14,927
￥16,516 total
includes taxes & fees
Jan 5 - Jan 6, 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.
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Top Bailey Island Hotel Reviews

Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

10/10 Excellent
"Perfect location, great hospitality. "
Sebastian 2-night trip
Posted 2 days ago
Portland Regency Hotel & Spa

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Frequently asked questions

What are some accommodations with pools in Bailey Island?
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach: Hotel located near Maine Mall. Offers free self parking, a pool, and complimentary wireless internet access. Tru by Hilton Portland Airport Area: Features a sauna, a pool, and complimentary bicycles. Portland Harbor Hotel: Hotel, 1-minute walk from Maine Mall. Offers a snack bar/deli, an indoor pool, and free self parking. Portland Regency Hotel & Spa: Hotel located near Maine Mall. Provides a snack bar/deli, an indoor pool, and buffet. Clarion Hotel Portland Airport ME: 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.