Hotels with Swimming Pools in Bailey Island

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Check availability on Bailey Island Hotels with Swimming Pools

Our top choices for Bailey Island hotels with a pool

Aerial view

Newagen Seaside Inn

Newagen Seaside Inn
3.5 star property
Southport
9.4 out of 10, Exceptional, (341 reviews)
  • cleanliness
    Discover seaside tranquility at this coastal retreat with a refreshing outdoor pool and tennis courts for active summer days.
"Beautiful property, pool is great, rooms are clean, front desk service is always friendly and welcoming and the food at the Pub is worth the trip from MA just for the food , recommended to family and looking forward to our next stay"
United States
Zachary
The price is S$204
includes taxes & fees
27 May - 28 May
Newagen Seaside Inn
Indoor pool, outdoor pool

Clarion Pointe South Portland

Clarion Pointe South Portland
2.0 star property
Thorton Heights
7.6 out of 10, Good, (437 reviews)
  • cleanliness
    Dive into year-round aquatic bliss with heated indoor and outdoor pools, just steps from Maine Mall for shopping adventures.
"Pool was very well kept and heated."
United States
Peter
The price is S$98
includes taxes & fees
31 May - 1 Jun
Clarion Pointe South Portland
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, (1,501 reviews)
  • cleanliness
    Slip into aquatic bliss with indoor and outdoor pools at this traveler-favorite hotel near Maine Mall and Portland Airport.
"pool was great for the kids — great location"
United States
Dorota
The price is S$111
includes taxes & fees
26 May - 27 May
Spark by Hilton Portland Airport Maine Mall
Indoor pool

Hampton Inn Freeport/Brunswick

Hampton Inn Freeport/Brunswick
2.5 star property
Freeport
9.0 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Dip into year-round pool fun at this hotel with a sparkling indoor swimming sanctuary.
"Convenient to the grocery store,nice pool, good continental breakfast"
United States
Emily
The price is S$163
includes taxes & fees
7 Jun - 8 Jun
Hampton Inn Freeport/Brunswick
Indoor pool

Best Western Plus Brunswick Bath

Best Western Plus Brunswick Bath
2.5 star property
Brunswick
8.2 out of 10, Very good, (1,005 reviews)
  • cleanliness
    Splash into aquatic bliss at this serene hotel with a year-round indoor pool experience.
"Easy check in, very friendly staff and great pool for family"
United States
Ryan
The price is S$132
includes taxes & fees
26 May - 27 May
Best Western Plus Brunswick Bath
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 pool was a decent size and very clean and quiet perfect for a soft and tranquil weekend away!"
United States
Amanda
The price is S$209
includes taxes & fees
10 Jun - 11 Jun
Flagship Inn and Suites
Indoor pool

Residence Inn Bath Brunswick Area

Residence Inn Bath Brunswick Area
3.0 star property
Bath
9.6 out of 10, Exceptional, (400 reviews)
  • cleanliness
    Dive into midnight swims at this indoor pool open until 11 PM, where the water stays warm no matter the weather outside.
"Breakfast and the pool were awesome!!"
United States
Christine
The price is S$222
includes taxes & fees
25 May - 26 May
Residence Inn Bath Brunswick Area
Restaurant

Bluebird Ocean Point Inn

Bluebird Ocean Point Inn
3.0 star property
Ocean Point
8.8 out of 10, Excellent, (556 reviews)
  • cleanliness
    Seasonal oceanfront pool with coastal views and black sand beach access creates a perfect Maine summer escape.
"We got to our room just a little before sunset. The view is spectacular. The Inn is located on the beach in a quiet neighborhood. The people are all friendly here. The restaurant on the property serves delicious food."
United States
Ranee
The price is S$264
includes taxes & fees
29 May - 30 May
Bluebird Ocean Point 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, (931 reviews)
  • cleanliness
    Serene indoor pool and cosy fireside relaxation offer year-round bliss at this Freeport retreat.
"pool, restaurant, gift shop, fire pit, and a wonderful continental breakfast."
United States
Linda
The price is S$208
includes taxes & fees
24 May - 25 May
The Harraseeket Inn & Event House Freeport Downtown
Lunch served

Linekin Bay Resort

Linekin Bay Resort
3.0 star property
Boothbay Harbor
9.2 out of 10, Wonderful, (203 reviews)
  • cleanliness
    Seasonal poolside paradise with waterfront views and tennis courts awaits.
"Nice pool."
United Kingdom
P
The price is S$269
includes taxes & fees
2 Jun - 3 Jun
Linekin Bay Resort
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
"FYI: The breakfast room is upstairs. It's a beautiful and large room with tiny food options. Also there was a sign: If you can't find food options, buy them from us... um, we did. It's called breakfast included. The numbering of the rooms seriously needs to redone, so confusing. The hot water was hard to control. My shower kept scalding me. Not all of the doors to parking were accessible for reentry with a key."
Kevin 1-night trip
Posted 4 hours ago
Spark by Hilton Portland Airport Maine Mall

Frequently asked questions

What are some accommodation options with pools in Bailey Island?
Portland Harbor Hotel: Hotel located near Thompson's Point. Offers a sauna, a pool and complimentary bicycles. Portland Regency Hotel & Spa: Hotel located near Thompson's Point. Provides daily, a seasonal outdoor pool and complimentary wireless Internet access. Cambria Hotel Portland Downtown-Old Port: Hotel located near Thompson's Point. Offers a snack bar/deli, an indoor pool and buffet. HomeAwhile: Hotel, 11-minute walk from Thompson's Point. Offers free self parking, a pool and complimentary wireless Internet access. Holiday Inn Portland-By the Bay by IHG: Hotel, 1-minute walk from Maine Mall. Offers a snack bar/deli, an outdoor pool and free self parking.
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.

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