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

Search Hotels with Swimming Pool in Bailey Island

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Check availability on Bailey Island Hotels with Swimming Pool

Tonight
9 Sept - 10 Sept
Tomorrow
10 Sept - 11 Sept
This weekend
11 Sept - 13 Sept
Next weekend
18 Sept - 20 Sept

Our top choices for Bailey Island hotels with a pool

An indoor swimming pool with a clear water surface, surrounded by beige tiled walls and a blue accent wall.
A modern dining area with round tables and chairs, a coffee station, and a view of the city.
A reception area with a modern design, featuring a seating area with yellow chairs, a reception desk, and a large wall mural.

1. 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.
₹14,319
₹15,607 total
includes taxes & fees
27 Sept - 28 Sept
Holiday Inn Express Hotel & Suites Freeport by IHG
A swimming pool with clear blue water, surrounded by large windows offering views of trees and a clear sky.
A hotel lobby with a seating area, a snack bar, and a refrigerator.
A hotel room with two beds, a desk with a television displaying 'Hampton by Hilton', and a window with curtains.
An outdoor patio with a row of tables and chairs, a green umbrella, and a wooden fence.

2. Hampton Inn Freeport/Brunswick

Hampton Inn Freeport/Brunswick
Freeport
  • Dip into year-round pool fun at this hotel with a sparkling indoor swimming sanctuary.
₹13,180
₹14,366 total
includes taxes & fees
20 Sept - 21 Sept
Hampton Inn Freeport/Brunswick
A modern living room with dark blue walls, large windows, and a view of a landscaped garden.
A modern living room with a grey sofa, a coffee table, and a decorative plant.
A bathroom with a shower, a sink with a mirror, and a towel rack.
A hotel room with two beds, a desk, and a view of the outdoors.

3. Best Western Freeport Inn

Best Western Freeport Inn
Freeport
  • Sun-soaked summer splashing awaits at this peaceful inn with a seasonal outdoor pool.
₹10,336
₹11,266 total
includes taxes & fees
13 Sept - 14 Sept
Best Western Freeport Inn
An indoor swimming pool with clear signage, including pool user capacity and no diving rules.
A hotel room with a sofa, a bed, a wall-mounted artwork, and a lamp.
An outdoor patio with a fire pit, seating area, and chairs.

4. 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.
₹14,323
₹15,612 total
includes taxes & fees
21 Sept - 22 Sept
SpringHill Suites by Marriott Freeport Brunswick
A waterfront swimming pool with lounge chairs and umbrellas, surrounded by a rocky shoreline and a forested hill in the background.
A multi-story building with a green roof, situated by a body of water.
A balcony with a view of a lake, surrounded by trees and a blue tent.
A balcony with two chairs and a small table, overlooking a body of water and surrounded by trees.

5. 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.
₹19,913
₹24,289 total
includes taxes & fees
1 Oct - 2 Oct
Sebasco Harbor Resort & Golf Club
A swimming pool with a lifeguard chair, a blue chair, and a pool ladder.
A modern hotel room with a sofa, ottomans, a refrigerator stocked with snacks, and a view of the street.
A modern bathroom with a red bathtub, a fireplace, and a flat-screen TV mounted on the wall.

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.
₹14,147
₹15,421 total
includes taxes & fees
1 Oct - 2 Oct
Best Western Plus Brunswick Bath
An indoor swimming pool with lounge chairs and a view of the outdoors.
A cozy living room with a wooden bench, a fireplace, and a large map on the wall.
A dining area with a fireplace, a green sofa, and a table set with food and flowers.
A two-story building with a large glass conservatory and yellow umbrellas in the garden area.

7. 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.
₹19,818
₹21,602 total
includes taxes & fees
13 Sept - 14 Sept
The Harraseeket Inn & Event House Freeport Downtown
An indoor swimming pool with clear glass walls, blue cushioned chairs, and a tiled floor.
A building with a sign reading "L.L.Bean" and a rock waterfall feature in front.
A Hilton Garden Inn with a well-lit entrance, a signboard, and a parking area.

8. 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.
₹16,488
₹17,972 total
includes taxes & fees
13 Sept - 14 Sept
Hilton Garden Inn Freeport Downtown
A swimming pool with lounge chairs and tables, surrounded by walls with wooden panels and windows.
A building with a sign for 'L.L. Bean Hunting & Fishing' and 'Summer Across Maine'.
A modern kitchen with a wooden counter, two large pots, a coffee machine, and a fruit display.
A hotel room with a bed, a desk, a chair, a TV, and a large window with curtains.

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.
₹13,662
₹14,892 total
includes taxes & fees
20 Sept - 21 Sept
Fairfield Inn & Suites by Marriott Brunswick Freeport
An indoor swimming pool with clear lane markings, a seating area with chairs, and potted plants.
A bar area with wooden bar stools, a television, and a liquor display. There are red chairs and a small table with a glass top.
A spacious lobby with a sofa, chairs, a coffee table, and a TV.
A lobby with a reception desk, a clock, a plant, and a round table.

10. Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME
Portland
  • Experience serene aquatic bliss with a rejuvenating indoor pool and hot tub combination that promises relaxation year-round.
₹10,893
₹12,052 total
includes taxes & fees
22 Sept - 23 Sept
Clarion Hotel Portland Airport ME
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

Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

10/10 Excellent
"Cool views on both sides"
Bryan 1-night trip
Posted 1 hour ago
Holiday Inn Portland-By the Bay by IHG
Spark by Hilton Portland Airport Maine Mall

Spark by Hilton Portland Airport Maine Mall

10/10 Excellent
"Good value for price. It’s a little dated, but it is clean, comfortable and quiet."
Marilyn 1-night trip
Posted 1 hour ago
Spark by Hilton Portland Airport Maine Mall
Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

8/10 Good
"Called ahead to confirm reservation and the girl on the phone could not verify. After a lot of checking, she finally found us - not too customer service oriented and spoke poor English. Hotel itself was good and charged what was expected."
Rick 1-night trip
Posted 8 hours ago
Clarion Hotel Portland Airport ME
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

10/10 Excellent
"Favorite Portland Spot!"
Tegan 1-night trip
Posted 11 hours ago
Portland Regency Hotel & Spa
Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine

10/10 Excellent
"It’s very nice. It had a lot of room and dual temp controls on both the bedroom and the living area. The bed was very comfortable. Apparently the rooms are well. Insulated as we heard no one around us. The staff upfront was very helpful. We received two complementary drinks and snacks as a welcome. Overall was a great stay. Please be advised if you are planning to stay here that they will hit you with a $13 per day parking fee."
Kenneth 1-night trip
Posted 1 day ago
Embassy Suites by Hilton Portland Maine
DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

10/10 Excellent
"The hotel is conveniently located outside the bustling area of downtown but easily accessed by car or better by uber. it is located a short walk from a kinf sh%opping center. Just by the interstate highway. easyh and abundant parking lot. breakfast available either a buffet ior a la carte. Generous buffet and various options by individual order. reasonable priced"
andy 2-night trip
Posted 2 days ago
DoubleTree by Hilton Hotel Portland
Fireside Inn & Suites Portland

Fireside Inn & Suites Portland

8/10 Good
"Our stay was good - nice amenities and staff was helpful. Property was a little dated and we weren't able to open the windows so air quality wasn't the best plus the beds weren't that comfortable and laundry detergent was really strong on the sheets. Overall everything was clean, hotel has a nice gift shop, and they provided a continental breakfast with lots of food options, coffee, etc."
Wendy 1-night trip
Posted 2 days ago
Fireside Inn & Suites Portland

Frequently asked questions

What are some accommodation options with pools in Bailey Island?
Quality Inn & Suites South Portland: Hotel located near Maine Mall. Provides an indoor pool, an outdoor pool and daily. Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel: Hotel, 11-minute walk from Thompson's Point. Features 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. Clarion Hotel Portland Airport ME: Hotel located near Thompson's Point. Offers daily, a seasonal outdoor pool and complimentary wireless Internet access. Fireside Inn & Suites Portland: Hotel located near Thompson's Point. Features a snack bar/deli, an indoor pool and buffet.
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.

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