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

Find Hotels with a Pool in Bailey Island, ME

  • 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

Tonight
31 Aug - 1 Sep
Tomorrow
1 Sep - 2 Sep
This weekend
4 Sep - 6 Sep
Next weekend
11 Sep - 13 Sep

Our top choices for Bailey Island hotels with a pool

Indoor pool
Exterior
Suite, 2 Queen Beds | In-room safe, desk, blackout drapes, iron/ironing board
Exterior

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.
SAR 469
SAR 512 total
includes taxes & fees
7 Sep - 8 Sep
Holiday Inn Express Hotel & Suites Freeport by IHG
Indoor pool
Terrace/patio
Lobby
Reception

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.
SAR 517
SAR 563 total
includes taxes & fees
13 Sep - 14 Sep
Hampton Inn Freeport/Brunswick
Indoor pool
Free toiletries, hair dryer, bathrobes, towels
Exterior
LL Bean House | Living area | 32-inch LCD TV with satellite channels, TV

3. The Harraseeket Inn & Event House Freeport Downtown

The Harraseeket Inn & Event House Freeport Downtown
Freeport
  • Serene indoor pool and cozy fireside relaxation offer year-round bliss at this Freeport retreat.
SAR 635
SAR 692 total
includes taxes & fees
1 Sep - 2 Sep
The Harraseeket Inn & Event House Freeport Downtown
Lobby
Lobby
Blackout drapes, iron/ironing board, WiFi (free), bed sheets
Blackout drapes, iron/ironing board, WiFi (free), bed sheets

4. Best Western Freeport Inn

Best Western Freeport Inn
Freeport
  • Sun-soaked summer splashing awaits at this peaceful inn with a seasonal outdoor pool.
SAR 408
SAR 444 total
includes taxes & fees
8 Sep - 9 Sep
Best Western Freeport Inn
Indoor pool
Lobby lounge
Lobby lounge
Desk, laptop workspace, blackout drapes, iron/ironing board

5. 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.
SAR 517
SAR 563 total
includes taxes & fees
1 Sep - 2 Sep
SpringHill Suites by Marriott Freeport Brunswick
Indoor pool
Terrace/patio
Exterior
Point of interest

6. 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.
SAR 582
SAR 634 total
includes taxes & fees
13 Sep - 14 Sep
Hilton Garden Inn Freeport Downtown
View from property
Fairwinds Spa Accessible | Premium bedding, laptop workspace, iron/ironing board, WiFi (free)
Fairwinds Spa Accessible | Premium bedding, laptop workspace, iron/ironing board, WiFi (free)
Fairwinds Spa Suite | View from room

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 harbor resort.
SAR 788
SAR 962 total
includes taxes & fees
1 Oct - 2 Oct
Sebasco Harbor Resort & Golf Club
Indoor pool
Studio, Multiple Beds | Premium bedding, desk, laptop workspace, blackout drapes
Premium bedding, desk, laptop workspace, blackout drapes
Free daily buffet breakfast

8. 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.
SAR 491
SAR 536 total
includes taxes & fees
10 Sep - 11 Sep
Fairfield Inn & Suites by Marriott Brunswick Freeport
Indoor pool
Suite, 1 Queen Bed, Non Smoking, Jetted Tub | Desk, laptop workspace, blackout drapes, iron/ironing board
Property amenity
Lobby

9. 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.
SAR 537
SAR 586 total
includes taxes & fees
6 Sep - 7 Sep
Best Western Plus Brunswick Bath
Indoor pool, outdoor pool
Desk, laptop workspace, iron/ironing board, cribs (free)
Free daily continental breakfast
Lobby

10. Clarion Pointe South Portland

Clarion Pointe South Portland
Thorton Heights
  • Dive into year-round aquatic bliss with heated indoor and outdoor pools, just steps from Maine Mall for shopping adventures.
SAR 255
SAR 278 total
includes taxes & fees
29 Sep - 30 Sep
Clarion Pointe South 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

Clarion Pointe South Portland

Clarion Pointe South Portland

10/10 Excellent
"Our stay at this hotel was great, check in was fast. clean, quiet, room. The king bed was very comfortable, the hot complementary breakfast was very good. Nice indoor pool. Plenty of parking available. We would stay here again on our next trip."
Delfo 1-night trip
Posted 1 hour ago
Clarion Pointe South Portland
Best Western Merry Manor Inn

Best Western Merry Manor Inn

10/10 Excellent
"N/a"
Kristina 2-night trip
Posted 1 hour ago
Best Western Merry Manor Inn
Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine

10/10 Excellent
"Room is clean and spacious. Staff were amazing, really attentive."
Tiara 2-night trip
Posted 3 hours ago
Embassy Suites by Hilton Portland Maine
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

10/10 Excellent
"The room was clean, except for one hand towel which had a stain on it. The staff was EXCELLENT. Beach view n/a and breakfast n/a"
Tom 2-night trip
Posted 5 hours ago
Portland Regency Hotel & Spa
Spark by Hilton Portland Airport Maine Mall

Spark by Hilton Portland Airport Maine Mall

8/10 Good
"I liked the breakfast"
Margaret 1-night trip
Posted 5 hours ago
Spark by Hilton Portland Airport Maine Mall

Frequently asked questions

What are some accommodations with pools in Bailey Island?
Clarion Pointe South Portland: Hotel located near Maine Mall. Features an indoor pool, an outdoor pool, and daily. Clarion Hotel Portland Airport ME: Hotel, 11-minute walk from Thompson's Point. Offers free self parking, a pool, and complimentary wireless internet access. Quality Inn & Suites South Portland: Hotel located near Thompson's Point. Features a seasonal outdoor pool, an indoor pool, and a sauna. Fireside Inn & Suites Portland: Hotel, 6-minute walk from Maine Mall. Offers daily, an indoor pool, and free self parking. Comfort Inn South Portland Airport: Hotel located near Thompson's Point. Features a sauna, a pool, and complimentary bicycles.
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.