The Best Hotels with a Pool in Chebeague Island, ME from SAR 409 in 2026

Q: What are some accommodations with pools in Chebeague 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.

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Our top choices for Chebeague Island hotels with a pool

Spark by Hilton Portland Airport Maine Mall

South Portland

Slip into aquatic bliss with indoor and outdoor pools at this traveler-favorite hotel near Maine Mall and Portland Airport.

Dorota

SAR 327 total

includes taxes & fees

28 May - 29 May

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.

Peter

SAR 287 total

includes taxes & fees

27 May - 28 May

Best Western Plus Brunswick Bath

Brunswick

Splash into aquatic bliss at this serene hotel with a year-round indoor pool experience.

Ryan

SAR 409 total

includes taxes & fees

28 May - 29 May

Captain's House 1BR Suite. Walk to everything.

Bath

Oceanside getaway with a shared community pool, private garden, and playground access just steps away from the beach.

Leslie F.

SAR 450 total

includes taxes & fees

25 May - 26 May

Grand Beach Inn

Old Orchard Beach

Dive into poolside paradise where warm waters meet coastal charm at this beachside haven.

Neil

SAR 462 total

includes taxes & fees

24 May - 25 May

Hampton Inn Bath (Brunswick Area)

Bath

Splash into year-round aquatic bliss at this welcoming hotel with a refreshing indoor pool and scenic waterfront location.

Kim

SAR 651 total

includes taxes & fees

27 May - 28 May

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.

Erin

SAR 499 total

includes taxes & fees

26 May - 27 May

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

Portland

Splash into summer at this Maine hotel's outdoor pool, surrounded by comfort and cleanliness.

Jason

SAR 370 total

includes taxes & fees

25 May - 26 May

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Choose what matters most at hotels with a pool in Chebeague Island

Breakfast included

4 stars

Top Chebeague Island Hotel Reviews

Spark by Hilton Portland Airport Maine Mall

8/10 Good

"Great place to stay. Clean and close to amenities."

Clarion Hotel Portland Airport ME

8/10 Good

"Stayed one night, traveling thru. The room was clean , the beds were comfortable. Only complaint was the restaurant for breakfast we went down at 7 and there was not anyone there. We sat down and waited for like ten minutes and left. Went elsewhere. Hotel was hard to find but it was dark when we got there."

Portland Regency Hotel & Spa

6/10 Okay

"We’ve stayed at this hotel 5 times now and have always enjoyed the historic charm and location. Check-in during this stay went smoothly, however we were disappointed when we arrived to find the toilet in our room was dirty. We also asked the front desk if the TVs allowed streaming services like Netflix or Prime Video, and the girl at the front responded rather rudely that “we are a historic hotel, so we do not offer smart TVs.” We completely understand preserving the character of a historic property, but the response came across dismissive for what was just a simple question. We were also told that because parts of the hotel are older, some areas may not look as clean compared to newer hotels. While we appreciate the history and character of the property, cleanliness and customer service should still meet expectations regardless of the building’s age. We’ve enjoyed staying here in the past, which makes this visit more disappointing, and we hope these issues are addressed moving forward."

DoubleTree by Hilton Hotel Portland

6/10 Okay

"I have had great experiences in Hiltons in the past but this specific location was definitely my least favorite. The room felt so dirty and made my allergies go crazy. The shower was not clean and felt insanely gross. We left a night early because we were so grossed out. The workers were nice and the location was convenient but thats about all of the good things I can say about this place."

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Frequently asked questions

What are some accommodations with pools in Chebeague 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 Chebeague Island?

Make a point to visit attractions like Portland Observatory and Bayside Bowl. Discover sights such as Wolfe's Neck Woods State Park, Bailey Island Bridge, and Casco Bay during your stay.

When is the best time to book a hotel with a pool in Chebeague Island?

Taking into account the local weather in Chebeague 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 Chebeague Island are January, March, February, and December, with each month seeing an average of 7 inches of snowfall.

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Our top choices for Chebeague Island hotels with a pool