The Best Hotels with a Pool in Chebeague Island, ME from AED 404 in 2026

Q: What are some accommodations with pools in Chebeague Island?

Portland Harbor Hotel : Hotel located near Thompson's Point. Features a sauna, a pool, and complimentary bicycles. Portland Regency Hotel & Spa : Hotel located near Thompson's Point. Features daily, a seasonal outdoor pool, and complimentary wireless internet access. Cambria Hotel Portland Downtown-Old Port : Hotel, 11-minute walk from Thompson's Point. Offers free self parking, a pool, and complimentary wireless internet access. HomeAwhile : Hotel located near Thompson's Point. Offers a snack bar/deli, an indoor pool, and buffet. Inn at St John Portland In-Town : Hotel located near Thompson's Point. Features an indoor pool, an outdoor pool, and daily.

Check availability on Chebeague Island Hotels with a Pool

Tonight

Tomorrow

Next weekend

In two weeks

Our top choices for Chebeague Island hotels with a pool

Sebasco Harbor Resort & Golf Club

Phippsburg

Seasonal seaside swims with serene shoreline views enhance your coastal getaway at this harbor resort.

AED 941 total

includes taxes & fees

25 May - 26 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.

AED 653 total

includes taxes & fees

8 Jun - 9 Jun

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

Bath

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

AED 460 total

includes taxes & fees

25 May - 26 May

Residence Inn Bath Brunswick Area

Bath

Dive into midnight swims at this indoor pool open until 11 PM, where the water stays warm no matter the weather outside.

AED 637 total

includes taxes & fees

24 May - 25 May

Best Western Plus Brunswick Bath

Brunswick

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

AED 404 total

includes taxes & fees

3 Jun - 4 Jun

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.

AED 439 total

includes taxes & fees

7 Jun - 8 Jun

Hilton Garden Inn Freeport Downtown

Freeport

Dive into a refreshing aquatic escape at this Freeport hotel with an inviting indoor pool.

AED 507 total

includes taxes & fees

26 May - 27 May

The Harraseeket Inn & Event House Freeport Downtown

Freeport

Serene indoor pool and cozy fireside relaxation offer year-round bliss at this Freeport retreat.

AED 556 total

includes taxes & fees

25 May - 26 May

View all properties

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

Breakfast included

4 stars

Top Chebeague Island Hotel Reviews

Hyatt Place Portland Downtown - Old Port Square

8/10 Good

"Ideal location in the thick of Old Port. Walking distance to most of Portland Old Port main attractions. Staff are fantastic. They were very friendly and professional start to finish. Rooms were clean and comfortable."

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

10/10 Excellent

"Great hotel for a Seadogs game. The parking is safe and very accessible to the hotel rooms. The breakfast is great. The ice machine on floors 2 and 3 were not working but floors 1 and 4 were. Clean room with microwave and plenty of towels. Plenty of luggage trolleys. You can check in and out online. We booked again we liked it so much."

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."

Explore a world of travel with Expedia

Explore a world of travel with Expedia

More Hotel Options in Chebeague Island

Business Hotels in Chebeague Island

Hotels near popular Chebeague Island Attractions

Explore more hotels

See a list of all hotels in Chebeague Island

Frequently asked questions

What are some accommodations with pools in Chebeague Island?

Portland Harbor Hotel: Hotel located near Thompson's Point. Features a sauna, a pool, and complimentary bicycles. Portland Regency Hotel & Spa: Hotel located near Thompson's Point. Features daily, a seasonal outdoor pool, and complimentary wireless internet access. Cambria Hotel Portland Downtown-Old Port: Hotel, 11-minute walk from Thompson's Point. Offers free self parking, a pool, and complimentary wireless internet access. HomeAwhile: Hotel located near Thompson's Point. Offers a snack bar/deli, an indoor pool, and buffet. Inn at St John Portland In-Town: Hotel located near Thompson's Point. Features an indoor pool, an outdoor pool, and daily.

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.

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Chebeague Island Hotels with a Pool