The Best Hotels with a Pool in Chebeague Island, ME from NT$2,005 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.

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 Chebeague Island Hotels with a Pool

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Chebeague Island hotels with a pool

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.

NT$6,477 total

includes taxes & fees

Jun 7 - Jun 8

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.

NT$5,592 total

includes taxes & fees

Jun 7 - Jun 8

Best Western Plus Brunswick Bath

Brunswick

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

NT$3,454 total

includes taxes & fees

Jun 3 - Jun 4

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.

NT$4,592 total

includes taxes & fees

Jun 7 - Jun 8

Embassy Suites by Hilton Portland Maine

Portland

Splash into serenity at this indoor pool sanctuary with luxurious loungers and post-swim relaxation.

NT$6,227 total

includes taxes & fees

May 31 - Jun 1

Hampton Inn Freeport/Brunswick

Freeport

Dip into year-round pool fun at this hotel with a sparkling indoor swimming sanctuary.

NT$4,486 total

includes taxes & fees

Jun 14 - Jun 15

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.

NT$4,286 total

includes taxes & fees

Jun 8 - Jun 9

Indoor pool, open 6:00 AM to 10:00 PM, sun loungers

Hilton Garden Inn Portland Airport

Portland

Splash into relaxation with this airport hotel's aquatic haven, featuring both indoor pool and bubbling hot tub.

NT$5,566 total

includes taxes & fees

May 31 - Jun 1

View all properties

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

Breakfast included

4 stars

Top Chebeague Island Hotel Reviews

DoubleTree by Hilton Hotel Portland

8/10 Good

"It was fine. Older a little worn down but fine"

Portland Regency Hotel & Spa

10/10 Excellent

"The building is gorgeous and the staff was very helpful. The only is I was under the impression that all rooms were shower only but we got a very small tub and It felt claustrophobic also the toilet didn’t flush well. However it wouldn’t stop me from staying here again, I would just make sure I had a shower room."

Hyatt Place Portland Downtown - Old Port Square

10/10 Excellent

"Great location! Clean hotel with nice views of the area. Nice rooms wee had a king bed with a pull out sofa. It’s great if you have children. We didn’t have the breakfast but many others did… it smelled good … we opted out for lobster rolls and oysters!!"

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.

Explore a world of travel with Expedia

More ways to book

Book Hotels with a Pool in Chebeague Island on Expedia.com

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Chebeague Island Hotels with a Pool