The Best Hotels with a Pool in Chebeague Island, ME from SAR 390 in 2026

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

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

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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.

Michelle

SAR 961 total

includes taxes & fees

26 May - 27 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 613 total

includes taxes & fees

21 May - 22 May

Captain's House 1BR Suite. Enjoy spring sunshine on the porch!

Bath

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

Leslie F.

SAR 560 total

includes taxes & fees

11 May - 12 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.

Christine

SAR 553 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.

Shana

SAR 390 total

includes taxes & fees

21 May - 22 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 466 total

includes taxes & fees

28 May - 29 May

Hilton Garden Inn Freeport Downtown

Freeport

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

Heather

SAR 504 total

includes taxes & fees

17 May - 18 May

The Harraseeket Inn & Event House Freeport Downtown

Freeport

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

Linda

SAR 568 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

Portland Regency Hotel & Spa

10/10 Excellent

"Sauna wa great and jacuzzi was good but a bit tiny for a hotel. Steam room was out of order. Experience was great"

Holiday Inn Portland-By the Bay by IHG

6/10 Okay

"Stayed two nights and would have expected housekeeping to come in once to pick up used towels and drop off clean ones...didn't happen. Expected housekeeping to at least empty the two small trash baskets...didn't happen. Was totally surprised at the charge levied for paying guests to park their vehicle...never made aware of it by Expedia or the front desk at check-in. Also, our vehicle was a GMC Sierra truck which had maybe 3 inches of clearance to the roof of the truck! Very SCARY!!!"

Hyatt Place Portland Downtown - Old Port Square

8/10 Good

"Currently doing renovations so main lobby closed and used small entrance. Booked room with balcony but unfortunately it rained during the day before we got there and the chair pillows were left out to get soaked. Finally dried out by morning but made the balcony less appealing. Nice room, big bed and great TV. No parking (and valet parking is $45/night which seems excessive). No room service but plenty of great restaurants 4 minutes away on foot. Highly recommend "Elizabeth" around the corner on Wharf Street."

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Frequently asked questions

What are some accommodations with pools in Chebeague Island?

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

What is there to see and do in Chebeague Island?

Make a point to visit attractions like Portland Observatory and Maine Narrow Gauge Railroad. 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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