Find Hotels with a Pool in Chebeague Island, ME

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Check availability on Chebeague Island Hotels with a Pool

Our top choices for Chebeague Island hotels with a pool

Reception
Tru by Hilton Portland Airport Area

Tru by Hilton Portland Airport Area

Tru by Hilton Portland Airport Area
2.5 star property
South Portland
8.8 out of 10, Excellent, (1648)
"Staff was friendly and hotel was clean."
United States
Dianna
The price is ￥10,396
￥11,332 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Tru by Hilton Portland Airport Area
Indoor pool
Hilton Garden Inn Portland Downtown Waterfront

Hilton Garden Inn Portland Downtown Waterfront

Hilton Garden Inn Portland Downtown Waterfront
3.0 star property
Downtown Portland
9.2 out of 10, Wonderful, (1005)
"Beautiful hotel"
United States
Lauren
The price is ￥16,669
￥18,443 total
includes taxes & fees
Dec 21 - Dec 22
Hilton Garden Inn Portland Downtown Waterfront
Indoor pool, outdoor pool
Germaine Inn South Portland

Germaine Inn South Portland

Germaine Inn South Portland
2.0 star property
Thorton Heights
7.6 out of 10, Good, (403)
"Amazing price, clean comfortable room, heated pool, free breakfast. "
United States
Sue
The price is ￥9,796
￥10,678 total
includes taxes & fees
Dec 20 - Dec 21
Germaine Inn South Portland
Indoor pool
DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland
4.0 star property
South Portland
8.0 out of 10, Very Good, (1305)
"Staff were very attentive, breakfast had good choices. Great stay."
United States
Liliana
The price is ￥11,545
￥12,584 total
includes taxes & fees
Dec 23 - Dec 24
DoubleTree by Hilton Hotel Portland
Indoor pool, open 6:00 AM to 11:00 PM, pool umbrellas, sun loungers
Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG
4.0 star property
Downtown Portland
8.8 out of 10, Excellent, (1425)
"Very nice place"
United States
Cheryl
The price is ￥12,128
￥13,418 total
includes taxes & fees
Dec 16 - Dec 17
Holiday Inn Portland-By the Bay by IHG
Indoor pool
Hampton Inn Portland Downtown - Waterfront

Hampton Inn Portland Downtown - Waterfront

Hampton Inn Portland Downtown - Waterfront
2.5 star property
Downtown Portland
8.8 out of 10, Excellent, (1000)
"Clean, comfortable and convenient location."
United States
Kurt
The price is ￥14,181
￥15,691 total
includes taxes & fees
Dec 18 - Dec 19
Hampton Inn Portland Downtown - Waterfront
Indoor pool
Holiday Inn Express Hotel & Suites Freeport by IHG

Holiday Inn Express Hotel & Suites Freeport by IHG

Holiday Inn Express Hotel & Suites Freeport by IHG
2.5 star property
Freeport
8.6 out of 10, Excellent, (1001)
"This hotel was wonderful. So clean, so quiet, great service, great breakfast. I will DEFNITELY be staying here again."
United States
Wendy
The price is ￥14,616
￥15,931 total
includes taxes & fees
Dec 14 - Dec 15
Holiday Inn Express Hotel & Suites Freeport by IHG
Indoor pool
Courtyard Portland Downtown/Waterfront

Courtyard Portland Downtown/Waterfront

Courtyard Portland Downtown/Waterfront
3.0 star property
Downtown Portland
9.2 out of 10, Wonderful, (1000)
"It was a nice stay for the night"
United States
Katy
The price is ￥16,015
￥17,719 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Courtyard Portland Downtown/Waterfront
Interior detail
The Harraseeket Inn & Event House Freeport Downtown

The Harraseeket Inn & Event House Freeport Downtown

The Harraseeket Inn & Event House Freeport Downtown
3.5 star property
Freeport
9.4 out of 10, Exceptional, (872)
"Great stay "
United States
Sofia
The price is ￥16,941
￥18,466 total
includes taxes & fees
Dec 21 - Dec 22
The Harraseeket Inn & Event House Freeport Downtown
Indoor pool, sun loungers
Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine
3.5 star property
Portland
9.4 out of 10, Exceptional, (1132)
"Room was spotless and the staff was extremely friendly and knowledgeable! Would definitely stay here again!"
United States
Lori ann
The price is ￥14,927
￥16,516 total
includes taxes & fees
Dec 21 - Dec 22
Embassy Suites by Hilton Portland Maine
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chebeague Island Hotel Reviews

DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

10/10 Excellent
"Clean rooms and friendly staff! About a 10-15 min drive from downtown Portland."
Jessica 2-night trip
Posted 2 days ago
DoubleTree by Hilton Hotel Portland

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Frequently asked questions

What are some accommodations with pools in Chebeague Island?
Tru by Hilton Portland Airport Area: Hotel located near Maine Mall. Features free self parking, a pool, and complimentary wireless internet access. Portland Harbor Hotel: Offers a sauna, a pool, and complimentary bicycles. Portland Regency Hotel & Spa: Hotel, 1-minute walk from Maine Mall. Features a snack bar/deli, an indoor pool, and free self parking. Clarion Hotel Portland Airport ME: Hotel located near Maine Mall. Provides a snack bar/deli, an indoor pool, and buffet. Holiday Inn Portland-By the Bay by IHG: Hotel located near Maine Mall. Offers daily, a seasonal outdoor pool, and complimentary wireless internet access.
What is there to see and do in Chebeague Island?
Make a point to visit attractions like Maine Narrow Gauge Railroad Company and Museum 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.