A wooden pier leading to a marina with boats docked.

Chebeague Island Hotels with Swimming Pool

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Chebeague Island Hotels with Swimming Pools

This weekend
Next weekend

Our top choices for Chebeague Island hotels with a pool

Spark by Hilton Portland Airport Maine Mall

Spark by Hilton Portland Airport Maine Mall
2.0 star property
South Portland
7.8 out of 10, Good, (1,574 reviews)
  • cleanliness
    Slip into aquatic bliss with indoor and outdoor pools at this traveler-favorite hotel near Maine Mall and Portland Airport.
The price is RM485
RM528 total
includes taxes & fees
9 Jul - 10 Jul
Spark by Hilton Portland Airport Maine Mall

Clarion Pointe South Portland

Clarion Pointe South Portland
2.0 star property
Thorton Heights
7.4 out of 10, Good, (523 reviews)
  • cleanliness
    Dive into year-round aquatic bliss with heated indoor and outdoor pools, just steps from Maine Mall for shopping adventures.
The price is RM427
RM465 total
includes taxes & fees
7 Jul - 8 Jul
Clarion Pointe South Portland

Best Western Merry Manor Inn

Best Western Merry Manor Inn
2.5 star property
Highland
8.8 out of 10, Excellent, (1,060 reviews)
  • cleanliness
    Dive into poolside paradise at this hotel featuring a relaxing waterfall hot tub and outdoor swimming oasis.
The price is RM605
RM659 total
includes taxes & fees
7 Jul - 8 Jul
Best Western Merry Manor Inn

Green Dolphin Motel

Green Dolphin Motel
2.0 star property
Old Orchard Beach
7.6 out of 10, Good, (85 reviews)
The price is RM603
RM658 total
includes taxes & fees
8 Jul - 9 Jul
Green Dolphin Motel

Best Western Freeport Inn

Best Western Freeport Inn
3.0 star property
Freeport
7.8 out of 10, Good, (1,006 reviews)
  • cleanliness
    Sun-soaked summer splashing awaits at this peaceful inn with a seasonal outdoor pool.
The price is RM453
RM493 total
includes taxes & fees
14 Jul - 15 Jul
Best Western Freeport Inn

Best Western Plus Brunswick Bath

Best Western Plus Brunswick Bath
2.5 star property
Brunswick
8.2 out of 10, Very good, (1,001 reviews)
  • cleanliness
    Splash into aquatic bliss at this serene hotel with a year-round indoor pool experience.
The price is RM539
RM588 total
includes taxes & fees
14 Jul - 15 Jul
Best Western Plus Brunswick Bath

The Inn at SOHO Square

The Inn at SOHO Square
Old Orchard Beach
7.4 out of 10, Good, (22 reviews)
The price is RM704
RM767 total
includes taxes & fees
5 Jul - 6 Jul
The Inn at SOHO Square

SpringHill Suites by Marriott Freeport Brunswick

SpringHill Suites by Marriott Freeport Brunswick
2.0 star property
Freeport
8.8 out of 10, Excellent, (267 reviews)
  • cleanliness
    Plunge into relaxation at the indoor pool, where comfort meets convenience in this modern Freeport hotel near shopping gems.
The price is RM603
RM657 total
includes taxes & fees
5 Jul - 6 Jul
SpringHill Suites by Marriott Freeport Brunswick

Fireside Inn & Suites Portland

Fireside Inn & Suites Portland
3.0 star property
Nasons Corner
8.0 out of 10, Very good, (1,005 reviews)
  • cleanliness
    Dive into sparkling relaxation at this hotel with both indoor and seasonal outdoor pools.
The price is RM609
RM673 total
includes taxes & fees
5 Jul - 6 Jul
Fireside Inn & Suites Portland

Residence Inn by Marriott Portland Thompson's Point

Residence Inn by Marriott Portland Thompson's Point
3.0 star property
Portland
The price is RM1,062
RM1,175 total
includes taxes & fees
26 Jul - 27 Jul
Residence Inn by Marriott Portland Thompson's Point
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.

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

Top Chebeague Island Hotel Reviews

Frequently asked questions

What are some accommodation options with pools in Chebeague Island?
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med: Hotel, 11-minute walk from Maine Medical Center. Features daily, a seasonal outdoor pool and complimentary wireless Internet access. Portland Harbor Hotel: Hotel located near Thompson's Point. Features 2 restaurants, an indoor pool and 2 hot tubs. Cambria Hotel Portland Downtown-Old Port: Hotel located near Maine Mall. Offers an indoor pool, an outdoor pool and daily. Ramada Plaza by Wyndham Portland: Hotel, 11-minute walk from Thompson's Point. Provides free self parking, a pool and complimentary wireless Internet access. Clarion Pointe South Portland: Hotel, 5-minute walk from State Theatre. Offers a sauna, a pool and complimentary bicycles.
What is there to see and do in Chebeague Island?
Make a point to visit attractions such as Wolfe's Neck Farm and Portland Observatory. 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 the local weather in Chebeague Island into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Chebeague Island are January, March, February and December, with each month seeing an average of 19 cm of snowfall.

Explore a world of travel with Expedia