A wooden pier leading to a marina with boats docked.

Find Hotels with a Pool in Chebeague Island, ME

  • 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
Oct 10 - Oct 11
Tomorrow
Oct 11 - Oct 12
Next weekend
Oct 16 - Oct 18
In two weeks
Oct 23 - Oct 25

Our top choices for Chebeague Island hotels with a pool

1. Holiday Inn Express Hotel & Suites Freeport by IHG

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.
₩127,325
₩138,784 total
includes taxes & fees
Nov 8 - Nov 9
Holiday Inn Express Hotel & Suites Freeport by IHG

2. Hampton Inn Freeport/Brunswick

Hampton Inn Freeport/Brunswick
Freeport
  • Dip into year-round pool fun at this hotel with a sparkling indoor swimming sanctuary.
₩136,278
₩148,543 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn Freeport/Brunswick

3. Hilton Garden Inn Freeport Downtown

Hilton Garden Inn Freeport Downtown
Freeport
  • Dive into a refreshing aquatic escape at this Freeport hotel with an inviting indoor pool.
₩136,278
₩148,543 total
includes taxes & fees
Nov 8 - Nov 9
Hilton Garden Inn Freeport Downtown

4. Best Western Freeport Inn

Best Western Freeport Inn
Freeport
  • Sun-soaked summer splashing awaits at this peaceful inn with a seasonal outdoor pool.
₩130,019
₩141,721 total
includes taxes & fees
Nov 1 - Nov 2
Best Western Freeport Inn

5. The Harraseeket Inn & Event House Freeport Downtown

The Harraseeket Inn & Event House Freeport Downtown
Freeport
  • Serene indoor pool and cozy fireside relaxation offer year-round bliss at this Freeport retreat.
₩172,894
₩188,454 total
includes taxes & fees
Nov 1 - Nov 2
The Harraseeket Inn & Event House Freeport Downtown

6. Residence Inn by Marriott Portland Downtown/Waterfront

Residence Inn by Marriott Portland Downtown/Waterfront
Downtown Portland
  • Plunge into relaxing aquatic serenity at this Portland hotel's pristine indoor pool, just minutes from waterfront attractions.
₩158,151
₩174,979 total
includes taxes & fees
Nov 1 - Nov 2
Residence Inn by Marriott Portland Downtown/Waterfront

7. SpringHill Suites by Marriott Freeport Brunswick

SpringHill Suites by Marriott Freeport Brunswick
Freeport
  • Plunge into relaxation at the indoor pool, where comfort meets convenience in this modern Freeport hotel near shopping gems.
₩140,352
₩152,983 total
includes taxes & fees
Oct 25 - Oct 26
SpringHill Suites by Marriott Freeport Brunswick

8. Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine
Portland
  • Splash into serenity at this indoor pool sanctuary with luxurious loungers and post-swim relaxation.
₩167,547
₩185,374 total
includes taxes & fees
Nov 8 - Nov 9
Embassy Suites by Hilton Portland Maine

9. Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG
Downtown Portland
  • Sleek indoor pool with loungers awaits in this scenic Portland hotel with a sauna retreat.
₩135,562
₩150,738 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Portland-By the Bay by IHG

10. Clarion Pointe South Portland

Clarion Pointe South Portland
Thorton Heights
  • Dive into year-round aquatic bliss with heated indoor and outdoor pools, just steps from Maine Mall for shopping adventures.
₩68,353
₩74,505 total
includes taxes & fees
Nov 8 - Nov 9
Clarion Pointe South Portland
View all properties

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

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Chebeague Island Hotel Reviews

Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

10/10 Excellent
"Would stay again!"
Sarah 1-night trip
Posted less than an hour ago
Clarion Hotel Portland Airport ME
Clarion Pointe South Portland

Clarion Pointe South Portland

10/10 Excellent
"The staff were SO helpful and understanding"
Lillian 1-night trip
Posted 1 hour ago
Clarion Pointe South Portland
Spark by Hilton Portland Airport Maine Mall

Spark by Hilton Portland Airport Maine Mall

10/10 Excellent
"Conveniently located near the airport as well as the Maine Mall. We booked this location because of our flight home. The property was very clean and staff were very friendly and welcoming."
Jeannette 1-night trip
Posted 5 hours ago
Spark by Hilton Portland Airport Maine Mall
Hampton Inn Portland Downtown - Waterfront

Hampton Inn Portland Downtown - Waterfront

8/10 Good
"Valet services are a little iffy. You never know where your car is going to be parked, sometimes it is 10 minutes away in a parking garage."
Michael 4-night trip
Posted 1 day ago
Hampton Inn Portland Downtown - Waterfront
Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland

8/10 Good
"It was good. Room was good and ordinary. The pool was a little dirty at the bottom of it I noticed. The hottub was nice!"
Melissa 3-night trip
Posted 1 day ago
Ramada Plaza by Wyndham Portland

Frequently asked questions

What are some accommodations with pools in Chebeague Island?
Quality Inn & Suites South Portland: Hotel located near State Theatre. Provides free self parking, a pool, and complimentary wireless internet access. Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel: Hotel located near Maine Mall. Features an indoor pool, an outdoor pool, and daily. Clarion Hotel Portland Airport ME: Features a seasonal outdoor pool, an indoor pool, and a sauna. Clarion Pointe South Portland: Hotel, 4-minute walk from Cross Insurance Arena. Provides a sauna, a pool, and complimentary bicycles. Portland Harbor Hotel: Hotel located near State Theatre. Features buffet, 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 Portland Observatory and Maine Narrow Gauge Railroad. Discover sights such as Little John Island Preserve, Wolfe's Neck Woods State Park, and Bailey Island Bridge 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