A wooden pier leading to a marina with boats docked.

Chebeague Island Hotel with Pool

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Check availability on Chebeague Island Hotel with Pool

Tonight
28 Aug - 29 Aug
Tomorrow
29 Aug - 30 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sept - 6 Sept

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.
HK$933
HK$1,017 total
includes taxes & fees
1 Sept - 2 Sept
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.
HK$1,075
HK$1,171 total
includes taxes & fees
30 Aug - 31 Aug
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.
HK$1,215
HK$1,324 total
includes taxes & fees
13 Sept - 14 Sept
Hilton Garden Inn Freeport Downtown

4. 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.
HK$1,079
HK$1,176 total
includes taxes & fees
31 Aug - 1 Sept
SpringHill Suites by Marriott Freeport Brunswick

5. 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.
HK$1,539
HK$1,702 total
includes taxes & fees
3 Sept - 4 Sept
Embassy Suites by Hilton Portland Maine

6. The Harraseeket Inn & Event House Freeport Downtown

The Harraseeket Inn & Event House Freeport Downtown
Freeport
  • Serene indoor pool and cosy fireside relaxation offer year-round bliss at this Freeport retreat.
HK$1,403
HK$1,529 total
includes taxes & fees
3 Sept - 4 Sept
The Harraseeket Inn & Event House Freeport Downtown

7. Homewood Suites by Hilton Portland

Homewood Suites by Hilton Portland
Scarborough
  • Year-round aquatic bliss awaits with indoor swimming and relaxation options at this hotel with homely suites and kitchen amenities.
HK$1,652
HK$1,800 total
includes taxes & fees
30 Aug - 31 Aug
Homewood Suites by Hilton Portland

8. La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med
Portland
  • Splash into summer at this Maine hotel's outdoor pool, surrounded by comfort and cleanliness.
HK$1,051
HK$1,163 total
includes taxes & fees
31 Aug - 1 Sept
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

9. Tru by Hilton Portland Airport Area

Tru by Hilton Portland Airport Area
South Portland
  • Splash into the day at this pet-friendly retreat, where a sparkling pool meets 24/7 comfort.
HK$958
HK$1,044 total
includes taxes & fees
30 Aug - 31 Aug
Tru by Hilton Portland Airport Area

10. Best Western Merry Manor Inn

Best Western Merry Manor Inn
Highland
  • Dive into poolside paradise at this hotel featuring a relaxing waterfall hot tub and outdoor swimming oasis.
HK$1,199
HK$1,307 total
includes taxes & fees
27 Sept - 28 Sept
Best Western Merry Manor Inn
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

Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine

10/10 Excellent
"The staff were top-tier, from the front desk to the restaurant team. Everyone was friendly and incredibly helpful. The room was clean and well maintained when I arrived; however, it was disappointing that it wasn’t cleaned or serviced after two nights of my stay. Breakfast was very good for a buffet, with everything hot and of great quality. The other downside was the hotel’s location—I wish it had been closer to downtown Portland, as I wasn’t aware when booking that it was near the airport."
Majid 2-night trip
Posted less than an hour ago
Embassy Suites by Hilton Portland Maine
Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

8/10 Good
"It's a decent hotel in the process of doing some renovations. The restaurant does not appear to be open at the moment which was not a hardship for us. The cleaning staff was friendly and helpful. The front desk folks were great during the day. At night, while trying to call for the shuttle one night the desk did not answer at all. The next night, the clerk gave us a bit of a runaround. But the shuttle drivers were awesome and made sure we were not left stranded downtown. Would stay here again."
Sandra 3-night trip
Posted 1 hour ago
Clarion Hotel Portland Airport ME
Clarion Pointe South Portland

Clarion Pointe South Portland

10/10 Excellent
"Vacances"
Sebastien 2-night trip
Posted 2 hours ago
Clarion Pointe South Portland
Spark by Hilton Portland Airport Maine Mall

Spark by Hilton Portland Airport Maine Mall

8/10 Good
"The fan in the bathroom, which is always on when the light is on, is very noisy and irritating in such a small room. There are quieter fans that would be better."
Charles 1-night trip
Posted 2 hours ago
Spark by Hilton Portland Airport Maine Mall
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

10/10 Excellent
"Unless they are booked solid. I ONLY stay at the regency over the last several years. Fourth floor roof deck suite market street side ftw! Cheers!"
Trevor 1-night trip
Posted 10 hours ago
Portland Regency Hotel & Spa
Fireside Inn & Suites Portland

Fireside Inn & Suites Portland

8/10 Good
"You get your money worth at this place. Although the place is outdated it has all the amenities you need and its very clean. The grab and go.breakfast is a plus and its very close to downtown Portland."
Melisa 2-night trip
Posted 1 day ago
Fireside Inn & Suites Portland

Frequently asked questions

What are some accommodation options with pools in Chebeague Island?
Clarion Pointe South Portland: Hotel located near Maine Mall. Features an indoor pool, an outdoor pool and daily. Quality Inn & Suites South Portland: Hotel, 11-minute walk from Thompson's Point. Provides free self parking, a pool and complimentary wireless Internet access. Clarion Hotel Portland Airport ME: Hotel, 2-minute walk from Old Orchard Beach. Features free self parking, a seasonal outdoor pool and televisions. Comfort Inn South Portland Airport: Hotel located near Thompson's Point. Provides a seasonal outdoor pool, an indoor pool and a sauna. Portland Regency Hotel & Spa: Hotel, 6-minute walk from Maine Mall. Features daily, an indoor pool and free self parking.
What is there to see and do in Chebeague Island?
Make a point to visit attractions such as 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 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.

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