A wooden pier leading to a marina with boats docked.

Hotels with Swimming Pools in Chebeague Island

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Check availability on Chebeague Island Hotels with Swimming Pools

Tonight
22 Aug - 23 Aug
Tomorrow
23 Aug - 24 Aug
Next weekend
28 Aug - 30 Aug
In two weeks
4 Sept - 6 Sept

Our top choices for Chebeague Island hotels with a pool

1. 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.
S$188
includes taxes & fees
30 Aug - 31 Aug
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

2. 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.
S$276
includes taxes & fees
3 Sept - 4 Sept
Embassy Suites by Hilton Portland Maine

3. 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.
S$192
includes taxes & fees
1 Sept - 2 Sept
Tru by Hilton Portland Airport Area

4. 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.
S$194
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn Express Hotel & Suites Freeport by IHG

5. Home2 Suites by Hilton Portland Airport

Home2 Suites by Hilton Portland Airport
South Portland
  • Dive into relaxation at the indoor pool of this hotel, a perfect oasis for swimming and unwinding regardless of weather.
S$199
includes taxes & fees
30 Aug - 31 Aug
Home2 Suites by Hilton Portland Airport

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.
S$248
includes taxes & fees
1 Sept - 2 Sept
The Harraseeket Inn & Event House Freeport Downtown

7. Courtyard by Marriott Portland Airport

Courtyard by Marriott Portland Airport
South Portland
  • Swim in style at Portland's serene indoor pool sanctuary with cosy spaces and airport shuttle convenience.
S$240
includes taxes & fees
30 Aug - 31 Aug
Courtyard by Marriott Portland Airport

8. Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME
Portland
  • Experience serene aquatic bliss with a rejuvenating indoor pool and hot tub combination that promises relaxation year-round.
S$166
includes taxes & fees
7 Sept - 8 Sept
Clarion Hotel Portland Airport ME

9. Best Western Freeport Inn

Best Western Freeport Inn
Freeport
  • Sun-soaked summer splashing awaits at this peaceful inn with a seasonal outdoor pool.
S$159
includes taxes & fees
27 Aug - 28 Aug
Best Western Freeport Inn

10. 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.
S$381
includes taxes & fees
7 Sept - 8 Sept
Residence Inn by Marriott Portland Downtown/Waterfront
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

Fireside Inn & Suites Portland

Fireside Inn & Suites Portland

8/10 Good
"The room is clean"
Anice 2-night trip
Posted 3 hours ago
Fireside Inn & Suites Portland
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

10/10 Excellent
"Had an absolute wonderful stay"
Arlene 2-night trip
Posted 8 hours ago
Portland Regency Hotel & Spa
Waves Oceanfront Resort

Waves Oceanfront Resort

8/10 Good
"The only negative was that the WiFi was very spotty and we couldn't use our Roku with the tv. The hotel itself was very clean and spacious. The staff were wonderful, and the amenities were wonderful as well."
Amy 4-night trip
Posted 8 hours ago
Waves Oceanfront Resort
Best Western Merry Manor Inn

Best Western Merry Manor Inn

10/10 Excellent
"Pillows were small. More like throw pillows. Other than that, it was fine."
DAVID 2-night trip
Posted 9 hours ago
Best Western Merry Manor Inn
Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

8/10 Good
"Parking was convenient. Close to the place we needed to be."
Carole 1-night trip
Posted 12 hours ago
Clarion Hotel Portland Airport ME
Clarion Pointe South Portland

Clarion Pointe South Portland

10/10 Excellent
"Traveled with kids. We had a connecting room. When I called to request the connecting room I had to call five times to get someone. She was not happy to help. With that said, when we got there the staff was wonderful and cheerful. The rooms were clean and comfortable. The breakfast was meh, but there is a restaurant just down the street that had breakfast sandwiches that were sooooooo good, and they were priced REALLY good. Pool was nice. The area is fantastic. It was 20 minutes from old orchard, funtown, and Portland. Very good price for an inexpensive vacation."
Shiane 3-night trip
Posted 12 hours ago
Clarion Pointe South Portland
Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine

10/10 Excellent
"Embassy Suites always deliver and the Portland, Me location was a top 5 visit. Great facility, clean, all staff were super nice and helpful and the food breakfast and dinner was awesome! We had trouble finding a hotel, and almost didn’t take this location due to the airport. Great location and we never heard anything, not even the jets at the airport. So glad we stayed with Embassy Suites, we’d stay here again while in Portland, ME."
Julian 2-night trip
Posted 15 hours ago
Embassy Suites by Hilton Portland Maine
Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

10/10 Excellent
"This was one of the nicest hotels we’ve stayed in, and we’ve stayed in quite a few. The view from the room was amazing, the staff was very friendly and very helpful for even the smallest questions. They offered information that was helpful to a visitor. One of the best things was the shuttle. It not only goes back-and-forth to the airport, but it will bring you to your dinner reservation and other places on the Peninsula. The staff was so accommodating. I can’t recommend this highly enough."
Martha 2-night trip
Posted 15 hours ago
Holiday Inn Portland-By the Bay by IHG

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. Clarion Hotel Portland Airport ME: Hotel, 11-minute walk from Thompson's Point. Offers free self parking, a pool and complimentary wireless Internet access. Quality Inn & Suites South Portland: Hotel located near Thompson's Point. Offers a seasonal outdoor pool, an indoor pool and a sauna. Comfort Inn South Portland Airport: Hotel, 2-minute walk from Old Orchard Beach. Offers free self parking, a seasonal outdoor pool and televisions. Fireside Inn & Suites Portland: 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 Winslow Memorial Park, 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 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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