A wooden pier leading to a marina with boats docked.

Chebeague Island Hotel Guide - Hotels with Pool in Chebeague Island, Maine

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Check availability on Chebeague Island Hotels with Pool

Tonight
26 Aug - 27 Aug
Tomorrow
27 Aug - 28 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.
€111
includes taxes & fees
2 Sept - 3 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.
€129
includes taxes & fees
2 Sept - 3 Sept
Hampton Inn Freeport/Brunswick

3. 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.
€186
includes taxes & fees
3 Sept - 4 Sept
Embassy Suites by Hilton Portland Maine

4. 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.
€171
includes taxes & fees
30 Aug - 31 Aug
Homewood Suites by Hilton Portland

5. 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.
€145
includes taxes & fees
13 Sept - 14 Sept
Hilton Garden Inn Freeport Downtown

6. 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.
€129
includes taxes & fees
30 Aug - 31 Aug
Tru by Hilton Portland Airport Area

7. 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.
€127
includes taxes & fees
31 Aug - 1 Sept
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

8. Best Western Freeport Inn

Best Western Freeport Inn
Freeport
  • Sun-soaked summer splashing awaits at this peaceful inn with a seasonal outdoor pool.
€107
includes taxes & fees
1 Sept - 2 Sept
Best Western Freeport Inn

9. Holiday Inn Express Hotel & Suites South Portland by IHG

Holiday Inn Express Hotel & Suites South Portland by IHG
South Portland
  • Dive into aquatic bliss at this inviting hotel with a serene indoor pool, just steps away from shopping and dining destinations.
€142
includes taxes & fees
30 Aug - 31 Aug
Holiday Inn Express Hotel & Suites South Portland by IHG

10. 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.
€141
includes taxes & fees
9 Sept - 10 Sept
SpringHill Suites by Marriott Freeport Brunswick
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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

10/10 Excellent
"I had a wonderful stay. I received an upgraded room which was very nice. I even enjoyed the pool."
Pamela 3-night trip
Posted 1 hour ago
Fireside Inn & Suites Portland
Spark by Hilton Portland Airport Maine Mall

Spark by Hilton Portland Airport Maine Mall

10/10 Excellent
"The staff is so helpful. We had an issue with our dates and had forgotten our checkout date was supposed to be one day later. The staff helped us get booked for that next night even when the property was being heavily used. Great job."
James 4-night trip
Posted 5 hours ago
Spark by Hilton Portland Airport Maine Mall
Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

10/10 Excellent
"All fine"
Robert 3-night trip
Posted 6 hours ago
Holiday Inn Portland-By the Bay by IHG
Waves Oceanfront Resort

Waves Oceanfront Resort

8/10 Good
"Our room was a little bit small. The view of the ocean would be a 10 if the one large cabin was not in the way,so I'll give it a 8. Parking can be a challenge, I suggest using a small vehicle. The pool is heated but still is a bit chilly. I guess my biggest concern was the hot tub. I feel that all hot tubs should be Adult only! And kids need to be supervised"
Gregory 2-night trip
Posted 7 hours ago
Waves Oceanfront Resort
Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

8/10 Good
"The property could use some modern renovations. The elevator was a bit slow and sketchy. I was happy to have access to a shuttle because it saved money from Uber rides. The hotel was clean and the staff was friendly and accommodating. Thank-you!"
Julianne 3-night trip
Posted 17 hours ago
Clarion Hotel Portland Airport ME
Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine

10/10 Excellent
"Excellent. Nicest hotel I stayed at during my 9-day Maine visit. Friendly staff. Lovely, spacious room. Bar & eating area pleasant. Two free drinks on arrival. Plenty of parking. Right next to the airport. Minutes to car rental return at airport."
Brian 1-night trip
Posted 2 days ago
Embassy Suites by Hilton Portland Maine
DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

10/10 Excellent
"Na"
Samantha 2-night trip
Posted 2 days ago
DoubleTree by Hilton Hotel 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. 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.