A wooden pier leading to a marina with boats docked.

Search Hotels with Swimming Pool in Chebeague Island

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Check availability on Chebeague Island Hotels with Swimming Pool

Tonight
20 Oct - 21 Oct
Tomorrow
21 Oct - 22 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

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.
₹9,018
₹9,830 total
includes taxes & fees
17 Nov - 18 Nov
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.
₹9,263
₹10,097 total
includes taxes & fees
9 Nov - 10 Nov
Hampton Inn Freeport/Brunswick

3. 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.
₹10,442
₹11,553 total
includes taxes & fees
16 Nov - 17 Nov
Residence Inn by Marriott Portland Downtown/Waterfront

4. 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.
₹12,245
₹13,348 total
includes taxes & fees
4 Nov - 5 Nov
The Harraseeket Inn & Event House Freeport Downtown

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.
₹9,652
₹10,521 total
includes taxes & fees
1 Nov - 2 Nov
Hilton Garden Inn Freeport Downtown

6. 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.
₹8,714
₹9,499 total
includes taxes & fees
8 Nov - 9 Nov
SpringHill Suites by Marriott Freeport Brunswick

7. 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.
₹11,287
₹12,488 total
includes taxes & fees
11 Nov - 12 Nov
Embassy Suites by Hilton Portland Maine

8. Best Western Freeport Inn

Best Western Freeport Inn
Freeport
  • Sun-soaked summer splashing awaits at this peaceful inn with a seasonal outdoor pool.
₹9,209
₹10,038 total
includes taxes & fees
3 Nov - 4 Nov
Best Western Freeport Inn

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.
₹9,398
₹10,450 total
includes taxes & fees
19 Nov - 20 Nov
Holiday Inn Portland-By the Bay by IHG

10. Courtyard Portland Downtown/Waterfront

Courtyard Portland Downtown/Waterfront
Downtown Portland
  • Splash into aquatic luxury with a year-round indoor pool oasis at this city centre Portland hotel.
₹9,417
₹10,419 total
includes taxes & fees
16 Nov - 17 Nov
Courtyard 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

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

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

8/10 Good
"Parking on-site $10/day Comfortable room"
CAROLYN 2-night trip
Posted 7 hours ago
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med
Hampton Inn Portland Downtown - Waterfront

Hampton Inn Portland Downtown - Waterfront

8/10 Good
"First, the positives: location is perfect for a Portland visit. Easy walking distance to downtown and the harbor. Not far from the interstate. The staff was courteous and helpful when asked, and the property was clean and felt almost new. The negatives: for nearly mid-four figures a night there need to be more amenities. The in-room coffee was Motel 6 grade, and the breakfast as well. On our last morning, for whatever reason, the breakfast buffet, already rather skimpy, was missing many key items — no yogurt, no fresh fruit — and this not even midway through the service. As far as housekeeping goes, we stayed three nights, were away from the room most of each day, but our room was never made up. We did finally ask for some fresh towels and a resupply of tissues, and we are low-impact guests who really don’t need our bed made every day, but I was surprised that there wasn’t even an effort, or at least advance notice that we’d have to ask for housekeeping despite seeing them active in our corridors each day as we departed. I sensed that either the property was having trouble filling staff positions, or maybe they were being squeezed by their corporate overlords. In sum, for that much money I expected a little more, some extra touches that would elevate the experience beyond the basics."
David 3-night trip
Posted 9 hours ago
Hampton Inn Portland Downtown - Waterfront
Fireside Inn & Suites Portland

Fireside Inn & Suites Portland

10/10 Excellent
"This was a great little spot- close to downtown Portland (about 15 mins). Very cozy rooms and I loved the hot tub. I want to go back in the summer to enjoy the beautiful patio (my trip was during a cold September weekend). Staff were friendly and helpful and their grab and go breakfast had tons of options."
samantha 2-night trip
Posted 10 hours ago
Fireside Inn & Suites Portland
Spark by Hilton Portland Airport Maine Mall

Spark by Hilton Portland Airport Maine Mall

8/10 Good
"We slept for 4 hours adn move to our next destination. Basic and filled our needs"
Wade 1-night trip
Posted 10 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
"Great location! Everything was clean and staff was helpful."
Rose 1-night trip
Posted 12 hours ago
Holiday Inn Portland-By the Bay by IHG
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

10/10 Excellent
"Clean room. Great location!"
Bonnie 1-night trip
Posted 17 hours ago
Portland Regency Hotel & Spa
Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland

10/10 Excellent
"We loved our stay here - the room was spacious, clean, and super quiet (we couldn't hear anyone in the hallways or neighboring rooms at all). The staff was friendly, and the location was perfect for our trip to Portland."
Cara 3-night trip
Posted 18 hours ago
Ramada Plaza by Wyndham Portland
Grand Beach Inn

Grand Beach Inn

10/10 Excellent
"The room was spacious and clean"
Sarah 2-night trip
Posted 20 hours ago
Grand Beach Inn
Clarion Pointe South Portland

Clarion Pointe South Portland

8/10 Good
"The price was very reasonable for the season and compared to other hotels in the area."
Karen 1-night trip
Posted 2 days ago
Clarion Pointe South Portland

Frequently asked questions

What are some accommodation options 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 such as 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 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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