A wooden pier leading to a marina with boats docked.

Hotels with Swimming Pool in Chebeague Island, Maine

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Check availability on Chebeague Island Hotels with Swimming Pool

Tonight
Oct 1 - Oct 2
Tomorrow
Oct 2 - Oct 3
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Chebeague Island hotels with a pool

An indoor swimming pool with a clear water surface, surrounded by beige tiled walls and a blue accent wall.
A modern dining area with round tables and chairs, a coffee station, and a view of the city.
A reception area with a modern design, featuring a seating area with yellow chairs, a reception desk, and a large wall mural.
Room

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.
P5,952
P6,488 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Express Hotel & Suites Freeport by IHG
A swimming pool with clear blue water, surrounded by large windows offering views of trees and a clear sky.
A hotel room with two beds, a desk with a television displaying 'Hampton by Hilton', and a window with curtains.
A hotel lobby with a seating area, a snack bar, and a refrigerator.
An outdoor patio with a row of tables and chairs, a green umbrella, and a wooden fence.

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.
P6,525
P7,112 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn Freeport/Brunswick
An indoor swimming pool with clear glass walls, blue cushioned chairs, and a tiled floor.
Restaurant
Outdoor seating with Adirondack chairs, a fire pit, and umbrellas.
A building with a sign reading "L.L.Bean" and a rock waterfall feature in front.

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.
P6,731
P7,336 total
includes taxes & fees
Nov 1 - Nov 2
Hilton Garden Inn Freeport Downtown
A swimming pool with a tiled deck, lounge chairs, and a ceiling with recessed lighting.
A brick building with a large entrance and a sign that reads "Residence Inn Marriott".
An outdoor patio area with wicker furniture, string lights, and a barbecue grill.
A hotel room with a bed, a TV, a nightstand, a window with a view of the water, and a wooden headboard.

4. 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.
P7,393
P8,180 total
includes taxes & fees
Nov 1 - Nov 2
Residence Inn by Marriott Portland Downtown/Waterfront
An indoor swimming pool with lounge chairs and a view of the outdoors.
A cozy living room with a wooden bench, a fireplace, and a large map on the wall.
A two-story building with a large glass conservatory and yellow umbrellas in the garden area.
A dining area with a fireplace, a green sofa, and a table set with food and flowers.

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.
P8,083
P8,810 total
includes taxes & fees
Nov 1 - Nov 2
The Harraseeket Inn & Event House Freeport Downtown
An indoor swimming pool with clear signage, including pool user capacity and no diving rules.
A hotel room with a sofa, a bed, a wall-mounted artwork, and a lamp.
A modern hotel lobby with a central bar area, multiple seating arrangements, and large windows providing views of the outside.
Lobby lounge

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.
P7,024
P7,656 total
includes taxes & fees
Nov 1 - Nov 2
SpringHill Suites by Marriott Freeport Brunswick
A pool area with lounge chairs and a building with multiple levels and outdoor seating.
A spacious living room with a fireplace, two armchairs, a coffee table, and a dining area with chairs and a table.
A cozy lounge area with a fireplace, comfortable seating, and a bar with wooden stools.
A large, multi-story building with a central courtyard, featuring a fire pit and outdoor seating area.

7. Inn at Diamond Cove

Inn at Diamond Cove
Portland
  • Island paradise offers a sparkling pool and loungers for pure relaxation on a private coastal retreat.
P16,861
P20,769 total
includes taxes & fees
Oct 8 - Oct 9
Inn at Diamond Cove
A swimming pool with clear blue water, surrounded by lounge chairs and a brick wall.
A spacious lobby with multiple seating areas, a fireplace, and large windows.
A hotel room with two beds, a stone-patterned wall, and a nightstand with a lamp.
A chef in a black uniform and white hat, holding a ladle and a bowl, with various dishes in front of him.

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.
P7,991
P8,841 total
includes taxes & fees
Nov 1 - Nov 2
Embassy Suites by Hilton Portland Maine
A modern living room with dark blue walls, large windows, and a view of a landscaped garden.
A hotel room with two beds, a desk, and a view of the outdoors.
A modern living room with a grey sofa, a coffee table, and a decorative plant.
A bathroom with a shower, a sink with a mirror, and a towel rack.

9. Best Western Freeport Inn

Best Western Freeport Inn
Freeport
  • Sun-soaked summer splashing awaits at this peaceful inn with a seasonal outdoor pool.
P6,970
P7,597 total
includes taxes & fees
Nov 1 - Nov 2
Best Western Freeport Inn
An indoor swimming pool with clear water, a diving board, and a lifeguard chair.
A modern bar area with leather seating, a bar counter, and a menu board.
A hotel room with a large bed, a desk with a computer, a TV, and a view of the city and water.
A modern hotel lobby with a reception desk, a seating area, and a large wall mural.

10. Courtyard Portland Downtown/Waterfront

Courtyard Portland Downtown/Waterfront
Downtown Portland
  • Splash into aquatic luxury with a year-round indoor pool oasis at this downtown Portland hotel.
P7,469
P8,263 total
includes taxes & fees
Nov 1 - Nov 2
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

Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine

10/10 Excellent
"Great location near airport with free airport shuttle and breakfast. Only 15 minute drive to Old Port restaurants, shops and activities. Clean, spacious rooms. Friendly service. Great choice!"
Bertha 1-night trip
Posted 11 hours ago
Embassy Suites by Hilton Portland Maine
Spark by Hilton Portland Airport Maine Mall

Spark by Hilton Portland Airport Maine Mall

10/10 Excellent
"Great spot for a quick overnight. Comfy bed, indoor pool, Breakfast with bagels, hard boiled eggs, cereal etc. Can't beat the location right by the Maine Mall."
Sarah 1-night trip
Posted 11 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

8/10 Good
"Excellent breakfast by a very good serving crew. Good people at the desk, very helpful. Nice location, 10 min walk to the water. Would recommend"
David 1-night trip
Posted 17 hours ago
Holiday Inn Portland-By the Bay by IHG
Fireside Inn & Suites Portland

Fireside Inn & Suites Portland

8/10 Good
"Hotel was worth the price. Staff was friendly and helpful at check-in. Room was spacious, comfortable, and clean. We were up graded to a courtyard facing room and it was quiet. Overall, the hotel was worth the price and satisfactory."
Darice 1-night trip
Posted 17 hours ago
Fireside Inn & Suites Portland
Hampton Inn Portland Downtown - Waterfront

Hampton Inn Portland Downtown - Waterfront

10/10 Excellent
"The water pressure wasn’t the best and the pillows were pretty soft but other than that, it was a nice stay"
Steven Robert 1-night trip
Posted 3 days ago
Hampton Inn Portland Downtown - Waterfront

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.

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