A wooden pier leading to a marina with boats docked.

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

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Chebeague Island Hotels with Pool

Tonight
10 Oct - 11 Oct
Tomorrow
11 Oct - 12 Oct
Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 Oct

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 reception area with a modern design, featuring a seating area with yellow chairs, a reception desk, and a large wall mural.
A modern dining area with round tables and chairs, a coffee station, and a view of the city.
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.
€92
includes taxes & fees
8 Nov - 9 Nov
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 spacious lobby with a blue wall, a reception desk, a large mirror, and seating areas with a patterned table and chairs.
An outdoor patio with a row of tables and chairs, a green umbrella, and a wooden fence.
A hotel lobby with a seating area, a snack bar, and a refrigerator.

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.
€99
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn Freeport/Brunswick
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.
An outdoor patio with a fire pit, seating area, and chairs.

3. 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.
€102
includes taxes & fees
25 Oct - 26 Oct
SpringHill Suites by Marriott 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.

4. 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.
€99
includes taxes & fees
8 Nov - 9 Nov
Hilton Garden Inn Freeport Downtown
An indoor swimming pool with lounge chairs and a view of the outdoors.
A dining area with a fireplace, a green sofa, and a table set with food and flowers.
A cozy living room with a wooden bench, a fireplace, and a large map on the wall.
A bathroom with a shower, a bathtub, and a sink.

5. 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.
€126
includes taxes & fees
1 Nov - 2 Nov
The Harraseeket Inn & Event House Freeport Downtown
A swimming pool with a tiled deck, lounge chairs, and a ceiling with recessed lighting.
A bar area with stools, a counter, and a herringbone-patterned wall.
A brick building with a large entrance and a sign that reads "Residence Inn Marriott".
A hotel room with a bed, a TV, a nightstand, a window with a view of the water, and a wooden headboard.

6. 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.
€117
includes taxes & fees
1 Nov - 2 Nov
Residence Inn by Marriott Portland Downtown/Waterfront
A modern living room with dark blue walls, large windows, and a view of a landscaped garden.
A living room with two armchairs, a coffee table, and a TV. There is a door leading outside, a window with a view, and a patterned wall.
A modern living room with a grey sofa, a coffee table, and a decorative plant.
A hotel room with two beds, a desk, and a view of the outdoors.

7. Best Western Freeport Inn

Best Western Freeport Inn
Freeport
  • Sun-soaked summer splashing awaits at this peaceful inn with a seasonal outdoor pool.
€94
includes taxes & fees
1 Nov - 2 Nov
Best Western Freeport Inn
A swimming pool with a metal ladder, lounge chairs, and a building in the background.
A hotel room with a large bed, a desk with a flat-screen TV, a bathroom with a sink and mirror, and a door leading to another room.
A modern hotel lobby with a reception desk, a coffee station, and a tiled wall.
A modern living room with a fireplace, comfortable seating, and a flat-screen TV.

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.
€79
includes taxes & fees
1 Nov - 2 Nov
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med
An indoor swimming pool with a tiled floor, clear glass walls, and a few chairs.
A bathroom with a white sink, a mirror with LED lighting, a shower area, and a toilet.
A hotel room with a bed, a TV, a desk, and a view of a lighthouse through a mural.
A restaurant with wooden tables and chairs, a buffet counter, and a clock on the wall.

9. Clarion Pointe South Portland

Clarion Pointe South Portland
Thorton Heights
  • Dive into year-round aquatic bliss with heated indoor and outdoor pools, just steps from Maine Mall for shopping adventures.
€50
includes taxes & fees
9 Nov - 10 Nov
Clarion Pointe South Portland
An indoor swimming pool with clear water, a diving board, and a lifeguard chair.
The exterior of a Courtyard by Marriott hotel with a glass entrance, outdoor seating area, and a stone facade.
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 city centre Portland hotel.
€118
includes taxes & fees
10 Nov - 11 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

Hampton Inn Portland Downtown - Waterfront

Hampton Inn Portland Downtown - Waterfront

8/10 Good
"Valet services are a little iffy. You never know where your car is going to be parked, sometimes it is 10 minutes away in a parking garage."
Michael 4-night trip
Posted 17 hours ago
Hampton Inn Portland Downtown - Waterfront
Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland

8/10 Good
"It was good. Room was good and ordinary. The pool was a little dirty at the bottom of it I noticed. The hottub was nice!"
Melissa 3-night trip
Posted 19 hours ago
Ramada Plaza by Wyndham Portland
Spark by Hilton Portland Airport Maine Mall

Spark by Hilton Portland Airport Maine Mall

10/10 Excellent
"1"
Lawrence 1-night trip
Posted 2 days 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
"Hotel was satisfactory. Room was clean although the bathroom needs to be repainted. Staff was accommodating. No real issues or concerns aside from the fact that its location is several blocks away from the seaport activities. Also the parking spaces underneath the hotel are not really designed for todays SUV's its kind of tight. I might consider it again but most likely would choose something a bit closer to the seaport due to its location."
Raymond 3-night trip
Posted 2 days ago
Holiday Inn Portland-By the Bay by IHG

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.