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Check prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

Our top choices for Bailey Island cottages

Exterior
The Outlet House, Comfortable Cottage

Cottage in Freeport

The Outlet House, Comfortable Cottage
9.8 out of 10, Exceptional, (49)
"Fantastic house in a great location! Will definitely be back"
United States
Brandon G.
The price is AED 479
AED 863 total
includes taxes & fees
12 Dec - 13 Dec
The Outlet House, Comfortable Cottage
Exterior
Fred Cottage - Spacious retreat on Popham Beach!

Cottage in Phippsburg

Fred Cottage - Spacious retreat on Popham Beach!
9.0 out of 10, Wonderful, (2)
"Off the beaten path, easy access to beach and Spinneys"
United States
Sean B.
The price is AED 621
AED 897 total
includes taxes & fees
8 Jan - 9 January 2026
Fred Cottage - Spacious retreat on Popham Beach!
Exterior
Sweet comfy cottage on Small Point Road

Cottage in Small Point

Sweet comfy cottage on Small Point Road
9.4 out of 10, Exceptional, (3)
"Lovely home with plenty of space and seating. Not the most comfortable of beds but we enjoyed the space. Perfect location and would love to stay again. "
United States
Liz J.
The price is AED 1,102
AED 2,034 total
includes taxes & fees
13 Dec - 14 Dec
Sweet comfy cottage on Small Point Road
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Bailey Island Hotel Reviews

Hampton Inn Portland Downtown - Waterfront

Hampton Inn Portland Downtown - Waterfront

10/10 Excellent
"clean room, digital key wonderful, good breakfast selection, staff very accommodating. Pool water very, very cloudy (negative)"
geraldine 3-night trip
Posted 1 day ago
Hampton Inn Portland Downtown - Waterfront

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