Search Resorts in Bailey Island

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Compare 2 Resorts in Bailey Island with updated reviews, rates, and availability.

Other property types in Bailey Island

PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room
10.0 out of 10, Exceptional, (94)
"We celebrated our Mom’s 70th birthday in this beautiful space. It exceeded our expectations and the property manager David is the best!"
PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room
Ole Greeley Cottage - Classic oceanfront, pet-friendly Bailey Island cottage
Ole Greeley Cottage - Classic oceanfront, pet-friendly Bailey Island cottage
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces
8.6 out of 10, Excellent, (35)
"Great views. House pretty clean & supplies were fine except only 3 coffee cups for 6 adults. VACasa said they would get more cups. They failed, never received. Some lights didn't work & lots of dead bugs in light fixtures."
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces
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.

Frequently asked questions

What can I expect from a resort vacation in Bailey Island?
You deserve some time off, and a resort is the ideal place to treat yourself to the amenities and services you need for a relaxing trip to Bailey Island. One of the comfortable resort hotels in the surrounding area could be just what you’re looking for, whether you’re hoping for a luxurious suite, shopping possibilities, or nightly entertainment options.
What can I do in Bailey Island?
Learn about the local history at monuments like Bailey Island Bridge, or bring the kids to Land’s End Gift Shop for some family fun. Additional attractions in the area include Cobwork Bridge and Ragged Island.
What's the seasonal weather like in Bailey Island?
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 Bailey Island are January, March, February, and December, with each month seeing an average of 7 inches of snowfall.
What's the best way to get to and around Bailey Island?
Fly into Portland Intl. Jetport Airport (PWM), which is located 17 mi (27.3 km) away from the heart of the city. You can also search for flights into Wiscasset, ME (ISS), which is 21.1 mi (33.9 km) away. If you’d like to venture out around the area, consider renting a car to take in more sights.

Recent reviews of Bailey Island hotels
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