Search Resorts in Bailey Island

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Check prices for these dates

Next weekend
18 Apr - 20 Apr
In two weeks
25 Apr - 27 Apr
In one month
9 May - 11 May
In two months
6 Jun - 8 Jun

Compare 1 Resorts in Bailey Island with updated reviews, rates, and availability.

Bates Island: Casco Bay Glamping Experience
Property grounds

Bates Island: Casco Bay Glamping Experience

Bates Island: Casco Bay Glamping Experience
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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Other property types in Bailey Island

Sea Ledge S - Enjoy beautiful sunsets from this charming Bailey Isl cottage
Property grounds

Sea Ledge S - Enjoy beautiful sunsets from this charming Bailey Isl cottage

9.4 out of 10, Exceptional, (16)
"Loved the location."
Sea Ledge S - Enjoy beautiful sunsets from this charming Bailey Isl cottage
Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary
Exterior

Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary

9.8 out of 10, Exceptional, (68)
"Great house very comfortable and well appointed. Very roomy for our entire family. Nice to have en suite bathrooms with all the bedrooms. The host was very good with communication. Located on a busy road and the driveway is on a curve which made it a little challenging entering and exiting the property. "
Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
On the beach

New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach

10.0 out of 10, Exceptional, (212)
"We had a peaceful time at this home. It served as a home base for exploring. When my daughter left her most priced possession, her stuffed otter, the lovely hosts found it and shipped it back to us. We're so grateful for the thoughtfulness. "
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
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's the best resort for my stay in Bailey Island?
Here’s our top-rated resort near Bailey Island: Bates Island: Casco Bay Glamping Experience - 5.7 mi (9.1 km) from Bailey Island.
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 Ragged Island and Cobwork Bridge.
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.