Search Apartments in Bailey Island

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 29 - Aug 31
In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19

Apartments in Bailey Island

Beautiful Falmouth Condo w/ Patio: Near Portland!
Apartment (3 Bedrooms) | Interior

Beautiful Falmouth Condo w/ Patio: Near Portland!

3.0 star property
Beautiful Falmouth Condo w/ Patio: Near Portland!
Waterfront Condo: Walk to Downtown Boothbay Harbor
Apartment (2 Bedrooms) | Front of property

Waterfront Condo: Walk to Downtown Boothbay Harbor

3.5 star property
Waterfront Condo: Walk to Downtown Boothbay Harbor
Oceanfront Studio w/ Private Dock in Harpswell!
Apartment (0 Bedroom) | Front of property

Oceanfront Studio w/ Private Dock in Harpswell!

3.0 star property
Oceanfront Studio w/ Private Dock in Harpswell!
Cozy 1930s-style Waterfront Maine Cabin w/ Dock!
Bed sheets

Cozy 1930s-style Waterfront Maine Cabin w/ Dock!

3.0 star property
Cozy 1930s-style Waterfront Maine Cabin w/ Dock!
Peaceful Waterfront Apt w/ Deck, 22 Mi to Portland
Apartment (1 Bedroom) | Interior

Peaceful Waterfront Apt w/ Deck, 22 Mi to Portland

3.0 star property
Peaceful Waterfront Apt w/ Deck, 22 Mi to Portland
Two-bedroom Apartment
House, 2 Queen Beds (Two-Bedroom Apartment) | Private kitchen

Two-bedroom Apartment

3.5 star property
Two-bedroom Apartment
Walk to Shops & Eats: Sleek Portland Studio!
Apartment (0 Bedroom) | Interior

Walk to Shops & Eats: Sleek Portland Studio!

3.0 star property
Walk to Shops & Eats: Sleek Portland Studio!
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Bailey Island Hotel Reviews

Quality Inn & Suites

Quality Inn & Suites

6/10 Okay
"Needs upgrading "
chris 2-night trip
Posted 17 hours ago
Quality Inn & Suites

Frequently asked questions

What's it like to stay at an apartment in Bailey Island?
You can choose from 5 apartments in Bailey Island for your stay.
How do you know if an apartment is a good option for you?
An apartment comes equipped with a kitchen, so you can cook some of your meals, and usually is more spacious than a traditional hotel room. Apartments are a good option for couples looking to stay away from the tourist areas, but also for families wanting the conveniences of home.
How many apartments should I expect to find in Bailey Island?
Expedia has 5 apartments to book in Bailey Island.
What will the weather be like when I travel to Bailey Island?
Weather is only one factor, but it can really affect your travel plans, especially if you're planning an extended stay 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 are the must-see places to visit in Bailey Island?
Ragged Island and Mackerel Cove are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Land's End Gift Shop. Bailey Island Bridge and Cobwork Bridge are other places to visit while you're in town.
What's the best way to get to and around Bailey Island?
Knowing a bit about the transportation options can you save you a headache when you get to your destination. Fly into Portland Intl. Jetport Airport (PWM), which is located 17 mi (27.3 km) from the city center. Otherwise, you can search for flights to Wiscasset, ME (ISS), which is 21.1 mi (33.9 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.