Compare Bailey Island Cottage Rentals

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Cottages in Bailey Island

Don't see what you're looking for?
See all available properties in Bailey Island
View all properties
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.

Hotel Options in Bailey Island

    Portland Harbor Hotel

    Portland Harbor Hotel

    468 Fore Street Portland ME
    $195 nightly
    The price is $216 total per night from Apr 29 to Apr 30
    $216 total
    Apr 29 - Apr 30
    Total with taxes and fees
    9.2/10 Wonderful! (1,751 reviews)
    Cambria Hotel Portland Downtown-Old Port

    Cambria Hotel Portland Downtown-Old Port

    25 HANCOCK STREET Portland ME
    $145 nightly
    The price is $160 total per night from Apr 29 to Apr 30
    $160 total
    Apr 29 - Apr 30
    Total with taxes and fees
    9.4/10 Exceptional! (1,195 reviews)
    HomeAwhile

    HomeAwhile

    205 Southborough Drive Scarborough ME
    $116 nightly
    The price is $127 total per night from May 21 to May 22
    $127 total
    May 21 - May 22
    Total with taxes and fees
    9.6/10 Exceptional! (27 reviews)

Cottages

Book a cottage in Bailey Island
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Bailey Island. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Bailey Island better.

Cottage apartments in Bailey Island range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Bailey Island
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Bailey Island and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Bailey Island cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Bailey Island. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Bailey Island Cottages essential information

Accommodation
186 Cottages
Lowest Price
$127
Highest Price
$216
Popular accommodation
Driftwood Oceanfront Cottage at Popham Beach Spectacular views from every room, Private Contemporary Artist's Tree House on two acres with perennial gardens. , Peaceful Waterfront Cottage in Midcoast Maine Near Bowdoin College, Harpswell and other coastal t..., Gorgeous Views of Harbor Entrance! Walk to town, east side location., Modern woodland privacy with ocean, trails, and lobster all in walking distance., Waterfront, Updated Oceanfront Gem for 2, near Bowdoin College, Harpswell, and much more!, Sea Salt Cottage: 4 BR, 1 BA Cottage in Harpswell, Sleeps 7, Thorburn - Experience a classic ME vacation at this beautiful summer cottage, 3-bedroom cottage in Harpswell with waterfront access to ash cove