Compare Bailey Island Cottage Rentals
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Featured Bailey Island Cottages

Private Contemporary Artist's Tree House on two acres with perennial gardens.

Enjoyable 1-bedroom rustic cottage in Southport.

Driftwood Oceanfront Cottage at Popham Beach Spectacular views from every room

Dog-friendly, bayfront home - gorgeous ocean views, private balcony & fireplace

Classic Orr’s Island, Maine Cottage, sleeps 4, 1 Bath, Stunning ocean views. New Listing !!

Ocean Watch - Relax and let the ocean sweep you away at this charming retreat

Dreamy Wooded Cabin W/ Spacious Deck, Free WiFi, Secluded Location & More
Hotel Options in Bailey Island

Clarion Hotel Portland

Germaine Inn South Portland

Fireside Inn & Suites Portland
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 |
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Lowest Price | $93 |
Highest Price | $124 |
Popular accommodation | Private Contemporary Artist's Tree House on two acres with perennial gardens. , Enjoyable 1-bedroom rustic cottage in Southport., Driftwood Oceanfront Cottage at Popham Beach Spectacular views from every room, Dog-friendly, bayfront home - gorgeous ocean views, private balcony & fireplace, Classic Orr’s Island, Maine Cottage, sleeps 4, 1 Bath, Stunning ocean views. New Listing !!, Ocean Watch - Relax and let the ocean sweep you away at this charming retreat, Dreamy Wooded Cabin W/ Spacious Deck, Free WiFi, Secluded Location & More, Marsh View Cottage in Arrowsic is a perfect nature getaway w/ nearby amenities , Oceanfront Escape: Deck & Granite Steps to Shore |