Book Bailey Island Cottages
Wander Wisely with exceptional service, 24/7 support
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Featured Cottages in Bailey Island

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

Cottage with Water Views, along with Dock- great for fly fishing! Near Popham Beach

Popham Beach Direct Oceanfront Cottage Steps to the sand
Top trending hotels in Bailey Island

HomeAwhile
Bailey Island Cottages For Rent
Dreaming of a getaway that’s reminiscent of a fairytale? Travelocity doesn’t have magic wands or talking animals in our inventory—at least, none that we can find—but we do have holiday cottages in Bailey Island that will make you feel like you’ve stepped inside your vacation dreams.
The word “cottage” may make you think of whitewashed walls, flower print curtains, and sprawling views of rolling green hills—lucky for you, we do offer tons of country cottages that were furnished with a rustic feel in mind. Appreciate the vase of daffodils on your dining room table, and peek out the window onto the private patio that surrounds yours and other rustic cottages in the area.
These charming “home away from homes” have long been a beacon for those who love the outdoors, so pick a spot peppered with hiking trails and spend lazy afternoons meandering through the gorgeous scenery Bailey Island is known for. Snap some pictures while you’re at it—you’ll want to remember sunset over this waterfall for the rest of your life. When the sun goes down, cuddle up in front of a cheerful fire, or head into town to explore the shops, restaurants, and art galleries that have sprung up over the years. Ah, it’s nice to return to civilization every once in a while, isn’t it?
Whether you select cottages minutes away from the bustling city center, or coastal cottages that are footsteps from the sand and surf, you’ll find the accommodation you’re looking for here on Travelocity. Just because you’re booking a place that reminds you of a fairytale doesn’t mean you need a fairy godmother to find the best deal around! Just a gnome…
Bailey Island Cottages essential information
Accommodation | 190 Cottages |
|---|---|
Lowest Price | CA $145 |
Highest Price | CA $236 |
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, Cottage with Water Views, along with Dock- great for fly fishing! Near Popham Beach, Popham Beach Direct Oceanfront Cottage Steps to the sand, PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room |






