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Featured Cottages in Chebeague Island
Private Contemporary Artist's Tree House on two acres with perennial gardens.
Charming cottage short walk to beach!
PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room
Great Location! 5 min Walk to Beach/Pier-Cottage Sleeps 6;12 w/back unit
Sunrise Cottage. Relaxing waterfront deck on the rocky shore of Bailey Island.
Great Location! Walk to Beach/Pier in 5 minutes-Cottage Sleeps 6;12 w/front unit
Beaches, Boating, Cool Ocean Breezes, Trails & Incredible Views! Max 2 people.
WATERFRONT ON HIGHLAND LAKE. LESS THAN 30 MINUTES TO PORTLAND
Large 2BD cottage 10 min to Pier & Beach Pets ok
Little Miss Cottages
Cottages by the Sea #1 | Private Beach | Steps to Sand | Bayley Vacation Rentals
Top trending hotels in Chebeague Island
Portland Harbor Hotel
Chebeague 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 Chebeague 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 Chebeague 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…
Chebeague Island Cottages essential information
Accommodation | 144 Cottages |
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Lowest Price | CA $89 |
Highest Price | CA $176 |
Popular accommodation | Private Contemporary Artist's Tree House on two acres with perennial gardens. , Charming cottage short walk to beach!, PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room, Great Location! 5 min Walk to Beach/Pier-Cottage Sleeps 6;12 w/back unit, Sunrise Cottage. Relaxing waterfront deck on the rocky shore of Bailey Island., Great Location! Walk to Beach/Pier in 5 minutes-Cottage Sleeps 6;12 w/front unit, Beaches, Boating, Cool Ocean Breezes, Trails & Incredible Views! Max 2 people., WATERFRONT ON HIGHLAND LAKE. LESS THAN 30 MINUTES TO PORTLAND, Large 2BD cottage 10 min to Pier & Beach Pets ok, Little Miss Cottages, Cottages by the Sea #1 | Private Beach | Steps to Sand | Bayley Vacation Rentals, Laurel Shore Cottage with Seasonal Private Tidal Dock, Pet friendly. |