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Featured Cottages in Chebeague Island

WATERFRONT ON PETTENGILL POND

The Outlet House, Comfortable Cottage

Cute cottage only a 10 min walk to the beach.

2 bedroom cottage

Alluring 2-Bedroom Cottage in Delightful Old Orchard Beach with WiFi, AC

Sea Ledge S - Enjoy beautiful sunsets from this charming Bailey Isl cottage

Stunning Ocean Views, newly renovated cottage-close to preserves, trails, and Harpswell Beaches

Ocean Inlet Cottage w/ Deck & Grill!

Sebago Lake... charming 2 bedroom WATERFRONT cottage. Dock, mooring, & SUNSETS

A quintessential Maine cottage experience, captivating guests of all ages

Thorburn - Experience a classic ME vacation at this beautiful summer cottage
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 | 197 Cottages |
|---|---|
Lowest Price | CA $113 |
Highest Price | CA $296 |
Popular accommodation | WATERFRONT ON PETTENGILL POND, The Outlet House, Comfortable Cottage, Cute cottage only a 10 min walk to the beach., 2 bedroom cottage, Alluring 2-Bedroom Cottage in Delightful Old Orchard Beach with WiFi, AC, Sea Ledge S - Enjoy beautiful sunsets from this charming Bailey Isl cottage, Stunning Ocean Views, newly renovated cottage-close to preserves, trails, and Harpswell Beaches, Ocean Inlet Cottage w/ Deck & Grill!, Sebago Lake... charming 2 bedroom WATERFRONT cottage. Dock, mooring, & SUNSETS, A quintessential Maine cottage experience, captivating guests of all ages, Thorburn - Experience a classic ME vacation at this beautiful summer cottage, Peaceful Lakefront 3 bedroom Cottage On Quiet Forest Lake |






