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Featured Cottages in Squirrel Island

Popham Beach Direct Oceanfront Cottage Steps to the sand

A Charming Waterfront Cottage with Touches of Elegance

Waterfront Log Cabin Private Community Beach. CLOSEST TO TOWN less 10 min walk!

Charming Cottage on the Great Pond in Boothbay Harbor, Maine

Waterfront Cottage

Dreamy Wooded Cabin W/ Spacious Deck, Free WiFi, Secluded Location & More

Pets Stay Free! 3 Modern Cottages, 1st Floor King & Bunk Room w/multi use Loft

Bayfront Cottage on Mill Cove w/ Private Dock & Furnished Deck - Walk Downtown

Boothbay Harbor Cottage Overlooking Mill Cove

Sheepscot Overlook Cottage

Ole Greeley Cottage - Classic oceanfront, pet-friendly Bailey Island cottage
Top trending hotels in Squirrel Island

The Federal
Squirrel 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 Squirrel 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 Squirrel 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…
Squirrel Island Cottages essential information
Accommodation | 203 Cottages |
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Lowest Price | CA $131 |
Highest Price | CA $227 |
Popular accommodation | Popham Beach Direct Oceanfront Cottage Steps to the sand, A Charming Waterfront Cottage with Touches of Elegance, Waterfront Log Cabin Private Community Beach. CLOSEST TO TOWN less 10 min walk!, Charming Cottage on the Great Pond in Boothbay Harbor, Maine, Waterfront Cottage, Dreamy Wooded Cabin W/ Spacious Deck, Free WiFi, Secluded Location & More, Pets Stay Free! 3 Modern Cottages, 1st Floor King & Bunk Room w/multi use Loft, Bayfront Cottage on Mill Cove w/ Private Dock & Furnished Deck - Walk Downtown, Boothbay Harbor Cottage Overlooking Mill Cove, Sheepscot Overlook Cottage , Ole Greeley Cottage - Classic oceanfront, pet-friendly Bailey Island cottage, Stunning Modern Maine Oceanfront Cottage - newly built in 2019 |