Bailey Island Cottages

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Cottages in Bailey Island

Enjoyable 1-bedroom rustic cottage in Southport.

Southport ME

Located in Southport, this cottage is by the sea, a 4-minute drive from Hendricks Hill Museum and 6 minutes from Juniper Point.

Kitchen

Pet friendly

The Outlet House, Comfortable Cottage

Freeport ME

A stay at this cottage places you in the heart of Freeport, within a 10-minute walk of LL Bean Flagship Store and Freeport Historical Society.

Kitchen

Washer

Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe

Boothbay Harbor ME

With a stay at this cottage in Boothbay Harbor, you'll be on the waterfront, just steps from Linekin Bay and a 3-minute drive from Barrett Park.

Kitchen

Washer

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

Boothbay Harbor ME

With a stay at this cottage in Boothbay Harbor, you'll be by the sea, just a 4-minute walk from Linekin Bay and 14 minutes by foot from Barrett Park.

Kitchen

Washer

Gorgeous Views of Harbor Entrance! Walk to town, east side location.

Boothbay Harbor ME

Located in Boothbay Harbor, this cottage is by the sea, within a 15-minute walk of Fisherman's Memorial Park and Linekin Bay.

Kitchen

Washer

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

Unknown Unknown

With a stay at this cottage, you'll be centrally located in Cape Elizabeth, within a 15-minute drive of Thompson's Point and Maine Mall.

Hot Tub

Kitchen

PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room

Bailey Island ME

When you stay at this cottage in Bailey Island, you'll be on the waterfront, just steps from Casco Bay and Land's End Gift Shop.

Kitchen

Washer

Sea Chaser Cottage - Perfect getaway for those drawn to the sea

Brunswick ME

Located in Brunswick, this cottage is by the ocean, within a 10-minute drive of Thomas Point Beach and Brunswick Naval Aviation Museum.

Kitchen

Washer

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

East Boothbay ME

A stay at this cottage places you in the heart of East Boothbay, steps from Linekin Bay and a 3-minute drive from Grimes Cove Beach.

Kitchen

Washer

Historic riverfront home with boathouse & private dock - dogs OK

Boothbay ME

When you stay at this cottage in Boothbay, you'll be on the beach, within a 5-minute drive of Hodgdon Island and Coastal Maine Botanical Gardens.

Kitchen

Washer

Peaceful Waterfront Cottage in Midcoast Maine Near Bowdoin College, Harpswell and other coastal t...

Brunswick ME

Located in Brunswick, this cottage is by the ocean, within a 10-minute drive of Brunswick Naval Aviation Museum and Thomas Point Beach.

Kitchen

Free WiFi

Charming 3BR, 1.5BA beachfront cottage with multi-level decks

Harpswell ME

With a stay at this cottage in Harpswell, you'll be on the beach, just steps from Casco Bay and a 4-minute drive from Mitchell Field.

Kitchen

Washer

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.