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“The Orr’s Island Cottage” is much more than a cottage. It is an enchanted and charming home boasting expansive views of Harpswell Sound. This is a well maintained, year-round home located on the shore of Harpswell Sound. Orr's Island, Maine is a peninsula connected by bridges to Harpswell and Brunswick- just 15 minutes from Brunswick, home of Bowdoin College and a great downtown area. The interior and exterior blend one into the other through sliding glass doors across the width of the home-opening onto multi-decking and stairs to the private waterfront, complete with floating walkways and dock- ideal for fishing, boating, kayaking and sunbathing. This open concept floor plan provides a natural flow from the fully equipped kitchen, dining area, and living room. The large fireplace, hardwood floors, wood ceilings, create a warm, charming, romantic, perfect vacation retreat. This cottage feels vintage with all the modern amenities, i.e. smart tvs, high speed wi-fi access and air conditioning. We also have books and DVDs for those that want to relax. Don't miss the breathtaking sunsets from the comfort of the house or the outside decks! Professionally designed and accessorized for your comfort. High quality linens are provided by owner.
Southern Midcoast Maine's hidden treasure-Harpswell, Orr's Island and Bailey Island, 216 miles of pristine coastline along Routes 123 and Route 24
10 minutes to Brunswick, home to Bowdoin College
For centuries Harpswell loberstermen and visitors of all ages have enjoyed our crystal clear salt waters as do those who kayak, canoe, sail and fish. Nature lovers enjoy hiking trails, beach combing, biking and bird watching. Savor the freshest lobster and award-winning seafood. Enjoy fine dining, tour art galleries, and craft studios.
We are located on Casco Bay and just a short scenic ride from Portland, Freeport, Bath, and Boothbay, Maine. Brunswick is serviced by the Downeaster.
We have over 13 walking trails, pocket beaches, national landmarks, historic sites and plenty of ocean views.
Orr's Island is known as the setting for Harriet Beecher Stowe's 1862 novel, The Pearl of Orr's Island; Bailey Island is known for its picturesque Mackerel Cove and Giant staircase and for the breathtaking views of open ocean and island filled bays.
Owner is a realtor and has been renting this home for many years.
We do accept personal checks and Homeaway payments.
Book now for summer 2026
Friday check-in ONLY in July and August
1 week stays in July and August.