Updated on Jul 20, 2026
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Type
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Private vacation home
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Bedrooms
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5
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Bathrooms
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2
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House Rules
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No pets allowed
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Children allowed: ages 0-17
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Smoking allowed: in designated areas
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No events allowed
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Max Occupancy
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10
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Host Language
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English
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Property Id
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2249320
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The “Big House” is part of an incredible 8-acre private estate with a shared private beach, walking trails, cliff views, a shared deep water dock, and even a freshwater swimming pond. The Big House is a 3,000 sqft fully winterized year-round home built in 1947 by my grandfather. The house features a large living room with an attached porch and an incredible waterfront view. There is a modern kitchen with a breakfast nook, a large dining room, five bedrooms (4 queens, two long singles), two full baths, and one half bath. A section of our deck is screened to escape mosquitoes and provide some shade.
You are only a short walk through open fields to a shared private ocean beach, which is perfect for launching your kayak. From there, you can continue on to a shared private dock that is great for swimming. Our dock is located in the local harbor at Lookout Point and faces west, offering fantastic sunsets and expansive views of the islands. This is an active lobstering harbor, so you can purchase fresh lobsters right next door!
The Big House is on an incredible 8-acre private family estate perched above a lush field and surrounded by 1,500 feet of ocean frontage. You can share this calm, quiet estate with a family-owned cottage and a small year-round home. We face west, so the sunsets are fantastic year-round.
So come swim off our dock, launch your kayak, swim off the rocks, read a book, have a lobster, take walks, or simply relax and enjoy! We look forward to your visit and hope to meet you during your stay.
Located in Harpswell, this vacation home is in a rural area and on the waterfront. Brunswick Town Commons and Cathance River Preserve reflect the area's natural beauty and area attractions include Ash Cove Pottery and Paddleworks. Traveling with kids? Consider Orion Performing Arts Center and Land's End Gift Shop. Kayaking and fishing offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and hiking nearby.
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