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 is not permitted
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Events allowed: family gatherings;Maximum event attendees: 25
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Max Occupancy
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10
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Property Id
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4018059
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Welcome to Little Anchor, a beautifully renovated waterfront vacation rental in South Freeport, Maine, offering sweeping views of Casco Bay, a private dock, and an exceptional coastal Maine retreat just minutes from Freeport and Portland.
Located on scenic Castle Road in the charming village of South Freeport, this thoughtfully renovated home combines luxury comfort, modern design, and classic Maine coastal charm. With expansive water views, an open floor plan, and abundant natural light, Little Anchor is the perfect destination for families or small groups seeking a relaxing Maine coastal vacation.
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Stunning Waterfront Views of Casco Bay.
Nearly every room in the home enjoys panoramic views of Casco Bay, while others overlook a peaceful forest setting with glimpses of Spar Cove. The home’s open layout was designed to maximize natural light and showcase the spectacular waterfront scenery.
Guests can relax in the spacious living room and media room, both designed for comfort and gathering after a day exploring the Maine coast.
Step outside to a beautiful south-facing stone patio overlooking the bay, perfect for outdoor dining, morning coffee, or watching the sunset over the water. The large lawn leads directly to Little Anchor’s private dock, providing easy access to the tidal waters of Casco Bay when tides allow.
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Comfortable Accommodations for Families and Groups.
Little Anchor comfortably accommodates up to 10 guests across five well-appointed bedrooms, making it ideal for family vacations, couples traveling together, or small retreats on the Maine coast.
Each bedroom is thoughtfully designed with comfortable bedding, ample storage, and peaceful views.
Bedroom Layout
Main Level
• King Bedroom – Bay Views
• Queen Bedroom – Forest Views
• Twin Bedroom – Forest Views
Lower Level
• King Bedroom – Bay Views
• Queen Bedroom – Bay Views
A private home office provides a quiet space for guests who need to work remotely while enjoying a Maine getaway.
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Modern Amenities for a Relaxing Coastal Stay.
The home features modern conveniences designed for comfort and relaxation:
• High-speed WiFi throughout the home
• Three Smart TVs in the living room, media room, and twin bedroom
• Peloton bike
• Central air conditioning
• Spacious two-car garage
• Large yard with direct waterfront access
Whether you're unwinding after a day on the water or enjoying a quiet evening indoors, Little Anchor offers everything needed for a memorable stay.
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Private Dock and Waterfront Activities.
Little Anchor sits directly on the tidal waterfront of Casco Bay, making it an ideal base for boating, kayaking, paddleboarding, and coastal exploration.
Guests can easily rent kayaks or paddleboards locally and launch directly from the private dock located just steps from the lawn.
The protected waters around South Freeport offer incredible opportunities to experience Maine’s coastal beauty, marine wildlife, and scenic islands.
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Walk to South Freeport Village.
One of the most special aspects of Little Anchor is its walkable location in South Freeport Village.
Within a short stroll, you’ll find:
• Harraseeket Lunch & Lobster – famous for some of the best lobster rolls in Maine
• South Freeport Village Market – groceries, prepared foods, and essentials
• Harraseeket Yacht Club
• Brewers and Stroud’s Marine Boatyards
For sailing enthusiasts, the Portland Yacht Club is also a short drive away.
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Explore Freeport, Portland, and Coastal Maine.
Little Anchor is perfectly located for exploring some of the best destinations in coastal Maine.
Nearby attractions include:
• Downtown Freeport (5 minutes) – LL Bean, shopping, restaurants
• Freeport Golf Club (10 minutes)
• Yarmouth Village (10 minutes) Charming shops and restaurants
• Oyster Farms in Surrounding Areas
• Portland Old Port District (20 minutes)
• Beaches, island cruises, and scenic coastal drives
Travel is easy with Portland International Jetport only 25 minutes away. Concord Coachlines Bus goes directly to and from Logan Airport and South Station in Boston. Amtrak train station is in Freeport, just 5 minute’s drive and conveniently provides access to destinations both North and South.
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The Perfect Coastal Maine Getaway.
With its stunning Casco Bay views, private dock, modern renovations, and unbeatable South Freeport location, Little Anchor offers a truly special waterfront vacation rental experience in Maine.
Whether you're planning a family vacation, boating getaway, or relaxing coastal retreat, this elegant home provides the perfect setting to experience the beauty of the Maine coast.
Welcome to Little Anchor — your private waterfront escape in South Freeport, Maine.
Here is a link for more information and a Floor Plan!
https://www.waterfrontrentalhome.com/
https://cdn.openhomesphotography.com/cms/29-castle-road.1ee20085-9abc-6f68-8104-028e91101f1d/46742567-eff8-430a-910a-420ad5c61d82.pdf
Freeport is home to this vacation home. Golf Learning Center and Gilsland Farm Audubon Center are worth checking out if an activity is on the agenda, while those looking for area attractions can visit Wilbur's of Maine Chocolate Confections and Wolfe's Neck Farm. Greely Center for the Arts and Orion Performing Arts Center are also worth visiting. Spend some time exploring the area's activities, including golfing.
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