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Welcome to Little Anchor
29 Castle Road, South Freeport
A Luxury Waterfront Vacation Rental in South Freeport, Maine with a Private Dock on Casco Bay
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.
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.
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
Modern Amenities for a Relaxing Coastal Stay
The home features modern conveniences designed for comfort and relaxation:
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.
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.
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:
Explore Freeport, Portland, and Coastal Maine
Little Anchor is perfectly located for exploring some of the best destinations in coastal Maine.
Nearby attractions include:
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.
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.
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.
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
- King Bedroom – Bay Views
- Queen Bedroom – Bay Views
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.
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.
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
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
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.
All Property Photos
Ana T.L. Dierkhising
Email: ana@anatld.com
Contact: 415-264-6848
Contact: 415-264-6848
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Ana T.L. Dierkhising
Compass
Real Estate Advisor
- DRE:
- #01466124
- Mobile:
- 415.264.6848
- Office:
- 4152646848