The Anchorage, an oceanfront home with two private beaches on Islesboro Island

Top rated by guests
The Anchorage
kitchen
kitchen
breakfast table
sparkling water, master bedroom window
review stars
10Outstanding
(8 Ratings)
"Beautiful home on the edge of Maine. Easy ferry ride to this island paradise. Todd and Kristen have the house well appointed and are easily available for questions. We really enjoyed our peaceful stay..."
Peter B.
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10 / 10
Outstanding(8 Ratings)

House in Islesboro, ME

9 guests · 4 bedrooms · 2 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this house rental

The Anchorage is a spectacular oceanfront peninsula property on Islesboro's eastern rocky coast overlooking Penobscot Bay. Enjoy sunrises, sunsets, moonrises and sunny afternoons, relaxing on the new covered deck or in the hammock with a book. With two private beaches, gorgeous ocean views from the living room, dining room, and three of the four bedrooms, the property is an ideal vacation space. There are sweeping lawns for relaxing or playing games, charming gardens, a private dock, and beaches for swimming in the cove.

The home, at the end of a quiet road, is in walking distance to tennis courts and playground, and close to the island's two markets, community center, farmer's market, post office, historical society, light house, town library, health center, and ice cream shop. Fully equipped kitchen, gas grill, new paint and furnishings throughout.

Enjoy morning coffee overlooking the bay while you watch eagles and osprey soar by along with loons, cormorants, and of course seagulls. You might well spot a family of porpoise, or a seal bobbing up to say hello. Schooners and other boats dot the bay along with the occasional working lobster boat. Boats are important in Islesboro; indeed, a boat is the only way to reach the island. Our car and passenger ferry departs from Lincolnville Beach frequently. On the twenty minute ferry ride, you'll experience the lovely sense of leaving the world behind. Whether you are looking for a tranquil getaway or an ideal setting for family fun and memories, The Anchorage is a magical place.

Amenities at The Anchorage, an oceanfront home with two private beaches on Islesboro Island

Non-smoking
No pets allowed
Family friendly

Map of Islesboro, ME


Ratings and reviews

10 / 10
Outstanding(8 Ratings)
10 / 10Outstanding·Oct 2025
Beautiful home on the edge of Maine. Easy ferry ride to this island paradise. Todd and Kristen have the house well appointed and are easily available for questions. We really enjoyed our peaceful stay.
10 / 10Outstanding·Aug 2025
Beautiful property. The crew from Northern Maine saw seals, sailboats, sea glass and even a full rainbow over the ocean. Best work accommodations ever!
10 / 10Outstanding·Aug 2025
In a word...Peace. This place and location is incredible. Enjoyed every minute
10 / 10Outstanding·Aug 2025
Our family of 5 was fortunate to spend an idillic week at The Anchorage. The property is situated on a point of land that offers privacy, unparalled views, easy access to two gorgeous beaches and room for our children and pup to roam. The house is recently renovated and Todd and Kristen did not overlook any details in preparing the property for their guests. Everything from the local wildflower bouquets, to abundant games, books, binoculars, and thoughtful recommendations on how to spend our time on the island was appreciated. The house is well equipped for cooking and has a full sized grill on the porch! The beds were comfortable and the rooms tastefully decorated. Our 3 children spent hours swimming off the dock and exploring in the rocks and on the beach. Todd supplied them with lifevests and lent them a rowboat to explore the cove where the starfish and mussles were abundant. He also lent our son a fishing rod, which occupied him for hours on end while we enjoyed morning coffee and evening cocktails on the porch. Our family will cherish our time spent in this little slice of paradise and we hope to return in the future!

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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at The Anchorage, an oceanfront home with two private beaches on Islesboro Island. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is The Anchorage, an oceanfront home with two private beaches on Islesboro Island pet friendly?

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at The Anchorage, an oceanfront home with two private beaches on Islesboro Island?

We found 3 amenities for this rental. This includes non-smoking, no pets allowed, and family friendly.