The Anchorage, an oceanfront home with two private beaches on Islesboro Island
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.
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The host requires you to complete the following before checking out:
Load and start the dishwasher
Strip any used beds and gather used towels
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights
Failure to complete these may result in a negative review from the host.
Speed limit on the dirt lane leading to the house is 10 mph maximum.
This is a quiet family-friendly neighborhood. Please keep quiet hours between 9:00 p.m. and 8:00 a.m.
Important information
You need to know
Property # 4679909vb
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
This property uses some solar energy
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
About the area
Islesboro
Located in Islesboro, this holiday home is in a rural area and on the beach. The area's natural beauty can be seen at Warren Island State Park and Camden Hills State Park, while Schoolhouse Museum and Camden Opera House are cultural highlights. Golfer's Crossing Mini Golf and Coyote Moon are also worth visiting. Take in the nearby slopes with cross-country skiing, or try out other outdoor activities such as ice skating and sledging.
Camden Harbor Park and Amphitheatre - 50 min drive - 26.2 km
Belfast Harbor - 57 min drive - 38.3 km
Getting around
Belfast Station - 49 min drive
Rockland, ME (RKD-Knox County Regional) - 63 min drive
Restaurants
Beach Store - 40 min drive
The Snack Shack - 9 min drive
Dark Harbor Shop - 8 min drive
McLaughlin's Lobster Shack - 39 min drive
Margaret's Lobster Rolls, Ice Cream, Hot Dogs - 47 min drive
Frequently asked questions
Is The Anchorage, an oceanfront home with two private beaches on Islesboro Island pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at The Anchorage, an oceanfront home with two private beaches on Islesboro Island?
As of 9 June 2026, prices found for a 1-night stay for 2 adults at The Anchorage, an oceanfront home with two private beaches on Islesboro Island on 27 Oct 2026 start from AU$981, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at The Anchorage, an oceanfront home with two private beaches on Islesboro Island?
On-site parking is available at the property.
What time is check-in at The Anchorage, an oceanfront home with two private beaches on Islesboro Island?
Check-in begins at 4:00 PM.
What time is check-out at The Anchorage, an oceanfront home with two private beaches on Islesboro Island?
Checkout is at 10:00 AM.
Where is The Anchorage, an oceanfront home with two private beaches on Islesboro Island located?
Nestled on the beach, this Islesboro holiday home is within 9 mi (15 km) of Warren Island State Park, Lincolnville Beach and Lincolnville Ferry Terminal. Camden Hills State Park and Schoolhouse Museum are also within 9 miles (15 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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.
Beautiful property. The crew from Northern Maine saw seals, sailboats, sea glass and even a full rainbow over the ocean. Best work accommodations ever!
If you’re looking for a private quintessential costal Maine retreat this is it. The property which sits at the very end of Hewes Point Rd gives 180 degree views of Penobscot Bay from the northwest to the southeast. There are two beautiful beaches on each side of the large well manicured yard which extends to a narrow point about 100 yards to the north of the dwelling. The pebble beach on the west side looks like it is shared but the one just off the house’s beautiful deck is completely private. Both are useable even at high tide and they become expansive at low tide. Access to the shore in just about any place in northern Maine typically requires a climb down and this property is not an exception, The beach on the west side of the yard has a set of stairs but the bigger and more private one in the east has a rock retaining wall that has stair like qualities but small children and unsteady elderly folks will surely need a helping hand. The house has been kept up very nicely and has a solid rustic feel and the large picture windows in the spacious family and dining rooms provide stunning views of the ocean. The plumbing, hot water supply and pressure were first rate. The tap water was clear, cold, colorless and tasteless so there is no need to bring bottled water. We had no difficulties preparing meals that ranged from a multicourse Sunday dinner to hamburgers on the outdoor grill for the six adults and one toddler. All in all, a gorgeous spot and highly recommended.
The Anchorage is among the most picturesque properties on Islesboro. The home has island cottage feel but spacious, well appointed and very comfortable. The covered porch is waterfront and a favorite spot for sunrise and coffee, happy-hours and dinner (large table). The hammock was great for reading or a nap. Two beaches and a dock provided ample swimming options. The owners were welcoming, kind and responsive. It was the perfect vacation spot!
Jerry P.
Stayed 4 nights in Aug 2025
Response from VrboOwner on 28 Aug 2025
Thanks very much--we're so glad you all enjoyed your time here, Jerry. We loved having you and hope to see you again!
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!
Caroline H.
Stayed 6 nights in Jul 2025
Response from VrboOwner on 28 Aug 2025
Thank you so much, Caroline. Your family was a delight to host, and we hope to see you again!
Plan to stay an extra day at The Anchorage for the views alone!
Janet S.
Stayed 2 nights in Jun 2026
About the host
Hosted by Todd Siekman + Kristen Kelley
We live in a separate house on the four acre property, as well as on the mainland in Northport. We are both former teachers who love to travel, garden, and gaze out at the ocean. Todd is an independent contractor involved in building projects and Kristen is a college consultant. The property has been in Todd's family for over sixty years and is a treasured part of our lives.
Why they chose this property
We love the quiet at the end of the road, the sweeping views of the bay, the sunrises and loon calls and moonlight. The neighborhood is made up of many families we've known for years and years.
What makes this property unique
It's hard to describe how beautiful this land is, or even convey it in pictures. We live in such a lovely place.
Languages:
English, French, Spanish
Premier Host
They consistently provide great experiences for their guests