Cottage at Island Point; Charming Coastal Retreat

The Cottage at Island Point – Southport Island, Maine. Hosted by Of Sea and Pine, Maine Vacation Rentals

Come experience the charm of coastal island living at this serene Southport cottage. Nestled in the peaceful Newagen community, The Cottage at Island Point feels like stepping into an Edward Hopper painting—where life slows down, sea breezes fill the air, and the soothing sound of buoy bells will be your evening soundtrack.

This inviting retreat sleeps six, with ocean glimpses from every bedroom and multiple outdoor spaces to enjoy Maine’s natural beauty. The outdoor dining area is perfect for a quintessential lobster bake under the stars. This is truly “The Way Life Should Be.”

Please note: This is a fairly remote location. A vehicle is needed to access the home and surrounding areas; Uber does not operate in the area. There are no dogs allowed at this property.

Key Features:
Multiple Outdoor Spaces, including a firepit, balconies and a furnished dining area
Peaceful and welcoming community atmosphere. Easy access to Newagen Seaside Inn, Southport Yacht Club, Hendrick’s Head Beach and downtown Boothbay Harbor

Home Layout:
• Primary Bedroom: King bed with peeks of the water
• Second Bedroom: Two twin beds
• Third Bedroom: Two twin beds
Bathrooms:
• 2 Full Bathrooms (both located upstairs)
o One with a stand-up shower
o One with a bathtub
*Please note, there is no air conditioning at this property

♿ Accessibility: All bedrooms and bathrooms are located on the second floor, accessible only via a steep and narrow staircase. This property may not be suitable for guests with mobility limitations.

Parking: Free off-street parking is available for 2–3 vehicles.

Neighborhood Note: This cottage is located in a friendly, close-knit neighborhood with other cottages nearby. You may hear and see neighbors in their yards, children playing, or dogs barking. Guests are kindly asked to respect quiet hours between 9:00 PM and 7:00 AM.

Location & Local Charm:
Located at the southern tip of Southport Island in the charming village of Newagen, this cozy cottage offers the perfect blend of tranquility and proximity. Though you may feel like you’re at the edge of the world, you're just a short drive over the iconic swinging bridge to the vibrant harbor town of Boothbay, known for its restaurants, boutique shops, art galleries, boating excursions, and ice cream parlors.

Things to Do Nearby:
Stroll to Town Landing Pier with your morning coffee and take in the views of Cuckolds Light Station and Cape Island

Make reservations for the Newagen Inn’s lobster bake

Spend a quiet afternoon at the Southport Library

Tour the Newagen Alpaca Farm

Pack a picnic from the Southport General Store and head to Hendricks Head Beach, where another iconic Maine lighthouse awaits

Enjoy dinner with a view at Robinson’s Wharf or Cozy’s Dockside

Visit the Coastal Maine Botanical Gardens and see the magical giant trolls

Play tennis or pickleball with a day pass at the nearby YMCA

A complete guidebook will be provided at booking, filled with recommendations for day trips, dining, and local activities. Need help planning Just ask—we’re happy to help you find your happy place in Maine.