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Cottage at Island Point; Charming Coastal Retreat

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A spacious room with large windows, a wooden bench, a table, and a rug. - Cottage at Island Point; Charming Coastal Retreat (Southport)
A cozy living room with a wooden wall, a large window, a sofa, and a floor lamp. - Cottage at Island Point; Charming Coastal Retreat (Southport)
A bedroom with a bed, a bedside table with a lamp, a window, and a view of the outdoors. - Cottage at Island Point; Charming Coastal Retreat (Southport)
A kitchen with wooden beams, a dining area with a table and chairs, and a view of the outdoors. - Cottage at Island Point; Charming Coastal Retreat (Southport)
A cozy living room with a sofa, ottoman, and a lamp. - Cottage at Island Point; Charming Coastal Retreat (Southport)
You can look forward to a firepit, a garden, and laundry facilities at Cottage at Island Point; Charming Coastal Retreat. Stay connected with free in-room WiFi.

Reviews

10 out of 10
Exceptional

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Outdoor Space
  • Parking available

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About this property

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.



Similar properties

About the neighborhood

Located in Southport, this cottage is by the sea. Hendrick's Head Lighthouse and Boothbay Harbor Memorial Library are local landmarks, and some of the area's activities can be experienced at Boothbay Harbor Marina and Boothbay Region Land Trust. Coastal Maine Botanical Gardens and Maine State Aquarium are also worth visiting. Visit our Southport travel guide
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Map
Southport, ME

What's nearby

  • A harbor with boats, a dock, and a rocky shoreline with a lobster trap.
    Boothbay Harbor Marina
    14 min drive - 12.2 km
  • A boat on a calm pond surrounded by vibrant flowers and tall trees.
    Coastal Maine Botanical Gardens
    17 min drive - 15.4 km
  • A sign for Bowdoin College with a tree and greenery in the background.
    Bowdoin College
    56 min drive - 70.5 km
  • Southport Memorial Library
    1 min walk - 0.0 km
  • Opera House at Boothbay Harbor
    13 min drive - 11.5 km

Getting around

  • Brunswick Station
    56 min drive
  • Wiscasset, ME (ISS)
    44 min drive

Restaurants

  • Coastal Maine Botanical Gardens
    16 min drive
  • Circle K
    13 min drive
  • Kitchen Garden Cafe
    16 min drive
  • Boothbay Lobster Wharf
    13 min drive
  • Tugboat Inn
    12 min drive

Frequently asked questions

Is Cottage at Island Point; Charming Coastal Retreat pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Cottage at Island Point; Charming Coastal Retreat?

Check-in begins at 4:00 PM.

What time is check-out at Cottage at Island Point; Charming Coastal Retreat?

Check-out is at 10:00 AM.

Where is Cottage at Island Point; Charming Coastal Retreat located?

Situated by the sea, this cottage is steps from Southport Memorial Library and 3 mi (4.8 km) from Hendricks Hill Museum. Hendricks Head Beach and Hendrick's Head Lighthouse are also within 6 mi (10 km).

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Reviews

Cottage at Island Point; Charming Coastal Retreat Reviews

10

Exceptional

9.6

Cleanliness

10

Location
Rating 10 - Excellent. 6 out of 6 reviews
Rating 8 - Good. 0 out of 6 reviews
Rating 6 - Okay. 0 out of 6 reviews
Rating 4 - Poor. 0 out of 6 reviews
Rating 2 - Terrible. 0 out of 6 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderfully Well Appointed

The cottage had everything we needed and was the perfect place for our stay in Maine. We would rent this property again.
Stayed 6 nights in Jun 2025
From a partner site

10/10 Excellent

Sensational in Southport

This house is such a gem! It is a welcome respite from the hustle and bustle of the large city where we live. With the openness, windows, deck, and balcony areas, you truly feel like you are a part of nature, not just surrounded by it. We enjoyed being able to steam our own lobsters, grill fresh meat and veggies from Pinkham's, and have s'mores by the bonfire at night. We took walks to the Town Landing and the library which are both closeby. We did some star gazing at night and swimming at Hendrick's Head. On some rainy days, the house provided a great hangout spot for our family- playing board games, putting together puzzles, and reading on the comfy chairs and sofa. The kitchen is so well-stocked. The bedrooms and main living room are thoughtfully decorated and curated to enhance your experience- from fun coffee table books like The Maine House to creative and useful Maine-centered cookbooks. We love this house and can't wait to come back next year!
Verified review

10/10 Excellent

Stayed 3 nights in Aug 2025