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10 properties  

$250-410/night

Cottage at Island Point

3 Bedrooms • 2 Baths • Sleeps 5-6
Internet Near Ocean
The Cottage at Island Point – Southport, Maine.
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.

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$350-550/night

Ferndale House

3 Bedrooms • 2 Baths • Sleeps 1-8
Internet Near Ocean
Ferndale House - Phippsburg, Maine.
Ferndale House is a special retreat nestled in the woods, overlooking the Kennebec River. Owned by a children’s book author, the home is named after the imaginary world where her fictional characters live. Fittingly, the property is surrounded by ferns in the dells and glens, and borders 63 acres of conservation land.

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$250-475/night

Idle Ours

2 Bedrooms • 3 Baths (2 full, 1 half) • Sleeps 4-6
Internet Oceanfront
Idle Ours Cottage - West Bath, Maine.
Idle Ours is a charming multi-level cottage nestled in the peaceful coastal town of West Bath. Just minutes from the “cool little city” of Bath, Maine, this inviting getaway encourages you to embrace the art of slowing down—whether that means sleeping in, playing cards, reading a book, or catching a sunset by the fire pit. Let your whims guide you in this perfect retreat for relaxation and reconnection.

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$500-850/night

Lone Pine Cottage

6 Bedrooms • 3 Baths • Sleeps 1-12
Allows pets Internet Near Ocean

Lone Pine Cottage – Bath, Maine.

Pine Cottage is a beautifully renovated 6-bedroom, 3-bathroom home located in the “cool little city” of Bath, Maine. Fully updated in 2023 with high-quality materials and vintage-inspired accents, this thoughtfully designed home offers comfort, space, and charm—perfect for large families or groups looking to explore the best of Midcoast Maine.

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$600-1,200/night

Miradon Ocean Estate

4 Bedrooms • 3 Baths • Sleeps 6-8
Internet Oceanfront
Miradon Ocean Estate - Southport, Maine.
Affectionally known as “Ole Gusty” this home is an extraordinary oceanfront retreat. Designed to showcase panoramic sunsets, the home boasts ocean views that are best enjoyed from the expansive deck. Miradon is located on the enchanting island of Southport, just a stone’s throw from Boothbay Harbor. This home is truly an oasis for family and friends to gather. Sleeps 8 adults.

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$225-435/night

Seawood Sunset Cottage

2 Bedrooms • 2 Baths • Sleeps 5-7
Allows pets Internet Near Ocean

Seawood Sunset Cottage – Southport Island, Maine.
Built by an artist and adorned with her original works, Seawood Sunset Cottage is a magical, light-filled oasis nestled among the pines. Just a stone’s throw from the water, the cottage was designed as a gathering place for loved ones—and it's sure to inspire your own cherished family memories.

Please Note: This cottage does not offer water views or direct water access.

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$300-600/night

Steamboat Landing

4 Bedrooms • 2 Baths • Sleeps 5-8
Internet Ocean View
Steamboat Landing - Southport Island, Maine. Hosted by Of Sea and Pine, Maine Vacation Rentals 
 
Nestled between Sheepscot Bay and Boothbay, Southport Island is connected to Boothbay Harbor by a scenic swing bridge. A hidden gem, this quiet island oasis offers the best of Maine—breathtaking coastal views, welcoming locals, and fresh seafood—without the crowds of busier tourist spots.

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$275-325/night

The Iron Lady; Gorgeous Historic Home

3 Bedrooms • 2 Baths (1 full, 1 half) • Sleeps 3-6
Internet
The Iron Lady - Bath, Maine.
Named "The Iron Lady" to honor its proximity to the Kennebec River and Bath Iron Works (a working shipyard that was established in 1826), this spacious family-friendly apartment, built in 1901, is located just 10-min walking distance from Bath's quaint downtown.

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$400-650/night

The Maine Cottage; Walking Distance to a Beach!

3 Bedrooms • 4 Baths • Sleeps 3-6
Internet Oceanfront
Explore one of Maine’s most beautiful islands—Georgetown, where tall pines meet the sea and sandy beaches stretch along a rugged, scenic coastline. Tucked away off the beaten path, The Maine Cottage is a private home overlooking Sagadahoc Bay. The open-concept main living area features a chef’s kitchen, dining space, and a comfortable living room, ideal for gathering with family to cook, share meals, and unwind. Upstairs, you'll find three bedrooms, each with its own ensuite bathroom.

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$400-600/night

The Seaspeak House

4 Bedrooms • 2 Baths • Sleeps 6-8
Internet Near Ocean
The Seaspeak House - Bath, Maine.
Located on the edge of the historic district, Seaspeak is just a 10 minute walk to shops, restaurants and the Kennebec River. The name ‘Seaspeak’ was chosen for the home because it is the official language of navigators the world over. We look forward to welcoming visitors to our home and hope you will fall in love with the area just like we have!

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