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Southport Rentals

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158 Results

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158 Houses

Family-Friendly Shoreside Gem w/ Island View, Near Boothbay Harbor & Downtown

Southport house

5 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$570

6BR Waterfront Estate on Pratt's Island w/ Bunk House & Loft - Near Dining

Southport house

6 bedrooms / 3 bathrooms / sleeps 14

Price per night from

$712

2BR Southport Island Cottage w/ Deck & New Luxe Kitchen, Near Boothbay Harbor

Southport cottage

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$142

On the Water Southport Island with Breathtaking Views - Sprucerock Cabin

Southport log cabin

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 38 minutes

Price per night from

$250

Little Nick - A Sweet Little Haven with a Peak of the Ocean

Southport guest house

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$126

Periwinkle Cottage - A Cozy Retreat on Southport Island, Maine

Southport cottage

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$176

Great rentals within 20 miles that match your search

Ocean Point, Maine Cottage Weekly Rental

East Boothbay cottage

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$343

Historic Captain York House: 7 Bed, 6.5 Bath

Bailey Island house

7 bedrooms / 6 bathrooms / sleeps 14

Price per night from

$587

High Head - Spectacular Expansive Water Views on the Boothbay Peninsula

Edgecomb house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 hours 38 minutes

Price per night from

$423

Bluewater Vista - Ocean Views, Dock Access, Tennis, Boothbay Harbor

Bayville cottage

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 hours 38 minutes

Price per night from

$297

Immaculate And Very Private Boothbay Region Waterfront Home

Edgecomb house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$389

The Poplars - A Cozy Home in Boothbay Harbor

Boothbay Harbor house

2 bedrooms / 3 bathrooms / sleeps 4

Responds fast! avg. 3 hours 38 minutes

Price per night from

$263

The Barn

Alna house

3 bedrooms / 2 bathrooms / sleeps 12

Price per night from

$357

Waterfront - Spectacular Sunsets,

Trevett house

3 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 38 minutes

Price per night from

$271

The Point, Where the Land Meets the Sea

Harpswell house

4 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$645

Two Cabins, Private Inground Pool, Private Dock, Spectacular View of Linekin Bay

Boothbay Harbor cottage

7 bedrooms / 4 bathrooms / sleeps 14

Responds fast! avg. 3 hours 38 minutes

Price per night from

$1,018

Waterfront Home on Scenic Cove

Harpswell house

3 bedrooms / 1 bathroom / sleeps 5

Price per night from

$190

LUXURY MAINE GETAWAY - PRIVATE BEACH/KAYAK/SHOP/DINE!

Bath house

6 bedrooms / 4 bathrooms / sleeps 17

Price per night from

$475

Charming oceanfront cottage

Cape Neddick cottage

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$332

Waterfront House with Views of Working Harbor and Open Ocean from Every Room

Georgetown house

4 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$335

Light Filled, Woodsy Views, Atlantic Ocean Nearby - Classic Mid-Coast Cottage

New Harbor cottage

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$186

Brand New Modern Loft Home

Topsham house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$143

Maine Island Lodge

Friendship lodge

7 bedrooms / 6 bathrooms / sleeps 18

Price per night from

$1,187

Open Ocean Estate w/ path to neighborhood beach

Bailey Island house

3 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$1,015

Green Gables, magical home & garden near the sound

Wiscasset apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 33 minutes

Price per night from

$178

Classic Maine Cottage with Ocean Views and Beach

Boothbay Harbor cottage

5 bedrooms / 2 bathrooms / sleeps 9

Responds fast! avg. 3 hours 38 minutes

Price per night from

$339

Gathering Point Cottage, Water View, Walk to Aquarium, Beach Access

Boothbay Harbor house

4 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 3 hours 38 minutes

Price per night from

$315

Trick's End - A Beautiful Get Away on the Coast of Barter's Island

Trevett house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 38 minutes

Price per night from

$408

Oceanfront Cottage on Middle Bay

Harpswell house

3 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$340

Damariscotta Lake

Nobleboro log cabin

1 bedroom / 2 bathrooms / sleeps 6

Price per night from

$327

Ocean Waterfront - Walk to Pemaquid Light

New Harbor house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$381

Barnacle - Spectacular Sunrises and Sunsets Perched on the Ocean

Capitol Island house

4 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 3 hours 38 minutes

Price per night from

$327

Port Cabin - New Inground Pool overlooking the Ocean on Beautiful Linekin Bay

Boothbay Harbor house

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 38 minutes

Price per night from

$469

Discover a Family Tradition on Linekin Bay

Bayville house

6 bedrooms / 3 bathrooms / sleeps 16

Price per night from

$933

Waterfront Private Estate w dock on 6 acres

Cundys Harbor house

5 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$932

Private Island - Great for Reunions - Sleeps 24

Port Clyde house

11 bedrooms / 6 bathrooms / sleeps 24

Price per night from

$2,543

Dog-Friendly Ocean Beach Rental, Level 1

Phippsburg cottage

2 bedrooms / 1 bathroom / sleeps 8

Price per night from

$356

Starboard Cabin - New Pool, Dock, Moorings, Spectacular Views of Linekin Bay

Boothbay Harbor house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 38 minutes

Price per night from

$508

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