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Southport Vacation Rentals

1 - 31 of 31 rentals
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Frosty Glen, a Southport Island Retreat - Southport, ME Vacation Rental
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Barrett's Watch Cottage and Retreat - Boothbay Harbor, ME Vacation Rental
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Sunset Circle - East Boothbay, ME Vacation Rental

Sunset Circle

East Boothbay, ME
3 Bed 3 Bath Sleeps 6
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Sebasco Serenity - Phippsburg, ME Vacation Rental

Sebasco Serenity

Phippsburg, ME
1 Bed 1 Bath Sleeps 3
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Towns-End Cottage - Boothbay Harbor, ME Vacation Rental

Towns-End Cottage

Boothbay Harbor, ME
3 Bed 1 Bath Sleeps 6
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On The Edgecomb - Edgecomb, ME Vacation Rental

On The Edgecomb

Edgecomb, ME
3 Bed 3 Bath Sleeps 6
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Sunshine Cottage - East Boothbay, ME Vacation Rental

Sunshine Cottage

East Boothbay, ME
2 Bed 2.5 Bath Sleeps 6
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Bufflehead Cove  - Boothbay, ME Vacation Rental

Bufflehead Cove

Boothbay, ME
3 Bed 2.5 Bath Sleeps 7
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The Oar House - Wiscasset, ME Vacation Rental

The Oar House

Wiscasset, ME
2 Bed 1 Bath Sleeps 4
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Damariscotta Lakefront Retreat - Newcastle, ME Vacation Rental
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Muirgen Enchantment by the Sea - Boothbay, ME Vacation Rental
155 155 195 195 175 175 175 175 175 195 195 145 145 145 145 145 195
Garravale - Boothbay Harbor, ME Vacation Rental

Garravale

Boothbay Harbor, ME
4 Bed 2 Bath Sleeps 8
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Peg's Pond House - Trevett, ME Vacation Rental

Peg's Pond House

Trevett, ME
3 Bed 2 Bath Sleeps 7
135 135 195 195 155 155 155 155 155 195 195 135 135 135 135 135 170
The Captain's Cottage - Boothbay Harbor, ME Vacation Rental

The Captain's Cottage

Boothbay Harbor, ME
3 Bed 1.5 Bath Sleeps 5
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The 1909 Cottage - Boothbay Harbor, ME Vacation Rental

The 1909 Cottage

Boothbay Harbor, ME
7 Bed 1.5 Bath Sleeps 14
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Sebenoa Retreat at Sprucewold - Boothbay Harbor, ME Vacation Rental
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Popham Pines Beach Retreat - Phippsburg, ME Vacation Rental
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River View Suite - Edgecomb, ME Vacation Rental

River View Suite

Edgecomb, ME
3 Bed 3 Bath Sleeps 6
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Boothbay Beauty - Boothbay Harbor, ME Vacation Rental

Boothbay Beauty

Boothbay Harbor, ME
3 Bed 1 Bath Sleeps 6
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Linekin Bay Lookout  - East Boothbay, ME Vacation Rental
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Cabin on the Shore - East Boothbay, ME Vacation Rental

Cabin on the Shore

East Boothbay, ME
2 Bed 1 Bath Sleeps 4
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The Atlantic House at Ocean Point - East Boothbay, ME Vacation Rental
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Robinhood Retreat at Georgetown - Georgetown, ME Vacation Rental
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Barters Island Waterfront Cottage - Boothbay, ME Vacation Rental
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The Summit Boathouse - Boothbay Harbor, ME Vacation Rental
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Ocean Breeze at Boothbay Harbor - Boothbay Harbor, ME Vacation Rental
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The Retreat at Seal Cove  - West Bath, ME Vacation Rental
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Newkirk Historic Retreat - Wiscasset, ME Vacation Rental

Newkirk Historic Retreat

Wiscasset, ME
4 Bed 4 Bath Sleeps 12
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Sheepscot Harbour Waterview Suite - Edgecomb, ME Vacation Rental
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Sheepscot Harbour Lodge Suite - Edgecomb, ME Vacation Rental
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The Notebook - Boothbay Harbor, ME Vacation Rental

The Notebook

Boothbay Harbor, ME
4 Bed 2.5 Bath Sleeps 7
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About Southport

Southport rated 4.7 out of 5 based on 10 reviews Southport, ME

Much like the rest of coastal Lincoln County, Southport, Maine affords guests scenic vistas, tranquil neighborhoods, and a rugged coastline nonpareil. Settled by Europeans in 1623 and once called Cape Newagen Island, Southport incorporates the tiny villages of Southport, West Southport, Cape Newagen, and Squirrel island.

Today it has less than 1,000 year-round residents, making our Southport, Maine vacation rentals a choice spot for solitude seekers. Nature lovers flock here for the bountiful grasslands and bird- and whale-watching sites. Lighthouse aficionados head here to admire two restored lights. Hikers come every summer and fall to traverse the 12 acres of peaceful tree-covered terrain near the ocean. It's Maine like it should be seen.

Things to Do in Southport

Like its bigger sisters to the north - Boothbay, Boothbay Harbor, and East Boothbay - Southport boats myriad natural wonders. First-time visitors should hike the 12-acre, half-mile loop of the Hendricks Head Trail - operated by the Boothbay Land Trust - an easy hike, but one that has a few steep and slippery climbs. End the hike at the Hendricks Head Lighthouse at the mouth of the Sheepscot River. Originally constructed in 1829, the 40-foot brick lighthouse and the two-story cottage adjacent are the keepers of spooky tales, such as the infamous "Ghostlady of the Dark" who is said to wander the grounds late at night.

Cuckolds Lighthouse, built in 1892, sits on the opposite end of the island on a separate outcropping and boasts a short tower and a small inn. The Hendricks Hill Museum along the main thoroughfare features artifacts from the ancestors of current island residents as well pictures and navigational instruments.

Day Trips from Southport, Maine

Lincoln County offers abundant natural wonder in towns inside its environs. From Southport it's just a short drive north to other scenic towns in the Boothbay region such as fun-filled Boothbay Harbor, the garden paradise of Boothbay, and quaint East Boothbay. Nearby Nobleboro offers lakefront living at its finest, while Bar Harbor boasts the Acadia National Park and other scenic land.

Quiet and truly charming, Southport, Maine, is the perfect spot to relax and recharge. After staying at one of our Southport, Maine vacation rentals, you'll do just that.

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