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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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Sunset Circle - East Boothbay, ME Vacation Rental

Sunset Circle

East Boothbay, ME
3 Bed 3 Bath Sleeps 6
99 115 145 145 120 155 155 155 155 195 195 145 - - - - -
Harpswell Bay House - Harpswell, ME Vacation Rental

Harpswell Bay House

Harpswell, ME
3 Bed 1 Bath Sleeps 6
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Damariscotta Lakefront Retreat - Newcastle, ME Vacation Rental
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Garravale - Boothbay Harbor, ME Vacation Rental

Garravale

Boothbay Harbor, ME
4 Bed 2 Bath Sleeps 8
- - - - - - - - - - - 140 150 150 150 150 195
Peg's Pond House - Trevett, ME Vacation Rental

Peg's Pond House

Trevett, ME
3 Bed 2 Bath Sleeps 7
99 99 - - 130 135 135 135 135 195 195 135 135 135 135 135 195
Muirgen Enchantment by the Sea - Boothbay, ME Vacation Rental
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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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Linekin Bay Lookout  - East Boothbay, ME Vacation Rental
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Robinhood Retreat at Georgetown - Georgetown, ME Vacation Rental
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On The Edgecomb - Edgecomb, ME Vacation Rental

On The Edgecomb

Edgecomb, ME
3 Bed 3 Bath Sleeps 6
120 130 170 170 135 155 155 155 155 195 195 155 155 155 155 155 195
Bufflehead Cove  - Boothbay, ME Vacation Rental

Bufflehead Cove

Boothbay, ME
3 Bed 2.5 Bath Sleeps 7
- - - - - - 130 135 135 195 195 135 135 135 135 135 195
Barrett's Watch Cottage and Retreat - Boothbay Harbor, ME Vacation Rental
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Sebenoa Retreat at Sprucewold - Boothbay Harbor, ME Vacation Rental
- - - - - - 99 99 99 115 115 99 99 99 99 99 115
The Atlantic House at Ocean Point - East Boothbay, ME Vacation Rental
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Popham Pines Beach Retreat - Phippsburg, ME Vacation Rental
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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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Sunshine Cottage - East Boothbay, ME Vacation Rental

Sunshine Cottage

East Boothbay, ME
2 Bed 2.5 Bath Sleeps 6
- - - - - 99 115 115 115 160 160 115 115 99 - - -
Towns-End Cottage - Boothbay Harbor, ME Vacation Rental

Towns-End Cottage

Boothbay Harbor, ME
3 Bed 1 Bath Sleeps 6
99 99 135 135 99 90 90 90 90 135 135 90 90 90 90 90 135
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 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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Boothbay Beauty - Boothbay Harbor, ME Vacation Rental

Boothbay Beauty

Boothbay Harbor, ME
3 Bed 1 Bath Sleeps 6
- - - - - 150 150 150 150 170 170 150 150 150 150 150 170
River View Suite - Edgecomb, ME Vacation Rental

River View Suite

Edgecomb, ME
3 Bed 3 Bath Sleeps 6
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Sheepscot Harbour Waterview Suite - Edgecomb, ME Vacation Rental
70 70 99 99 75 - - - - - - - - - - - -
Sebasco Serenity - Phippsburg, ME Vacation Rental

Sebasco Serenity

Phippsburg, ME
1 Bed 1 Bath Sleeps 3
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The Retreat at Seal Cove  - West Bath, ME Vacation Rental
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Barters Island Waterfront Cottage - Boothbay, ME Vacation Rental
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Ocean Breeze at Boothbay Harbor - Boothbay Harbor, ME Vacation Rental
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The Summit Boathouse - Boothbay Harbor, 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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Sheepscot Harbour Lodge Suite - Edgecomb, ME Vacation Rental
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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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