Southport Vacation Rentals

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USA > Maine > Southport

Make Southport your next getaway—choose from 12 great vacation rentals

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.

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Southport vacation rentals for every getaway

Dog-friendly Internet Lake view
Capitol Island Retreat II 3D Tour
4 Bedroom | 2 Bath | Sleeps 8

Capitol Island Retreat II - Southport, ME

From $253
Capitol Island Retreat I 3D Tour
2 Bedroom | 2 Bath | Sleeps 4

Capitol Island Retreat I - Southport, ME

From $198
Southport Island Retreat 3D Tour
5 Bedroom | 2 Bath | Sleeps 9

Southport Island Retreat - Southport, ME

From $189
Honeymoon Cottage 3D Tour
1 Bedroom | 1 Bath | Sleeps 2

Honeymoon Cottage - Southport, ME

From $88
Deep Cove Cabin 3D Tour
2 Bedroom | 2 Bath | Sleeps 9

Deep Cove Cabin - Southport, ME

From $271

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Recent Southport vacation rental reviews

The house suited us and our 5 grandchildren perfectly. Warm and homey. Great location: private and yet close to Boothbay Harbor.
David P. | Apr 2022
We had a nice time over Christmas break at this cottage. It was very clean and attractively decorated. The Vacasa photos were a bit deceiving as they made the living space look expansive. While the cottage is by no means cramped, it was smaller than expected. We were also surprised how closely the cottage sits to the road, but it is on a dead end lane so traffic is not an issue. It was very quiet and peaceful. There is a pretty creek and pond in the yard and surrounding harbor/inlets are beautiful! We appreciated that Vacasa efficiently handled a malfunctioning refrigerator issue- even at 10:00pm on Christmas Eve! Our concerns/suggestions include: -A shovel and salt/ice melt should be provided for renter use. It snowed a few inches while we were there and we had no way to clear the steps. -The cottage's water pressure was poor. Thankfully, the toilets flushed adequately, but filling pots of water for cooking was an exercise in patience. The upstairs shower was nothing more than a trickle of water. We made do with the downstairs shower, but NO other water could be running at the same time as it would cut shower water pressure significantly. Owners should definitely look into improving the pump/plumbing issues. -The cottage was heated with a unit blowing from upstairs and it didn't effectively warm the entire cottage. A space heater was provided- which helped, but ceiling fans might be a good investment to push the air downstairs.
Joanna K. | Dec 2021
This lovely house allowed us to stay near family during the Winter Holidays. And gave us a beautiful secluded space to relax, refresh and enjoy. It was spacious, welcoming and in excellent condition. The grounds are beautiful and the area is easy to walk and the nearby shore is beautiful.
Karen K. | Dec 2021

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional cleaning
Professional cleaning

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.