Southport Vacation Rentals

Compare 5 vacation rentals.
USA > Maine > Southport

Make Southport your next getaway

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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House rentals

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Popular amenities for Southport vacation rentals

Popular
Dog-friendly Hot tub Internet
Island Pines
4 Bedroom | 2.5 Bath | Sleeps 8

Island Pines - Southport, ME

$301 avg / night
4.62 (24)
Serene Newagen House
3 Bedroom | 2 Bath | Sleeps 6

Serene Newagen House - Southport, ME

$367 avg / night
4.57 (51)
Cape Newagen Retreat
3 Bedroom | 1 Bath | Sleeps 6

Cape Newagen Retreat - Southport, ME

$264 avg / night
4.38 (13)
Deep Cove Cabin
2 Bedroom | 2 Bath | Sleeps 8

Deep Cove Cabin - Southport, ME

$463 avg / night
4.5 (16)
Peaceful Waters Retreat
2 Bedroom | 1.5 Bath | Sleeps 6

Peaceful Waters Retreat - Southport, ME

$196 avg / night

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Recent Southport guest reviews

We are five college friends who have stayed in touch since the ‘60’s and try to rent a house together once a year. Deep Cove was ideal in every way for our reunion…comfortable, clean, spacious with lovely, expansive views of the Cove. We couldn’t have found a more perfect spot.
Helen L. | Nov 2024
Love the view from the living room and the deck. This is our Maine “happy place”.
John B. | Oct 2024
The location of this house and the view were spectacular! Ocean views are nice, but when you have islands and lighthouses and wharfs and boats in the harbor to look at ads a dimension not to be beat! The house was designed Face the view with almost total glass walls to look at it through. And then you have the upstairs porch and the upstairs deck and an outdoor sitting area to give you different advantage points. I can’t imagine a better view of the main coast! The house is great, very clean and very quiet neighborhood. Definitely recommend this especially for photographers and painters!
rick s. | Oct 2024
Southport vacation rental FAQ

Yes, 50 of our Southport homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).

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Yes. 153 of our Southport vacation rentals have internet access, so you can stay connected throughout your trip.

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Some of the most popular amenities in our Southport vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Southport team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Southport, log in to Trip Manager to see options available for your specific trip.

Book confidently. Stay comfortably.

Vacasa Guest Value Prop icon: 24-7
24/7 guest service
Vacasa Guest Value Prop Icon check-in
Seamless check-in
Vacasa Guest Value Prop Icons 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.