Southport Vacation Rentals

Compare 616 vacation rentals with savings up to 30% off this summer.
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.

Explore Southport house rentals, duplexes, cottages, and more


House rentals

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Southport vacation rentals for every getaway

Dog-friendly Hot tub Internet
Honeymoon Cottage
1 Bed | 1 Bath | Sleeps 2

Honeymoon Cottage - Southport, ME

$142 avg / night
Southport Island Retreat
5 Bed | 2 Bath | Sleeps 9

Southport Island Retreat - Southport, ME

$313 avg / night
Island Pines
4 Bed | 2.5 Bath | Sleeps 8

Island Pines - Southport, ME

$384 avg / night
Serene Newagen House
3 Bed | 2 Bath | Sleeps 6

Serene Newagen House - Southport, ME

$440 avg / night
Deep Cove Cabin
2 Bed | 2 Bath | Sleeps 9

Deep Cove Cabin - Southport, ME

$395 avg / night

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Recent Southport vacation rental reviews

Pretty good privacy. The cottage was in a good location. It was quaint and had a quiet atmosphere.
Ed D. | May 2023
The view would take your breath away. We absolutely loved it. Did not want to leave the house. It was so beautiful. Thank you very much.
Carol H. | May 2023
We just got back from spending a weekend in Newagen and had an amazing time. This house is situated right on the water and has breathtaking views from both the living room area and the upper deck. The home is nicely appointed, clean and a short distance from downtown Boothbay Harbor where you can explore lots of shops and restaurants while taking in the views. We're already looking forward to our next trip up!
Rocco G. | Oct 2022
Southport Frequently Asked Questions

Yes, 51 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).

Browse dog-friendly homes >

Yes. 168 of our Southport vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >

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.

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.