Where to stay around Southport, ME?

Our 2019 property listings offer a large selection of 481 vacation rentals near Southport. From 205 Bungalows to 205 Cabins, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Southport for a holiday or a weekend are on VRBO.

What are the most popular destinations to visit in Southport?

There are many lovely places to stay for a holiday trip or just for a weekend in Southport. From VRBO travelers, the top most popular destinations to visit are:

  • Squirrel Island: 514 vacation rentals
  • Juniper Point: 535 vacation rentals
  • Hendricks Head Light: 903 vacation rentals
  • Hendricks Hill Museum: 919 vacation rentals
  • Harpswell: 379 vacation rentals

And VRBO offers you the chance to discover many other popular destinations in Southport! Please use our search bar to access the selection of vacation rentals available in other popular destinations.

What are the main cities to discover in Southport?

Whether you're traveling with family or friends, here are the cities with the largest selection of vacation rentals for a holiday trip or just for a weekend in Southport:

  • Squirrel Island: 514 rentals
  • Harpswell: 379 rentals
  • Boothbay Harbor: 344 rentals
  • Boothbay: 559 rentals
  • East Boothbay: 319 rentals

For other cities, please use our search bar to access the selection of vacation rentals available.

Sleepy Southport sits on the edge of the sea

Whether you come to bounce over the Atlantic Ocean on lobster trawlers with hardy local fishing folk, to sample the legendary shellfish and chowder of New England, wonder at the glowing sunsets over the rocky Maine coast, or to simply unwind in quaint and timeless cottages with the fresh breezes of the sea, Southport vacation rentals are sure to have something to suit. Bucket lists can also be made smaller here _ whale watching is ubiquitous, and the lobster's supposed to be some of the best in America.

Salt-washed adventures galore in Southport

Prep your sea legs and shanty songs for that vacation to Southport, because this salt-washed island that fragments from the southern coast of Maine is packed with bustling harbors and boating outfitters. You can either charter your own vessel _ permits permitting, of course _ or engage an experienced local sailor to command the rudder for you. Then, it's out across the swells, catching lobsters, watching puffins scramble over the sea-washed rocks, or keeping your eyes peeled for the whales and dolphins that also skim through these Atlantic waters.

Lighthouses aplenty in Southport

Keep checking the coast as you crash over the rollers of the Atlantic Ocean around Southport town. Lighthouses pop up here and there along the shorelines, from the elegant Cuckolds Lighthouse on the currents leading from Boothbay Harbor, to the whitewashed Hendricks Head Lighthouse on the west coast. The Maine State Aquarium is also never too far from those Southport vacation rentals, forever wowing younger visitors with its giant lobsters with snapping claws, or clusters of spiny red sea anemones.

Southport is for the summer and fall

While Maine still draws many a visitor during the winter months with its inland ski resorts, Southport is firmly an oceanside destination. That means Southport vacation rentals are in demand throughout the summer and fall, when conditions for launching boating trips to the nearby archipelagos, chartering fishing excursions, or simply lounging on the wooded banks are at their best. Between June and September, you can expect average temperatures in the 60s and plenty of dry days for exploring the coast.

Coastline all around Southport

If there's one geographical feature that really defines sleepy little Southport, it's the ocean. Coastline weaves and wiggles all around the town, encompassing the whole of Southport Island down to tree-topped Cape Newagen. Beaches and coves and rock pools abound on nearby Squirrel Island, which is just a short boat road across the bay, while other salt-sprayed rocks out at sea can also be visited _ don't miss the puffin colonies over on Eastern Egg. For walking, the White Loop of Pine Tree Preserve in Boothbay is a great choice, offering picnic spots and disused logging paths.