Freeport, NY, USA

Freeport, NY, USA

We found 103 vacation rentals — enter your dates for availability


Find the best place to stay — Freeport

Where to stay around Freeport, NY?

Our 2018 property listings offer a large selection of 103 vacation rentals near Freeport. From 65 houses to 27 apartments, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Freeport for a holiday or a weekend are on HomeAway.

Fun on the edge of the Big Apple in Freeport

In a laid-back corner of Long Island, little Freeport offers a chance to vacation with all the delights of the Big Apple on the doorstep but with none of the hustle and bustle of the great metropolis. It's achieved by the salt-washed oyster shacks that line the harborside, and the smiling locals who flit between the hearty local delis and the pizza joints with beaming smiles on their faces. It's just 40 minutes from Freeport vacation rentals to the bucket-list-busting sights of New York City – the Empire State, the Statue of Liberty – but it certainly doesn't feel like it…

Seaside fun in Freeport

Much of Freeport's relaxed character comes from its position on the edge of South Oyster Bay. You'll discover a town of bobbing fishing boats and old New Yorker sea dogs here, which means skiff rentals or a charter excursion out into the Atlantic can always be added to the menu. Apart from that, you can organize private tours of the old harbourside walks, go kayaking on the creeks of the bay, hit a round of 18 holes in the local country club, or even hop across to NYC for sightseeing that's sure to top any bucket list.

From harbors to skyscrapers in Freeport

The Nautical Mile of Freeport is the place to go to really feel the local vibes of this old oyster fishing town at their best. It's even possible to bag freeport vacation rentals with views of the docks, and get walking access to the best seafood buffets and al fresco harbor bars that abound in that area of the village. Of course, a trip across to the awesome sights of New York City is a must. That's where you'll discover the soaring lookouts atop the Empire State Building, the delights of Central Park, MoMa the art museum – the list goes on.

Freeport comes alive in the summer

While the endless array of mind-boggling art museums, zoos, skyscrapers, and American monuments that dots New York City proper is always in season, the harborside walks of little Freeport tend to be a summertime affair. You'll need to bag your Freeport vacation rentals for the months between June and September to find the boat hires, the kayak outfitters, the seafood buffet joints, and the local microbreweries all in full swing. A fall trip in October can also be a great choice, especially if you're looking to save dollars for those oyster platters and chowders.

Freeport is anchored on Long Island

Freeport sits on the southern edge of Long Island, just where the creeks and coastal inlets start to shoot out eastwards along the Great South Bay. The town was originally founded as a fishing outpost, and it still looks towards the sea. Reserves like Cow Meadow Park are crisscrossed with marinas and boat moorings, while the more famous Jones Beach State Park runs the whole length of the barrier islands to the south. It's there that you'll find glimmering beachfronts, sand dunes, boardwalks, and seal-spotting outlooks.