Discover a selection of 160 vacation rentals in Freeport, NY that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and kitchens. Prices start at $105 per night, and houses and condos are popular options for a stay in Freeport. Either way, you'll find a rental for everyone's needs.
Destination guide

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…

Things to do

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.


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.


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.

Natural features

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.

How to get there

How to get to and around Freeport

The nearest airport is in Farmingdale, NY (FRG-Republic), located 10.1 mi (16.3 km) from the city center. If you can't find a flight that works for your travel itinerary, you could book a flight to New York, NY (JFK-John F. Kennedy Intl.), which is 10.5 mi (16.8 km) away.

If you'd prefer to travel by train, the main station serving the city is Freeport Station.

How many vacation rentals are available around Freeport, NY?

Our 2020 property listings offer a large selection of 160 vacation rentals around Freeport. From 96 house rentals to 46 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Can I rent a seaside property in Freeport?

Rising every morning to remarkable ocean vistas and the tidal rhythms of waves crashing on sandy shores. Isn't this the stuff vacation dreams are made of? Vrbo has 23 beachside rental properties to check out. Searching for a different vacation vibe? See if any of our other properties tick your boxes. Our selection here includes:

  • 14 beachfront vacation rentals.
  • 14 water-view vacation rentals.
  • 13 beach-view vacation rentals.

Can I rent a house in Freeport?

Rather than staying in a forgettable, cookie-cutter hotel room this vacation, you could rent an entire house. You'll feel like a part of the neighborhood in no time! There are 101 options listed on Vrbo. Prices start from $55 a night. If that doesn't match your squad's style, we have a range of different rental options to pick from, such as:

  • Apartment: 38 vacation homes. Prices start from $52 per night.
  • Hotel: 32 vacation homes. Prices start from $90 per night.
  • Studio: 11 vacation homes. Prices start from $95 per night.

Can I stay in Freeport in a large group?

Getting together with your loved ones can be oodles of fun, particularly when you're staying under the same roof somewhere entirely new! If you're traveling with a large group, Vrbo can help. House vacation homes are the leading choice here for big groups of travelers. Our international database presently has 30 available. Rental properties in the area that can house large groups include:

  • Searching for vacation homes that can fit 6 vacationers? We have 45 that will be perfect. Prices begin from just $99 per night.
  • If you have 8 in your crew, you'll be thrilled to learn that there are 19 vacation homes that are suitable. You can get one for as little as $175 per night.
  • On a trip away with 5 guests? We've got 14 vacation homes that will be perfect. Prices begin at just $100 a night.

So don't worry! When you book with us you can take your aunt, your grandma and all your pals to Freeport.

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