Long Island Vacation Rentals

Extending east from New York City, Long Island is a diverse and entertaining vacation destination with a wide selection of historical attractions and outdoor pursuits. The next time you want to escape the hustle and bustle of daily life, set your compass for a spacious and luxurious Long Island vacation rental to realize a truly relaxing and enjoyable getaway trip.

Visitors of Fire Island vacation rentals will be swept away by the easygoing attitude and car-free atmosphere of this exciting strip of land. Perfect for warm weather vacations, the beaches along the Fire Island National Seashore, including the always popular Ocean Beach, are ideal for an afternoon of swimming or sunbathing in a breathtaking environment. Those who want to venture further offshore can head to Great South Bay for the fishing, canoeing, and boating, while land-lovers can set out on a hiking, sightseeing, or wildlife viewing expedition at the William Floyd Estate.

For a spectacular, 360-degree view of the island, bay, and ocean, and sometimes Manhattan when it is exceptionally clear, climb the steps up the Fire Island Lighthouse on the western end. Guests of Fire Island house rentals who want to explore the middle of the island can head to the Sunken Forest, a 250-year-old nature preserve with tangles of American holly and sassafras that create a dense canopy. The marked boardwalk trail is always open and there is no charge for admission, making it the ideal place for a nature-filled afternoon.

With a swift sea breeze that seems to constantly blow around the bay and numerous coves that offer protection for novice and inexperienced boaters, Moriches Bay is the perfect location for a sailing adventure. Guests of Moriches Bay vacation rentals can set out for an entertaining day near Tuthill Cove and enjoy some of the best sailing conditions available from their nearby accommodations.

Guests of Southold vacation rentals will find not only pristine beauty along the shore but also historical significance that simply cannot be missed. Southold is home to numerous beaches, including Goose Creek, Town Beach, Kenny’s Beach, and McCabe’s Beach, but the one to check out is Goldsmith Inlet Beach, a stunning stretch of sand located across from the Long Island Sound. The Horton Point Lighthouse and Nautical Museum, listed on the U.S. National Register of Historic Places, is another must-see for its unique collection of marine artifacts.

For a waterfront vacation that adults and children alike can appreciate, make your way to South Jamesport Beach for a relaxing afternoon under the sun. Visitors of South Jamesport vacation rentals can enjoy 3,000 feet along Peconic Bay while children safely play in the shallow waters off the soft sand. In addition to swimming, the beach also provides access to recreational activities such as fishing, tennis, and basketball and offers a playground area for young children.

Other popular accommodations on Long Island include Orient Point vacation rentals, which are convenient to the hiking, biking, fishing, and swimming opportunities of Orient Beach State Park; Long Beach vacation rentals, which have access to some of New York’s best beaches; and Aquebogue vacation rentals, perfect for wine lovers and tours at numerous vineyards.

To experience the relaxing New York vacation you always imagined, begin your search for the perfect Long Island vacation rental today.
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Long Island Vacation Rentals by Owner

Featured Listings

Riverhead

Water Island

Davis Park

Greenport

Wading River

Riverhead house photo - Front of house Property Details North Fork,
house
4 bedrooms, sleeps 12
Water Island house photo - Sunset from the second floor deck Property Details Fire Island,
house
4 bedrooms, sleeps 8
Davis Park house photo - Exterior Property Details Fire Island,
house
5 bedrooms, sleeps 12
Greenport apartment photo - Beautiful Peconic Bay steps from this 1896 Victorian Home Property Details North Fork,
apartment
2 bedrooms, sleeps 4
Wading River house 942847 picture Property Details North Fork,
house
5 bedrooms, sleeps 10

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