Vacation rentals in Long Island

Long Island stretches east from Queens into the Atlantic, offering everything from Montauk surf to North Fork vineyards and Gold Coast mansions.

Best time to book

Memorial Day through Labor Day for beaches; fall for wine harvest and quieter inns.

Common rental types

Beach cottages · Hamptons estates · Vineyard guest houses · Soundfront homes

Getting there

Reach the Hamptons and North Fork by car via I-495/LIE; JFK and LaGuardia are the closest major airports.

Looking for bookable deals?

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Listings for Long Island are coming soon

We're adding real rentals for this destination right now. In the meantime, browse the bookable deals above or check another destination.

The Hamptons

East Hampton, Southampton, and Montauk — high-end beach living and surf culture.

North Fork

Wine country, farm stands, and relaxed waterfront villages like Greenport.

South Shore

Long Beach, Fire Island, and family-friendly Atlantic beaches.

North Shore

Gold Coast mansions, harbors, and easy access from New York City.

Neighborhoods, seasons, and booking tips — the full destination guide.