Vacation Rentals Guide

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.

These are illustrative example stays while we onboard verified local partners — use them to compare typical layouts, amenities, and nightly ranges in Long Island.

Montauk Surf House, a beach house in MontaukBeach House

Montauk Surf House

Montauk · Long Island

4 bd3 baSleeps 10
Ocean viewBeach accessHeated pool

from $890 / night

North Fork Vineyard Cottage, a guest cottage in GreenportGuest Cottage

North Fork Vineyard Cottage

Greenport · Long Island

2 bd1 baSleeps 4
Vineyard viewsPatioFireplace

from $325 / night

Hamptons Modern Pool House, a estate guest house in East HamptonEstate Guest House

Hamptons Modern Pool House

East Hampton · Long Island

3 bd3 baSleeps 6
Private poolTennis court accessGated

from $750 / night

Learn Long Island before you book

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

Read the Long Island guide