Long Island Vacation Rentals

Boutique Waterfront Home w Pool in the Heart of North Fork Wine Country
Long Island > North Fork > Southold
House, Bedroom(s): 4, Sleeps: 12
Newly Renovated Waterfront Home w/Pool in Southold, NY - ALL RENTALS ARE MINIMUM 14 DAYS
$339 - $1,399 /Night
Southampton 4BR | Pool, Game Room, Near Shinnecock
Long Island > Hamptons > Southampton
House, Bedroom(s): 4, Sleeps: 10
4 Bedrooms, 3.5 Baths, Sleeps 10
$500 - $2,500 /Night
Summer Retreat w Dock on Inlet has Activities for All from Kayaks to Vineyards
Long Island > North Fork > Mattituck
House, Bedroom(s): 6, Sleeps: 16
Tucked away on the Mattituck inlet on the North Fork of Long Island, most of our guests don't even know there are houses where our home is located.
$349 - $1,399 /Night
Entire home Sag Harbor 1.5 acre CAR and RESIDENT BEACH ACCESS
Long Island > Hamptons > Sag Harbor
House, Bedroom(s): 3, Sleeps: 6
Sag Harbor Private 1.5acre Oasis with access to all private resident beaches. Special Offer- July 27- Labor Day based on select dates and length of stay.
$1,150 - $1,850 /Night
Lindsay Estate | Furnished Pool & Hot Tub
Long Island > North Fork > Wading River
Estate, Bedroom(s): 4, Sleeps: 9
A luxury North Fork retreat with a 40x16 heated saltwater pool, sun ledge, hot tub, and private backyard oasis. This 4-bedroom home sleeps up to 9
$385 - $1,600 /Night
Beautiful Sag Harbour Village - Heated pool 5 min walk to BeachRestaurantMuseum
Long Island > Hamptons > Sag Harbor
House, Bedroom(s): 3, Sleeps: 6
Pristine 3-bedroom house with heated pool & central air. Short walk to bay beach
$2,000 - $2,500 /Night
SUMMER RETREAT: Pool + Beach + Dock overlooking the Peconic Bay in Greenport!
Long Island > North Fork > Greenport
House, Bedroom(s): 4, Sleeps: 10
4 bedrooms 2 bathrooms with views of the Peconic Bay. Includes a pool, dock and adjacent to the town beach! POOL COMING SUMMER OF 2025!
$400 - $5,000 /Night

Discover and Explore Long Island

 

DISCOVER AND EXPLORE LONG ISLAND Anchored in the Atlantic Ocean just southeast of New York City is the East Coast gem of Long Island. Though perhaps best known for its vineyards and vast array of lavish summer vacation rental homes, Long Island is not only a haven for the celebrated rich and famous. With its wealth of white-sand beaches, sky-high surf and Eastern coastal charm, both shores of Long Island attract flocks of regulars and tourists alike, particularly in the warmer months. Set apart by its distinct blue, green and white color palate, Long Island is a summer vacation destination with a long nautical history, perfect for the seafaring soul.

 

Long Island Areas: Orient Point - I s perched on the very northern tip of the North Fork of Long Island. Accessible by automobile but most frequently by ferry from New London across the Sound, Orient is a sleepy... Read more
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