Long Island Vacation Rentals

Private Waterfront Home: Dock, Kayaks, Town of Southold, near Greenport
Long Island > North Fork
House, Bedroom(s): 3, Sleeps: 6
Beautiful home located on the North Fork of Long Island!
$504 - $2,193 /Night
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
$339 - $1,399 /Night
Lagoon Lodge: North Fork,Charming 3Br, Waterfront, near Greenport, WIFI
Long Island > North Fork > East Marion
Lodge, Bedroom(s): 3, Sleeps: 8
Lagoon Lodge is a charming waterfront home with 3 bedrooms, and 2 bathrooms, and has central air and high-speed internet!
$362 - $1,756 /Night
Sea Breeze Paradise: Beachfront & Panoramic Views
Long Island > North Fork > Southold
House, Bedroom(s): 3, Sleeps: 7
3 Bedrooms, 2 Baths, Sleeps 7
$500 - $2,027 /Night
Ocean,pool, boardwalk bay, 7 bed,new kitch,new bath,new furn, steps to ocean
Long Island > Hamptons > Westhampton Beach
House, Bedroom(s): 7, Sleeps: 14
House, 7 Bedrooms, 4 Baths, (Sleeps 8-14)
$2,300 - $2,900 /Night
The Lindsay Luxurious Estate: Heated Pool, Hot tub, Huge Yard
Long Island > North Fork > Wading River
Estate, Bedroom(s): 4, Sleeps: 9
This Large Luxurious home was purchased in 2021, and lots of work was done to make this the perfect summer getaway!
Cottage on Beach front Estate
Long Island > North Fork > Greenport
Cottage, Bedroom(s): 2, Sleeps: 4
Cottage, 2 Bedrooms + Convertible bed1 Bath, (Sleeps 4]
$100 - $1,000 /Night
Dunes Beach House: Hot Tub and Steps to Beach
Long Island > Rocky Point
House, Bedroom(s): 2, Sleeps: 6
2 Bedrooms, 2.25 Baths, Sleeps 6
$347 - $901 /Night
Diana Luxury Retreat: Private Beach and Vineyards
Long Island > North Fork > Wading River
Cottage, Bedroom(s): 2, Sleeps: 5
The Luxury Diana Beach House is an idyllic and luxurious retreat that is highly sought after by guests.
OCEAN VIEW - 4 Bedroom - 2 Bathroom Brilliant Beach Home
Long Island > Hamptons > Montauk
House, Bedroom(s): 4, Sleeps: 8
New completely refurbished beach house with one of the best views in Montauk - ocean view from all rooms. Spacious park like setting.
$500 - $1,200 /Night
Classic Southampton Home: 5BR, Pool,Jacuzzi, Cooper's Beach
Long Island > Hamptons > Southampton
House, Bedroom(s): 5, Sleeps: 10
5 Bedrooms, 3 Baths, Sleeps 12
$600 - $2,500 /Night
Luxury Beach Cottage: Wineries, Shopping & The Hamptons
Long Island > North Fork > Wading River
Cottage, Bedroom(s): 1, Sleeps: 4
1 Bedroom, 1 Bath, Sleeps 4
$104 - $362 /Night
'The Gate House' on Beach front Estate
Long Island > North Fork > Greenport
Cottage, Bedroom(s): 2, Sleeps: 4
Cottage, 2 Bedrooms + Convertible bed(s), 1 Bath, (Sleeps 4]
$71 - $1,000 /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
Walk to Breakwater Beach in Heart of Wine Country
Long Island > North Fork > Mattituck
House, Bedroom(s): 2, Sleeps: 6
Beaches, wineries, and Love Lane all just minutes away!
$495 - $995 /Night
One House from The Ocean - New Construction - Ocean Bay Park
Long Island > Fire Island > Ocean Bay Park
House, Bedroom(s): 4, Sleeps: 8
Come put your feet in the sand in our beautiful new home located steps from the beach.
$2,000 - $2,500 /Night
Chic Beach House: Waterfront, Vineyards, Hot Tub
Long Island > North Fork > Wading River
House, Bedroom(s): 4, Sleeps: 10
4 Bedrooms, 3 Baths, Sleeps 10
$115 - $1,644 /Night
Waters edge Beach House VIEWS North Fork Hamptons Your Private Beach Jacuzzi
Long Island > North Fork > Wading River
House, Bedroom(s): 4, Sleeps: 12
4 Bedrooms, 3.5 Baths, Sleeps 12
$184 - $2,300 /Night
Newly Renovated Waterfront Home with Pool in the heart of North Fork
Long Island > North Fork > Mattituck
House, Bedroom(s): 5, Sleeps: 12
4 Bedroom 3 Bathroom Waterfront Home w/ Pool
$349 - $1,399 /Night
Beach and waterfront Estate - One of a Kind Vacation House
Long Island > North Fork > Greenport
House, Bedroom(s): 5, Sleeps: 10
Beach House Rental, 5 Bedrooms + Sleeping Porch, 3 Baths, (Sleeps 8-10)
$257 - $8,000 /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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