Long Island Vacation Rentals

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
Steps from the Beach- dog-friendly, outdoor shower, renovated kitchen and master bedroom
Long Island > Fire Island > Ocean Beach
House, Bedroom(s): 5, Sleeps: 10
This super bright and beach-themed home is located in the Ocean Beach Village on Fire Island and only two-hundred feet from the water.
$350 - $1,333.33 /Night
Sag Harbor 1.5 acre Private Oasis with 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
Charming, Renovated Island Cottage - Shelter Island License #: 012-2017
Long Island > Hamptons > Shelter Island
Cottage, Bedroom(s): 2, Sleeps: 4
House, 2 Bedrooms + Convertible bed(s), 1 Bath, (Sleeps 4)
$250 - $350 /Night
Secluded, great bay views, great for families, close friends
Long Island > Fire Island > Kismet
House, Bedroom(s): 5, Sleeps: 12
Now renting for 2024 in Beautiful Kismet.
$490 - $1,835 /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 - $3,000 /Night
Pet Friendly, Charming Bay View Cottage Close to Shops and Restaurants
Long Island > Fire Island > Ocean Beach
Cottage, Bedroom(s): 2, Sleeps: 5
This fully renovated cottage is perfectly located just one house off the Great South Bay & a 2-minute walk to Fine Seaside Restaurants, Markets & Shopping
$400 - $615 /Night
Historic Luxury Seaside Getaway
Long Island > North Fork > New Suffolk
House, Bedroom(s): 6, Sleeps: 16
This 1883 Historic Home is completely renovated & brilliantly decorated. Located in the heart of New Suffolk.
$550 - $2,395 /Night
Hilltop Haven in Montauk, Family & Pet Friendly, Designer Digs, Walk to Ocean & Town
Long Island > Hamptons > Montauk
House, Bedroom(s): 4, Sleeps: 9
Renovated Modern Farmhouse with pool, Super Private, Family & Pet Friendly, Comfortable, Clean & Fully Stocked w/ All You Need!
$700 - $3,500 /Night
Grand North Fork Family Home
Long Island > North Fork > Peconic
House, Bedroom(s): 5, Sleeps: 10
Grand Beach Home, Room For Family and guests. 5 BR, 3.5 BA, Radiant Heat, Gourmet Kitchen With Wolf Stove. 10 Foot Ceilings, Salt Water Pool, Park-Like Grounds.
$975 - $1,499 /Night
NEW LISTING - Newly Renovated Beach Home - Short Walk to Beach and Town
Long Island > Hamptons > Montauk
House, Bedroom(s): 4, Sleeps: 8
Newly renovated beach home near everything. Only a 5 min walk to the town and beach.
$590 - $1,350 /Night
Charming 2 Bedroom Private House With Water Views In Hither Hills
Long Island > Hamptons > Montauk
House, Bedroom(s): 2, Sleeps: 5
2 bedrooms, 1 bath, sleeps 5 maximum
$350 - $429 /Night
Luxury Home W Huge Wrap Around deck largest Pool on ocean private large dining
Long Island > Hamptons > Westhampton Beach
House, Bedroom(s): 6, Sleeps: 13
7 Bedroom, 4 Bathroom, (Sleeps 8-14) Heated Pool With Deep Spa House
$2,300 - $2,900 /Night
Cozy Seaside Cottage
Long Island > North Fork > New Suffolk
Cottage, Bedroom(s): 4, Sleeps: 8
The Cottage at Whitecap is part of a Historic Compound built in 1883 and is located in the heart of New Suffolk.
$325 - $975 /Night
Designer Oceanfront Luxury Bdrms! surround sound art collection,hot tubonBeach
Long Island > Hamptons > Westhampton Beach
House, Bedroom(s): 6, Sleeps: 12
6 Bedrooms, 5 Baths, Sleeps 13
$2,300 - $2,900 /Night
Amazing Pool Private Oasis! 20 Mins To West Hampton!
Long Island > North Fork > Wading River
House, Bedroom(s): 6, Sleeps: 10
This spacious, serene manse will soothe the soul and lift the spirit!
$5,995 /Night
Waterfront Beach House on the Peconic Bay
Long Island > North Fork > Greenport
House, Bedroom(s): 4, Sleeps: 10
4 bedrooms 2 bathrooms with views of the Peconic Bay. Includes a dock and adjacent to the town beach!
$400 - $5,000 /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
NEW HOUSE,6Bd,5Bth,4200sqft,Private Drive,Pool,Bikes,Games,Toys,Gigabit Internet
Long Island > Hamptons > Westhampton
House, Bedroom(s): 6, Sleeps: 12
6 bedroom, 4.5 bathroom, 4,200 sq ft cedar shingle home with high-end finishings, appliances and latest technology throughout.
$295 - $1,895 /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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