Long Island Vacation Rentals

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
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
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
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
Only 5 houses from the ocean. Check out our reviews!!
Long Island > Fire Island > Ocean Beach
House, Bedroom(s): 5, Sleeps: 10
All Rentals are for 6 nights 7 days. The last day is required for cleaning.
$889 - $1,195 /Night
Contemporary, light and airy home - 5 min walk to bay - heated pool
Long Island > Hamptons > East Hampton
House, Bedroom(s): 3, Sleeps: 6
At the end of a quiet cul de sac is this airy, contemporary house - 3 king bedrooms, 3 bath with pool and short walk to the bay. Central a/c and washer/dryer.
$1,200 /Night
Spectacular Mega 3 Story Beach Front home W Private Beach & Pool
Long Island > Sound Beach
House, Bedroom(s): 5, Sleeps: 10
Leave your worries behind at this luxurious 3 Story Beach Front Home with panoramic views.
$1,500 - $2,600 /Night
Oceanfront home , Ocean Bay P,ark, 5 bedrooms, sleeps 12
Long Island > Fire Island > Ocean Bay Park
House, Bedroom(s): 5, Sleeps: 12
The cabin has fabulous views. Enjoy your stay with family & friends. open plan living, dining,kitchen
$800 - $2,200 /Night
MAROONED! Fire Island! Great ocean views! Just steps to the beach!
Long Island > Fire Island > Ocean Bay Park
House, Bedroom(s): 4, Sleeps: 10
Modern, stylish beach house with grand ocean views. 4 Bedrooms, 2.5 Baths, (Sleeps 10-12).
$1,500 - $1,800 /Night
4BR+ Newly Renovated Southold Home near Beaches and Vineyards
Long Island > North Fork > Southold
House, Bedroom(s): 4, Sleeps: 8
This is a newly renovated 4BR+ home in the heart of Southold, just minutes from beautiful beaches and vineyards. A beautiful spot for an escape from it all!
$350 - $600 /Night
Weekends starting at only $2995! Midweeks and full weeks also available!
Long Island > Fire Island > Kismet
House, Bedroom(s): 7, Sleeps: 24
A Magnificent house for Family reunions, Bachelorette Parties or large groups !!
Poppy's Hampton House: Large Yard,Beach,Newly Renovated,Restaurants
Long Island > Hamptons > Hampton Bays
House, Bedroom(s): 3, Sleeps: 6
Newly full-renovated with 3 bedrooms and 2 bathrooms and comes with a bonus room with queen sofa.
$420 - $1,824 /Night
Seas the Day! Enjoy Fire Island in Lux Comfort with a Pool.
Long Island > Fire Island > Ocean Beach
House, Bedroom(s): 5, Sleeps: 12
A Luxe Summer Vacation Rental with Pool, in the heart of Ocean Beach. Come spend time at the beach with family and friends while you make lifelong memories!
$500 - $17,500 /Night
SEAVIEW: Classic Beach House. Close to beach, bay, market, and Ocean Beach.
Long Island > Fire Island > Seaview
House, Bedroom(s): 3, Sleeps: 6
Great Location. Zero Hassle. Walk everywhere. Our beach house is Clean, Quiet, and everything works. A few minutes walk to beach, bay, market, and Ocean Beach.
$500 - $950 /Night
Spacious Home with Waterviews, In-ground Pool & Hot Tub
Long Island > North Fork > Orient Point
House, Bedroom(s): 4, Sleeps: 8
Perfect location for a relaxing family getaway. Enjoy the North Fork's beaches, award winning vineyards, world renowned fishing charters, pristine golf course.
$442 - $630 /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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