Long Island Vacation Rentals

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
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
This beach house has amazing views secluded steps to the beach!
Long Island > North Fork > Baiting Hollow
House, Bedroom(s): 3, Sleeps: 6
3 Bedrooms, 1.5 Baths, Sleeps 6
$444 - $518 /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
Once Upon a Tide: True Beach House, beachfront! NEW RENOVATIONS
Long Island > North Fork > Wading River
House, Bedroom(s): 4, Sleeps: 10
4 Bedrooms, 3 Baths, Sleeps 10
$600 - $2,362 /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
QUEEN VIC BEACH HOUSE: 5 MIN TO VINEYARDS & FARMSTANDS
Long Island > North Fork > Wading River
House, Bedroom(s): 4, Sleeps: 10
4 Bedrooms, 3 Baths, Sleeps 10
$600 - $2,500 /Night
Ditch Plains Beach: 250 ft. Away
Long Island > Hamptons > Montauk
House, Bedroom(s): 4, Sleeps: 8
4 bedrooms, 4 full bathrooms, sleeps 8 comfortably. You can see the surf break from the house.
$357 - $1,200 /Night
Soundview Beach House: 4BR,Panoramic Views 1.5hrsNYC, Sits Directly on beach
Long Island > North Fork > Wading River
House, Bedroom(s): 3, Sleeps: 10
3 Bedrooms, 1 Bath, Sleeps 10
$441 - $1,781 /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
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
Seaside Stay: Waterfront with Views & Beach Access
Long Island > North Fork > Wading River
Cottage, Bedroom(s): 1, Sleeps: 2
Beach Cottage is a 1 bedroom studio that sleeps up to 2 people and has a sofa bed, a full kitchen, and a full bathroom. Perfect little getaway!
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
Sprawling Southampton home with pool & jacuzzi room for entire family
Long Island > Hamptons > Southampton
House, Bedroom(s): 4, Sleeps: 14
4 Bedrooms, 3.5 Baths, Sleeps 14
$500 - $2,500 /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
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
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
Lake Panamoka Bliss: 3BR High End Home, Lakeside, Pristine Views
Long Island > North Fork
House, Bedroom(s): 3, Sleeps: 6
A true little hidden gem in a quiet neighborhood.
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

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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