Long Island Vacation Rentals

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
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
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
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
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!
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
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
Oceanfront Beach House
Long Island > Fire Island > Lonelyville
House, Bedroom(s): 3, Sleeps: 5
House, 3 Bedrooms, 2 Baths, 6 Sleeps maximum
$686 - $1,172 /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
Northfork Get Away
Long Island > North Fork > Orient Point
House, Bedroom(s): 3, Sleeps: 6
Quiet retreats, Winery tours, bird watching, Swimming, Standup Paddle Boarding, Beach combing, Short drive to the Cross Sound Ferry for access to CT, RI.
$900 /Night
SIX BEDROOMS -HEATED POOL- POND- NEWLY RENOVATED: VERY PRIVATE. ONE WEEK MINIMUM RENTAL
Long Island > Hamptons > East Quogue
House, Bedroom(s): 6, Sleeps: 12
SIX Bedrooms: Four Bathrooms: Brand new POOL, POND AND GAZEBO with outdoor livingroom: Interior newly renovated and remodeled: Very private 2 acre get away
$1,285 - $1,785 /Night
Herod Point Hideaway: Near Beach, Pool, Hot Tub
Long Island > North Fork > Wading River
House, Bedroom(s): 3, Sleeps: 2
Come unwind with your entire family or a group of friends at our serene home!
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
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
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
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

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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