Long Island Vacation Rentals

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
Lovely Ocean Ridge A-Frame on National Seashore Boundary with ocean views
Long Island > Fire Island > Davis Park
House, Bedroom(s): 4, Sleeps: 8
House, 4 Bedrooms, 2 Baths, (Sleeps 8)
$450 - $750 /Night
Enchanting home with beautiful bay views in the heart of Greenport Village
Long Island > North Fork > Greenport
House, Bedroom(s): 4, Sleeps: 10
Enchanted home with beautiful bay views. This house has it all!
$550 - $1,500 /Night
Luxurious living in Greenport's private Rock Cove Estates on the Sound
Long Island > North Fork > Greenport
House, Bedroom(s): 4, Sleeps: 12
Luxurious living in Greenport's private Rock Cove Estates on the sound
2 bedroom Brand new! Walk to town! Marina Views!!
Long Island > North Fork > Greenport
Apartment, Bedroom(s): 4, Sleeps: 10
Beautiful marina views. Gorgeous chef's kitchen, hardwood floors throughout, marble baths, barn doors. Located in the village of Greenport, walk to town.
$550 - $1,500 /Night
Beautifully renovated 2 Bedroom, 1st Floor apt -Greenport Village, Walk to town!
Long Island > North Fork > Greenport
Apartment, Bedroom(s): 2, Sleeps: 6
Enjoy this beautifully renovated first-floor “Captains House” apartment in the heart of Greenport Village. Harbor Views! Walk to town.
$600 - $900 /Night
Large Luxurious Estate heated Pool Hugh Fen Yard Beach The Lindsey
Long Island > North Fork > Wading River
Estate, Bedroom(s): 4, Sleeps: 10
4 Bedrooms, 3 Baths, Sleeps 10
$591 - $960 /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!
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
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
Amagansett 5BR Estate, 60 ft Pool
Long Island > Hamptons > Amagansett
House, Bedroom(s): 5, Sleeps: 10
Great Hamptons style in Amagansett's Bell Estate.
$1,200 - $2,400 /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
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
Remsenburg Hampton Hamlet
Long Island > Hamptons > Remsenburg
House, Bedroom(s): 3, Sleeps: 7
Very private on a very walkable street that leads to the bay.
$1,000 - $1,700 /Night
Stylish Sunset Retreat: Near Beach, Pool, Hot Tub
Long Island > North Fork > Wading River
House, Bedroom(s): 4, Sleeps: 8
The beach is a 2-minute drive away or 10 minutes on a walk. Take advantage of the kayaks, paddle boards, and fishing poles to immerse in the beach experience.
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
BEAUTIFUL, SERENE 7 miles to WEST-HAMPTON!
Long Island > Hamptons > East Moriches
House, Bedroom(s): 5, Sleeps: 10
Beautiful house and grounds, perfect for fun and serene!
$895 - $1,695 /Night
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
4 Bedroom Beach House with Hot Tub
Long Island > Fire Island > Ocean Bay Park
House, Bedroom(s): 4, Sleeps: 10
Home away from home family beach retreat.
$1,000 /Night
HAMPTONS RETREAT *POOL & HOT TUB*
Long Island > Hamptons > East Quogue
House, Bedroom(s): 3, Sleeps: 7
3 bedrooms, 2 full bathrooms, sleeps 7
$600 - $800 /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
New York