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
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
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
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
Tropical Waterfront Firepit Bellmore New York
Long Island > Bellmore
House, Bedroom(s): 3, Sleeps: 8
located by the water canal in a very exclusive neighborhood where it makes you feel that you are in a vacation backyard with a fire pit by the water canal.
$599 - $625 /Night
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
Sag Harbor 1.5 acre Private Oasis with Beach Access
Long Island > Hamptons > Sag Harbor
House, Bedroom(s): 4, Sleeps: 8
Sag Harbor Private 1.5acre Oasis with access to all private beaches. Special Offer for select dates in June
$1,150 - $1,850 /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
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
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!
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
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
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
Montauk - Hither Hills Newly Renovated 4BR 4BA with Pool
Long Island > Hamptons > Montauk
House, Bedroom(s): 4, Sleeps: 10
4 Bedroom (3 are en-suite) 4 bath plus separate office, outdoor shower and pool. House was fully renovated in 2022
$1,000 - $2,200 /Night
Beach Bungalow: Nearby Beach, Yard w Firepit
Long Island > North Fork > Wading River
Cottage, Bedroom(s): 3, Sleeps: 6
The Beach Bungalow is a cute beach cottage getaway that's kept affordable for families looking to spend time on the North Fork.
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
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
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
Water View Beach House just steps to Private Sandy Beach
Long Island > North Fork > Southold
House, Bedroom(s): 4, Sleeps: 8
Newly Renovated 4-Bedroom Ranch just steps away from a private Sandy Beach!
$350 - $1,000 /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
New York