Long Island Vacation Rentals

Respite Ranch: Private Pool, Hot Tub, Beach Access
Long Island > North Fork > Mattituck
House, Bedroom(s): 3, Sleeps: 6
Tucked along the North Fork and located on a serene cul de sac, take in North Fork's tranquility.
East Hampton Designer Gem in Private Clearwater Beach Association with pool!
Long Island > Hamptons > East Hampton
House, Bedroom(s): 3, Sleeps: 8
Beautiful newly renovated home with a pool located in private Clearwater Beach!
$500 - $1,150 /Night
A Little Haven in the Hamptons
Long Island > Hamptons > Amagansett
Studio, Sleeps: 4
On the beach, nestled in the dunes between East Hampton and Montauk, offers an ideal location for the perfect Hamptons getaway.
$250 - $589 /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
Lakeside Haven: Private Dock, Water Views
Long Island > North Fork > Mattituck
House, Bedroom(s): 4, Sleeps: 9
Beautiful Long Island Sound Beach with incredible sunsets.
$579 - $1,545 /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
Chalet-by-the-Sea
Long Island > Fire Island > Kismet
House, Bedroom(s): 4, Sleeps: 8
House, 4 Bedrooms, 2 Baths, sleeps 8.
$500 - $1,000 /Night
Escape to Paradise: Steps to Beach & Spacious Deck
Long Island > North Fork > Baiting Hollow
House, Bedroom(s): 3, Sleeps: 6
Fall in love with this warm and welcoming home with 3 bedrooms that sleeps 7 people.
Peconic Sound Beach Home: Backyard & Vineyards
Long Island > North Fork > Peconic
Cottage, Bedroom(s): 3, Sleeps: 7
Lovely Beach Front Home in Mattituck Southold is a quaint beach cottage that has a charming allure.
$424 - $1,443 /Night
Pet Friendly, Bayfront Retreat Close to Restaurants & Shops
Long Island > Fire Island > Ocean Beach
House, Bedroom(s): 5, Sleeps: 12
Ocean Beach 5-Bedroom 2 Bathroom, Coastal Living close to town's dining & shopping.
$900 - $1,450 /Night
Waterfront Family Friendly 6 Bedroom 4 Bath Seclude 3 Acre Estate w Pool & Hot Tub
Long Island > Hamptons > Westhampton
House, Bedroom(s): 6, Sleeps: 12
Large Well Maintained Spacious Home W/ Pool & Hot Tub Great Reviews
$315 - $1,750 /Night
OCEAN VIEW - 4 Bedroom - 2 Bathroom Brilliant Beach Home
Long Island > Hamptons > Montauk
House, Bedroom(s): 4, Sleeps: 8
New completely refurbished beach house with one of the best views in Montauk - ocean view from all rooms. Spacious park like setting.
$500 - $1,200 /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
Coastal Retreat: Waterfront, Deck, Awesome Views
Long Island > North Fork > Wading River
House, Bedroom(s): 3, Sleeps: 7
This waterfront property offers a seamless blend of sophistication, comfort, and natural beauty.
Beach House - Fire Island, NY
Long Island > Fire Island > Ocean Bay Park
House, Bedroom(s): 3, Sleeps: 8
Beach House Contemporary 3 bedroom 2 bath, outdoor shower. Located between the Great South Bay and Atlantic Ocean (1) min to either Ocean or Bay.
$600 - $950 /Night
'The Gate House' on Beach front Estate
Long Island > North Fork > Greenport
Cottage, Bedroom(s): 2, Sleeps: 4
Cottage, 2 Bedrooms + Convertible bed(s), 1 Bath, (Sleeps 4]
$71 - $1,000 /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
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
Steps from the Beach- dog-friendly, outdoor shower, renovated kitchen and master bedroom
Long Island > Fire Island > Ocean Beach
House, Bedroom(s): 5, Sleeps: 10
This super bright and beach-themed home is located in the Ocean Beach Village on Fire Island and only two-hundred feet from the water.
$350 - $1,333.33 /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