Long Island Vacation Rentals

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
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.
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
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
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!
Diana Luxury Retreat: Private Beach and Vineyards
Long Island > North Fork > Wading River
Cottage, Bedroom(s): 2, Sleeps: 5
The Luxury Diana Beach House is an idyllic and luxurious retreat that is highly sought after by guests.
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
Luxury Beach House Heart North Fork Wineries Hamptons Your own Private Beach!
Long Island > North Fork > Wading River
House, Bedroom(s): 2, Sleeps: 5
2 Bedrooms, 2 Baths, Sleeps 5
$495 - $1,513 /Night
Hamptons Oasis: Pool, Hot Tub, & Volleyball Court
Long Island > Hamptons > Hampton Bays
House, Bedroom(s): 4, Sleeps: 10
Experience the best of North Fork with a stay in this 2000 square foot home that has 4 bedrooms and 2.5 bathrooms.
$381 - $1,025 /Night
Poppy's Hampton House: Large Yard,Beach,Newly Renovated,Restaurants
Long Island > Hamptons > Hampton Bays
House, Bedroom(s): 3, Sleeps: 6
Newly full-renovated with 3 bedrooms and 2 bathrooms and comes with a bonus room with queen sofa.
$420 - $1,824 /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.
BEAUTIFUL BEACH ESCAPE 10 MINS TO WEST H BEACH VILLAGE | New York
Long Island > Hamptons > East Moriches
House, Bedroom(s): 6, Sleeps: 8
Beautiful, private BEACH ESCAPE, 6 Bd, 5 baths, near West Hampton Beach Village
$795 - $13,000 /Night
Large Modern North Fork Barn:Vineyards in backyard, Harbes Farms
Long Island > North Fork > Mattituck
Barn, Bedroom(s): 3, Sleeps: 14
Family, Couples, Friends: Beach, Farm, Wine, and Craft Beer Country.
Secluded, great bay views, great for families, close friends
Long Island > Fire Island > Kismet
House, Bedroom(s): 5, Sleeps: 12
Now renting for 2024 in Beautiful Kismet.
$490 - $1,835 /Night
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
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

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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