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
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
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
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
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.
Sea Breeze Paradise: Beachfront & Panoramic Views
Long Island > North Fork > Southold
House, Bedroom(s): 3, Sleeps: 7
3 Bedrooms, 2 Baths, Sleeps 7
$500 - $2,027 /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.
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
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
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
Steve's Place: Heated Pool, 3BR Southold Home, Beach
Long Island > North Fork > Southold
House, Bedroom(s): 3, Sleeps: 6
Everything you would possibly need and want for a wonderful stay is here!
$431 - $1,019 /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
Coastal Haven: Private Pool, Bay Access, Water Sports
Long Island > North Fork > Jamesport
House, Bedroom(s): 4, Sleeps: 10
Introducing our charming property nestled near the picturesque Peconic Bay!
$522 - $1,185 /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
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
This beach house has amazing views secluded steps to the beach!
Long Island > North Fork > Baiting Hollow
House, Bedroom(s): 3, Sleeps: 6
3 Bedrooms, 1.5 Baths, Sleeps 6
$444 - $518 /Night
Southampton Retreat: Heated Pool, Hot Tub, Near Beach
Long Island > Hamptons > Southampton
House, Bedroom(s): 3, Sleeps: 6
Welcome to your ultimate peaceful and luxurious getaway in Southampton!
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.

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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