Long Island Vacation Rentals

Scenic Gem: Waterfront View, Beach Access
Long Island > North Fork > Wading River
House, Bedroom(s): 3, Sleeps: 7
Scenic Gem is a peaceful Long Island North Fork retreat offering the perfect balance of comfort, luxury, and breathtaking year-round waterfront views.
$389 - $1,020 /Night
Southampton 4BR | Pool, Game Room, Near Shinnecock
Long Island > Hamptons > Southampton
House, Bedroom(s): 4, Sleeps: 10
4 Bedrooms, 3.5 Baths, Sleeps 10
$500 - $2,500 /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
Soundview Beach House | Deck, Kayaks & Beach
Long Island > North Fork > Wading River
House, Bedroom(s): 3, Sleeps: 8
3 Bedrooms, 2 Bath, Sleeps 8
$441 - $2,100 /Night
Hilltop Haven in Montauk, Family & Pet Friendly, Designer Digs, Walk to Ocean & Town
Long Island > Hamptons > Montauk
House, Bedroom(s): 4, Sleeps: 9
Renovated Modern Farmhouse with pool, Super Private, Family & Pet Friendly, Comfortable, Clean & Fully Stocked w/ All You Need!
$700 - $3,500 /Night
Grand North Fork Family Home
Long Island > North Fork > Peconic
House, Bedroom(s): 5, Sleeps: 10
Grand Beach Home, Room For Family and guests. 5 BR, 3.5 BA, Radiant Heat, Gourmet Kitchen With Wolf Stove. 10 Foot Ceilings, Salt Water Pool, Park-Like Grounds.
$1,150 - $1,575 /Night
Lagoon Lodge | Private Dock + Beach Access
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!
$276 - $1,756 /Night
4 bedroom 2.5 bathroom AC Decks Pvt Beach HotTubFirePit
Long Island > Hamptons > Montauk
House, Bedroom(s): 4, Sleeps: 8
Walk To Private Beach
$450 - $1,250 /Night
Beautiful House with Private Beach Access - Rental Registry Cert #23-1,120
Long Island > Hamptons > Montauk
House, Bedroom(s): 5, Sleeps: 12
Beautiful, spacious five bedroom, three full bath in Culloden Shores with private beach access is the ideal family rental! Walk to beach and Montauk Harbor.
$600 - $1,050 /Night
Think Big Blue Skies, 4 Bedroom, 4 Bath Water Mill
Long Island > Hamptons > Southampton
House, Bedroom(s): 4, Sleeps: 8
This rental doesn't come on the market very often, as usually leases turn into long term leases.
$500 - $1,933.33 /Night
Queen Vic LI Soundfront 5BR Beach House
Long Island > North Fork > Wading River
House, Bedroom(s): 5, Sleeps: 10
5 Bedrooms, 3.5 Baths, Sleeps 10
$600 - $2,500 /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! Permit #630
$350 - $1,000 /Night
Escape to Paradise: Steps to Beach & Spacious Deck
Long Island > North Fork > Baiting Hollow
House, Bedroom(s): 3, Sleeps: 6
3 Bedrooms, 1.5 Baths, Sleeps 6
$444 - $518 /Night
East Hampton Retreat: Heated Pool, BBQ,Home office
Long Island > Hamptons > East Hampton
House, Bedroom(s): 4, Sleeps: 10
Meticulously renovated home on a quiet Springs cul-de-sac in East Hampton, just a short walk to the bay—perfect for a relaxing getaway.
$778 - $1,693 /Night
Bahia Mar – Private Peconic Bayfront
Long Island > North Fork > Laurel
House, Bedroom(s): 3, Sleeps: 8
The Bahia Mar sits directly on a private beach overlooking the Peconic Bay and offers an idyllic escape for discerning guests, with meticulous design.
$762 - $1,594 /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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