Long Island Vacation Rentals

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.

ID#: 530 | Last update: 04-Sep-2023 | 15810 View(s)

$600 - $950 /Night

14 Reviews

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

ID#: 608 | Last update: 12-Feb-2022 | 2613 View(s)

$495 - $1,513 /Night

19 Reviews

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.

ID#: 934 | Last update: 22-May-2023 | 1562 View(s)

$349 - $1,399 /Night

0 Reviews

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!

ID#: 938 | Last update: 30-Mar-2024 | 2065 View(s)

$495 - $995 /Night

29 Reviews

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.

ID#: 897 | Last update: 23-Jan-2024 | 8442 View(s)

$350 - $1,333.33 /Night

8 Reviews

Sag Harbor 1.5 acre Private Oasis with Beach Access

Long Island > Hamptons > Sag Harbor

House, Bedroom(s): 3, Sleeps: 6

Sag Harbor Private 1.5acre Oasis with access to all private resident beaches. Special Offer- July 27- Labor Day based on select dates and length of stay.

ID#: 738 | Last update: 25-Apr-2024 | 8687 View(s)

$1,150 - $1,850 /Night

10 Reviews

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.

ID#: 611 | Last update: 31-Aug-2023 | 2178 View(s)

0 Reviews

Herod Point Hideaway: Near Beach, Pool, Hot Tub

Long Island > North Fork > Wading River

House, Bedroom(s): 3, Sleeps: 2

Come unwind with your entire family or a group of friends at our serene home!

ID#: 1007 | Last update: 05-Sep-2023 | 356 View(s)

1 Reviews

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.

ID#: 93 | Last update: 26-Apr-2024 | 16598 View(s)

$490 - $1,835 /Night

8 Reviews

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

ID#: 935 | Last update: 24-May-2023 | 1945 View(s)

$349 - $1,399 /Night

0 Reviews

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!

ID#: 1008 | Last update: 05-Sep-2023 | 354 View(s)

0 Reviews

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!

ID#: 1005 | Last update: 05-Sep-2023 | 379 View(s)

0 Reviews

Private Waterfront Home: Dock, Kayaks, Town of Southold, near Greenport

Long Island > North Fork

House, Bedroom(s): 3, Sleeps: 6

Beautiful home located on the North Fork of Long Island!

ID#: 1019 | Last update: 04-Sep-2023 | 653 View(s)

$504 - $2,193 /Night

0 Reviews

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)

ID#: 267 | Last update: 24-Apr-2024 | 20021 View(s)

$257 - $3,000 /Night

24 Reviews

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.

ID#: 1018 | Last update: 15-Mar-2024 | 662 View(s)

$579 - $1,545 /Night

0 Reviews

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.

ID#: 927 | Last update: 27-Feb-2024 | 2541 View(s)

$550 - $2,395 /Night

23 Reviews

Sea Breeze Paradise: Beachfront & Panoramic Views

Long Island > North Fork > Southold

House, Bedroom(s): 3, Sleeps: 7

3 Bedrooms, 2 Baths, Sleeps 7

ID#: 610 | Last update: 01-Sep-2023 | 6168 View(s)

$500 - $2,027 /Night

5 Reviews

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.

ID#: 1010 | Last update: 05-Sep-2023 | 230 View(s)

0 Reviews

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.

ID#: 1006 | Last update: 04-Sep-2023 | 641 View(s)

6 Reviews

Large Luxurious Estate heated Pool Hugh Fen Yard Beach The Lindsey

Long Island > North Fork > Wading River

Estate, Bedroom(s): 4, Sleeps: 10

4 Bedrooms, 3 Baths, Sleeps 10

ID#: 740 | Last update: 29-Aug-2022 | 3215 View(s)

$591 - $960 /Night

0 Reviews

Vacation Rentals In Long Island|New York Rental By owner

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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