Long Island Vacation Rentals

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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 | 228 View(s)

0 Reviews

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.

ID#: 1021 | Last update: 11-Mar-2024 | 695 View(s)

$424 - $1,443 /Night

0 Reviews

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.

ID#: 839 | Last update: 28-Mar-2024 | 4459 View(s)

$900 - $1,450 /Night

11 Reviews

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

ID#: 467 | Last update: 01-Oct-2022 | 15144 View(s)

$315 - $1,750 /Night

33 Reviews

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.

ID#: 896 | Last update: 25-Apr-2024 | 2569 View(s)

$500 - $1,200 /Night

21 Reviews

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!

ID#: 1022 | Last update: 30-Dec-2023 | 1295 View(s)

$362 - $1,756 /Night

0 Reviews

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.

ID#: 1012 | Last update: 05-Sep-2023 | 465 View(s)

0 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 | 1557 View(s)

$349 - $1,399 /Night

0 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 | 8425 View(s)

$350 - $1,333.33 /Night

8 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 | 349 View(s)

0 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 | 8679 View(s)

$1,150 - $1,850 /Night

10 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 | 374 View(s)

0 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 | 3206 View(s)

$591 - $960 /Night

0 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: 20-Apr-2024 | 16576 View(s)

$490 - $1,835 /Night

8 Reviews

Fully Renovated 5-star Rating Beach House in Seaview, Fire Island

Long Island > Fire Island > Seaview

House, Bedroom(s): 4, Sleeps: 8

House, 4 Bedrooms, 2 Baths, (Sleeps 8)

ID#: 748 | Last update: 27-Jan-2024 | 5020 View(s)

$641 - $1,190 /Night

10 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 | 1940 View(s)

$349 - $1,399 /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 | 20007 View(s)

$257 - $3,000 /Night

24 Reviews

Pet Friendly, Charming Bay View Cottage Close to Shops and Restaurants

Long Island > Fire Island > Ocean Beach

Cottage, Bedroom(s): 2, Sleeps: 5

This fully renovated cottage is perfectly located just one house off the Great South Bay & a 2-minute walk to Fine Seaside Restaurants, Markets & Shopping

ID#: 176 | Last update: 28-Mar-2024 | 17224 View(s)

$400 - $615 /Night

52 Reviews

Stylish Sunset Retreat: Near Beach, Pool, Hot Tub

Long Island > North Fork > Wading River

House, Bedroom(s): 4, Sleeps: 8

The beach is a 2-minute drive away or 10 minutes on a walk. Take advantage of the kayaks, paddle boards, and fishing poles to immerse in the beach experience.

ID#: 1013 | Last update: 03-Feb-2024 | 9411 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 | 616 View(s)

$504 - $2,193 /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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