Long Island Vacation Rentals

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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 | 2159 View(s)

0 Reviews

Sag Harbor 1.5 acre Private Oasis with Beach Access

Long Island > Hamptons > Sag Harbor

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

Sag Harbor Private 1.5acre Oasis with access to all private beaches. Special Offer for select dates in June

ID#: 738 | Last update: 25-Jan-2024 | 8611 View(s)

$1,150 - $1,850 /Night

10 Reviews

Charming, Renovated Island Cottage - Shelter Island License #: 012-2017

Long Island > Hamptons > Shelter Island

Cottage, Bedroom(s): 2, Sleeps: 4

House, 2 Bedrooms + Convertible bed(s), 1 Bath, (Sleeps 4)

ID#: 373 | Last update: 14-Feb-2024 | 8878 View(s)

$250 - $330 /Night

16 Reviews

Luxury Beach Cottage Wineries, Shopping & the Hamptons

Long Island > North Fork > Wading River

Cottage, Bedroom(s): 1, Sleeps: 4

1 Bedroom, 1 Bath, Sleeps 4

ID#: 203 | Last update: 29-Aug-2023 | 5945 View(s)

$104 - $362 /Night

11 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: 12-Apr-2024 | 16548 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 | 5006 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 | 1926 View(s)

$349 - $1,399 /Night

0 Reviews

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.

ID#: 1023 | Last update: 04-Sep-2023 | 478 View(s)

0 Reviews

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

ID#: 739 | Last update: 15-Dec-2021 | 2470 View(s)

$444 - $518 /Night

3 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 | 613 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: 09-Mar-2024 | 19976 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 | 17210 View(s)

$400 - $615 /Night

52 Reviews

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.

ID#: 1016 | Last update: 04-Sep-2023 | 788 View(s)

$420 - $1,824 /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 | 2519 View(s)

$550 - $2,395 /Night

23 Reviews

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!

ID#: 898 | Last update: 14-Feb-2024 | 2551 View(s)

$895 - $1,695 /Night

8 Reviews

Luxurious Beach House--Wineries, Farms, The Hamptons (Mermaid Inn)

Long Island > North Fork > Wading River

House, Bedroom(s): 5, Sleeps: 12

5 Bedrooms, 3 Baths, Sleeps 12

ID#: 211 | Last update: 29-Aug-2023 | 5232 View(s)

$276 - $906 /Night

19 Reviews

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.

ID#: 1024 | Last update: 05-Sep-2023 | 570 View(s)

0 Reviews

Montauk Beach House Walking Dist to Private Beach and Montauk Harbor

Long Island > Hamptons > Montauk

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

4 Bedroom/3 Bathrooms plus Stone Outdoor Shower. House Sleeps 8 People privately

ID#: 393 | Last update: 22-Dec-2023 | 18944 View(s)

$650 - $5,950 /Night

20 Reviews

Sprawling Southampton home with pool & jacuzzi room for entire family

Long Island > Hamptons > Southampton

House, Bedroom(s): 4, Sleeps: 14

4 Bedrooms, 3.5 Baths, Sleeps 14

ID#: 220 | Last update: 08-Dec-2021 | 18080 View(s)

$500 - $2,500 /Night

11 Reviews

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!

ID#: 138 | Last update: 04-Apr-2024 | 13699 View(s)

$700 - $3,500 /Night

22 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

New York