Long Island Vacation Rentals

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Chalet-by-the-Sea

Long Island > Fire Island > Kismet

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

House, 4 Bedrooms, 2 Baths, sleeps 8.

ID#: 661 | Last update: 23-Apr-2024 | 7355 View(s)

$500 - $1,000 /Night

1 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 | 2176 View(s)

0 Reviews

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.

ID#: 1009 | Last update: 14-Mar-2024 | 309 View(s)

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 | 4461 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 | 15151 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 | 2575 View(s)

$500 - $1,200 /Night

21 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 | 2564 View(s)

$895 - $1,695 /Night

8 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 | 699 View(s)

$424 - $1,443 /Night

0 Reviews

Amazing Pool Private Oasis! 20 Mins To West Hampton!

Long Island > North Fork > Wading River

House, Bedroom(s): 6, Sleeps: 10

This spacious, serene manse will soothe the soul and lift the spirit!

ID#: 894 | Last update: 01-Jun-2023 | 1979 View(s)

$5,995 /Night

0 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 | 2610 View(s)

$495 - $1,513 /Night

19 Reviews

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 | 15808 View(s)

$600 - $950 /Night

14 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 | 9476 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 | 1562 View(s)

$349 - $1,399 /Night

0 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 | 797 View(s)

$420 - $1,824 /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 | 8437 View(s)

$350 - $1,333.33 /Night

8 Reviews

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!

ID#: 1014 | Last update: 05-Sep-2023 | 286 View(s)

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 | 467 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 | 8683 View(s)

$1,150 - $1,850 /Night

10 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 | 2480 View(s)

$444 - $518 /Night

3 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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