Long Island Vacation Rentals

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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 | 2015 View(s)

$349 - $1,399 /Night

0 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 | 5994 View(s)

$104 - $362 /Night

11 Reviews

QUEEN VIC BEACH HOUSE: 5 MIN TO VINEYARDS & FARMSTANDS

Long Island > North Fork > Wading River

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

4 Bedrooms, 3 Baths, Sleeps 10

ID#: 206 | Last update: 18-Mar-2024 | 1405 View(s)

$600 - $2,500 /Night

14 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 | 20132 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: 02-May-2024 | 17338 View(s)

$400 - $620 /Night

52 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 | 2592 View(s)

$550 - $2,395 /Night

23 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 | 5286 View(s)

$276 - $906 /Night

19 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 | 682 View(s)

$579 - $1,545 /Night

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 | 19193 View(s)

$650 - $5,950 /Night

20 Reviews

Chic Beach House: Waterfront, Vineyards, Hot Tub

Long Island > North Fork > Wading River

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

4 Bedrooms, 3 Baths, Sleeps 10

ID#: 210 | Last update: 12-Mar-2024 | 9300 View(s)

$115 - $1,644 /Night

18 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 | 13960 View(s)

$700 - $3,500 /Night

22 Reviews

Luxury Home W Huge Wrap Around deck largest Pool on ocean private large dining

Long Island > Hamptons > Westhampton Beach

House, Bedroom(s): 6, Sleeps: 13

7 Bedroom, 4 Bathroom, (Sleeps 8-14) Heated Pool With Deep Spa House

ID#: 584 | Last update: 31-Jan-2022 | 7414 View(s)

$2,300 - $2,900 /Night

10 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 | 821 View(s)

$424 - $1,443 /Night

0 Reviews

Cozy Seaside Cottage

Long Island > North Fork > New Suffolk

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

The Cottage at Whitecap is part of a Historic Compound built in 1883 and is located in the heart of New Suffolk.

ID#: 928 | Last update: 25-Mar-2024 | 2689 View(s)

$325 - $975 /Night

24 Reviews

Designer Oceanfront Luxury Bdrms! surround sound art collection,hot tubonBeach

Long Island > Hamptons > Westhampton Beach

House, Bedroom(s): 6, Sleeps: 12

6 Bedrooms, 5 Baths, Sleeps 13

ID#: 587 | Last update: 31-Jan-2022 | 4942 View(s)

$2,300 - $2,900 /Night

13 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 | 363 View(s)

1 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 | 2028 View(s)

$5,995 /Night

0 Reviews

NEW HOUSE,6Bd,5Bth,4200sqft,Private Drive,Pool,Bikes,Games,Toys,Gigabit Internet

Long Island > Hamptons > Westhampton

House, Bedroom(s): 6, Sleeps: 12

6 bedroom, 4.5 bathroom, 4,200 sq ft cedar shingle home with high-end finishings, appliances and latest technology throughout.

ID#: 893 | Last update: 05-Feb-2024 | 1622 View(s)

$295 - $1,895 /Night

15 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 | 724 View(s)

$504 - $2,193 /Night

0 Reviews

Luxury 8Bdrm Oceanfront New Years Eve Deal! Pool & Hot Tub wOceanview. Rose 201-888-1170

Long Island > Hamptons > Westhampton Beach

House, Bedroom(s): 8, Sleeps: 16

Luxurious 8BR Oceanfront Property - Sleeps 16, Great for family vacations

ID#: 616 | Last update: 22-Feb-2024 | 11170 View(s)

$1,500 - $6,000 /Night

14 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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