Long Island Vacation Rentals

Filter List View Map View Availability

FEATURED

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: 10-May-2023 | 7135 View(s)

$1,150 - $1,850 /Night

10 Reviews

OFFER Take 10% off SELECT June dates, please inquire. Some availability in May, June, July and August.

Special offer period: Feb 24, 2023 - Jun 30, 2023

FEATURED

Lovely Ocean Ridge A-Frame on National Seashore Boundary with ocean views

Long Island > Fire Island > Davis Park

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

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

ID#: 320 | Last update: 12-May-2023 | 17559 View(s)

$450 - $750 /Night

6 Reviews

FEATURED

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: 21-Apr-2023 | 1427 View(s)

$895 - $1,695 /Night

8 Reviews

FEATURED

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: 21-Apr-2023 | 1148 View(s)

$5,995 /Night

0 Reviews

FEATURED

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: 04-Apr-2023 | 1090 View(s)

$325 - $975 /Night

24 Reviews

FEATURED

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: 15-May-2023 | 918 View(s)

$550 - $1,695 /Night

23 Reviews

FEATURED

SEAVIEW: Classic Beach House. Close to beach, bay, market, and Ocean Beach.

Long Island > Fire Island > Seaview

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

Renovated in 2013, our beach house is neat, clean.....and everything works. A few minutes walk to beach, bay, market, and Ocean Beach.

ID#: 827 | Last update: 26-May-2023 | 2423 View(s)

$475 - $950 /Night

11 Reviews

OFFER Great Location. SAVE 10% on 6 nights or more. Walk to beach, bay, market, and Ocean Beach in just a few minutes.

Special offer period: May 26, 2023 - Jun 24, 2023

'The Gate House' on Beach front Estate

Long Island > North Fork > Greenport

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

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

ID#: 269 | Last update: 04-Apr-2023 | 18459 View(s)

$71 - $1,000 /Night

38 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: 25-Mar-2023 | 18112 View(s)

$257 - $3,000 /Night

24 Reviews

Cottage on Beach front Estate

Long Island > North Fork > Greenport

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

Cottage, 2 Bedrooms + Convertible bed1 Bath, (Sleeps 4]

ID#: 268 | Last update: 15-Apr-2023 | 10468 View(s)

$100 - $1,000 /Night

26 Reviews

Boutique Waterfront Home w Pool in the Heart of North Fork Wine Country

Long Island > North Fork > Southold

House, Bedroom(s): 4, Sleeps: 12

Newly Renovated Waterfront Home w/Pool in Southold, NY

ID#: 933 | Last update: 02-May-2023 | 1908 View(s)

$339 - $1,399 /Night

6 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 | 1011 View(s)

$349 - $1,399 /Night

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 | 715 View(s)

$349 - $1,399 /Night

0 Reviews

Luxurious Oceanfront 8BR Home with Pool+Jacuzzi. Last Minute Deals Available! 917.940.2922

Long Island > Hamptons > Westhampton Beach

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

8 Bedrooms, 6 + 2 1/2 Baths, (Sleeps 16); 2 master suites, 2nd floor Living Rm; Generator (the ultimate travel insurance) !

ID#: 296 | Last update: 06-Apr-2023 | 22226 View(s)

$1,500 - $5,500 /Night

25 Reviews

The SUNSET House

Long Island > Hamptons > East Hampton

House, Bedroom(s): 5, Sleeps: 10

Exquisite Home with Private Beach Minimum Stay is 15 days .

ID#: 589 | Last update: 16-Feb-2023 | 9929 View(s)

$1,500 - $1,800 /Night

0 Reviews

HAMPTONS RETREAT *POOL & HOT TUB*

Long Island > Hamptons > East Quogue

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

3 bedrooms, 2 full bathrooms, sleeps 7

ID#: 560 | Last update: 03-Mar-2023 | 9014 View(s)

$600 - $800 /Night

13 Reviews

Montauk Beach Bungalow West

Long Island > Hamptons > Montauk

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

Relaxing beach bungalow that sleeps, 4 people.

ID#: 708 | Last update: 09-May-2023 | 5345 View(s)

$461 - $758 /Night

126 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: 01-Mar-2022 | 3760 View(s)

$583 - $1,080 /Night

10 Reviews

Beach House with Hot Tub

Long Island > Fire Island > Ocean Bay Park

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

Home away from home family beach retreat.

ID#: 755 | Last update: 05-Mar-2023 | 3498 View(s)

$1,000 /Night

0 Reviews

Only 5 houses from the ocean. Check out our reviews!!

Long Island > Fire Island > Ocean Beach

House, Bedroom(s): 5, Sleeps: 10

All Rentals are for 6 nights 7 days. The last day is required for cleaning.

ID#: 327 | Last update: 17-May-2023 | 25521 View(s)

$889 - $1,195 /Night

25 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