Long Island Vacation Rentals

Grand North Fork Family Home

Long Island > North Fork > Peconic

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

Grand Beach Home, Room For Family and guests. 5 BR, 3.5 BA, Radiant Heat, Gourmet Kitchen With Wolf Stove. 10 Foot Ceilings, Salt Water Pool, Park-Like Grounds.

ID#: 635 | Last update: 20-Mar-2024 | 7325 View(s)

$975 - $1,499 /Night

4 Reviews

NEW LISTING - Newly Renovated Beach Home - Short Walk to Beach and Town

Long Island > Hamptons > Montauk

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

Newly renovated beach home near everything. Only a 5 min walk to the town and beach.

ID#: 895 | Last update: 24-Apr-2024 | 2027 View(s)

$590 - $1,350 /Night

14 Reviews

Coastal Haven: Private Pool, Bay Access, Water Sports

Long Island > North Fork > Jamesport

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

Introducing our charming property nestled near the picturesque Peconic Bay!

ID#: 1017 | Last update: 04-Sep-2023 | 543 View(s)

$522 - $1,185 /Night

0 Reviews

Hamptons Oasis: Pool, Hot Tub, & Volleyball Court

Long Island > Hamptons > Hampton Bays

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

Experience the best of North Fork with a stay in this 2000 square foot home that has 4 bedrooms and 2.5 bathrooms.

ID#: 1015 | Last update: 04-Sep-2023 | 488 View(s)

$381 - $1,025 /Night

0 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 | 7388 View(s)

$2,300 - $2,900 /Night

10 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 | 2654 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 | 4875 View(s)

$2,300 - $2,900 /Night

13 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 | 1985 View(s)

$5,995 /Night

0 Reviews

Waterfront Beach House on the Peconic Bay

Long Island > North Fork > Greenport

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

4 bedrooms 2 bathrooms with views of the Peconic Bay. Includes a dock and adjacent to the town beach!

ID#: 663 | Last update: 17-Apr-2024 | 15786 View(s)

$400 - $5,000 /Night

8 Reviews

Cedar Beach House: Steps to Beach, Near Vineyards

Long Island > North Fork

House, Bedroom(s): 2, Sleeps: 6

The Beach Bungalow is a cute beach cottage getaway that is kept affordable for families looking to spend time in the heart of North Fork.

ID#: 1011 | Last update: 05-Sep-2023 | 226 View(s)

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 | 1593 View(s)

$295 - $1,895 /Night

15 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 | 11107 View(s)

$1,500 - $6,000 /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 | 9555 View(s)

0 Reviews

Soundview Beach House: 4BR,Panoramic Views 1.5hrsNYC, Sits Directly on beach

Long Island > North Fork > Wading River

House, Bedroom(s): 3, Sleeps: 10

3 Bedrooms, 1 Bath, Sleeps 10

ID#: 209 | Last update: 13-Mar-2024 | 4692 View(s)

$441 - $1,781 /Night

18 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 | 288 View(s)

0 Reviews

THE STELLA BEACH HOUSE: BEACHFRONT & AMAZING VIEWS

Long Island > North Fork > Wading River

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

3 Bedrooms, 2 Baths, Sleeps 6

ID#: 606 | Last update: 13-Mar-2024 | 5888 View(s)

$208 - $786 /Night

8 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 | 26772 View(s)

$889 - $1,195 /Night

25 Reviews

SALT WATER POOL!!!! 6 BEDROOMS. SLEEPS 12 IN BEDS

Long Island > Fire Island > Ocean Beach

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

!!People love this house read the reviews!!! This house has a "NEW BUILT IN POOL" and a 6th bedroom

ID#: 634 | Last update: 13-Jul-2023 | 9914 View(s)

$500 - $5,700 /Night

11 Reviews

Contemporary, light and airy home - 5 min walk to bay - heated pool

Long Island > Hamptons > East Hampton

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

At the end of a quiet cul de sac is this airy, contemporary house - 3 king bedrooms, 3 bath with pool and short walk to the bay. Central a/c and washer/dryer.

ID#: 936 | Last update: 14-Feb-2024 | 2301 View(s)

$1,200 /Night

0 Reviews

Spectacular Mega 3 Story Beach Front home W Private Beach & Pool

Long Island > Sound Beach

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

Leave your worries behind at this luxurious 3 Story Beach Front Home with panoramic views.

ID#: 960 | Last update: 01-May-2023 | 1089 View(s)

$1,500 - $2,600 /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

New York