Holiday rentals in Long Island

Compare 9,644 available properties from 27 providers
Long Island
Save up to 50%

Best holiday rental deals in Long Island

-15%
e.g. 24/11 - 1/12
House ∙ 10 guests ∙ 5 bedrooms
Hampton Bays, Southampton, New York, United States
from £1,426 £1,685
your.rentals
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-20%
e.g. 11/05 - 18/05
House ∙ 6 guests ∙ 2 bedrooms
Ronkonkoma, Islip, New York, United States
from £219 £275
RedAwning
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-50%
e.g. 5/01 - 12/01
House ∙ 8 guests ∙ 2 bedrooms
Westhampton Beach, Southampton, New York, United States
from £1,648 £3,281
RedAwning
5.0
View deal

9,622 unique properties from 27 holiday letting websites, such as VRBO or OwnersDirect, are currently available in Long Island. Our search engine instantaneously evaluates each of the properties to help you save up to 50%.

Recommended holiday lettings in Long Island

Rent a holiday apartment, home or cottage in Long Island: from £52 per night

Apartment ∙ 2 guests ∙ 1 bedroom
West Babylon, Babylon, New York, United States
from £52
Airbnb
5.0
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Private room ∙ 2 guests ∙ 1 bedroom
Huntington Station, Huntington, New York, United States
from £54
Airbnb
5.0
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Private room ∙ 2 guests ∙ 1 bedroom
Central Islip, Islip, New York, United States
from £53
Airbnb
5.0
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Private room ∙ 2 guests ∙ 1 bedroom
Hauppauge, Islip, New York, United States
from £47
Airbnb
4.5
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Private room ∙ 2 guests ∙ 1 bedroom
West Islip, Islip, New York, United States
from £53
Airbnb
4.5
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Private room ∙ 6 guests ∙ 1 bedroom
Huntington Station, Huntington, New York, United States
from £52
Airbnb
4.5
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Private room ∙ 2 guests ∙ 1 bedroom
Setauket- East Setauket, Brookhaven, New York, United States
from £59
Airbnb
5.0
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Private room ∙ 2 guests ∙ 1 bedroom
Port Jefferson, Brookhaven, New York, United States
from £107
Airbnb
5.0
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Private room ∙ 2 guests ∙ 1 bedroom
Setauket- East Setauket, Brookhaven, New York, United States
from £43
Airbnb
5.0
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Most popular holiday cottages with a fireplace

Fireplace
House ∙ 5 guests ∙ 3 bedrooms
Jamesport, Riverhead, New York, United States
from £52
HomeAway
4.9
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Fireplace
House ∙ 4 guests ∙ 1 bedroom
Montauk, East Hampton, New York, United States
from £53
HomeAway
5.0
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Fireplace
House ∙ 4 guests ∙ 1 bedroom
Wading River, Riverhead, New York, United States
from £53
HomeAway
4.9
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Top holiday accommodation with fishing spots nearby

Fishing
House ∙ 4 guests ∙ 1 bedroom
Brookhaven, Suffolk County, New York, United States
from £170
HomeAway
4.9
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Fishing
House ∙ 6 guests ∙ 3 bedrooms
Napeague, East Hampton, New York, United States
from £246
HomeAway
4.8
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Fishing
House ∙ 4 guests ∙ 2 bedrooms
Montauk, East Hampton, New York, United States
from £241
HomeAway
4.9
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Best holiday cottages with a pool

Pool
Apartment ∙ 4 guests
Montauk, East Hampton, New York, United States
from £99
HomeAway
5.0
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Pool
House ∙ 8 guests ∙ 5 bedrooms
East Hampton, Suffolk County, New York, United States
from £134
HomeAway
4.9
View deal
Pool
House ∙ 6 guests ∙ 1 bedroom
Shelter Island Heights, Shelter Island, New York, United States
from £301
HomeAway
4.7
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Popular holiday rental amenities in Long Island

  • Kitchen (6,799)
  • Internet (3,005)
  • No smoking (2,920)
  • AC (2,668)
  • TV (2,600)
  • BBQ (2,478)
  • Washer (2,441)
  • Parking (2,426)
  • Microwave (2,287)
  • Dishwasher (2,145)
  • Garden (1,745)
  • Fireplace (1,725)
Long Island is a wonderful holiday spot if you want a property with a pool. More than a fifth of the offers there have one. Additionally, more House rentals have pools than any other property type. They are an excellent choice if you go in a group of 9, as that is the number of people they can usually accommodate. Among these holiday rentals, one-third of them are located within 2 kilometres of water. Travellers who are looking for a pet-friendly holiday rental will find Long Island convenient, since many properties are pet-friendly. If this is a top requirement for you, have a look at the house rentals in Long Island. It is the most pet-friendly property type there. There's no need to look exclusively outside the city for a rental, as a few of the pet-friendly properties are very central (less than 2 kilometres from the city centre).

Price and Availability Index in Long Island

Holiday Letting Price Information in Long Island

We rendered price information data on the above graph to give you more insights on prices in Long Island. Prices in a week of July (06/07 - 13/07) go up to £633 per night, which is the highest average price in the next 12 months. On average, the most interesting prices are in a week of February (23/02 - 02/03) as the average price is only £571 per night.

Holiday Home Availability Information in Long Island

Check how busy Long Island is with our availability graph. In a week of November (17/11 - 24/11), 22% of the holiday homes are booked. On the contrary, you will find the highest number of available rentals in a week of June (01/06 - 08/06).

The weather in Long Island


-5°

-5°

15°
21°
11°
25°
16°
29°
20°
28°
19°
25°
15°
19°
13°

Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

Check out the climate diagram for Long Island. In July maximum temperatures go higher than 29°. On the other hand, you could have temperatures dropping under -5° in January. The rainiest month is July while the driest month is November.

Accommodations in Long Island

A perfect mix of culture and nature with holiday homes in Long Island

Just outside of New York, you'll find holiday homes in Long Island to suit your style. Whether you want a loft-like apartment or a country escape, your new abode offers you fabulous culture on the Atlantic coastline. What more could you wish for?

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Food & Drinks

Famous for its wine

Tour the scenic vineyards in this part of the country, or sample some of their outputs at one of many wineries. Wine tastings are a fun way of increasing your appreciation of one of life's great pleasures. Long Island is famous for its wine, but why not try a brewery tour? The beverage is gaining popularity on the island, and dozens of craft breweries have opened their doors all along the coast. The best news is that you'll be escorted between breweries by a professional driver.

Family Activities

Long Island for little people

There's so much to do with children in Long Island. From fruit picking in the summer to farms, zoos, and amusement parks - you're guaranteed to have a blast. Long Island Farm Country combines the bucolic bliss of the area with petting zoos, fruit picking, and tasty treats. Children never forget summer camp in Long Island where they get to explore all its outward bound activities and cultural attractions with newfound best friends.

Sights & things to do in Long Island

Sights to long for

Sagamore Hill

The family abode of the famous 26th President of the United States, this Summer White House was selected for the splendor of its natural surroundings and attracted international attention during Theodore Roosevelt's presidency. Guided tours welcome you into the president's world and a fascinating period of history.

Old Westbury Gardens

It's no surprise that Old Westbury Gardens features on the National Register of Historic Places. Designed by Englishman George Crawley, their 200 acres surround his Charles II style mansion. Discover formal gardens profuse with scenic vistas, lakes and elegance.

Nassau County Museum of Art

A wonderful art collection and internationally recognised art resource where you can discover beautiful creations by leading artists. See art interact with nature in the delightful sculpture garden, learn about historical art movements, and enjoy screenings of art house movies and documentaries. Summer art studios engage the community with an exhilarating array of events and programs.

Robert Moses State Park

The four million annual visitors to this delightful beachfront park can't be wrong. An 18 hole pitch and put course, volleyball courses, and surf shops set you on your way to hours of blissful holiday time as you soak up the sun.

Tobay Beach

Surf and bathe in the Atlantic ocean, or hop aboard one of 150 boats moored at the marina and head out into the deep blue. Be sure to visit the Seafood Shack for scrumptious meals you can savor as you look out over that seemingly endless ocean.

We compare more than 300 providers, including:

Booking.com Holiday Rentals in Long Island Novasol Holiday Rentals in Long Island TripAdvisor Holiday Rentals in Long Island Inter Chalet Holiday Rentals in Long Island HomeAway Holiday Rentals in Long Island EveryStay Holiday Rentals in Long Island Interhome Holiday Rentals in Long Island 9flats.com Holiday Rentals in Long Island HouseTrip Holiday Rentals in Long Island Belvilla Holiday Rentals in Long Island Sykes Cottages Holiday Rentals in Long Island Homestay.com Holiday Rentals in Long Island Ski Planet Holiday Rentals in Long Island Only-apartments Holiday Rentals in Long Island James Villa Holidays Holiday Rentals in Long Island