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Long Island Vacation Rentals

Find 7,801 available offers from 18 partners
Long Island
Anytime
Guests
Long Island
Anytime
Guests

Popular Filters to find the Perfect Rental on Long Island

2 Adults
Cabin
Lodge
Cottage
Pets allowed
Pool
4 Adults

Vacation rentals with Wi-Fi

House  Montauk
Oct 10 - Oct 17
$724 per night
House ∙ 12 guests ∙ 5 bedrooms
5.0
Outstanding (51 ratings)
Montauk, East Hampton, New York, United States
Internet
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Cottage  Orient
Oct 10 - Oct 17
$620 per night
Cottage ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding (29 ratings)
Orient, Southold, New York, United States
Internet
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House  Shelter Island Heights
Oct 10 - Oct 17
$699 per night
House ∙ 6 guests ∙ 3 bedrooms
4.9
Outstanding (50 ratings)
Shelter Island Heights, Shelter Island, New York, United States
Internet
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Apartments and vacation rentals with a kitchen

House  Hampton Bays
Sept 28 - Oct 5
-50%
$993
$500 per night
House ∙ 6 guests ∙ 2 bedrooms
Hampton Bays, Southampton, New York, United States
Kitchen
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House  Pine Aire
Oct 19 - Oct 26
-47%
$569
$301 per night
House ∙ 4 guests ∙ 1 bedroom
Pine Aire, North Bay Shore, New York, United States
Kitchen
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House  Montauk
Oct 6 - Oct 13
$741 per night
House ∙ 4 guests ∙ 2 bedrooms
Montauk, East Hampton, New York, United States
Kitchen
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Vacation rentals with a fireplace

House  Hampton Bays
Oct 26 - Nov 2
-59%
$1,037
$424 per night
House ∙ 6 guests ∙ 3 bedrooms
4.8
Outstanding (18 ratings)
Hampton Bays, Southampton, New York, United States
Free cancellation
Fireplace
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Villa  Amagansett
Oct 12 - Oct 19
$1,874 per night
Villa ∙ 10 guests ∙ 5 bedrooms
Amagansett, East Hampton, New York, United States
Fireplace
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House  Springs
Sept 21 - Sept 28
-46%
$1,464
$785 per night
House ∙ 6 guests ∙ 3 bedrooms
Springs, East Hampton, New York, United States
Fireplace
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Best Vacation Home Deals on Long Island

Save up to 47%

House Ocean Bay Park
Oct 12 - Oct 19
-47%
$600
$321 per night
House ∙ 10 guests ∙ 2 bedrooms
Ocean Bay Park, Fire Island, New York, United States
Free cancellation
View deal

Explore the 7,801 vacation rentals listed in Long Island and discover the ideal spot for a relaxing vacation. By directly analyzing these vacation homes, HomeToGo brings you the most economical offers as well as the most popular accommodations in Long Island.

Recommended Vacation Rentals on Long Island

Find your perfect vacation rental on Long Island: from $183 per night

House Hampton Bays
Oct 20 - Oct 27
$449 per night
House ∙ 6 guests ∙ 2 bedrooms
Hampton Bays, Southampton, New York, United States
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House Fire Island
from $922 per night
House ∙ 10 guests ∙ 3 bedrooms
4.6
Excellent (30 ratings)
Fire Island, Suffolk County, New York, United States
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House Springs
from $632 per night
House ∙ 9 guests ∙ 4 bedrooms
5.0
Outstanding (2 ratings)
Springs, East Hampton, New York, United States
View deal
House Montauk
from $149 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding (49 ratings)
Montauk, East Hampton, New York, United States
View deal
House Patchogue
from $934 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding (27 ratings)
Patchogue, Brookhaven, New York, United States
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House Amagansett
from $243 per night
House ∙ 4 guests ∙ 2 bedrooms
Amagansett, East Hampton, New York, United States
View deal
House North Fork
from $616 per night
House ∙ 10 guests ∙ 3 bedrooms
5.0
Outstanding (1 rating)
North Fork, Northville, New York, United States
View deal
House East Quogue
from $1,311 per night
House ∙ 10 guests ∙ 5 bedrooms
4.8
Outstanding (26 ratings)
East Quogue, Southampton, New York, United States
View deal
House Southampton
from $228 per night
House ∙ 5 guests ∙ 4 bedrooms
5.0
Outstanding (8 ratings)
Southampton, Suffolk County, New York, United States
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Budget-friendly Rentals on Long Island

Find Fantastic yet Inexpensive Rentals

House Amagansett
from $2,077 per night
House ∙ 10 guests ∙ 5 bedrooms
5.0
Outstanding (2 ratings)
Amagansett, East Hampton, New York, United States
View deal
House Montauk
from $1,473 per night
House ∙ 12 guests ∙ 5 bedrooms
5.0
Outstanding (20 ratings)
Montauk, East Hampton, New York, United States
View deal
Cottage Montauk
from $226 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
5.0
Outstanding (12 ratings)
Montauk, East Hampton, New York, United States
View deal

Top-Rated Offers and Accommodations on Long Island

Book Vacation Rentals with the Highest User Rating

Condo Ocean Bay Park
from $228 per night
Condo ∙ 4 guests ∙ 1 bedroom
4.8
Outstanding (44 ratings)
Ocean Bay Park, Fire Island, New York, United States
View deal
House Northwest Harbor
from $511 per night
House ∙ 6 guests ∙ 3 bedrooms
4.8
Outstanding (15 ratings)
Northwest Harbor, East Hampton, New York, United States
View deal
House Fire Island
from $612 per night
House ∙ 10 guests ∙ 3 bedrooms
5.0
Outstanding (12 ratings)
Fire Island, Suffolk County, New York, United States
View deal

Popular Rental Amenities on Long Island

  • Pool (4,700)
  • WiFi (7,545)
  • Kitchen (5,635)
  • Air conditioning (7,319)
  • Pet-friendly (2,410)
  • TV (6,772)
  • Washing machine (4,600)
  • Parking (324)
  • Balcony/patio (4,696)
  • Dishwasher (3,802)
  • Grill (4,578)
  • Microwave (5,237)

Many of the vacation homes include a pool, which makes Long Island an excellent destination for people looking to spend vacation poolside. In addition, more House rental have pools than any other accommodation type. They are a great choice if you go in a group of 6, as that is the number of people they can welcome on average. Among these vacation rentals, 59 of them are located within 2 kilometres of water.

Price and Availability Index in Long Island

Click on any bar to see price and availability information

Vacation Rental Price Information on Long Island

We analyzed vacation homes, cottages and apartments to display a price graph showing the average price per night on Long Island. The most expensive prices are in May (5/3 – 5/10). Prices reach an average of $1,976 per night. The cheapest week is in February (2/15 – 2/22). Prices fall to an average of $704 per night.

Rental availability information on Long Island

Check out the graph above to find out how many vacation rentals are available on Long Island(in %). It is in January that you will find the week with the least available vacation rentals (1/25 – 2/1). On the other hand, the week with the most available offers is in September (9/28 – 10/5).

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

Just outside of New York, you'll find vacation homes on Long Island to suit your style. Whether you want a loft-like apartment or a country escape, your rental won't be far from fabulous culture and the Atlantic coastline. What more could you wish for?

What are the must-see attractions on 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

This cultural resource has a wonderful art collection, featuring extraordinary 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

Four million annual visitors to this delightful beachfront park, and who can blame them? An 18 hole pitch and put course, volleyball courses, and surf shops provide hours of entertainment during your blissful vacation.

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.

Information about vacation rentals on Long Island

🏡 Vacation rentals available 7,797 rentals
💳 Possible discounts up to 47%
🌙 Nightly prices starting at $183
⭐ Popular amenities Pool, Internet and Kitchen
🐾 Pet friendly homes 2,368 homes
🏊 Vacation rentals with pools 4,694 homes
4 reviews
Long Island vacation rentals have an average rating of 3.7/5 on 4 reviews left by travelers.

Frequently Asked Questions

What is the typical availability of vacation rentals on Long Island?

September has the highest availability of House rental on Long Island, so you can expect a lot of vacation rentals available, even for last-minute bookings.

What are the most popular vacation home amenities on Long Island?

Many travellers are searching for Pool, Internet, and Kitchen when booking a vacation home on Long Island.

Are there pet-friendly vacation rentals on Long Island?

If you're travelling with a dog, over 30% of vacation rentals on Long Island are pet-friendly.

What's the best month to book a vacation rental on Long Island?

The warmest time of year on Long Island is July and August, with the nightly price of a vacation home starting at $183.

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