Vacation Rentals in Long Island

Vacation Rentals in Long Island

Start comparing over 3,613 rentals in Long Island and book at the best price!

Best Vacation Rentals in Long Island

Guests agree: these stays are highly rated for location, cleanliness, and more.
Barn for 4 Guests in Wainscott, North Fork
Barn for 4 Guests in Wainscott, North Fork, Picture 1
Barn for 4 Guests in Wainscott, North Fork, Picture 2
Barn for 4 Guests in Wainscott, North Fork, Picture 3
Barn for 4 Guests in Wainscott, North Fork, Picture 4
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Wainscott, North Fork
Barn • 1991 ft² • 3 Bedrooms
10.0
(38 reviews)
Widely regarded as one of the country's most beautiful areas within miles of white sandy beaches, Its east side faces Georgica Pond. The exclusive Georgica Association has a 100-acre subdivision on the west side of the pond. Nestled in the exclusive hamlet of Wainscott in East Hampton, Georgica Restaurant and Lounge sits on the banks of the infamous Georgica Pond, for which it is named. Featuring grilled prime meats, fresh seafood and an innovative fine dining menu.Wainscott is a rural area adjacent to the Village of East Hampton. Wainscott located in East Hampton is a world-class resort lo...
from $1,003 / night
Vacation Rental for 2 Guests in Montauk, North Fork
Vacation Rental for 2 Guests in Montauk, North Fork, Picture 1
Vacation Rental for 2 Guests in Montauk, North Fork, Picture 2
Vacation Rental for 2 Guests in Montauk, North Fork, Picture 3
Vacation Rental for 2 Guests in Montauk, North Fork, Picture 4
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Montauk, North Fork
Vacation Rental • 441 ft² • 2 Bedrooms
10.0
(32 reviews)
Bring your Surf or Paddle Boards!!!! and walk down your semi-private path (shared with only 4 homes) to one of the most pristine white sandy beaches in Montauk. Imagine not having to deal with Ditch Plains parking! but Beach passes are included to explore other Town beaches both ocean and bay as permitted. The property is called Twin Pond and is a magnificent compound on 2.5 acres on Old Montauk Highway. This studio has a full kitchen with with panoramic views of the ocean with (1) Queen Size Bed. It's a short distance to town (you can walk) and it' near some of the best restaurants.. It's ...
from $190 / night
Vacation Rental for 2 Guests in Montauk, North Fork
Vacation Rental for 2 Guests in Montauk, North Fork, Picture 1
Vacation Rental for 2 Guests in Montauk, North Fork, Picture 2
Vacation Rental for 2 Guests in Montauk, North Fork, Picture 3
Vacation Rental for 2 Guests in Montauk, North Fork, Picture 4
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Montauk, North Fork
Vacation Rental • 398 ft² • 2 Bedrooms
9.6
(37 reviews)
Bring your Surf or Paddle Boards!!!! and walk down your semi-private path (shared with only 4 homes) to one of the most pristine white sandy beaches in Montauk. Imagine not having to deal with Ditch Plains parking! but Beach passes are included to explore other town beach both ocean and bay as permitted. Beautifully decorated it comes with TV and WiFi. Ideal for couples or small family and pet friendly. The property is part of a vintage motel called Twin Pond located on 2.5 acres located at 743 Old Montauk Highway. The studio is open living room and 180 degree views of the ocean (1) queen a...
from $255 / night

Other holiday ideas and property types in Long Island that might be interesting

Prices and availability

Current Vacation rental prices Long Island

$422for 2 Mar - 9 Mar
$509 annual average
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Average price per week

Current vacation rental availability Long Island

49%for 2 Mar - 9 Mar
46% annual average
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
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Percentage of available rentals

FAQs: Vacation Rentals in Long Island

How much does it cost to book a vacation rental in Long Island?

Long Island is one of the most expensive destinations in the USA. The costs for a vacation rental here amount to around $593 per night.

What time of year offers, on average, the best vacation rental prices in Long Island?

Those who want to be budget-friendly should visit Long Island in February, January, or May, which are the months that offer the most discount, with average prices of $479, $536, and $545 per night, respectively, based on the previous year.

During which months are vacation rentals more expensive in Long Island?

Analyzing the data from last year, we found that costs per night for accommodation here are usually higher, on average, during the months of July ($683), August ($659), and September ($643).

Do I need to plan a trip to Long Island well in advance?

In order to not have problems finding accommodation in Long Island, it is necessary to be proactive as 77% of rentals are usually booked, according to last year's data.

What time of the year can I find more available vacation rentals?

The months when it's easiest to find available accommodation in Long Island are May (the average amount of properties that are available reached 37% of the total last year), February (36%), and June (28%).

When are there fewer vacation rental options available in Long Island?

According to data from last year, the months with the fewest housing options available in Long Island are, in order, August (with 2% of available rentals), July (7%), and September (18%). During this period, the availability is only 9%. It is therefore recommended to reserve far in advance.

Are there many vacation rentals in Long Island?

Holidu collaborates with 5 different partners to give you a choice between 3,200 properties we have in Long Island.

Holidu compares hundreds of websites to find your perfect holiday rental for the best price.

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