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.
Vacation Rental for 10 Guests in Shelter Island Heights, North Fork
Vacation Rental for 10 Guests in Shelter Island Heights, North Fork, Picture 1
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Shelter Island Heights, North Fork
Vacation Rental • 10 Guests • 5 Bedrooms
Welcome to Sandpoint by Rove Travel, an exclusive Shelter Island retreat recently built on 1.4 acres, just a stone's throw from a sandy beach and across from a 12-acre preserve. This stunning home features five bedrooms, including two master suites and one room with twin beds. Sunlit and spacious, the heart of the home is a well-equipped kitchen with an oversized island overlooking a large pool and landscaped grounds. Sandpoint offers a serene 20x40 gunite pool, making it an unparalleled tranquil retreat on Shelter Island.The pool will be closed starting September 30, 2024, and will be gues...
from $488 / night
Vacation Rental for 12 Guests in Noyack, North Fork
Vacation Rental for 12 Guests in Noyack, North Fork, Picture 1
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Noyack, North Fork
Vacation Rental • 12 Guests • 6 Bedrooms
Experience the best of the Hamptons in style at Meadowood Manor, a luxurious home located in the heart of Sag Harbor. Offering a selection of amenities including a salt water pool, hot tub, outdoor shower, and a full basketball court, guests can relax, unwind, and enjoy the great outdoors. Inside, the open floor concept with an expansive living space and fully-stocked kitchen is perfect for lounging, and 6 luxurious bedrooms provide an idyllic retreat for any group. Conveniently located near Sag Harbor Village and Bridgehampton, as well as a selection of fantastic beaches and restaurants, e...
from $234 / night
Vacation Rental for 7 Guests in East Hampton, North Fork
Vacation Rental for 7 Guests in East Hampton, North Fork, Picture 1
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East Hampton, North Fork
Vacation Rental • 7 Guests • 3 Bedrooms
9.3
(9 reviews)
Escape to a serene countryside cottage where relaxation and comfort are paramount! This recently renovated home boasts a flexible 4 bedroom layout, 2 full bathrooms, and an expansive backyard with a private pool and outdoor shower. Just a short bike ride from both East Hampton and beach access, this tranquil oasis sits on a beautifully manicured acre of land, complete with 2 indoor fireplaces, central heating and air conditioning, and all the amenities you need to make it your home away from home. Fall in love with the peaceful ambiance and enjoy a truly unforgettable stay!---Room Configura...
from $189 / night

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

Prices and availability

Current Vacation rental prices Long Island

$475for 28 Dec - 4 Jan
$507 annual average
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Average price per week

Current vacation rental availability Long Island

42%for 28 Dec - 4 Jan
48% annual average
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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.