Vacation Rentals in Long Island
Start comparing over 3,613 rentals in Long Island and book at the best price!
- Vacation Rentals ·
- USA ·
- New England ·
- New York State ·
- Long Island
Find offers
Vacation rentals with pets allowed
Fire Island, Suffolk County
8.7
Vacation rental for 4 people, with terrace
Free cancellation
from $515 per night
Montauk, North Fork
9.6
Vacation rental for 2 people, with yard
Free cancellation
from $252 per night
Fire Island, Suffolk County
10.0
Vacation rental for 6 people, with balcony and hot tub, with pets
from $729 per night
Hampton Bays, North Fork
10.0
Vacation rental for 2 people, with yard, with pets
Free cancellation
from $438 per night
Vacation rentals in Long Island
Nassau County
9.4
Vacation rental for 2 people, with yard and balcony as well as pool
Free cancellation
from $172 per night
Centereach, Suffolk County
9.4
Vacation rental for 2 people, with terrace
Free cancellation
from $107 per night
Elmont, Nassau County
9.9
Vacation rental for 4 people
Free cancellation
from $292 per night
Suffolk County
9.4
Vacation rental for 2 people, with yard
from $158 per night
Vacation rentals with free cancellation
Nassau County
9.8
Vacation rental for 3 people
Free cancellation
from $233 per night
Elmont, Nassau County
9.3
Vacation rental for 2 people, with terrace and yard
Free cancellation
from $138 per night
North Amityville, Suffolk County
9.7
Vacation rental for 2 people, with yard
Free cancellation
from $162 per night
Ocean Beach (NY), Suffolk County
6.6
Vacation rental for 6 people, with balcony and yard
Free cancellation
from $430 per night
Vacation rentals with hot tub
Flanders, North Fork
10.0
Vacation rental for 2 people, with yard and hot tub
Free cancellation
from $371 per night
Long Beach (NY), Nassau County
9.7
Vacation rental for 2 people, with hot tub
Free cancellation
from $327 per night
Montauk, North Fork
10.0
Vacation rental for 4 people, with hot tub and sauna as well as terrace and pool
Free cancellation
from $499 per night
Montauk, North Fork
9.2
Vacation rental for 4 people, with hot tub and yard as well as sauna
Free cancellation
from $278 per night
Child-friendly vacation rentals
East Hampton, North Fork
9.4
Vacation rental for 7 people, with balcony and yard, kid friendly
Free cancellation
from $173 per night
Noyack, North Fork
Vacation rental for 12 people, with terrace and yard, with pets
Free cancellation
from $312 per night
Sag Harbor, North Fork
Vacation rental for 6 people, with balcony and yard, kid friendly
Free cancellation
from $3,082 per night
Northwest Harbor, North Fork
Vacation rental for 6 people, with balcony and yard, kid friendly
Free cancellation
from $198 per night
Find Vacation Rentals in Long Island
Popular Destinations in Long Island
Best Vacation Rentals in Long Island
Guests agree: these stays are highly rated for location, cleanliness, and more.
more...
Springs, North Fork
Vacation Rental • 10000 ft² • 6 Bedrooms
Springs, North Fork
The Glass Villa is an astounding luxury vacation rental in the prestigious East Hampton area. Lush foliage, aromatic groves, and breathtaking views create a serene ambiance, offering guests absolute tranquility and privacy. Call Now For the Best Rates at +1 (845) 510-3188 The Glass Villa is the epitome of absolute luxury and sophistication, from its elegant architecture to carefully manicured gardens. Aesthetically immaculate interiors fuse classic elegance with a contemporary sensibility. Gorgeous, oversized windows invite ample natural light to the living area, enhancing the sense of open...
from $1,791 / night
View offer
more...
Shelter Island Heights, North Fork
Vacation Rental • 12 Guests • 6 Bedrooms
Shelter Island Heights, North Fork
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 close for the season on September 29, 2025, and w...
from $399 / night
View offer
more...
North Sea (NY), North Fork
Vacation Rental • 4306 ft² • 6 Bedrooms
North Sea (NY), North Fork
SPECIAL NOTE: Kindly message us for weekly and monthly discounts. Escape to a lavish retreat with your loved ones and enjoy a luxurious vacation at our newly built modern Hampton property, complete with a heated pool. This stunning 6-bedroom, 6-bathroom home is conveniently located just a 10-minute drive away from both the lively villages of Southampton and Sag Harbor. Thanks to the open floor plan, the main level boasts a grand living room, dining room, and kitchen, all in one spacious area. Savor a meal around the large kitchen island, entertain guests in the formal dining area, or take y...
from $748 / night
View offer
Other holiday ideas and property types in Long Island that might be interesting
Prices and availability
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.