Vacation Rentals in Long Island
Start comparing over 3,613 rentals in Long Island and book at the best price!
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Vacation Rentals in Long Island
4.3 mi to the beach
9.5
1 bedroom4.1 mi to the beach
9.6
1 bedroom3 mi to the beach
9.7
1 bedroom3.9 mi to the beach
from $254 / nightFREE cancellationCurrent vacation rental deals in Long Island
Fri, 08/16 - Sun, 08/25
5 bedrooms1.6 mi to the beach
9.4
Special Offer
FREE cancellationSpecial offer! The property is offering a 38% discount. Book today to secure this price!
Fri, 08/16 - Sun, 08/25
3 bedrooms6.9 mi to the beach
9.5
Special Offer
FREE cancellationSpecial offer! The property is offering a 6% discount. Book today to secure this price!
Fri, 08/16 - Sun, 08/25
2 bedrooms1.6 mi to the beach
9.8
Special Offer
FREE cancellationSpecial offer! The property is offering a 9% discount. Book today to secure this price!
Fri, 08/16 - Sun, 08/25
3 bedrooms1 mi to the beach
10.0
Special Offer
FREE cancellationSpecial offer! The property is offering a 8% discount. Book today to secure this price!
Vacation rentals with free cancellation
3 bedrooms0.8 mi to the beach
6.6
7.1 mi to the beach
10.0
1 bedroom3.2 mi to the beach
10.0
1 bedroom3.9 mi to the beach
9.6
Vacation rentals with sea view
Sea view
3 bedrooms3.7 mi to the beach
from $309 / nightFREE cancellation
Sea view
4 bedrooms3.3 mi to the beach
from $222 / nightFREE cancellation
Sea view
3 bedrooms2.9 mi to the beach
from $2,311 / nightFREE cancellation
Sea view
4 bedrooms4 mi to the beach
from $823 / nightFREE cancellationVacation rentals with pets allowed
Pets allowed
1 bedroom3.6 mi to the beach
9.5
Pets allowed
5.3 mi to the beach
10.0
Pets allowed
5.3 mi to the beach
9.6
Pets allowed
1 bedroom2.2 mi to the beach
10.0
Vacation rentals with hot tub
Hot tub
1 bedroom1.4 mi to the beach
9.6
Hot tub
1 bedroom8.1 mi to the beach
9.6
Hot tub
1 bedroom7.8 mi to the beach
10.0
Hot tub
1 bedroom3.2 mi to the beach
9.0
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.
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Wainscott, North Fork
Barn • 1991 ft² • 3 Bedrooms
Wainscott, North Fork
10.0
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 $908 / night
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Montauk, North Fork
Vacation Rental • 441 ft² • 2 Bedrooms
Montauk, North Fork
10.0
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 $254 / night
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Montauk, North Fork
Vacation Rental • 398 ft² • 2 Bedrooms
Montauk, North Fork
9.6
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 $279 / night
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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.
Vacation destinations in Long Island
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