Long Island Holiday Rentals

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Holiday Rentals in Long Island

Smart TV
LUX, ALL NEW-4BR/2FUL BATH, 5 MIN TO F TRAIN, 35 MIN TO CITY. 20 MIN TO- JFK/LGA
10.0 out of 10, Exceptional, (1)
"The home is lovely, looks newly remodeled and nicely done. Beds were all comfortable. Nice to have a driveway to park the car. Was ideally located for our trip. There was a smoke detector beeping in one of the bedrooms and when notified the issue was corrected quickly. Enjoyed our stay."
LUX, ALL NEW-4BR/2FUL BATH, 5 MIN TO F TRAIN, 35 MIN TO CITY. 20 MIN TO- JFK/LGA
Smart TV, fireplace, stereo
Mid-Century Summer Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!
10.0 out of 10, Exceptional, (70)
"Ricks home is STUNNING and very thoughtfully decorated. He was responsive and flexible. Thank you for an amazing stay!"
Mid-Century Summer Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!
Lobby
MONTAUK MANOR-DELUXE STUDIO APARTMENT
10.0 out of 10, Exceptional, (54)
"Studio was perfect and grounds of property were breaking. Would definitely stay there again. Got to enjoy Montauk and have a beautiful place to stay."
MONTAUK MANOR-DELUXE STUDIO APARTMENT
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Outdoor dining
Modern Farmhouse/Out Door Theater Fire Pit/ and Bocce court- WATCH VIDEO!!!
10.0 out of 10, Exceptional, (27)
"Just had a great stay at this home. Pictures are extremely accurate and this home is so comfortable, clean and well equipped. Location is excellent. Close to town, hiking, beaches, vineyards. It really has it all! Host was wonderful and responsive. Would love book another stay."
Modern Farmhouse/Out Door Theater Fire Pit/ and Bocce court- WATCH VIDEO!!!
Fridge, microwave, oven, stovetop
Cozy Beach Getaway - 1000' from Ocean/Boardwalk; 6 blocks from LIRR
10.0 out of 10, Exceptional, (12)
"Me and my girlfriend had an amazing time, Deirdre was great and very helpful. Can’t wait to go back!"
Cozy Beach Getaway - 1000' from Ocean/Boardwalk; 6 blocks from LIRR
Fridge, microwave, oven, stovetop
Welcome to our beautiful 3 beds 2 baths home you will enjoy a nice relaxing stay
10.0 out of 10, Exceptional, (1)
"Great property! Highly recommend "
The price is AU$453
per night
28 May - 29 May
Welcome to our beautiful 3 beds 2 baths home you will enjoy a nice relaxing stay
On the beach, sun-loungers, beach towels
Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready
9.8 out of 10, Exceptional, (89)
"We unfortunately had bad weather during our stay but we were cozy in this home which is spacious and conveniently located. For those with kids, there are safety gates and toys available. There’s a lot of outdoor seating and in the summer we look forward to returning to take advantage of the pool. Carter is very responsive - a terrific host!"
Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready
1 bedroom, iron/ironing board, WiFi, bed sheets
Spacious and Cozy room
9.6 out of 10, Exceptional, (4)
"Host was incredibly generous, super flexible and made sure to take care of us! Great stay for the price"
The price is AU$172
per night
28 May - 29 May
Spacious and Cozy room
4 bedrooms, desk, iron/ironing board, free WiFi
North Fork Escape Near Wineries, Beaches And Hamptons
9.4 out of 10, Exceptional, (18)
"Lovely quaint home. Very clean and spacious. Perfect for a family getaway . Highly recommend."
North Fork Escape Near Wineries, Beaches And Hamptons
Front of property - evening/night
Montauk Manor
3.5 star property
9.2 out of 10, Wonderful, (1010)
"It’s a great place to stay, with beautiful views"
The price is AU$294
per night
7 May - 8 May
Montauk Manor
Smart TV
Location and views! Located directly on Shinnecock Bay!
9.2 out of 10, Wonderful, (11)
"Since I stay for 2 days only it was fine. Check the shades , toilet paper and more towels. "
Location and views! Located directly on Shinnecock Bay!
Deluxe Studio Suite | Private kitchen
Starlight Hotel
2.0 star property
9.0 out of 10, Wonderful, (110)
"Very comfortable and quiet barely knew I was staying at a hotel. Would book again"
The price is AU$281
per night
29 May - 30 May
Starlight Hotel
Superior Apartment, 2 Bedrooms, City View | Living area
Sonder Court Square
3.5 star property
9.0 out of 10, Wonderful, (65)
"Too much auto email. I was trying to contact before i arrived but was never able to get through. However, once we arrived,.there was a staff person 24/7 to assist us. All the lobby staff were grest."
The price is AU$594
per night
28 May - 29 May
Sonder Court Square
Beach nearby
Cliffside Resort Condominiums
3.0 star property
9.0 out of 10, Wonderful, (179)
"Always a very nice time staying at this property. The sunset on the beach was amazing. Convenient to all area restaurants, wineries, breweries and Matchbook Distilling. "
The price is AU$430
per night
6 May - 7 May
Cliffside Resort Condominiums
Rooftop terrace
Sonder The Dutch
3.5 star property
8.8 out of 10, Excellent, (59)
"The hotel itself was amazing, clean, staff were friendly and helpful, the views from the hotel were breathtaking - it was located quite close to three different subway stations. Sonder is 10/10. "
The price is AU$425
per night
22 May - 23 May
Sonder The Dutch
View from property
Windward Shores Ocean Resort
3.0 star property
8.8 out of 10, Excellent, (233)
"Everything was just as described!"
The price is AU$278
per night
6 May - 7 May
Windward Shores Ocean Resort
Apartment, 1 Bedroom | Private kitchen
Driftwood Resort
3.5 star property
8.8 out of 10, Excellent, (180)
"Literally 1 minute walk to the sands. Clean and friendly environment. Would definitely coming back for short getaways. "
The price is AU$259
per night
7 May - 8 May
Driftwood Resort
On the beach, white sand
The Surf Club
3.5 star property
8.6 out of 10, Excellent, (218)
"Very nice location and nice condo"
The price is AU$369
per night
6 May - 7 May
The Surf Club
Apartment | Private kitchen
Montauk Oceanside Suites
3.0 star property
8.4 out of 10, Very good, (291)
"Only wish it was more affordable in the summer to take my family. Besides that, clean, confortable, very pleasant."
The price is AU$248
per night
22 May - 23 May
Montauk Oceanside Suites
Private kitchen
Private 3 Bedroom in the heart of Brooklyn
8.4 out of 10, Very good, (5)
"Apatment is clean, modern and feels comfotable! Communication with host was pleasant and timely! Very convenient to area conveniences including stores, restaurants, and Brooklyn Botanical Gardens!"
Private 3 Bedroom in the heart of Brooklyn
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Long Island you may be interested in

Front of property
Ace Hotel Brooklyn
4.0 star property
9.4 out of 10, Exceptional, (742)
"Very cool hotel to stay in! "
The price is AU$496
per night
26 May - 27 May
Ace Hotel Brooklyn
Lobby
Four Points by Sheraton Flushing
3.0 star property
8.8 out of 10, Excellent, (1509)
"Very clean, no complaints on a 3 night stay"
The price is AU$291
per night
5 May - 6 May
Four Points by Sheraton Flushing
Reception
New York LaGuardia Airport Marriott
3.5 star property
8.8 out of 10, Excellent, (1004)
"Ok"
The price is AU$376
per night
6 May - 7 May
New York LaGuardia Airport Marriott
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Everything you need to know about Long Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Long Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Long Island holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Long Island holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Long Island. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Long Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Long Island holiday rentals we have selected for you start as low as AU$172 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Long Island rentals

At Expedia, we put the best Long Island holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Long Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Long Island holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Long Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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