Holiday Rentals in Long Island

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Holiday Rentals in Long Island

Starlight Hotel
2.0 star property
9.0 out of 10, Wonderful, 137 reviews
"the room was a bit tight but overall looked very nice and clean, had two chairs and a table right next to the window so perfect to do work, provided a lot of amenities including toothbrush, shaving kit, sewing kit etc. and convenient location with a lot of shops around "
The price is €183
per night
16 Jun - 17 Jun
Starlight Hotel
Montauk Manor
3.5 star property
9.2 out of 10, Wonderful, 1,023 reviews
"Best affordable hotel in Montauk"
The price is €315
per night
4 Jun - 5 Jun
Montauk Manor
Sonder The Dutch
3.5 star property
8.8 out of 10, Excellent, 61 reviews
"Very nice property with a great view on Manhattan Prices are high but this is always the case in NYC "
The price is €237
per night
11 Jun - 12 Jun
Sonder The Dutch
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Sonder Court Square
3.5 star property
8.8 out of 10, Excellent, 68 reviews
"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 €329
per night
1 Jun - 2 Jun
Sonder Court Square
Windward Shores Ocean Resort
3.0 star property
8.8 out of 10, Excellent, 237 reviews
"Good family friendly resort! Hope it’s a heated pool.. Easy Check-out before 11:00 am!"
The price is €254
per night
2 Jun - 3 Jun
Windward Shores Ocean Resort
The Surf Club
3.5 star property
8.4 out of 10, Very good, 220 reviews
"An amazing stay with our girls!!! Can’t wait to go back!"
The price is €248
per night
17 Jun - 18 Jun
The Surf Club
Montauk Oceanside Suites
3.0 star property
8.4 out of 10, Very good, 299 reviews
"It was so close to town!"
The price is €192
per night
5 Jun - 6 Jun
Montauk Oceanside Suites
Driftwood Resort
3.5 star property
8.8 out of 10, Excellent, 187 reviews
"Such a nice weekend getaway. We probably rented the smallest of the rooms but it was still comfortable and accommodating. Had a mini kitchen that was perfect for us. ALL the staff were so friendly and helpful. I enjoyed the communications through text to set up room service and beach chairs for the next day. The heated pool was an absolute plus and so was the pool playing by the pool. Made us feel like we were away on an all inclusive vacation. "
The price is €169
per night
2 Jun - 3 Jun
Driftwood Resort
Cliffside Resort Condominiums
3.0 star property
9.0 out of 10, Wonderful, 183 reviews
"Wonderful stay and super clean! Can’t wait to come back. "
The price is €292
per night
13 Jun - 14 Jun
Cliffside Resort Condominiums
Cozy and Central
6.0 out of 10, 3 reviews
"I felt very lucky to find this affordable room for my work/play trip to NYC. It is located super conveniently to three different train lines and a whole host of bars, bodegas, and restaurants which for a 9-day stay, was a great perk. I also appreciated having access to a full kitchen with supplies to save a little from eating out constantly. Bed was comfortable and the place was pretty quiet, despite having a lot of guest rooms and folks coming and going. Some pitfalls: My room smelled of...
The price is €115
per night
24 Jun - 25 Jun
Cozy and Central
Affordable Stay in Brooklyn
6.6 out of 10, 7 reviews
"The property was clean and very quiet I was able to get some work done and have some much needed relaxation"
The price is €120
per night
11 Jun - 12 Jun
Affordable Stay in Brooklyn
Private 3 Bedroom in the heart of Brooklyn
7.8 out of 10, Good, 7 reviews
"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
Spacious and Cozy room
8.0 out of 10, Very good, 6 reviews
"Host was incredibly generous, super flexible and made sure to take care of us! Great stay for the price"
The price is €106
per night
4 Jun - 5 Jun
Spacious and Cozy room
Discounted rates Sag Harbor house with bay beach access and Heated Lap Pool
9.6 out of 10, Exceptional, 48 reviews
"We had a lovely stay at this home. It was very clean, comfortable and spacious so we could all spread out. We were glad to have a nice warm house to stay in because the weather was terrible! I also went swimming in the warm pool even though it was 60 and raining! Would highly recommend."
Discounted rates Sag Harbor house with bay beach access and Heated Lap Pool
Mid-Century Summer Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!
10.0 out of 10, Exceptional, 73 reviews
"We had the best time at Rick’s house in the Hamptons! We’d love to come back!"
Mid-Century Summer Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!
Newly Renovated Montauk Condo with Ocean Views!
9.6 out of 10, Exceptional, 63 reviews
"Pictures don’t do it justice! So relaxing. Quiet and clean. Best we could ask for. The deck is great. It was bit cold so we couldn’t use the pool but we would love to be back for the summer! Very close to close to everything but still extremely quiet. Kelly was also an amazing host. She responded quickly and assisted with a parking question we had. Couldn’t ask for anything more. 5 stars!"
Newly Renovated Montauk Condo with Ocean Views!
North Fork Escape Near Wineries, Beaches And Hamptons
9.4 out of 10, Exceptional, 18 reviews
"Lovely quaint home. Very clean and spacious. Perfect for a family getaway . Highly recommend."
North Fork Escape Near Wineries, Beaches And Hamptons
Cozy Beach Getaway - 1000' from Ocean/Boardwalk; 6 blocks from LIRR
10.0 out of 10, Exceptional, 14 reviews
"Deidre was a wonderful host. Very communicative. She answered every question promptly. She stocked the apartment with extra items like coffee and oatmeal in the kitchen, and toothpaste in the bathroom. These are items that you don’t find in other VRBOs. I appreciated being able to park my rental car on the driveway. Location was great, close to shops and restaurants and the beach. And she gave the best restaurant suggestions! I enjoyed my stay."
Cozy Beach Getaway - 1000' from Ocean/Boardwalk; 6 blocks from LIRR
MONTAUK MANOR-DELUXE STUDIO APARTMENT
10.0 out of 10, Exceptional, 54 reviews
"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
Airstream Art Studio Sculpture/Nature Preserve
10.0 out of 10, Exceptional, 2 reviews
"This place was one of the best parts of my stay on LI. It is tucked away on a beautiful stretch of property but still close to central locations making it easy to go out for provisions. I "gifted" myself a stay here as a single-mother and former art maker. This was the first time I painted in 10+ years, the environment and the energy filled my cup to overflowing! Thank you so much for having this space available. I will return."
The price is €225
per night
30 Jun - 1 Jul
Airstream Art Studio Sculpture/Nature Preserve
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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

Hampton Inn NY-JFK
2.5 star property
8.2 out of 10, Very good, 1,690 reviews
"Service was top notch. Room could use a deep cleaning. "
The price is €252
per night
16 Jun - 17 Jun
Hampton Inn NY-JFK
Four Points by Sheraton Flushing
3.0 star property
9.0 out of 10, Wonderful, 1,577 reviews
"Great modern hotel close to all Queen’s attractions. Jessica at the front desk was most friendly and helpful. Would definitely stay again. "
The price is €200
per night
11 Jun - 12 Jun
Four Points by Sheraton Flushing
LaGuardia Plaza Hotel
4.0 star property
7.8 out of 10, Good, 1,615 reviews
"Hotel was booked for just one night while visiting family who live nearby. It was easy to find, and check-in was a breeze. The hotel is clean and the service very good. Our room was exceptionally warm upon arrival, but we spoke to the front desk, and maintenance had it fixed within 20 minutes. Parking cost extra, and we literally took the last spot in the garage, but it was safe and clean. No complaints at all, and as long as this remains an affordable option, we will stay here again. "
The price is €219
per night
30 Jun - 1 Jul
LaGuardia Plaza Hotel
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, apart-hotels, 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 favorite 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 depends 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 €106 per night. Entering your travel dates in the search wizard you might find 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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