Long Island Holiday Rentals

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Holiday Rentals in Long Island

Deluxe Studio Suite | Private kitchen
Starlight Hotel
2.0 star property
9.0 out of 10, Wonderful, (119)
"Close to subway. Reasonable rates. Very clean. Excellent customer service. There was a parking garage across the street that I felt safe parking in and at a reasonable price. "
The price is NZ$305
includes taxes & fees
28 May - 29 May
Starlight Hotel
Front of property - evening/night
Montauk Manor
3.5 star property
9.2 out of 10, Wonderful, (1017)
"The hotel was beautiful. Town is very close by and they offer a shuttle service to take you around. It's nice overall."
The price is NZ$351
includes taxes & fees
14 May - 15 May
Montauk Manor
Apartment | Private kitchen
Montauk Oceanside Suites
3.0 star property
8.4 out of 10, Very good, (295)
"Only wish it was more affordable in the summer to take my family. Besides that, clean, confortable, very pleasant."
The price is NZ$313
includes taxes & fees
23 May - 24 May
Montauk Oceanside Suites
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On the beach, white sand
The Surf Club
3.5 star property
8.6 out of 10, Excellent, (219)
"Very nice location and nice condo"
The price is NZ$491
includes taxes & fees
13 May - 14 May
The Surf Club
Rooftop terrace
Sonder The Dutch
3.5 star property
8.8 out of 10, Excellent, (60)
"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 NZ$430
includes taxes & fees
11 Jun - 12 Jun
Sonder The Dutch
Superior Apartment, 2 Bedrooms, City View | Living area
Sonder Court Square
3.5 star property
9.0 out of 10, Wonderful, (66)
"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 NZ$639
includes taxes & fees
11 Jun - 12 Jun
Sonder Court Square
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 NZ$328
includes taxes & fees
13 May - 14 May
Windward Shores Ocean Resort
Beach nearby
Cliffside Resort Condominiums
3.0 star property
9.0 out of 10, Wonderful, (181)
"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 NZ$539
includes taxes & fees
13 May - 14 May
Cliffside Resort Condominiums
Apartment, 1 Bedroom | Private kitchen
Driftwood Resort
3.5 star property
8.8 out of 10, Excellent, (183)
"Every room in the hotel has a little garden in the backyard which is linked with the park, it’s super natural and quiet and definitely worth to stay"
The price is NZ$344
includes taxes & fees
2 Jun - 3 Jun
Driftwood Resort
1 bedroom, iron/ironing board, free WiFi, bed sheets
Affordable Stay in Brooklyn
6.6 out of 10, (7)
"The property was clean and very quiet I was able to get some work done and have some much needed relaxation"
The price is NZ$208
includes taxes & fees
29 May - 30 May
Affordable Stay in Brooklyn
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 NZ$183
includes taxes & fees
13 May - 14 May
Spacious and Cozy room
Fridge, microwave, oven, stovetop
Cozy and Central
8.0 out of 10, Very good, (2)
"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 NZ$208
includes taxes & fees
27 May - 28 May
Cozy and Central
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
Outdoor pool, a heated pool
Discounted rates Sag Harbor house with bay beach access and Heated Lap Pool
9.6 out of 10, Exceptional, (48)
"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
Outdoor pool, a heated pool
Beautiful Family Home Nestled In The Heart Of Sagaponack
10.0 out of 10, Exceptional, (24)
"Had a wonderful time with friends in this lovely home. We had everything we needed. Excellent communication with our host. Perfect location. Thank you, Michelle 💕"
Beautiful Family Home Nestled In The Heart Of Sagaponack
Interior
Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound
9.4 out of 10, Exceptional, (27)
"Rainy but good weekend"
Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound
Beach nearby, sun-loungers, beach towels
Newly Renovated Montauk Condo with Ocean Views!
9.6 out of 10, Exceptional, (60)
"Perfect spot in Montauk, close to the beach and town. We walked to town with a 3 year old and infant in the stroller and very doable nice walk. The condo is clean and equipped with basic necessities so bring anything you might need cooking wise. Kept the baby in the bedroom and our 3 year old in the living room but we made it work. Kelly is extremely responsive and a pleasure to rent from."
Newly Renovated Montauk Condo with Ocean Views!
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!!!
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, (2)
"It was the perfect fit for us in terms of location and functionality. We enjoyed staying very much; it was like being on vacation in a hotel, but local. KK, who was in charge of the apt., was available at any time, responsive, and very helpful."
LUX, ALL NEW-4BR/2FUL BATH, 5 MIN TO F TRAIN, 35 MIN TO CITY. 20 MIN TO- JFK/LGA
Living area
Cozy Brooklyn retreat central bklyn
Cozy Brooklyn retreat central bklyn
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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

Lobby
Four Points by Sheraton Flushing
3.0 star property
9.0 out of 10, Wonderful, (1538)
"Beautiful room and friendly staff"
The price is NZ$328
includes taxes & fees
19 May - 20 May
Four Points by Sheraton Flushing
Lobby
Comfort Inn JFK Airport
2.5 star property
8.0 out of 10, Very good, (3307)
"The young lady at the counter was kid and very helpful. Service was great. Only issue- we were hoping for a hot breakfast not a sack one"
The price is NZ$409
includes taxes & fees
20 May - 21 May
Comfort Inn JFK Airport
Reception
New York LaGuardia Airport Marriott
3.5 star property
8.8 out of 10, Excellent, (1003)
"It was great! Check in staff was super nice and checking out was swift and simple."
The price is NZ$461
includes taxes & fees
19 May - 20 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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Long Island holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Long Island. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Long Island. Seeing all the best attractions is bound to make you fall in love with Long Island. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Long Island short-term rentals, that won’t be hard to do.

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