A marina with various boats docked, a house with an American flag, and a clear sky.

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Our top choices for Long Island holiday rentals

1. Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,420 reviews)
"Excellent service, beautiful property, accommodating staff."
United States
Maria
The price is ฿4,638
฿5,954 total
includes taxes & fees
7 Dec - 8 Dec
Montauk Manor

2. Court Square Hotel Long Island City New York , Belvilla District 6 Formerly Sonder

Court Square Hotel Long Island City New York , Belvilla District 6 Formerly Sonder
3.5 star property
Queens
7.2 out of 10, Good, (556 reviews)
"best view room by the train"
United States
Jania
The price is ฿3,831
฿4,513 total
includes taxes & fees
22 Nov - 23 Nov
Court Square Hotel Long Island City New York , Belvilla District 6 Formerly Sonder

3. Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (332 reviews)
"Omg so peaceful and beautiful. Felt like I was in paradise. My fiancee and I enjoyed every moment except checking out because we did not want to leave. Such beauty it was worth the 3 hour car ride. Perfect getaway.💜🙏"
United States
Banessa
The price is ฿4,409
฿5,947 total
includes taxes & fees
8 Nov - 9 Nov
Windward Shores Ocean Resort

4. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (73 reviews)
"Everything was perfect 💞"
United States
Altynai
The price is ฿10,752
฿12,285 total
includes taxes & fees
20 Nov - 21 Nov
North Fork Resort

5. Montauk Oceanside Suites

Montauk Oceanside Suites
3.0 star property
Downtown Montauk
8.4 out of 10, Very good, (460 reviews)
"The room was very clean and well taken care of."
United States
Mitchell
The price is ฿4,554
฿5,567 total
includes taxes & fees
8 Nov - 9 Nov
Montauk Oceanside Suites

6. Sundown Escape-South Shore Long Island

Sundown Escape-South Shore Long Island
2.0 star property
Bay Shore
10.0 out of 10, Exceptional, (1 review)
"Very clean. Easy to get to. Listing as described. Bed and furniture are nice and comfy. Only thing I would add is a broom and dust pain and some Clorox wipes so guest can keep it neat. 5 stars! Very nice host. "
United States
Samantha
The price is ฿4,427
฿10,029 total
includes taxes & fees
18 Nov - 19 Nov
Sundown Escape-South Shore Long Island

7. Shop, Hike, Golf & Swim: Inviting Deer Park Escape

Shop, Hike, Golf & Swim: Inviting Deer Park Escape
3.0 star property
Deer Park
The price is ฿3,882
฿16,128 total
includes taxes & fees
15 Nov - 16 Nov
Shop, Hike, Golf & Swim: Inviting Deer Park Escape

8. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (299 reviews)
"Great condo. Very nice location and grounds."
United States
William
The price is ฿5,755
฿10,288 total
includes taxes & fees
30 Nov - 1 Dec
Cliffside Resort Condominiums

9. Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
The price is ฿6,414
฿10,641 total
includes taxes & fees
11 Nov - 12 Nov
Spacious 3BR Family Home Near Everything

10. Offshore Spa & Residences

Offshore Spa & Residences
4.5 star property
Downtown Montauk
8.4 out of 10, Very good, (5 reviews)
"What a memorable way to celebrate America’s 250th Anniversary and the Fourth of July at Offshore Montauk. The festive atmosphere, beautiful weather, beach days, and fireworks made for an unforgettable getaway. The property is beautifully designed with thoughtful room layouts, high-end appliances, and quality finishes that create a luxurious yet comfortable experience. The attention to detail throughout the property is impressive, and it's exciting to see the continued improvements being...
United States
Frank
The price is ฿8,891
฿12,070 total
includes taxes & fees
8 Nov - 9 Nov
Offshore Spa & Residences
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.
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