Long Island Holiday Rentals

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Check prices for these dates

In two weeks
5 Jun - 7 Jun
In two months
17 Jul - 19 Jul
In three months
14 Aug - 16 Aug
In four months
11 Sept - 13 Sept

Our top choices for Long Island holiday rentals

Terrace/patio

Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (252 reviews)
"Convenient parking and proximity to all."
United States
Rosemaria
The price is S$350
includes taxes & fees
7 Jun - 8 Jun
Cliffside Resort Condominiums
Lobby

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,346 reviews)
"Had a wonderful stay"
United States
Meghan
The price is S$262
includes taxes & fees
25 May - 26 May
Montauk Manor
In-room safe, desk, laptop workspace, blackout curtains

Aura Hotel Brooklyn

Aura Hotel Brooklyn
4.0 star property
Brooklyn
8.2 out of 10, Very good, (1,233 reviews)
"Excellent "
Mexico
Cristina
The price is S$196
includes taxes & fees
25 May - 26 May
Aura Hotel Brooklyn
Property grounds

Driftwood Resort

Driftwood Resort
3.5 star property
Montauk
9.0 out of 10, Wonderful, (238 reviews)
"Wonderful location, right on the beach. The staff was kind and welcoming. The property was beautiful with a pool, playground, tennis and basketball courts, cornhole, etc. Very family friendly. Some walkable restaurants nearby and a quick 5-10 minute drive into town where a lot of the restaurants and shops are. We did have ants all in our food one day but the staff addressed it quickly "
United States
John
The price is S$270
includes taxes & fees
20 May - 21 May
Driftwood Resort
Individually decorated, individually furnished, iron/ironing board

Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (313 reviews)
"We always stay at the Windward Shores when we go to Montauk. It is a beautiful, clean and comfortable place, and the price is great!"
United States
Joseph
The price is S$283
includes taxes & fees
21 May - 22 May
Windward Shores Ocean Resort
Flat-screen TV

North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.2 out of 10, Wonderful, (18 reviews)
"Great stay & great staff!"
United States
James
The price is S$482
includes taxes & fees
2 Jun - 3 Jun
North Fork Resort
Free WiFi

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
8.2 out of 10, Very good, (277 reviews)
"Super economical stay!"
Canada
James
The price is S$254
includes taxes & fees
25 May - 26 May
Court Square Hotel Long Island City New York , Belvilla District 6 Formerly Sonder
Living area

Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
The price is S$331
includes taxes & fees
25 May - 26 May
Spacious 3BR Family Home Near Everything
Iron/ironing board, free WiFi

Montauk Oceanside Suites

Montauk Oceanside Suites
3.0 star property
Downtown Montauk
8.6 out of 10, Excellent, (426 reviews)
"Awesome room!!! Wish I could come back in the summer"
United States
Nicki
The price is S$254
includes taxes & fees
20 May - 21 May
Montauk Oceanside Suites
Private kitchen

Chic Brooklyn Stay Steps to G Train

Chic Brooklyn Stay Steps to G Train
2.0 star property
Brooklyn
9.4 out of 10, Exceptional, (19 reviews)
"Really nice place. Nice views. Great location - quiet, but quick 10 minute walk to more bustling areas in Greenpoint neighborhood. Much better than staying at a hotel!"
United States
Kevin
The price is S$552
includes taxes & fees
20 May - 21 May
Chic Brooklyn Stay Steps to G Train
Living area

The Surf Club

The Surf Club
3.5 star property
Montauk
8.6 out of 10, Excellent, (281 reviews)
"Quiet, relaxing place to stay, great access to the beach and town!"
United States
Erica
The price is S$315
includes taxes & fees
10 Jun - 11 Jun
The Surf Club
Living area

The Quay Brooklyn NYC

The Quay Brooklyn NYC
2.0 star property
Brooklyn
The price is S$643
includes taxes & fees
20 May - 21 May
The Quay Brooklyn NYC
Exterior

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 S$400
includes taxes & fees
25 May - 26 May
Sundown Escape-South Shore Long Island
Interior

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 S$703
includes taxes & fees
4 Jun - 5 Jun
Shop, Hike, Golf & Swim: Inviting Deer Park Escape
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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Top Long Island Hotel Reviews

Four Points by Sheraton Flushing

Four Points by Sheraton Flushing

8/10 Good
"My stay was pretty good. Staff was friendly. The room was nice, the only issue was that the sink didn’t really drain. Other than that, everything was nice."
NaKya 3-night trip
Posted 3 hours ago
Four Points by Sheraton Flushing