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City Breaks in Long Island

Long Island
Anytime
Guests

Choose the perfect vacation rental

Price per night
Up to $100
$100 - $199
From $200
Rating
Outstanding: 4.5+
Very Good: 4+
Good: 3.5+

Best Vacation Home Deals in Long Island

House North Fork
Mar 31 - Apr 7
-33%
$427
$288 per night
House ∙ 6 guests ∙ 3 bedrooms
Vacation Home in North Fork with Grill & Yard + Water Views
5.0
"Excellent" (72 ratings)
North Fork, Northville, New York, United States
Details
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House Shelter Island
Apr 8 - Apr 15
-18%
$799
$653 per night
House ∙ 8 guests ∙ 4 bedrooms
Vacation Home in Shelter Island with 2-Car Garage
5.0
"Excellent" (42 ratings)
Shelter Island, Suffolk County, New York, United States
Details
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House Montauk
Mar 24 - Mar 31
-78%
$632
$142 per night
House ∙ 10 guests ∙ 4 bedrooms
House in Montauk with Grill & Yard
Montauk, East Hampton, New York, United States
Details
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House North Fork
Nov 16 - Nov 23
-37%
$552
$350 per night
House ∙ 8 guests ∙ 4 bedrooms
House in North Fork with Yard, Grill & Pool
5.0
"Excellent" (32 ratings)
North Fork, Northville, New York, United States
Details
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House Sag Harbor
Apr 5 - Apr 12
-40%
$633
$379 per night
House ∙ 6 guests ∙ 3 bedrooms
Lovely House in Sag Harbor with Grill & Yard
5.0
"Excellent" (42 ratings)
Sag Harbor, Southampton, New York, United States
Details
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Apartment Huntington Station
Jun 7 - Jun 14
-26%
$325
$240 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Apartment in Huntington Station with Private Balcony
Huntington Station, Huntington, New York, United States
Details
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House Montauk
Oct 7 - Oct 14
-39%
$645
$391 per night
House ∙ 4 guests ∙ 2 bedrooms
House in Montauk with Yard & Grill
5.0
"Excellent" (8 ratings)
Montauk, East Hampton, New York, United States
Details
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Cottage North Fork
Mar 16 - Mar 23
-45%
$550
$300 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
Cottage in North Fork with Grill & Yard
4.9
"Excellent" (63 ratings)
North Fork, Northville, New York, United States
Details
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House West Hampton Dunes
Apr 15 - Apr 22
-75%
$642
$163 per night
House ∙ 10 guests ∙ 3 bedrooms
Pleasant House in West Hampton Dunes with Grill
4.9
"Excellent" (22 ratings)
West Hampton Dunes, Southampton, New York, United States
Details
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City Breaks in Long Island: Top Accommodations

House Montauk
Mar 27 - Apr 3
-54%
$1,050
$480 per night
House ∙ 12 guests ∙ 4 bedrooms
House in Montauk with Large Pool
4.9
"Excellent" (101 ratings)
Montauk, East Hampton, New York, United States
Details
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House North Fork
May 6 - May 13
$350 per night
House ∙ 6 guests ∙ 2 bedrooms
Wonderful Vacation Home in North Fork with Grill, Yard & Pool
4.9
"Excellent" (46 ratings)
North Fork, Northville, New York, United States
Details
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House Sound Beach
Mar 16 - Mar 23
-39%
$246
$150 per night
House ∙ 6 guests ∙ 3 bedrooms
House in Sound Beach with Grill & Yard + Water View
4.9
"Excellent" (106 ratings)
Sound Beach, Brookhaven, New York, United States
Details
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The Weather in Long Island

max.
Min.
39°
23°
13 days 13
max.
Min.
39°
23°
14 days 14
max.
Min.
48°
32°
13 days 13
max.
Min.
59°
41°
12 days 12
max.
Min.
70°
52°
12 days 12
max.
Min.
77°
61°
12 days 12
max.
Min.
84°
68°
11 days 11
max.
Min.
82°
66°
10 days 10
max.
Min.
77°
59°
9 days 9
max.
Min.
66°
48°
12 days 12
max.
Min.
55°
37°
8 days 8
max.
Min.
48°
34°
15 days 15
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

Frequently Asked Questions

City Breaks in Long Island: How much does it cost to rent a vacation home in Long Island?

You can get an incredible rental from $374 and get discounts up to 76%!

Can I find a vacation rental for a group of guests for City Breaks in Long Island?

House rental in Long Island usually fits 8 people.

How many vacation homes are available to book for a weekend in Long Island?

There are more than 9,629 homes to rent in Long Island with prices starting at $105 per night.

How much does it cost to take a weekend getaway in Long Island?

The cost of a rental in Long Island for the weekend can range from $105 and can go up to $677 per night.

Do many accommodations in Long Island feature a pool?

Of course, over 60% accommodations in Long Island offer a pool.

What kinds of vacation rentals can I find for City Breaks in Long Island?

There is a lot of House rental and Cabin that are perfect for City Breaks in Long Island.

Average Nightly Rental Prices in Long Island

Vacation Rental Price Information in Long Island

Vacation Rental Availability in Long Island

Rental Availability Information in Long Island

Top Vacation Ideas in Long Island

Other Popular Destinations for City Breaks

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