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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
4.5+
4+
3.5+

Best Vacation Home Deals in Long Island

House Springs
Sep 30 - Oct 7
-47%
$457
$244 per night
House ∙ 6 guests ∙ 3 bedrooms
Contemporary House in Springs with Grill, Pool & Yard
5.0
Outstanding (36 ratings)
Springs, East Hampton, New York, United States
Details
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House Fire Island
Sep 14 - Sep 21
-64%
$2,045
$727 per night
House ∙ 10 guests ∙ 3 bedrooms
Nice House in Fire Island with Private Pool + Close to Beach
4.6
Excellent (13 ratings)
Fire Island, Suffolk County, New York, United States
Details
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House Montauk
Nov 4 - Nov 11
-60%
$3,115
$1,250 per night
House ∙ 14 guests ∙ 5 bedrooms
House in Montauk with Yard, Pool & Grill + Water Views
5.0
Outstanding (20 ratings)
Montauk, East Hampton, New York, United States
Details
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Cottage North Fork
Feb 3 - Feb 10
-68%
$540
$172 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
Beautiful Cottage in North Fork with Grill & Yard + Pristine View
5.0
Outstanding (75 ratings)
North Fork, Northville, New York, United States
Details
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House Mastic Beach
Mar 2 - Mar 9
-38%
$486
$301 per night
House ∙ 6 guests ∙ 3 bedrooms
Pleasant Vacation Home in Mastic Beach with Yard & Grill + Water Views
4.8
Outstanding (16 ratings)
Mastic Beach, Brookhaven, New York, United States
Details
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House Tuckahoe
Oct 7 - Oct 14
-21%
$475
$375 per night
House ∙ 10 guests ∙ 2 bedrooms
Vacation Home in Tuckahoe with Open Balcony + Amazing Views
4.7
Excellent (13 ratings)
Tuckahoe, Southampton, New York, United States
Details
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Apartment Montauk
Jan 13 - Jan 20
-69%
$374
$115 per night
Apartment ∙ 2 guests ∙ 1 bedroom
Nice Apartment in Montauk with Yard & Grill + Panoramic Views
5.0
Outstanding (53 ratings)
Montauk, East Hampton, New York, United States
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House Shelter Island
Nov 4 - Nov 11
-57%
$350
$150 per night
House ∙ 6 guests ∙ 3 bedrooms
Vacation Home in Shelter Island with Yard & Grill
4.9
Outstanding (35 ratings)
Shelter Island, Suffolk County, New York, United States
Details
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House Hampton Bays
Oct 21 - Oct 28
-19%
$361
$291 per night
House ∙ 5 guests ∙ 2 bedrooms
House in Hampton Bays with Grill
5.0
Outstanding (1 rating)
Hampton Bays, Southampton, New York, United States
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City Breaks in Long Island: Top Accommodations

House Northwest Harbor
Dec 23 - Dec 30
$495 per night
House ∙ 30 guests ∙ 3 bedrooms
House in Northwest Harbor with Grill & Yard
Northwest Harbor, East Hampton, New York, United States
Details
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House Montauk
Apr 6 - Apr 13
$95 per night
House ∙ 2 guests ∙ 1 bedroom
Vacation Home in Montauk with Grill & Yard
Montauk, East Hampton, New York, United States
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House Montauk
Mar 9 - Mar 16
$4,000 per night
House ∙ 16 guests ∙ 7 bedrooms
House in Montauk with Yard, Grill & Pool + Ocean View
Montauk, East Hampton, New York, United States
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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
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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.
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May
June
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- Rainy days

Information about City Breaks in Long Island

📏 Average home size 252 m²
🥳 Busiest month March
🛏️ Popular home types Cabin and House rental
🌡️ Hottest months July and August
❄️ Coldest months January and February
🌧️ Rainiest months December and February

Frequently Asked Questions

How many accommodations are available to rent for a weekend getaway in Long Island?

There are more than 7,873 accommodations to rent in Long Island with prices starting at $95 per night.

What kinds of vacation rentals can i book for City Breaks in Long Island?

You can find 3,533 House rental and 288 Cabin for City Breaks in Long Island on HomeToGo.

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

You can get an incredible rental from $771 and get discounts up to 63%!

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

House rental in Long Island fits 8 guests.

How much does a weekend getaway in Long Island cost?

The cost of a vacation rental in Long Island for the weekend can range from $95 and can go up to $1,140 per night.

Do many apartments in Long Island come with a pool?

Yes, more than 60% accommodations in Long Island come with a pool.

Average Nightly Rental Prices in Long Island

Click on any bar to see price and availability information

Vacation Rental Price Information in Long Island

Vacation Rental Availability in Long Island

Rental availability information in Long Island

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