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Holiday Rentals and apartments in Long Island, NY

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Property owner typically means…
  • Verification of owner name and address via valid credit card
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
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All 223 Rentals in Long Island
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From
€177
Per Night
Bridgehampton
1 Bedroom, 1 Bathroom, Sleeps 2
16 photos Details
Reviews (2) Make Enquiry
From
€500
Per Night
Water Mill
3 Bedrooms, 3 Bathrooms, Sleeps 6
10 photos Details
Reviews (1) Make Enquiry
From
€184
Per Night
East Hampton
4 Bedrooms, 4 Bathrooms, Sleeps 8
16 photos Details
Reviews (5) Make Enquiry
Also consider
The Beach Cottage
2 Bedrooms, sleeps 5
€294 / night
House In Private Beach Community
3 Bedrooms, sleeps 6
€331 - €859 / night
Cherry Grove Fire Island Beach getaway!
2 Bedrooms, sleeps 4
€1,619 / week
North Fork Loft - Perfect for Wine & Food Weekends
5 Bedrooms, sleeps 14
€291 - €364 / night
From
€1,435
Per Night
Sag Harbor
7 Bedrooms, 8 Bathrooms, Sleeps 14
25 photos Details
Reviews (4) Make Enquiry
From
€1,766
Per Week
Southold
2 Bedrooms, 1 Bathroom, Sleeps 6
12 photos Details
Reviews (2) Make Enquiry
From
€257
Per Night
Cutchogue
3 Bedrooms, 4 Bathrooms, Sleeps 6
9 photos Details
Reviews (1) Make Enquiry
From
€294
Per Night
East Hampton
3 Bedrooms, 2 Bathrooms, Sleeps 6
24 photos Details
Reviews (6) Make Enquiry
From
€298
Per Night
East Hampton
3 Bedrooms, 2 Bathrooms, Sleeps 6
10 photos Details
Reviews (2) Make Enquiry
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From
€883
Per Night
Fire Island
4 Bedrooms, 3 Bathrooms, Sleeps 8
6 photos Details
Reviews (1) Make Enquiry
From
€245
Per Night
East Hampton
5 Bedrooms, 3 Bathrooms, Sleeps 10
24 photos Details
Reviews (1) Make Enquiry
From
€294
Per Night
East Hampton
4 Bedrooms, 3 Bathrooms, Sleeps 6
36 photos Details
Reviews (1) Make Enquiry
From
€294
Per Night
Cutchogue
2 Bedrooms, 1 Bathroom, Sleeps 6
26 photos Details
Reviews (1) Make Enquiry
From
€441
Per Night
Fair Harbor
4 Bedrooms, 1 Bathroom, Sleeps 7
16 photos Details
Reviews (1) Make Enquiry
From
€129
Per Night
Southold
2 Bedrooms, 1 Bathroom, Sleeps 4
13 photos Details
Reviews (1) Make Enquiry
From
€368
Per Night
Water Mill
3 Bedrooms, 2 Bathrooms, Sleeps 8
12 photos Details
Reviews (1) Make Enquiry
From
€505
Per Night
Fire Island
3 Bedrooms, 2 Bathrooms, Sleeps 6
11 photos Details
Reviews (1) Make Enquiry
From
€368
Per Night
Sag Harbor
3 Bedrooms, 2 Bathrooms, Sleeps 10
22 photos Details
Reviews (1) Make Enquiry
From
€364
Per Night
Sag Harbor
2 Bedrooms, 1 Bathroom, Sleeps 6
21 photos Details
Reviews (3) Make Enquiry
From
€515
Per Night
Quogue
4 Bedrooms, 3 Bathrooms, Sleeps 6
15 photos Details
Reviews (1) Make Enquiry
From
€423
Per Night
Montauk
6 Bedrooms, 4 Bathrooms, Sleeps 14
21 photos Details
Reviews (4) Make Enquiry
From
€217
Per Night
Southold
3 Bedrooms, 1 Bathroom, Sleeps 6
17 photos Details
Reviews (9) Make Enquiry
From
€73
Per Night
Huntington
1 Bedroom, 1 Bathroom, Sleeps 4
15 photos Details
Reviews (15) Make Enquiry
From
€294
Per Night
Orient
3 Bedrooms, 2 Bathrooms, Sleeps 5
11 photos Details
Reviews (1) Make Enquiry
From
€107
Per Night
Montauk
Studio, 1 Bathroom, Sleeps 4
18 photos Details
Reviews (1) Make Enquiry
From
€920
Per Night
Sag Harbor
4 Bedrooms, 3 Bathrooms, Sleeps 12
28 photos Details
Make Enquiry
From
€3,678
Per Week
Sag Harbor
1 Bedroom, 1 Bathroom, Sleeps 2
3 photos Details
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From
€349
Per Night
East Marion
3 Bedrooms, 2 Bathrooms, Sleeps 6
10 photos Details
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From
€788
Per Night
East Hampton
3 Bedrooms, 2 Bathrooms, Sleeps 6
9 photos Details
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From
€1,508
Per Week
Montauk
Studio, 1 Bathroom, Sleeps 4
5 photos Details
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From
€2,943
Per Week
East Hampton
3 Bedrooms, 2 Bathrooms, Sleeps 10
6 photos Details
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From
€147
Per Night
Montauk
2 Bedrooms, 1 Bathroom, Sleeps 4
30 photos Details
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From
€154
Per Night
Southold
2 Bedrooms, 1 Bathroom, Sleeps 4
7 photos Details
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From
€388
Per Night
Lido Beach
5 Bedrooms, 3 Bathrooms, Sleeps 10
28 photos Details
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From
€217
Per Night
Sag Harbor
Studio, 1 Bathroom, Sleeps 2
12 photos Details
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From
€589
Per Night
East Hampton
4 Bedrooms, 3 Bathrooms, Sleeps 6
11 photos Details
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From
€662
Per Night
Sag Harbor
4 Bedrooms, 3 Bathrooms, Sleeps 6
17 photos Details
Make Enquiry
From
€29,428
Per Month
East Hampton
4 Bedrooms, 4 Bathrooms, Sleeps 8
9 photos Details
Make Enquiry
From
€221
Per Night
Fire Island Pines
3 Bedrooms, 3 Bathrooms, Sleeps 6
7 photos Details
Make Enquiry
From
€294
Per Night
Hampton Bays
4 Bedrooms, 3 Bathrooms, Sleeps 10
36 photos Details
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From
€441
Per Night
East Hampton
4 Bedrooms, 2 Bathrooms, Sleeps 8
11 photos Details
Make Enquiry
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Book Online(193)
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Suitability

  • Wheelchair access (27)
  • Elder access (122)
  • Suitable for children (160)
  • Pet friendly (55)
  • Smoking allowed (6)

Amenities

  • Other outdoor space (168)
  • Internet (159)
  • Air Conditioning (151)
  • Grill (146)
  • Washer/Dryer (122)
  • View all amenities
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Rentals in Long Island
Apartment holiday in Long Island

New York welcomes huge numbers of visitors every year who are attracted to this iconic American city for its shopping, Broadway musicals, cuisine and breadth of visitor attractions. Long Island is situated to the south east of the city and includes the well known metropolitan boroughs of Queens and Brookyln. However, it also contains the more rural counties of Suffolk and Nassau which offer stunning beaches and an insight into the lives of the super rich. You can experience a Long Island holiday without paying through the teeth by hiring an apartment.

Greenport – wine, boats and carousel rides

Greenport is a little harbour village in Suffolk County and exudes charm with its bustling marina, tall ships, and 1920s carousel. Kids will love checking out all the boats at Mitchell Park, as well as taking a spin on the historic carousel, and you can also hop onto a ferry for a quick trip across to Shelter Island, which is a safe haven for wildlife due to its large wetlands.

Back in Greenport, make sure you check out the Railroad and Maritime museums which give an insight into the region’s historic past as a centre of whaling and ship building. Suffolk County is also famed for its wineries and there are several within close proximity to Greenport that offer wine tasting and tours. You can also sample the county’s fine wines in one of the local eateries which will be a perfect way to end the day as the sun sets over the harbour.

Beaches along the Hamptons

The area known as The Hamptons is one of the most wealthy in the United States and is comprised of a series of picturesque seaside villages. It’s renowned for its popularity with A-list celebrities and the attraction of the area will become apparent when you see those blue skies and golden beaches and consider its convenient proximity to the Big Apple. If sunbathing and other beach-related activities are your thing, then you’ll be in paradise and, as you’d expect, there’s plenty of great restaurants and drinking establishments to choose from.

Historic parks and stately homes

Across in Nassau County you’ll find the spacious and hugely impressive Planting Fields Arboretum State Historic Park, which covers over 400 acres and features a stunning collection of greenhouses, gardens, and offers guaranteed colour and pleasant walks.

Also within the boundaries of Nassau you’ll also find Sagamore Hill, which was the home of Theodore Roosevelt the 26th President of the United States. Built in 1884, it’s now listed on the National Register of Historic Places and tours are open to the public. Included within the premises is the Theodore Roosevelt Museum.