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Vacation Rentals in Long Island, NY

Professionally managed typically means…
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
  • Secure credit card payment
Verified property owner typically means…
  • Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
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 263 Rentals in Long Island
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From
$175
Per Night
Orient
Studio, Sleeps 3
23 photos Details
Reviews (9) Make Inquiry
From
$500
Per Night
Southold
4 Bedrooms, 3 Bathrooms, Sleeps 8
20 photos Details
Reviews (2) Make Inquiry
From
$250
Per Night
Rocky Point
3 Bedrooms, 1 Bathroom, Sleeps 5
23 photos Details
Reviews (1) Make Inquiry
Also consider
Magical family summer escape
5 Bedrooms, sleeps 12
$600 / night
Secluded Lakefront Cottage Near Beaches & Wineries
2 Bedrooms, sleeps 4
$175 - $265 / night
Hampton's / Water Mill Contemporary
3 Bedrooms, sleeps 6
$645 / night
East Hampton weekly rental, August 18-Sept 1.
3 Bedrooms, sleeps 8
$929 / night
From
$239
Per Night
Montauk
1 Bedroom, 1 Bathroom, Sleeps 6
5 photos Details
Reviews (2) Make Inquiry
From
$209
Per Night
Montauk
Studio, 1 Bathroom, Sleeps 3
6 photos Details
Reviews (1) Make Inquiry
From
$400
Per Night
Cutchogue
2 Bedrooms, 1 Bathroom, Sleeps 6
26 photos Details
Reviews (1) Make Inquiry
From
$700
Per Night
Quogue
4 Bedrooms, 3 Bathrooms, Sleeps 6
15 photos Details
Reviews (1) Make Inquiry
From
$2,400
Per Week
Southold
2 Bedrooms, 1 Bathroom, Sleeps 6
12 photos Details
Reviews (2) Make Inquiry
Get the List
From
$350
Per Night
Southampton
3 Bedrooms, 2 Bathrooms, Sleeps 7
16 photos Details
Reviews (1) Make Inquiry
From
$680
Per Night
Water Mill
3 Bedrooms, 3 Bathrooms, Sleeps 6
10 photos Details
Reviews (1) Make Inquiry
From
$405
Per Night
East Hampton
3 Bedrooms, 2 Bathrooms, Sleeps 6
10 photos Details
Reviews (2) Make Inquiry
From
$172
Per Night
Southold
3 Bedrooms, 2 Bathrooms, Sleeps 6
16 photos Details
Reviews (8) Make Inquiry
From
$886
Per Night
Fire Island
3 Bedrooms, 2 Bathrooms, Sleeps 6
11 photos Details
Reviews (1) Make Inquiry
From
$240
Per Night
Bridgehampton
1 Bedroom, 1 Bathroom, Sleeps 2
16 photos Details
Reviews (2) Make Inquiry
From
$400
Per Night
North Fork
3 Bedrooms, 2 Bathrooms, Sleeps 8
22 photos Details
Reviews (6) Make Inquiry
From
$400
Per Night
East Hampton
3 Bedrooms, 2 Bathrooms, Sleeps 6
24 photos Details
Reviews (6) Make Inquiry
From
$175
Per Night
Southold
2 Bedrooms, 1 Bathroom, Sleeps 4
13 photos Details
Reviews (1) Make Inquiry
From
$160
Per Night
East Hampton
1 Bedroom, 2 Bathrooms, Sleeps 2
8 photos Details
Reviews (1) Make Inquiry
From
$1,500
Per Night
East Hampton
4 Bedrooms, 4 Bathrooms, Sleeps 12
123 photos Details
Reviews (3) Make Inquiry
From
$369
Per Night
Greenport
2 Bedrooms, 2 Bathrooms, Sleeps 6
4 photos Details
Reviews (19) Make Inquiry
From
$10,000
Per Week
East Hampton
5 Bedrooms, 3 Bathrooms, Sleeps 11
34 photos Details
Reviews (1) Make Inquiry
From
$1,200
Per Night
Fire Island
4 Bedrooms, 3 Bathrooms, Sleeps 8
6 photos Details
Reviews (1) Make Inquiry
From
$333
Per Night
East Hampton
5 Bedrooms, 3 Bathrooms, Sleeps 10
24 photos Details
Reviews (1) Make Inquiry
From
$500
Per Night
Kings Park
4 Bedrooms, 2 Bathrooms, Sleeps 8
13 photos Details
Reviews (3) Make Inquiry
From
$350
Per Night
Cutchogue
3 Bedrooms, 4 Bathrooms, Sleeps 6
9 photos Details
Reviews (1) Make Inquiry
From
$295
Per Night
Southold
3 Bedrooms, 1 Bathroom, Sleeps 6
17 photos Details
Reviews (10) Make Inquiry
From
$250
Per Night
Southold
1 Bedroom, 1 Bathroom, Sleeps 4
11 photos Details
Reviews (1) Make Inquiry
From
$495
Per Night
Sag Harbor
2 Bedrooms, 1 Bathroom, Sleeps 6
21 photos Details
Reviews (3) Make Inquiry
From
$1,350
Per Night
East Hampton
4 Bedrooms, 4 Bathrooms, Sleeps 8
20 photos Details
Reviews (4) Make Inquiry
From
$950
Per Night
East Hampton
3 Bedrooms, 2 Bathrooms, Sleeps 6
14 photos Details
Reviews (4) Make Inquiry
From
$309
Per Night
Greenport
2 Bedrooms, 2 Bathrooms, Sleeps 6
4 photos Details
Reviews (23) Make Inquiry
From
$500
Per Night
Water Mill
3 Bedrooms, 2 Bathrooms, Sleeps 8
12 photos Details
Reviews (1) Make Inquiry
From
$309
Per Night
Montauk
2 Bedrooms, 1 Bathroom, Sleeps 6
9 photos Details
Reviews (12) Make Inquiry
From
$5,000
Per Week
East Hampton
3 Bedrooms, 3 Bathrooms, Sleeps 8
15 photos Details
Reviews (5) Make Inquiry
From
$249
Per Night
Montauk
1 Bedroom, 1 Bathroom, Sleeps 4
5 photos Details
Reviews (15) Make Inquiry
From
$215
Per Night
Hampton Bays
3 Bedrooms, 2 Bathrooms, Sleeps 6
9 photos Details
Reviews (7) Make Inquiry
From
$575
Per Night
Montauk
6 Bedrooms, 4 Bathrooms, Sleeps 14
21 photos Details
Reviews (4) Make Inquiry
From
$345
Per Night
Southampton
4 Bedrooms, 2 Bathrooms, Sleeps 8
43 photos Details
Reviews (6) Make Inquiry
From
$150
Per Night
Shelter Island
2 Bedrooms, 1 Bathroom, Sleeps 6
11 photos Details
Reviews (2) Make Inquiry
From
$500
Per Night
Bridgehampton
3 Bedrooms, 2 Bathrooms, Sleeps 8
26 photos Details
Reviews (1) Make Inquiry
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Book Online(200)
Use filters to find the best results!

Suitability

  • Wheelchair access (31)
  • Elder access (127)
  • Suitable for children (167)
  • Pet friendly (79)
  • Smoking allowed (8)

Amenities

  • Other outdoor space (209)
  • Internet (196)
  • Air Conditioning (191)
  • Grill (187)
  • Washer/Dryer (129)
  • View all amenities
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Rentals in Long Island
Filter search results by:
Book Online(200)

Suitability

  • Wheelchair access (31)
  • Elder access (127)
  • Suitable for children (167)
  • Pet friendly (79)
  • Smoking allowed (8)

Amenities

  • Other outdoor space (209)
  • Internet (196)
  • Air Conditioning (191)
  • Grill (187)
  • Washer/Dryer (129)
  • View all amenities