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Vacation rentals in Shelter Island, NY and nearby

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All 45 Rentals in the Shelter Island Area
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From
$1,208
Per Night
Shelter Island
6 Bedrooms, 8 Bathrooms, Sleeps 12
28 photos Details
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From
$412
Per Night
Shelter Island
4 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
15 photos Details
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From
$328
Per Night
Shelter Island
3 Bedrooms, 2 Bathrooms, Sleeps 4
7 photos Details
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From
$165
Per Night
Shelter Island
2 Bedrooms, 1 Bathroom, Sleeps 6
11 photos Details
Reviews (3) Make Enquiry
From
$824
Per Night
Shelter Island
5 Bedrooms, 4 Bathrooms, Sleeps 9
16 photos Details
Reviews (3) Make Enquiry
From
$197
Per Night
Shelter Island
4 Bedrooms, 4 Bathrooms, Sleeps 10
16 photos Details
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From
$357
Per Night
Shelter Island
2 Bedrooms, 2 Bathrooms, Sleeps 6
20 photos Details
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From
$392
Per Night
Shelter Island
3 Bedrooms, 3 Bathrooms, Sleeps 5
35 photos Details
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From
$502
Per Night
Shelter Island
3 Bedrooms, 2 Bathrooms, Sleeps 5
4 photos Details
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From
$439
Per Night
Shelter Island
4 Bedrooms, 4 Bathrooms, Sleeps 10
30 photos Details
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The following rentals are within 10 kilometres of Shelter Island, Long Island, New York.

From
$220
Per Night
East Marion, NY
4 Bedrooms, 3 Bathrooms, Sleeps 9
Bookings
14 photos Details
Reviews (1) Make Enquiry
From
$275
Per Night
Greenport, NY
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
14 photos Details
Reviews (1) Make Enquiry
From
$2,637
Per Week
Southold, NY
2 Bedrooms, 1 Bathroom, Sleeps 6
12 photos Details
Reviews (2) Make Enquiry
From
$269
Per Night
Greenport, NY
3 Bedrooms, 2 Bathrooms, Sleeps 8
Booking
22 photos Details
Reviews (1) Make Enquiry
From
$324
Per Night
Southold, NY
3 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
17 photos Details
Reviews (11) Make Enquiry
From
$192
Per Night
Southold, NY
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
13 photos Details
Reviews (1) Make Enquiry
From
$385
Per Night
Orient, NY
3 Bedrooms, 2 Bathrooms, Sleeps 5
Bookings
11 photos Details
Reviews (1) Make Enquiry
From
$302
Per Night
Greenport, NY
3 Bedrooms, 2 Bathrooms, Sleeps 6
22 photos Details
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From
$330
Per Night
Southold, NY
3 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
15 photos Details
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From
$275
Per Night
Greenport, NY
3 Bedrooms, 2 Bathrooms, Sleeps 7
18 photos Details
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From
$231
Per Night
Southold, NY
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
7 photos Details
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From
$286
Per Night
Orient, NY
3 Bedrooms, 2 Bathrooms, Sleeps 6
8 photos Details
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From
$214
Per Night
Southold, NY
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
12 photos Details
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From
$330
Per Night
Southold, NY
2 Bedrooms, 1 Bathroom, Sleeps 4
40 photos Details
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From
$192
Per Night
Southold, NY
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
14 photos Details
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From
$405
Per Night
Greenport, NY
2 Bedrooms, 2 Bathrooms, Sleeps 6
4 photos Details
Reviews (20) Make Enquiry
From
$549
Per Night
Southold, NY
4 Bedrooms, 3 Bathrooms, Sleeps 8
20 photos Details
Reviews (2) Make Enquiry
From
$189
Per Night
Southold, NY
3 Bedrooms, 2 Bathrooms, Sleeps 6
19 photos Details
Reviews (8) Make Enquiry
From
$275
Per Night
Southold, NY
1 Bedroom, 1 Bathroom, Sleeps 4
11 photos Details
Reviews (2) Make Enquiry
From
$275
Per Night
Greenport, NY
4 Bedrooms, 2 Bathrooms, Sleeps 10
23 photos Details
Reviews (2) Make Enquiry
From
$192
Per Night
Orient, NY
Studio, 1 Bathroom, Sleeps 3
Bookings
23 photos Details
Reviews (10) Make Enquiry
From
$339
Per Night
Greenport, NY
2 Bedrooms, 2 Bathrooms, Sleeps 6
4 photos Details
Reviews (24) Make Enquiry
From
$157
Per Night
Greenport, NY
3 Bedrooms, 2 Bathrooms, Sleeps 5
7 photos Details
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From
$220
Per Night
Southold, NY
3 Bedrooms, 2 Bathrooms, Sleeps 7
12 photos Details
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From
$220
Per Night
Southold, NY
3 Bedrooms, 2 Bathrooms, Sleeps 6
8 photos Details
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From
$345
Per Night
Orient, NY
2 Bedrooms, 2 Bathrooms, Sleeps 8
10 photos Details
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From
$353
Per Night
Southold, NY
4 Bedrooms, 4 Bathrooms, Sleeps 10
5 photos Details
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From
$302
Per Night
Southold, NY
3 Bedrooms, 2 Bathrooms, Sleeps 8
5 photos Details
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From
$324
Per Night
Southold, NY
3 Bedrooms, 2 Bathrooms, Sleeps 6
10 photos Details
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From
$392
Per Night
Orient, NY
4 Bedrooms, 4 Bathrooms, Sleeps 8
23 photos Details
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From
$188
Per Night
East Marion, NY
2 Bedrooms, 1 Bathroom, Sleeps 6
12 photos Details
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From
$324
Per Night
Southold, NY
2 Bedrooms, 1 Bathroom, Sleeps 4
11 photos Details
Make Enquiry
From
$548
Per Night
Southold, NY
3 Bedrooms, 3 Bathrooms, Sleeps 8
8 photos Details
Make Enquiry
From
$2,354
Per Night
East Marion, NY
6 Bedrooms, 5 Bathrooms, Sleeps 12
17 photos Details
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Enquire for rates
Greenport, NY
2 Bedrooms, 2 Bathrooms, Sleeps 6
3 photos Details
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Suitability

  • Wheelchair access (4)
  • Elder access (17)
  • Suitable for children (24)
  • Pet friendly (14)
  • Smoking allowed (2)

Amenities

  • Other outdoor space (38)
  • Air Conditioning (37)
  • Internet (37)
  • Grill (34)
  • Parking (31)
  • View all amenities
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