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Holiday villas in Shelter Island, NY

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All 46 Rentals in the Shelter Island Area
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From
€867
Per Night
Shelter Island
6 Bedrooms, 8 Bathrooms, Sleeps 12
28 photos Details
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From
€296
Per Night
Shelter Island
4 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
15 photos Details
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From
€236
Per Night
Shelter Island
3 Bedrooms, 2 Bathrooms, Sleeps 4
7 photos Details
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From
€118
Per Night
Shelter Island
2 Bedrooms, 1 Bathroom, Sleeps 6
11 photos Details
Reviews (3) Make Enquiry
From
€591
Per Night
Shelter Island
5 Bedrooms, 4 Bathrooms, Sleeps 9
16 photos Details
Reviews (3) Make Enquiry
From
€256
Per Night
Shelter Island
2 Bedrooms, 2 Bathrooms, Sleeps 6
20 photos Details
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From
€360
Per Night
Shelter Island
3 Bedrooms, 2 Bathrooms, Sleeps 5
4 photos Details
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From
€282
Per Night
Shelter Island
3 Bedrooms, 3 Bathrooms, Sleeps 5
35 photos Details
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From
€315
Per Night
Shelter Island
4 Bedrooms, 4 Bathrooms, Sleeps 10
30 photos Details
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From
€141
Per Night
Shelter Island
4 Bedrooms, 4 Bathrooms, Sleeps 10
16 photos Details
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The following rentals are within 10 kilometers of Shelter Island, Long Island, New York.

From
€193
Per Night
Greenport, NY
3 Bedrooms, 2 Bathrooms, Sleeps 8
Booking
22 photos Details
Reviews (1) Make Enquiry
From
€158
Per Night
East Marion, NY
4 Bedrooms, 3 Bathrooms, Sleeps 9
Bookings
14 photos Details
Reviews (1) Make Enquiry
From
€1,893
Per Week
Southold, NY
2 Bedrooms, 1 Bathroom, Sleeps 6
12 photos Details
Reviews (2) Make Enquiry
From
€233
Per Night
Southold, NY
3 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
17 photos Details
Reviews (11) Make Enquiry
From
€197
Per Night
Greenport, NY
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
14 photos Details
Reviews (2) Make Enquiry
From
€138
Per Night
Southold, NY
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
13 photos Details
Reviews (1) Make Enquiry
From
€276
Per Night
Orient, NY
3 Bedrooms, 2 Bathrooms, Sleeps 5
Bookings
11 photos Details
Reviews (1) Make Enquiry
From
€237
Per Night
Greenport, NY
2 Bedrooms, 1 Bathroom, Sleeps 4
22 photos Details
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From
€237
Per Night
Southold, NY
3 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
15 photos Details
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From
€197
Per Night
Greenport, NY
3 Bedrooms, 2 Bathrooms, Sleeps 7
18 photos Details
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From
€205
Per Night
Orient, NY
3 Bedrooms, 2 Bathrooms, Sleeps 6
8 photos Details
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From
€237
Per Night
Southold, NY
2 Bedrooms, 1 Bathroom, Sleeps 4
40 photos Details
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From
€177
Per Night
Greenport, NY
2 Bedrooms, 1 Bathroom, Sleeps 4
9 photos Details
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From
€166
Per Night
Southold, NY
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
7 photos Details
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From
€138
Per Night
Southold, NY
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
14 photos Details
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From
€154
Per Night
Southold, NY
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
12 photos Details
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From
€197
Per Night
Greenport, NY
4 Bedrooms, 2 Bathrooms, Sleeps 10
23 photos Details
Reviews (3) Make Enquiry
From
€197
Per Night
Southold, NY
1 Bedroom, 1 Bathroom, Sleeps 4
11 photos Details
Reviews (2) Make Enquiry
From
€291
Per Night
Greenport, NY
2 Bedrooms, 2 Bathrooms, Sleeps 6
4 photos Details
Reviews (20) Make Enquiry
From
€136
Per Night
Southold, NY
3 Bedrooms, 2 Bathrooms, Sleeps 6
19 photos Details
Reviews (8) Make Enquiry
From
€394
Per Night
Southold, NY
4 Bedrooms, 3 Bathrooms, Sleeps 8
20 photos Details
Reviews (2) Make Enquiry
From
€138
Per Night
Orient, NY
Studio, 1 Bathroom, Sleeps 3
Bookings
23 photos Details
Reviews (10) Make Enquiry
From
€244
Per Night
Greenport, NY
2 Bedrooms, 2 Bathrooms, Sleeps 6
4 photos Details
Reviews (24) Make Enquiry
From
€197
Per Night
Southold, NY
3 Bedrooms, 2 Bathrooms, Sleeps 7
12 photos Details
Make Enquiry
From
€253
Per Night
Southold, NY
4 Bedrooms, 4 Bathrooms, Sleeps 10
5 photos Details
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From
€217
Per Night
Southold, NY
3 Bedrooms, 2 Bathrooms, Sleeps 8
5 photos Details
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From
€135
Per Night
East Marion, NY
2 Bedrooms, 1 Bathroom, Sleeps 6
12 photos Details
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From
€233
Per Night
Southold, NY
2 Bedrooms, 1 Bathroom, Sleeps 4
11 photos Details
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From
€248
Per Night
Orient, NY
2 Bedrooms, 2 Bathrooms, Sleeps 8
10 photos Details
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From
€282
Per Night
Orient, NY
4 Bedrooms, 4 Bathrooms, Sleeps 8
23 photos Details
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From
€113
Per Night
Greenport, NY
3 Bedrooms, 2 Bathrooms, Sleeps 5
7 photos Details
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From
€158
Per Night
Southold, NY
3 Bedrooms, 2 Bathrooms, Sleeps 6
8 photos Details
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From
€394
Per Night
Southold, NY
3 Bedrooms, 3 Bathrooms, Sleeps 8
8 photos Details
Make Enquiry
From
€233
Per Night
Southold, NY
3 Bedrooms, 2 Bathrooms, Sleeps 6
10 photos Details
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From
€1,690
Per Night
East Marion, NY
6 Bedrooms, 5 Bathrooms, Sleeps 12
17 photos Details
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Greenport, NY
2 Bedrooms, 2 Bathrooms, Sleeps 6
3 photos Details
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Book Online(23)
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Suitability

  • Wheelchair access (4)
  • Elder access (18)
  • Suitable for children (25)
  • Pet friendly (14)
  • Smoking allowed (2)

Amenities

  • Other outdoor space (39)
  • Air Conditioning (38)
  • Internet (38)
  • Grill (35)
  • Parking (32)
  • View all amenities
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