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Rentals
The Hamptons
Shelter Island
Shelter Island, NY Vacation & Summer Rentals
85 Results
91 Shore Rd
Shelter Island
$40,750
(Memorial Day - Labor Day)
3
BD
1.5
BA
Listing by Griffing & Collins Real Estate
23 North Midway Rd
Shelter Island
$4,500
(March)
4
BD
3
BA
Listing by Dering Harbor Real Estate
12 Emerson Ln
Shelter Island
$8,000
(May)
2
BD
2
BA
1.4
ACR
1.5K
FT
2
Listing by Compass
(Undisclosed Address)
Shelter Island
$25,000
(June)
3
BD
2
BA
0.64
ACR
1.42K
FT
2
Pool
Listing by Sotheby's International Realty
99 South Midway Rd
Shelter Island
$100,000
(Memorial Day - Labor Day)
4
BD
3
BA
Pool
Listing by Dering Harbor Real Estate
55 Shore Rd
Shelter Island
$25,500
(Extended Season)
6
BD
5.5
BA
Waterfront
Listing by Marquis New York LLC
15 Montclair Ave
Shelter Island
$16,500
(March)
6
BD
4.5
BA
0.65
ACR
6.5K
FT
2
Waterfront
Listing by Corcoran Group
7 White Birch Rd
Shelter Island
$4,500
(March)
4
BD
2
BA
Listing by Dering Harbor Real Estate
9 Fox Hollow Rd
Shelter Island
$12,500
(Short-Term)
4
BD
4+
BA
3.2K
FT
2
Gunite Pool
Listing by Dering Harbor Real Estate
13 White Birch Rd
Shelter Island
$25,000
(July)
3
BD
2
BA
Gunite Pool
Listing by Dering Harbor Real Estate
8 Clinton Ave
Shelter Island
$125,000
(Memorial Day - Labor Day)
4
BD
4
BA
Tennis
Listing by Dering Harbor Real Estate
60 South Midway Rd
Shelter Island
$33,000
(August)
4
BD
4.5
BA
Waterfront
Listing by Dering Harbor Real Estate
19 South Cartwright Rd
Shelter Island
$35,000
(June - July)
6
BD
3.5
BA
1.7
ACR
Pool
Listing by Nest Seekers International
(Undisclosed Address)
Shelter Island
$125,000
(Memorial Day - Labor Day)
4
BD
4
BA
0.75
ACR
2.78K
FT
2
Waterfront
Listing by Compass
18A South Midway Rd
Shelter Island
$3,000
(March)
2
BD
2
BA
Listing by Dering Harbor Real Estate
8 East Brander Pkwy
Shelter Island
$3,500
(March)
4
BD
2
BA
2.28K
FT
2
Listing by Marquis New York LLC
15 South Cartwright Rd
Shelter Island
$60,000
(July - Labor Day)
4
BD
3
BA
0.9
ACR
3.1K
FT
2
Pool
Listing by Douglas Elliman Real Estate
13 Dinah Rock Rd
Shelter Island
$70,000
(Memorial Day - Labor Day)
4
BD
3.5
BA
1.25
ACR
2.8K
FT
2
Listing by Douglas Elliman Real Estate
25 Smith St
Shelter Island
$4,500
(March)
4
BD
2
BA
1.5
ACR
Listing by Dering Harbor Real Estate
28 East Brander Pkwy
Shelter Island
$8,000
(June)
3
BD
2
BA
Listing by Griffing & Collins Real Estate
5 Shorewood Rd
Shelter Island
$9,500
(September)
3
BD
2
BA
1
ACR
1.5K
FT
2
Listing by Dering Harbor Real Estate
116 South Midway Rd
Shelter Island
$95,000
(Memorial Day - Labor Day)
3
BD
2
BA
Listing by Griffing & Collins Real Estate
(Undisclosed Address)
Shelter Island
$40,000
(July)
4
BD
3.5
BA
1.4
ACR
2.77K
FT
2
Gunite Pool
Listing by Douglas Elliman Real Estate
43 Lake Dr
Shelter Island
$15,000
(June)
4
BD
3.5
BA
1.2
ACR
3.05K
FT
2
Pool
Listing by Douglas Elliman Real Estate
26 Winthrop Rd
Shelter Island
$3,500
(March)
5
BD
2
BA
Listing by Dering Harbor Real Estate
(Undisclosed Address)
Shelter Island
$7,700
(June)
2
BD
2
BA
0.53
ACR
892
FT
2
Listing by Saunders & Associates
13 North Brander Pkwy
Shelter Island
$12,000
(June)
3
BD
2
BA
Listing by Griffing & Collins Real Estate
(Undisclosed Address)
Shelter Island
$22,000
(July)
3
BD
2
BA
1.3
ACR
1.61K
FT
2
Listing by Saunders & Associates
(Undisclosed Address)
Shelter Island
$4,500
(March)
5
BD
5.5
BA
0.75
ACR
4.7K
FT
2
Gunite Pool
Listing by Saunders & Associates
(Undisclosed Address)
Shelter Island
$8,500
(June)
3
BD
3
BA
0.4
ACR
1.34K
FT
2
Gunite Pool
Listing by Saunders & Associates
(Undisclosed Address)
Shelter Island
$20,000
(Extended Season)
4
BD
2
BA
2.9
ACR
2.5K
FT
2
Gunite Pool
Listing by Saunders & Associates
(Undisclosed Address)
Shelter Island
$32,000
(July)
5
BD
4
BA
1.5
ACR
3.6K
FT
2
Gunite Pool
Listing by Saunders & Associates
(Undisclosed Address)
Shelter Island
$42,000
(July - Labor Day)
3
BD
2
BA
0.89
ACR
1.79K
FT
2
Pool
Listing by Saunders & Associates
(Undisclosed Address)
Shelter Island
$49,500
(August)
4
BD
3
BA
0.93
ACR
2.8K
FT
2
Waterfront
Listing by Saunders & Associates
(Undisclosed Address)
Shelter Island
$50,000
(Memorial Day - Labor Day)
4
BD
2.5
BA
1
ACR
2.45K
FT
2
Listing by Saunders & Associates
