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Search results; Over 1,000 homes in Shelter Island Heights
Over 1,000 homes in Shelter Island Heights
Photo 1 of 13
Superhost
Superhost
Flat in Shelter Island Heights
Squire Chase House
3 bedrooms
,
·
3 beds
,
·
2 bathrooms
1–6 Dec
1–6 Dec
$5,545 SGD
$4,869 SGD
Show price breakdown
for 5 nights
,
·
4.9 out of 5 average rating, 273 reviews
4.9 (273)
Photo 1 of 29
Top guest favourite
Guest favourite
Cottage in Shelter Island
Shelter Island Cottage
5 bedrooms
5 bedrooms
,
·
6 beds
6 beds
,
·
1.5 bathrooms
1.5 bathrooms
1–6 Oct
1–6 Oct
$9,903 SGD
Show price breakdown
for 5 nights
$9,903 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 45 reviews
4.96 (45)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Shelter Island
Beautiful beach home with pool & water views!
5 bedrooms
5 bedrooms
,
·
9 beds
9 beds
,
·
3.5 bathrooms
3.5 bathrooms
4–9 Oct
4–9 Oct
$6,848 SGD
$6,008 SGD
Show price breakdown
for 5 nights
4.95 out of 5 average rating, 80 reviews
4.95 (80)
Photo 1 of 29
Top guest favourite
Guest favourite
Cottage in Shelter Island
3 Bedroom Cottage Gem
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
1–6 Oct
1–6 Oct
$4,011 SGD
$3,552 SGD
Show price breakdown
for 5 nights
4.97 out of 5 average rating, 131 reviews
4.97 (131)
Photo 1 of 6
Top guest favourite
Guest favourite
Room in Shelter Island
Casual Island Getaway - Walk to the Beach
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
4–9 Oct
4–9 Oct
$1,302 SGD
$1,136 SGD
Show price breakdown
for 5 nights
4.93 out of 5 average rating, 162 reviews
4.93 (162)
Photo 1 of 29
Guest favourite
Guest favourite
Home in Shelter Island
Shelter Island 4 bed waterfront home with office
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2.5 bathrooms
2.5 bathrooms
1–6 Oct
1–6 Oct
$11,354 SGD
$6,663 SGD
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for 5 nights
4.97 out of 5 average rating, 32 reviews
4.97 (32)
Photo 1 of 21
Top guest favourite
Guest favourite
Home in Greenport
Bayview house with salt water pool & private chef
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
4–9 Oct
4–9 Oct
$4,156 SGD
$3,151 SGD
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for 5 nights
Free cancellation
4.91 out of 5 average rating, 22 reviews
4.91 (22)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Shelter Island
CASA GYPSEA - a chic and peaceful 3 bedroom house
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
1–6 Oct
1–6 Oct
$3,736 SGD
$3,321 SGD
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for 5 nights
5.0 out of 5 average rating, 77 reviews
5.0 (77)
Photo 1 of 29
Guest favourite
Guest favourite
Home in Shelter Island Heights
Luxury Resort Style Pool Oasis, Walk To Beach
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
1–6 Oct
1–6 Oct
$8,533 SGD
$7,484 SGD
Show price breakdown
for 5 nights
Free cancellation
5.0 out of 5 average rating, 23 reviews
5.0 (23)
Photo 1 of 28
Guest favourite
Guest favourite
Home in Greenport
North Fork Sound Front Home with Pool
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
4 bathrooms
4 bathrooms
1–6 Oct
1–6 Oct
$6,381 SGD
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for 5 nights
$6,381 SGD for 5 nights
4.87 out of 5 average rating, 46 reviews
4.87 (46)
Photo 1 of 22
Top guest favourite
Guest favourite
Home in Shelter Island
Shelter Island 4 BR w Pool & Private Beach Access
4 bedrooms
4 bedrooms
,
·
7 beds
7 beds
,
·
2 bathrooms
2 bathrooms
1–6 Oct
1–6 Oct
$7,399 SGD
$5,754 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 11 reviews
5.0 (11)
Photo 1 of 29
Guest favourite
Guest favourite
Villa in Greenport
Year-Round Heated Pool Villa - 3 blocks from town
4 bedrooms
4 bedrooms
,
·
8 queen beds
8 queen beds
,
·
4.5 bathrooms
4.5 bathrooms
11–16 Oct
11–16 Oct
$7,385 SGD
Show price breakdown
for 5 nights
$7,385 SGD for 5 nights
4.91 out of 5 average rating, 91 reviews
4.91 (91)
Photo 1 of 29
Home in Shelter Island
Waterfront Retreat | Spa Pool, Sauna & Dock
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
3.5 bathrooms
3.5 bathrooms
1–6 Oct
1–6 Oct
$7,693 SGD
$6,513 SGD
Show price breakdown
for 5 nights
Free cancellation
New place to stay
New
Photo 1 of 29
Home in Shelter Island
NEW RENTAL: MAGICAL SHELTER ISLAND RETREAT
5 bedrooms
5 bedrooms
,
·
8 beds
8 beds
,
·
4.5 bathrooms
4.5 bathrooms
1–8 Oct
1–8 Oct
$32,111 SGD
$28,011 SGD
Show price breakdown
for 7 nights
Photo 1 of 29
Home in Shelter Island
Shelter Island House with water views & cottage
5 bedrooms
5 bedrooms
,
·
6 beds
6 beds
,
·
3 bathrooms
3 bathrooms
2–7 Oct
2–7 Oct
$4,524 SGD
$3,982 SGD
Show price breakdown
for 5 nights
4.8 out of 5 average rating, 5 reviews
4.8 (5)
Photo 1 of 18
Flat in Shelter Island Heights
5 star Waterfront cottage at Dering Harbor Inn.
1 bedroom
1 bedroom
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
1–6 Oct
1–6 Oct
$4,658 SGD
$3,765 SGD
Show price breakdown
for 5 nights
New place to stay
New
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Shelter Island
Shelter Island home with pool
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
2.5 bathrooms
2.5 bathrooms
19–24 Oct
19–24 Oct
$6,049 SGD
$5,296 SGD
Show price breakdown
for 5 nights
4.96 out of 5 average rating, 73 reviews
4.96 (73)
Photo 1 of 26
Top guest favourite
Guest favourite
Guest house in Shelter Island
Bayfront 1BR/2BR detached guesthouse with pool
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
4–9 Oct
4–9 Oct
$2,999 SGD
Show price breakdown
for 5 nights
$2,999 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 79 reviews
4.97 (79)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Shelter Island
Shelter island retreat
2 bedrooms
2 bedrooms
,
·
2 king beds
2 king beds
,
·
1 bathroom
1 bathroom
12–17 Oct
12–17 Oct
$3,442 SGD
Show price breakdown
for 5 nights
$3,442 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 172 reviews
4.97 (172)
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