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Search results; Over 1,000 homes in Shelter Island
Over 1,000 homes in Shelter Island
Descriptions are based on details hosts provide
Top guest favourite
Guest favourite
Home in Shelter Island Heights
Surf Scoter Cottage Shelter Island
4 bedrooms
,
·
4 beds
,
·
2 private bathrooms
22–27 Sept
22–27 Sept
$5,783 SGD
Show price breakdown
for 5 nights
$5,783 SGD for 5 nights
,
·
4.91 out of 5 average rating, 94 reviews
4.91 (94)
Top guest favourite
Guest favourite
Cottage in Shelter Island
Shelter Island Cottage
4.95 out of 5 average rating, 39 reviews
4.95 (39)
,
·
5 bedrooms
5 bedrooms
,
·
6 beds
6 beds
,
·
1.5 bathrooms
1.5 bathrooms
9–14 Aug
9–14 Aug
$10,074 SGD
Show price breakdown
for 5 nights
$10,074 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Place to stay in Shelter Island
Casual Island Getaway - Walk to the Beach
4.92 out of 5 average rating, 142 reviews
4.92 (142)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
4–9 Oct
4–9 Oct
$1,186 SGD
Show price breakdown
for 5 nights
$1,186 SGD for 5 nights
Guest favourite
Guest favourite
Home in Shelter Island
Charming Farmhouse with Pool
5.0 out of 5 average rating, 8 reviews
5.0 (8)
,
·
6 bedrooms
6 bedrooms
,
·
3 bathrooms
3 bathrooms
31 Jul – 5 Aug
31 Jul – 5 Aug
$6,795 SGD
Show price breakdown
for 5 nights
$6,795 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Home in Shelter Island
New vacation house on the island with the pool
5.0 out of 5 average rating, 8 reviews
5.0 (8)
,
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3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
15–20 Jul
15–20 Jul
$12,173 SGD
Show price breakdown
for 5 nights
$12,173 SGD for 5 nights
Top guest favourite
Guest favourite
Room in Shelter Island Heights
Master Suite at RedHouse
4.95 out of 5 average rating, 165 reviews
4.95 (165)
,
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1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
16–21 Jul
16–21 Jul
$1,541 SGD
Show price breakdown
for 5 nights
$1,541 SGD for 5 nights
Top guest favourite
Guest favourite
Home in Shelter Island Heights
Private Hay Beach Retreat with Heated Pool
4.98 out of 5 average rating, 93 reviews
4.98 (93)
,
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4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
3–10 Aug
3–10 Aug
$12,117 SGD
$10,952 SGD
Show price breakdown
for 7 nights
Guest favourite
Guest favourite
Home in Shelter Island
Waterfront with kayaks, a hot tub, and fire pit
5.0 out of 5 average rating, 30 reviews
5.0 (30)
,
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4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2.5 bathrooms
2.5 bathrooms
27 Aug – 1 Sept
27 Aug – 1 Sept
$11,793 SGD
Show price breakdown
for 5 nights
$11,793 SGD for 5 nights
Top guest favourite
Guest favourite
Cottage in Shelter Island
Tennis courts across the street, 4 bikes
4.97 out of 5 average rating, 120 reviews
4.97 (120)
,
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3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
2–7 Aug
2–7 Aug
$5,432 SGD
Show price breakdown
for 5 nights
$5,432 SGD for 5 nights
Top guest favourite
Guest favourite
Home in Shelter Island Heights
Huge yard with beach a bike away
4.93 out of 5 average rating, 84 reviews
4.93 (84)
,
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4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
17–22 Jul
17–22 Jul
$6,670 SGD
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for 5 nights
$6,670 SGD for 5 nights
Home in Shelter Island
Captain Don’s Paradise
4.92 out of 5 average rating, 13 reviews
4.92 (13)
,
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3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1.5 bathrooms
1.5 bathrooms
3–8 Aug
3–8 Aug
$5,973 SGD
Show price breakdown
for 5 nights
$5,973 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Room in Shelter Island
Magnolia Cape with private entrance & private bath
4.83 out of 5 average rating, 42 reviews
4.83 (42)
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1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
9–14 Aug
9–14 Aug
$1,703 SGD
Show price breakdown
for 5 nights
$1,703 SGD for 5 nights
Guest favourite
Guest favourite
Cottage in Shelter Island Heights
Large Waterfront Cottage on Historic Estate
4.84 out of 5 average rating, 76 reviews
4.84 (76)
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3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
13–18 Sept
13–18 Sept
$3,531 SGD
Show price breakdown
for 5 nights
$3,531 SGD for 5 nights
Guest favourite
Guest favourite
Home in Shelter Island
Shelter Island Retreat, 5 bdrms near everything!
5.0 out of 5 average rating, 24 reviews
5.0 (24)
,
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5 bedrooms
5 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
23–30 Aug
23–30 Aug
$6,028 SGD
Show price breakdown
for 7 nights
$6,028 SGD for 7 nights
Top guest favourite
Guest favourite
Cottage in Shelter Island Heights
Waterfront Getaway on Shelter Island
4.93 out of 5 average rating, 27 reviews
4.93 (27)
,
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3 bedrooms
3 bedrooms
,
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3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
10–15 Aug
10–15 Aug
$7,003 SGD
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for 5 nights
$7,003 SGD for 5 nights
Home in Shelter Island Heights
Indoor-outdoor living with a private pool
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2.5 bathrooms
2.5 bathrooms
9–14 Aug
9–14 Aug
$10,126 SGD
Show price breakdown
for 5 nights
$10,126 SGD for 5 nights
Guest favourite
Guest favourite
Rooms in Shelter Island
Porch overlooking an 8-acre reserve
5.0 out of 5 average rating, 48 reviews
5.0 (48)
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2 bedrooms
2 bedrooms
,
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2 beds
2 beds
,
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1 bathroom
1 bathroom
13–18 Sept
13–18 Sept
$2,397 SGD
Show price breakdown
for 5 nights
$2,397 SGD for 5 nights
Top guest favourite
Guest favourite
Home in Shelter Island Heights
Heated saltwater pool on Shelter Island
5.0 out of 5 average rating, 74 reviews
5.0 (74)
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3 bedrooms
3 bedrooms
,
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3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
20–27 Sept
20–27 Sept
$5,782 SGD
$5,191 SGD
Show price breakdown
for 7 nights
Guest favourite
Guest favourite
Home in Shelter Island Heights
Water views on 3 sides with pool
4.95 out of 5 average rating, 74 reviews
4.95 (74)
,
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5 bedrooms
5 bedrooms
,
·
9 beds
9 beds
,
·
3.5 bathrooms
3.5 bathrooms
4–9 Oct
4–9 Oct
$6,239 SGD
Show price breakdown
for 5 nights
$6,239 SGD for 5 nights
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