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Search results; Over 1,000 homes in Southold
Over 1,000 homes in Southold
Superhost
Superhost
Home in Clinton
The Blue Mermaid
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2.5 bathrooms
2.5 bathrooms
24–29 Jul
24–29 Jul
$8,912 SGD
Show price breakdown
for 5 nights
$8,912 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Home in Shelter Island
Shelter Island House: Peaceful Retreat
5.0 out of 5 average rating, 28 reviews
5.0 (28)
,
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3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
6–11 Aug
6–11 Aug
$8,031 SGD
Show price breakdown
for 5 nights
$8,031 SGD for 5 nights
Free cancellation
Home in Southold
Sunset Cottage
5.0 out of 5 average rating, 5 reviews
5.0 (5)
,
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3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
21–28 Jul
21–28 Jul
$7,318 SGD
Show price breakdown
for 7 nights
$7,318 SGD for 7 nights
Home in Laurel
North Fork Luxury Retreat with Exceptional Comfort
New place to stay
New
,
·
5 bedrooms
5 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
3–8 Aug
3–8 Aug
$7,414 SGD
Show price breakdown
for 5 nights
$7,414 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Cottage in Shelter Island
Shelter Island Cottage
4.95 out of 5 average rating, 40 reviews
4.95 (40)
,
·
5 bedrooms
5 bedrooms
,
·
6 beds
6 beds
,
·
1.5 bathrooms
1.5 bathrooms
9–14 Aug
9–14 Aug
$10,079 SGD
Show price breakdown
for 5 nights
$10,079 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Branford
Adorable Beach House on LI Sound
4.98 out of 5 average rating, 99 reviews
4.98 (99)
,
·
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1.5 bathrooms
1.5 bathrooms
27 Sept – 2 Oct
27 Sept – 2 Oct
$1,586 SGD
Show price breakdown
for 5 nights
$1,586 SGD for 5 nights
Guest favourite
Guest favourite
Home in Old Saybrook
Red Bird Waterfront Home. Dock available extra!
4.94 out of 5 average rating, 35 reviews
4.94 (35)
,
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3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
26–31 Jul
26–31 Jul
$7,381 SGD
Show price breakdown
for 5 nights
$7,381 SGD for 5 nights
Home in Shelter Island Heights
Creekside House Shelter Island
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3.5 bathrooms
3.5 bathrooms
19–26 Jul
19–26 Jul
$7,007 SGD
Show price breakdown
for 7 nights
$7,007 SGD for 7 nights
Free cancellation
Home in East Hampton
5 bedroom waterfront on Gardiner's Bay
5.0 out of 5 average rating, 3 reviews
5.0 (3)
,
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5 bedrooms
5 bedrooms
,
·
10 beds
10 beds
,
·
2 bathrooms
2 bathrooms
29 Aug – 3 Sept
29 Aug – 3 Sept
$9,667 SGD
Show price breakdown
for 5 nights
$9,667 SGD for 5 nights
Top guest favourite
Guest favourite
Home in Southold
Luxury by the Sea!!
4.94 out of 5 average rating, 54 reviews
4.94 (54)
,
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3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
9–14 Aug
9–14 Aug
$6,598 SGD
Show price breakdown
for 5 nights
$6,598 SGD for 5 nights
Home in Amagansett
Unit 211: Cottage | Ocean View | Striper
2 bedrooms
2 bedrooms
,
·
1 bathroom
1 bathroom
20–25 Sept
20–25 Sept
$4,140 SGD
Show price breakdown
for 5 nights
$4,140 SGD for 5 nights
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
19–24 Jul
19–24 Jul
$11,723 SGD
Show price breakdown
for 5 nights
$11,723 SGD for 5 nights
Top guest favourite
Guest favourite
Home in Greenport
The North Star: Greenport Waterview Beach Getaway
4.95 out of 5 average rating, 64 reviews
4.95 (64)
,
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3 bedrooms
3 bedrooms
,
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4 beds
4 beds
,
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2 bathrooms
2 bathrooms
28 Sept – 3 Oct
28 Sept – 3 Oct
$4,009 SGD
Show price breakdown
for 5 nights
$4,009 SGD for 5 nights
Guest favourite
Guest favourite
Home in Old Lyme
Casa Swan
5.0 out of 5 average rating, 28 reviews
5.0 (28)
,
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3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
8–13 Aug
8–13 Aug
$1,911 SGD
Show price breakdown
for 5 nights
$1,911 SGD for 5 nights
Top guest favourite
Guest favourite
Guest house in Shelter Island
Bayfront 1BR/2BR detached guesthouse with pool
4.99 out of 5 average rating, 74 reviews
4.99 (74)
,
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1 bedroom
1 bedroom
,
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2 beds
2 beds
,
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1 bathroom
1 bathroom
8–15 Aug
8–15 Aug
$4,225 SGD
Show price breakdown
for 7 nights
$4,225 SGD for 7 nights
Superhost
Superhost
Flat in Southold
1BR Apartment - Beach Access - Wineries, Vineyards
4.67 out of 5 average rating, 3 reviews
4.67 (3)
,
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1 bedroom
1 bedroom
,
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1 bed
1 bed
,
·
1 bathroom
1 bathroom
19–24 Jul
19–24 Jul
$2,580 SGD
Show price breakdown
for 5 nights
$2,580 SGD for 5 nights
Guest favourite
Guest favourite
Home in Orient
Newly renovated cottage steps to Jitney and shops
5.0 out of 5 average rating, 8 reviews
5.0 (8)
,
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2 bedrooms
2 bedrooms
,
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3 beds
3 beds
,
·
1 bathroom
1 bathroom
6–11 Aug
6–11 Aug
$3,864 SGD
Show price breakdown
for 5 nights
$3,864 SGD for 5 nights
Top guest favourite
Guest favourite
Home in Montauk
Dockside 2BR - Marina - Dining - Charter Access Un
4.96 out of 5 average rating, 28 reviews
4.96 (28)
,
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2 bedrooms
2 bedrooms
,
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3 beds
3 beds
,
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1 bathroom
1 bathroom
7–12 Sept
7–12 Sept
$3,179 SGD
Show price breakdown
for 5 nights
$3,179 SGD for 5 nights
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