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Homes in Southold
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Search results; Over 1,000 homes in Southold
Over 1,000 homes in Southold
Top guest favourite
Guest favourite
Room in Westbrook
The Captain James Suite
4.92 out of 5 average rating, 102 reviews
4.92 (102)
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
3–8 Aug
3–8 Aug
$1,212 SGD
Show price breakdown
for 5 nights
$1,212 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Cottage in Sag Harbor
Charming Cottage in Historic Sag Harbor
5.0 out of 5 average rating, 68 reviews
5.0 (68)
,
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1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
20–25 Sept
20–25 Sept
$2,789 SGD
Show price breakdown
for 5 nights
$2,789 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Rooms in Greenport
Chestnut View Room own private bathroom
5.0 out of 5 average rating, 93 reviews
5.0 (93)
,
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2 bedrooms
2 bedrooms
,
·
3 queen beds
3 queen beds
,
·
No bathroom
No bathroom
23–28 Aug
23–28 Aug
$2,328 SGD
Show price breakdown
for 5 nights
$2,328 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Flat in Old Saybrook
Charming Center of it All Location
4.99 out of 5 average rating, 68 reviews
4.99 (68)
,
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2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
1–6 Aug
1–6 Aug
$1,919 SGD
Show price breakdown
for 5 nights
$1,919 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Room in Greenport
Greenport Village Private Room w/separate entrance
4.97 out of 5 average rating, 153 reviews
4.97 (153)
,
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1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
16–21 Aug
16–21 Aug
$1,452 SGD
Show price breakdown
for 5 nights
$1,452 SGD for 5 nights
Home in Orient
Orient cottage in the Village
5.0 out of 5 average rating, 4 reviews
5.0 (4)
,
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3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
1–6 Oct
1–6 Oct
$4,191 SGD
Show price breakdown
for 5 nights
$4,191 SGD for 5 nights
Home in East Hampton
Tranquil Springs Cottage
5.0 out of 5 average rating, 4 reviews
5.0 (4)
,
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2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
23–28 Aug
23–28 Aug
$4,138 SGD
Show price breakdown
for 5 nights
$4,138 SGD for 5 nights
Top guest favourite
Guest favourite
Cottage in Sag Harbor
Hamptons Waterfront Getaway – Stylish & Serene
5.0 out of 5 average rating, 17 reviews
5.0 (17)
,
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2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
8–13 Sept
8–13 Sept
$9,090 SGD
$7,003 SGD
Show price breakdown
for 5 nights
Free cancellation
Apartment in Greenport
Water front, sunsets, sail boats, 30 day minimum
5.0 out of 5 average rating, 7 reviews
5.0 (7)
,
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2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
1–6 Aug
1–6 Aug
$4,306 SGD
Show price breakdown
for 5 nights
$4,306 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in East Hampton
Hamptons Beach House
5.0 out of 5 average rating, 17 reviews
5.0 (17)
,
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4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
22–27 Sept
22–27 Sept
$6,175 SGD
Show price breakdown
for 5 nights
$6,175 SGD for 5 nights
Top guest favourite
Guest favourite
Home in Sag Harbor
The Cooper-Burke House
4.89 out of 5 average rating, 113 reviews
4.89 (113)
,
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1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
4–9 Oct
4–9 Oct
$2,896 SGD
Show price breakdown
for 5 nights
$2,896 SGD for 5 nights
Home in East Hampton
NEW - East Hampton w/ Pool - Close to town & beach
New place to stay
New
,
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5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
4 bathrooms
4 bathrooms
8–13 Sept
8–13 Sept
$7,556 SGD
Show price breakdown
for 5 nights
$7,556 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in East Lyme
Charming Cottage in Private Oak Grove Beach
4.97 out of 5 average rating, 72 reviews
4.97 (72)
,
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3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
1 bathroom
1 bathroom
8–13 Nov
8–13 Nov
$1,300 SGD
Show price breakdown
for 5 nights
$1,300 SGD for 5 nights
Free cancellation
Home in East Hampton
Springs Modern
5.0 out of 5 average rating, 3 reviews
5.0 (3)
,
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3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2.5 bathrooms
2.5 bathrooms
10–17 Sept
10–17 Sept
$3,079 SGD
$2,611 SGD
Show price breakdown
for 7 nights
Weekly discount
Top guest favourite
Guest favourite
Flat in Greenport
Greenport Condo with Stunning Views & Beach Access
5.0 out of 5 average rating, 24 reviews
5.0 (24)
,
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2 bedrooms
2 bedrooms
,
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4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
30 Aug – 4 Sept
30 Aug – 4 Sept
$4,341 SGD
Show price breakdown
for 5 nights
$4,341 SGD for 5 nights
Free cancellation
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
,
·
1 bathroom
1 bathroom
1–6 Aug
1–6 Aug
$3,163 SGD
Show price breakdown
for 5 nights
$3,163 SGD for 5 nights
Free cancellation
Home in Old Lyme
Traditional Family Beach House
6 bedrooms
6 bedrooms
,
·
10 beds
10 beds
,
·
2.5 bathrooms
2.5 bathrooms
27 Sept – 4 Oct
27 Sept – 4 Oct
$2,293 SGD
Show price breakdown
for 7 nights
$2,293 SGD for 7 nights
Free cancellation
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
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
22–27 Aug
22–27 Aug
$3,842 SGD
Show price breakdown
for 5 nights
$3,842 SGD for 5 nights
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