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Search results; Over 1,000 homes in Southold
Over 1,000 homes in Southold
Guest favourite
Guest favourite
Home in Southold
Shelter Bay Cove Waterfront Escape
3 bedrooms
,
·
3 beds
,
·
2 private bathrooms
8–13 Sept
8–13 Sept
$5,025 SGD
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for 5 nights
$5,025 SGD for 5 nights
,
·
4.97 out of 5 average rating, 31 reviews
4.97 (31)
Top guest favourite
Guest favourite
Room in Greenport
Cozy village home
4.95 out of 5 average rating, 211 reviews
4.95 (211)
,
·
1 double bed
1 double bed
,
·
1 bathroom
1 bathroom
30 Aug – 4 Sept
30 Aug – 4 Sept
$1,626 SGD
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for 5 nights
$1,626 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, 95 reviews
5.0 (95)
,
·
2 bedrooms
2 bedrooms
,
·
3 queen beds
3 queen beds
,
·
No bathroom
No bathroom
6–11 Sept
6–11 Sept
$2,146 SGD
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for 5 nights
$2,146 SGD for 5 nights
Pay $0 today
Free cancellation
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
17–22 Aug
17–22 Aug
$1,200 SGD
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for 5 nights
$1,200 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Home in Sag Harbor
5 bedroom luxe home in Sag Harbor w/ heated pool
5.0 out of 5 average rating, 13 reviews
5.0 (13)
,
·
5 bedrooms
5 bedrooms
,
·
6 beds
6 beds
,
·
5.5 bathrooms
5.5 bathrooms
31 Oct – 5 Nov
31 Oct – 5 Nov
$7,001 SGD
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for 5 nights
$7,001 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Flat in Sag Harbor
Artists pet friendly apartment and cabin, sauna.
5.0 out of 5 average rating, 14 reviews
5.0 (14)
,
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1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
10–15 Aug
10–15 Aug
$2,419 SGD
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for 5 nights
$2,419 SGD for 5 nights
Top guest favourite
Guest favourite
Room in East Hampton
Peaceful Suite w/Pool, Hot tub, Private Entry.
5.0 out of 5 average rating, 15 reviews
5.0 (15)
,
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1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
13–18 Sept
13–18 Sept
$1,700 SGD
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for 5 nights
$1,700 SGD for 5 nights
Pay $0 today
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
$1,909 SGD
Show price breakdown
for 5 nights
$1,909 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, 73 reviews
4.97 (73)
,
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3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
1 bathroom
1 bathroom
8–13 Nov
8–13 Nov
$1,370 SGD
Show price breakdown
for 5 nights
$1,370 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Rooms in East Hampton
Treetops Room at Ober Oaks in The Hamptons
4.95 out of 5 average rating, 56 reviews
4.95 (56)
,
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2 bedrooms
2 bedrooms
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
2–7 Aug
2–7 Aug
$2,122 SGD
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for 5 nights
$2,122 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Room in Greenport
Home on Sterling Harbor, Greenport
4.96 out of 5 average rating, 223 reviews
4.96 (223)
,
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1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
23–28 Aug
23–28 Aug
$1,899 SGD
Show price breakdown
for 5 nights
$1,899 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, 76 reviews
4.99 (76)
,
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1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
4–9 Aug
4–9 Aug
$3,153 SGD
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for 5 nights
$3,153 SGD for 5 nights
Pay $0 today
Free cancellation
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
$4,178 SGD
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for 5 nights
$4,178 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, 18 reviews
5.0 (18)
,
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2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
8–13 Sept
8–13 Sept
$6,981 SGD
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for 5 nights
$6,981 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Rooms in Shelter Island
Room in Charming Coastal Cottage
4.96 out of 5 average rating, 26 reviews
4.96 (26)
,
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2 bedrooms
2 bedrooms
,
·
1 bed
1 bed
,
·
2 bathrooms
2 bathrooms
13–18 Sept
13–18 Sept
$1,193 SGD
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for 5 nights
$1,193 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Guest house in East Hampton
Peaceful cottage
5.0 out of 5 average rating, 22 reviews
5.0 (22)
,
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1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1.5 bathrooms
1.5 bathrooms
23–28 Sept
23–28 Sept
$1,433 SGD
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for 5 nights
$1,433 SGD for 5 nights
Home in Greenport
NEW 3BR Coastal Getaway|Walk to Beach|1 Mi to Town
3 bedrooms
3 bedrooms
,
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5 beds
5 beds
,
·
1.5 bathrooms
1.5 bathrooms
1–6 Aug
1–6 Aug
$3,586 SGD
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for 5 nights
$3,586 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Home in East Marion
Charming North Fork escape by the beach
5.0 out of 5 average rating, 12 reviews
5.0 (12)
,
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3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
8–15 Sept
8–15 Sept
$3,997 SGD
Show price breakdown
for 7 nights
$3,997 SGD for 7 nights
Pay $0 today
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
23–28 Aug
23–28 Aug
$1,447 SGD
Show price breakdown
for 5 nights
$1,447 SGD for 5 nights
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