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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
Stylish Beach Getaway: pool & walking location
3 bedrooms
,
·
4 beds
,
·
2 private bathrooms
13–18 Sept
13–18 Sept
$4,861 SGD
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for 5 nights
$4,861 SGD for 5 nights
,
·
4.88 out of 5 average rating, 24 reviews
4.88 (24)
Home in Sag Harbor
Comfortable 3 bed in Sag Harbor
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
4 bathrooms
4 bathrooms
11–16 Sept
11–16 Sept
$5,359 SGD
Show price breakdown
for 5 nights
$5,359 SGD for 5 nights
Free cancellation
New place to stay
New
Guest favourite
Guest favourite
Home in Peconic
Provence on the North Fork
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
3 bathrooms
3 bathrooms
2–9 Sept
2–9 Sept
$19,000 SGD
Show price breakdown
for 7 nights
$19,000 SGD for 7 nights
4.95 out of 5 average rating, 37 reviews
4.95 (37)
Guest favourite
Guest favourite
Home in Southold
Steps from the water! Fall Northfork Retreat
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
1.5 bathrooms
1.5 bathrooms
8–13 Sept
8–13 Sept
$3,432 SGD
$2,797 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 20 reviews
5.0 (20)
Home in Sag Harbor
Striking Waterfront 3 Bedroom on Sag Harbor Cove
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
20–25 Sept
20–25 Sept
$3,546 SGD
$3,227 SGD
Show price breakdown
for 5 nights
Top guest favourite
Guest favourite
Home in Greenport
The North Star: Greenport Waterview Beach Getaway
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
19–24 Oct
19–24 Oct
$4,043 SGD
Show price breakdown
for 5 nights
$4,043 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 69 reviews
4.96 (69)
Top guest favourite
Guest favourite
Cottage in Sag Harbor
Charming Cottage in Historic Sag Harbor
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
18–23 Sept
18–23 Sept
$2,677 SGD
$2,028 SGD
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for 5 nights
5.0 out of 5 average rating, 77 reviews
5.0 (77)
Guest favourite
Guest favourite
Home in Southampton
Vogue Editors Home, Featured Hamptons Mag, Elle D.
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
7.5 bathrooms
7.5 bathrooms
11–16 Sept
11–16 Sept
$8,931 SGD
$6,283 SGD
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for 5 nights
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Top guest favourite
Guest favourite
Rooms in Greenport
Chestnut View Room own private bathroom
2 bedrooms
2 bedrooms
,
·
3 queen beds
3 queen beds
,
·
No bathroom
No bathroom
11–16 Oct
11–16 Oct
$2,133 SGD
Show price breakdown
for 5 nights
$2,133 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 100 reviews
5.0 (100)
Home in Greenport
Greenport Beachfront Home | Private Beach & Sunset
4 bedrooms
4 bedrooms
,
·
7 beds
7 beds
,
·
2 bathrooms
2 bathrooms
6–11 Sept
6–11 Sept
$7,830 SGD
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for 5 nights
$7,830 SGD for 5 nights
5.0 out of 5 average rating, 5 reviews
5.0 (5)
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
6–11 Sept
6–11 Sept
$4,830 SGD
$4,308 SGD
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for 5 nights
4.97 out of 5 average rating, 129 reviews
4.97 (129)
Top guest favourite
Guest favourite
Home in Sag Harbor
Sag Harbor Charming Forest Home
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
8–13 Sept
8–13 Sept
$7,135 SGD
$6,109 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 21 reviews
5.0 (21)
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
7–12 Sept
7–12 Sept
$3,470 SGD
Show price breakdown
for 5 nights
$3,470 SGD for 5 nights
4.97 out of 5 average rating, 172 reviews
4.97 (172)
Home in Greenport
LDW Available |Walk to Beach|1 Mi to Town
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
1.5 bathrooms
1.5 bathrooms
7–12 Sept
7–12 Sept
$3,594 SGD
Show price breakdown
for 5 nights
$3,594 SGD for 5 nights
Top guest favourite
Guest favourite
Home in Southold
Waterfront, Dock, Boat Ramp, Hot Tub & Beaches
4 bedrooms
4 bedrooms
,
·
8 beds
8 beds
,
·
3 bathrooms
3 bathrooms
7–12 Sept
7–12 Sept
$7,991 SGD
Show price breakdown
for 5 nights
$7,991 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Top guest favourite
Guest favourite
Cottage in Cutchogue
Renovated 2-Bedroom Cottage on the North Fork
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
1 bathroom
1 bathroom
12–17 Sept
12–17 Sept
$3,415 SGD
Show price breakdown
for 5 nights
$3,415 SGD for 5 nights
5.0 out of 5 average rating, 56 reviews
5.0 (56)
Top guest favourite
Guest favourite
Flat in Sag Harbor
Updated apartment in historic village home
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
12–17 Oct
12–17 Oct
$2,477 SGD
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for 5 nights
$2,477 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 241 reviews
4.98 (241)
Guest favourite
Guest favourite
Guest house in Shelter Island
Modern Waterfront Cottage Oasis
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
7–12 Sept
7–12 Sept
$7,130 SGD
Show price breakdown
for 5 nights
$7,130 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Top guest favourite
Guest favourite
Place to stay in Cutchogue
Sunset Suite - walk to vineyards, beaches, & more
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
4–9 Oct
4–9 Oct
$1,439 SGD
$1,267 SGD
Show price breakdown
for 5 nights
Free cancellation
4.98 out of 5 average rating, 203 reviews
4.98 (203)
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