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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
Luxury Southold waterfront home, heated pool & spa
4 bedrooms
,
·
4 beds
,
·
4 private bathrooms
29 Aug – 5 Sept
29 Aug – 5 Sept
$15,187 SGD
$13,924 SGD
Show price breakdown
for 7 nights
,
·
5.0 out of 5 average rating, 12 reviews
5.0 (12)
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)
,
·
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
6–11 Jul
6–11 Jul
$12,943 SGD
Show price breakdown
for 5 nights
$12,943 SGD for 5 nights
Free cancellation
Superhost
Superhost
Home in Sag Harbor
Sag Harbor retreat with pool
New place to stay
New
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1.5 bathrooms
1.5 bathrooms
6–11 Jul
6–11 Jul
$7,428 SGD
Show price breakdown
for 5 nights
$7,428 SGD for 5 nights
Pay $0 today
Free cancellation
Home in Shelter Island
Captain Don’s Paradise
4.92 out of 5 average rating, 13 reviews
4.92 (13)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1.5 bathrooms
1.5 bathrooms
1–6 Aug
1–6 Aug
$5,977 SGD
Show price breakdown
for 5 nights
$5,977 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Flat in Sag Harbor
Sag Harbor / Noyack Pad - private STUDIO apartment
4.95 out of 5 average rating, 182 reviews
4.95 (182)
,
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2 beds
2 beds
,
·
1 bathroom
1 bathroom
8–13 Jul
8–13 Jul
$2,086 SGD
Show price breakdown
for 5 nights
$2,086 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Home in Southold
Greenport walk to beach & vineyard! Brand new home
5.0 out of 5 average rating, 76 reviews
5.0 (76)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
6–11 Jul
6–11 Jul
$6,107 SGD
$4,454 SGD
Show price breakdown
for 5 nights
Top guest favourite
Guest favourite
Home in East Marion
Kayaks ~ Bikes ~ Boards ~ 6mins> Greenport ~ 55"TV
5.0 out of 5 average rating, 25 reviews
5.0 (25)
,
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3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
3.5 bathrooms
3.5 bathrooms
10–17 Jul
10–17 Jul
$11,527 SGD
Show price breakdown
for 7 nights
$11,527 SGD for 7 nights
Free cancellation
Top guest favourite
Guest favourite
Place to stay in Cutchogue
Sunset Suite - walk to vineyards, beaches, & more
4.97 out of 5 average rating, 178 reviews
4.97 (178)
,
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1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
4–9 Oct
4–9 Oct
$1,318 SGD
Show price breakdown
for 5 nights
$1,318 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Home in Greenport
The North Star: Greenport Waterview Beach Getaway
4.95 out of 5 average rating, 63 reviews
4.95 (63)
,
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3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
28 Sept – 3 Oct
28 Sept – 3 Oct
$4,117 SGD
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for 5 nights
$4,117 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Home in Southold
Le Petit Cottage, Southold, NY
4.91 out of 5 average rating, 81 reviews
4.91 (81)
,
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2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
2–7 Aug
2–7 Aug
$2,871 SGD
Show price breakdown
for 5 nights
$2,871 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Mattituck
North Fork Getaway Southold Compliant Property
5.0 out of 5 average rating, 14 reviews
5.0 (14)
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3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
8–13 Jul
8–13 Jul
$9,669 SGD
Show price breakdown
for 5 nights
$9,669 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Home in Greenport
Blue Bay Dream (Outdoor Jacuzzi, Cabana + Office)
4.92 out of 5 average rating, 506 reviews
4.92 (506)
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2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
7–12 Sept
7–12 Sept
$2,125 SGD
Show price breakdown
for 5 nights
$2,125 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Southold
Private Waterfront Access + Hot Tub + Scenic Yard
5.0 out of 5 average rating, 45 reviews
5.0 (45)
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3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2.5 bathrooms
2.5 bathrooms
6–12 Jul
6–12 Jul
$5,890 SGD
Show price breakdown
for 6 nights
$5,890 SGD for 6 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
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
12–17 Sept
12–17 Sept
$3,084 SGD
Show price breakdown
for 5 nights
$3,084 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Home in Southold
Peconic Pearl Cottage
5.0 out of 5 average rating, 5 reviews
5.0 (5)
,
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4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
7–12 Sept
7–12 Sept
$4,766 SGD
Show price breakdown
for 5 nights
$4,766 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Room in Southampton
Private suite at Pine Springs, Southampton, NY
5.0 out of 5 average rating, 19 reviews
5.0 (19)
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2 beds
2 beds
,
·
1 bathroom
1 bathroom
23–28 Jul
23–28 Jul
$2,855 SGD
Show price breakdown
for 5 nights
$2,855 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Home in Southold
Luxury by the Sea!!
4.94 out of 5 average rating, 53 reviews
4.94 (53)
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3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
30 Aug – 4 Sept
30 Aug – 4 Sept
$6,371 SGD
Show price breakdown
for 5 nights
$6,371 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Loft in Greenport
Beautiful 2 Bedroom, 2 Bath Greenport Village Loft
4.97 out of 5 average rating, 35 reviews
4.97 (35)
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2 bedrooms
2 bedrooms
,
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3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
12–17 Jul
12–17 Jul
$6,015 SGD
Show price breakdown
for 5 nights
$6,015 SGD for 5 nights
Guest favourite
Guest favourite
Home in Orient
Orient Point Family Waterfront Home
4.96 out of 5 average rating, 23 reviews
4.96 (23)
,
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5 bedrooms
5 bedrooms
,
·
9 beds
9 beds
,
·
3.5 bathrooms
3.5 bathrooms
8–13 Jul
8–13 Jul
$14,237 SGD
Show price breakdown
for 5 nights
$14,237 SGD for 5 nights
Free cancellation
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