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Search results; Over 1,000 homes in Southold
Over 1,000 homes in Southold
Top guest favourite
Guest favourite
Guest suite in Southold
Comfortable Suite, a walk to the beach
1 bedroom
,
·
1 bed
,
·
1 private bathroom
2–7 Aug
2–7 Aug
$1,791 SGD
Show price breakdown
for 5 nights
$1,791 SGD for 5 nights
,
·
4.94 out of 5 average rating, 149 reviews
4.94 (149)
Top guest favourite
Guest favourite
Home in East Marion
Kayaks ~ Bikes ~ Boards ~ 6mins> Greenport ~ 55"TV
5.0 out of 5 average rating, 26 reviews
5.0 (26)
,
·
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
3.5 bathrooms
3.5 bathrooms
12–19 Jul
12–19 Jul
$11,538 SGD
Show price breakdown
for 7 nights
$11,538 SGD for 7 nights
Superhost
Superhost
Home in Southold
Waterfront North Fork Retreat • Sunset & Vineyards
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
12–19 Jul
12–19 Jul
$9,141 SGD
Show price breakdown
for 7 nights
$9,141 SGD for 7 nights
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
11–16 Jul
11–16 Jul
$12,803 SGD
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for 5 nights
$12,803 SGD for 5 nights
Guest favourite
Guest favourite
Home in Greenport
Bayview house with salt water pool & private chef
4.9 out of 5 average rating, 10 reviews
4.9 (10)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
4–9 Oct
4–9 Oct
$3,826 SGD
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for 5 nights
$3,826 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, 6 reviews
5.0 (6)
,
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4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
7–12 Sept
7–12 Sept
$4,771 SGD
Show price breakdown
for 5 nights
$4,771 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, 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
$4,014 SGD
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for 5 nights
$4,014 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Rooms in Greenport
Chestnut View Room own private bathroom
5.0 out of 5 average rating, 91 reviews
5.0 (91)
,
·
2 bedrooms
2 bedrooms
,
·
3 queen beds
3 queen beds
,
·
No bathroom
No bathroom
9–14 Aug
9–14 Aug
$2,302 SGD
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for 5 nights
$2,302 SGD for 5 nights
Pay $0 today
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, 180 reviews
4.97 (180)
,
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1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
4–9 Oct
4–9 Oct
$1,502 SGD
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for 5 nights
$1,502 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Home in East Marion
POOL + Beach Oasis! Winter deals 2+ nights!
4.97 out of 5 average rating, 29 reviews
4.97 (29)
,
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5 bedrooms
5 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
4–9 Oct
4–9 Oct
$6,250 SGD
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for 5 nights
$6,250 SGD for 5 nights
Guest favourite
Guest favourite
Home in Mattituck
Lakehouse Getaway North Fork
5.0 out of 5 average rating, 44 reviews
5.0 (44)
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3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
12–17 Jul
12–17 Jul
$10,811 SGD
$5,632 SGD
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for 5 nights
Top guest favourite
Guest favourite
Home in Mattituck
North Fork Getaway Southold Compliant Property
5.0 out of 5 average rating, 15 reviews
5.0 (15)
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3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
12–17 Jul
12–17 Jul
$9,679 SGD
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for 5 nights
$9,679 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, 507 reviews
4.92 (507)
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2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
7–12 Sept
7–12 Sept
$2,127 SGD
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for 5 nights
$2,127 SGD for 5 nights
Guest favourite
Guest favourite
Home in Southampton
Southampton Dream|Modern 5 beds|Near Watermill
4.91 out of 5 average rating, 102 reviews
4.91 (102)
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5 bedrooms
5 bedrooms
,
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6 beds
6 beds
,
·
5 bathrooms
5 bathrooms
13–18 Jul
13–18 Jul
$17,528 SGD
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for 5 nights
$17,528 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Flat in Sag Harbor
Updated apartment in historic village home
4.99 out of 5 average rating, 228 reviews
4.99 (228)
,
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1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
27 Sept – 2 Oct
27 Sept – 2 Oct
$2,515 SGD
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for 5 nights
$2,515 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
$4,116 SGD
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for 7 nights
$4,116 SGD for 7 nights
Pay $0 today
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, 12 reviews
5.0 (12)
,
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1 bedroom
1 bedroom
,
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1 bed
1 bed
,
·
1 bathroom
1 bathroom
12–17 Jul
12–17 Jul
$2,181 SGD
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for 5 nights
$2,181 SGD for 5 nights
Guest favourite
Guest favourite
Home in Shelter Island
Beautiful beach home with pool & water views!
4.95 out of 5 average rating, 74 reviews
4.95 (74)
,
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5 bedrooms
5 bedrooms
,
·
9 beds
9 beds
,
·
3.5 bathrooms
3.5 bathrooms
4–9 Oct
4–9 Oct
$6,250 SGD
Show price breakdown
for 5 nights
$6,250 SGD for 5 nights
Home in Sag Harbor
Sag Harbor Cottage Perfection
New place to stay
New
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
19–24 Jul
19–24 Jul
$5,628 SGD
$4,925 SGD
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for 5 nights
Pay $0 today
Free cancellation
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