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Search results; Over 1,000 homes in Southold
Over 1,000 homes in Southold
Guest favourite
Guest favourite
Cottage in Southold
Cozy Cottage on the Great Pond near beach.
2 bedrooms
,
·
3 beds
,
·
1.5 private bathrooms
18–23 Sept
18–23 Sept
$2,347 SGD
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for 5 nights
$2,347 SGD for 5 nights
,
·
4.89 out of 5 average rating, 197 reviews
4.89 (197)
Superhost
Superhost
Home in Southold
Waterfront North Fork Retreat • Sunset & Vineyards
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
14–21 Jul
14–21 Jul
$9,139 SGD
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for 7 nights
$9,139 SGD for 7 nights
Top guest favourite
Guest favourite
Home in East Marion
Kayaks ~ Bikes ~ Boards ~ 6mins> Greenport ~ 55"TV
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
3.5 bathrooms
3.5 bathrooms
14–21 Jul
14–21 Jul
$11,536 SGD
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for 7 nights
$11,536 SGD for 7 nights
5.0 out of 5 average rating, 26 reviews
5.0 (26)
Guest favourite
Guest favourite
Home in Shelter Island
New vacation house on the island with the pool
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
13–18 Jul
13–18 Jul
$12,191 SGD
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for 5 nights
$12,191 SGD for 5 nights
5.0 out of 5 average rating, 8 reviews
5.0 (8)
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
9–14 Aug
9–14 Aug
$2,302 SGD
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for 5 nights
$2,302 SGD for 5 nights
5.0 out of 5 average rating, 92 reviews
5.0 (92)
Top guest favourite
Guest favourite
Cottage in Southampton
10 mins from US OPEN Cottage w heated pool
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
15–20 Jul
15–20 Jul
$14,842 SGD
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for 5 nights
$14,842 SGD for 5 nights
4.98 out of 5 average rating, 48 reviews
4.98 (48)
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
28 Sept – 3 Oct
28 Sept – 3 Oct
$4,013 SGD
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for 5 nights
$4,013 SGD for 5 nights
4.95 out of 5 average rating, 63 reviews
4.95 (63)
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
$1,501 SGD
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for 5 nights
$1,501 SGD for 5 nights
4.97 out of 5 average rating, 180 reviews
4.97 (180)
Top guest favourite
Guest favourite
Home in East Marion
POOL + Beach Oasis! Winter deals 2+ nights!
5 bedrooms
5 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
4–9 Oct
4–9 Oct
$6,248 SGD
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for 5 nights
$6,248 SGD for 5 nights
4.97 out of 5 average rating, 29 reviews
4.97 (29)
Guest favourite
Guest favourite
Home in Southold
Peconic Pearl Cottage
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
7–12 Sept
7–12 Sept
$4,770 SGD
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for 5 nights
$4,770 SGD for 5 nights
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Home in Shelter Island
Captain Don’s Paradise
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1.5 bathrooms
1.5 bathrooms
3–8 Aug
3–8 Aug
$5,981 SGD
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for 5 nights
$5,981 SGD for 5 nights
4.92 out of 5 average rating, 13 reviews
4.92 (13)
Guest house in Shelter Island
Modern Waterfront Cottage Oasis
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
18–23 Aug
18–23 Aug
$7,238 SGD
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for 5 nights
$7,238 SGD for 5 nights
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Top guest favourite
Guest favourite
Home in Mattituck
North Fork Getaway Southold Compliant Property
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
14–19 Jul
14–19 Jul
$9,677 SGD
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for 5 nights
$9,677 SGD for 5 nights
5.0 out of 5 average rating, 15 reviews
5.0 (15)
Superhost
Superhost
Home in Sag Harbor
Sag Harbor retreat with pool
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1.5 bathrooms
1.5 bathrooms
13–18 Jul
13–18 Jul
$7,951 SGD
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for 5 nights
$7,951 SGD for 5 nights
New place to stay
New
Home in Westhampton Beach
Westhampton Beach Oasis
7 bedrooms
7 bedrooms
,
·
8 beds
8 beds
,
·
5 bathrooms
5 bathrooms
13–18 Jul
13–18 Jul
$20,800 SGD
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for 5 nights
$20,800 SGD for 5 nights
New place to stay
New
Home in Sag Harbor
Sag Harbor Cottage Perfection
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
1 bathroom
1 bathroom
19–24 Jul
19–24 Jul
$5,627 SGD
$4,924 SGD
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for 5 nights
New place to stay
New
Guest favourite
Guest favourite
Villa in Shelter Island
Superb Shelter Island 4 bed Designer with a Pool
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
14–19 Jul
14–19 Jul
$7,083 SGD
$4,724 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
Home in Southold
Heated Pool, Beautiful 4 bdrm 3 full bath home
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
25–30 Jul
25–30 Jul
$11,802 SGD
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for 5 nights
$11,802 SGD for 5 nights
4.94 out of 5 average rating, 34 reviews
4.94 (34)
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
27 Sept – 2 Oct
27 Sept – 2 Oct
$2,515 SGD
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for 5 nights
$2,515 SGD for 5 nights
4.99 out of 5 average rating, 228 reviews
4.99 (228)
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