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Search results; Over 1,000 homes in Southold
Over 1,000 homes in Southold
Guest favourite
Guest favourite
Home in East Marion
Waterfront Bungalow w/Private Beach on Peconic Bay
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1.5 bathrooms
1.5 bathrooms
1–8 Aug
1–8 Aug
$9,714 SGD
$7,640 SGD
Show price breakdown
for 7 nights
Weekly discount
4.88 out of 5 average rating, 42 reviews
4.88 (42)
Superhost
Superhost
Home in Clinton
The Blue Mermaid
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2.5 bathrooms
2.5 bathrooms
24–29 Jul
24–29 Jul
$9,909 SGD
$8,981 SGD
Show price breakdown
for 5 nights
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
16–21 Jul
16–21 Jul
$12,151 SGD
Show price breakdown
for 5 nights
$12,151 SGD for 5 nights
5.0 out of 5 average rating, 8 reviews
5.0 (8)
Top guest favourite
Guest favourite
Flat in Mattituck
Mattituck 2BR: Open Layout, Deck, BBQ, Near Vines
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
1 bathroom
1 bathroom
26–31 Jul
26–31 Jul
$3,747 SGD
Show price breakdown
for 5 nights
$3,747 SGD for 5 nights
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Guest favourite
Guest favourite
Home in Old Saybrook
Red Bird Waterfront Home. Dock available extra!
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
26–31 Jul
26–31 Jul
$7,363 SGD
Show price breakdown
for 5 nights
$7,363 SGD for 5 nights
4.94 out of 5 average rating, 35 reviews
4.94 (35)
Top guest favourite
Guest favourite
Home in Southold
Beach Front House
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
21–26 Jul
21–26 Jul
$11,429 SGD
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for 5 nights
$11,429 SGD for 5 nights
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Top guest favourite
Guest favourite
Room in Sag Harbor
Sag Harbor Home, Perfect for the Solo Traveler
2 beds
2 beds
,
·
1 bathroom
1 bathroom
8–13 Aug
8–13 Aug
$1,578 SGD
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for 5 nights
$1,578 SGD for 5 nights
4.96 out of 5 average rating, 253 reviews
4.96 (253)
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
23–28 Aug
23–28 Aug
$2,320 SGD
Show price breakdown
for 5 nights
$2,320 SGD for 5 nights
5.0 out of 5 average rating, 92 reviews
5.0 (92)
Home in Shelter Island Heights
Creekside House Shelter Island
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3.5 bathrooms
3.5 bathrooms
16–23 Jul
16–23 Jul
$6,991 SGD
Show price breakdown
for 7 nights
$6,991 SGD for 7 nights
Top guest favourite
Guest favourite
Cottage in Old Lyme
The Solo Shore Cottage | Walk to Beach + Sun Porch
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
2–7 Aug
2–7 Aug
$3,383 SGD
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for 5 nights
$3,383 SGD for 5 nights
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Guest favourite
Guest favourite
Home in Montauk
Dockside 2BR - Marina - Dining - Charter Access Un
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
7–12 Sept
7–12 Sept
$2,909 SGD
Show price breakdown
for 5 nights
$2,909 SGD for 5 nights
4.96 out of 5 average rating, 27 reviews
4.96 (27)
Guest favourite
Guest favourite
Home in Greenport
Bayview house with salt water pool & private chef
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
4–9 Oct
4–9 Oct
$3,813 SGD
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for 5 nights
$3,813 SGD for 5 nights
4.9 out of 5 average rating, 10 reviews
4.9 (10)
Top guest favourite
Guest favourite
Home in Sag Harbor
Sag Harbor Chic Mid-Century Retreat
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
20–25 Sept
20–25 Sept
$4,162 SGD
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for 5 nights
$4,162 SGD for 5 nights
4.99 out of 5 average rating, 76 reviews
4.99 (76)
Top guest favourite
Guest favourite
Cottage in Southampton
Towd Point Beach Cottage w heated pool
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
2–7 Aug
2–7 Aug
$15,077 SGD
$12,758 SGD
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for 5 nights
4.98 out of 5 average rating, 48 reviews
4.98 (48)
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
17–24 Jul
17–24 Jul
$11,498 SGD
Show price breakdown
for 7 nights
$11,498 SGD for 7 nights
5.0 out of 5 average rating, 26 reviews
5.0 (26)
Home in East Hampton
Tranquil Springs Cottage
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
1 bathroom
1 bathroom
23–28 Aug
23–28 Aug
$4,123 SGD
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for 5 nights
$4,123 SGD for 5 nights
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Top guest favourite
Guest favourite
Home in East Hampton
Idyllic Designer Sunny Cottage StepsToBeach 1.2 ac
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
17–22 Jul
17–22 Jul
$12,179 SGD
$10,128 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 19 reviews
5.0 (19)
Top guest favourite
Guest favourite
Home in Old Saybrook
The Saybrook Point Bungalow, Stroll to Downtown
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
16–21 Aug
16–21 Aug
$2,263 SGD
Show price breakdown
for 5 nights
$2,263 SGD for 5 nights
4.95 out of 5 average rating, 19 reviews
4.95 (19)
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