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Search results; Over 1,000 homes in Southold
Over 1,000 homes in Southold
Top guest favourite
Guest favourite
Home in Southold
Luxury by the Sea!!
3 bedrooms
,
·
4 beds
,
·
2.5 private bathrooms
21–26 Jul
21–26 Jul
$6,610 SGD
Show price breakdown
for 5 nights
$6,610 SGD for 5 nights
,
·
4.94 out of 5 average rating, 53 reviews
4.94 (53)
Guest favourite
Guest favourite
Home in Mattituck
Lakehouse Getaway North Fork
5.0 out of 5 average rating, 44 reviews
5.0 (44)
,
·
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
11–16 Jul
11–16 Jul
$11,037 SGD
$7,086 SGD
Show price breakdown
for 5 nights
Superhost
Superhost
Home in Old Saybrook
Beachfront Home with Amazing Views | 5BR Sleeps 11
New place to stay
New
,
·
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
2 bathrooms
2 bathrooms
15–22 Aug
15–22 Aug
$13,416 SGD
Show price breakdown
for 7 nights
$13,416 SGD for 7 nights
Home in Amagansett
Unit 211: Cottage | Ocean View | Striper
2 bedrooms
2 bedrooms
,
·
1 bathroom
1 bathroom
20–25 Sept
20–25 Sept
$4,147 SGD
Show price breakdown
for 5 nights
$4,147 SGD for 5 nights
Free cancellation
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)
,
·
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
3.5 bathrooms
3.5 bathrooms
10–17 Jul
10–17 Jul
$11,545 SGD
Show price breakdown
for 7 nights
$11,545 SGD for 7 nights
Guest favourite
Guest favourite
Flat in Mattituck
Mattituck 2BR: Open Layout, Deck, BBQ, Near Vines
5.0 out of 5 average rating, 6 reviews
5.0 (6)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
12–17 Jul
12–17 Jul
$3,023 SGD
Show price breakdown
for 5 nights
$3,023 SGD for 5 nights
Home in East Hampton
5 bedroom waterfront on Gardiner's Bay
5.0 out of 5 average rating, 3 reviews
5.0 (3)
,
·
5 bedrooms
5 bedrooms
,
·
10 beds
10 beds
,
·
2 bathrooms
2 bathrooms
28 Aug – 2 Sept
28 Aug – 2 Sept
$12,170 SGD
Show price breakdown
for 5 nights
$12,170 SGD for 5 nights
Guest favourite
Guest favourite
Home in Madison
Fabulous pool in beach town!
4.95 out of 5 average rating, 22 reviews
4.95 (22)
,
·
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
10–15 Jul
10–15 Jul
$5,790 SGD
Show price breakdown
for 5 nights
$5,790 SGD for 5 nights
Top guest favourite
Guest favourite
Home in East Hampton
East Hampton Rental w/ Pool, Moments to Amenities
5.0 out of 5 average rating, 82 reviews
5.0 (82)
,
·
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
1–6 Aug
1–6 Aug
$10,787 SGD
$9,494 SGD
Show price breakdown
for 5 nights
Home in Mattituck
3 bed 2 bath sleeps 5 on north fork of Long Island
5.0 out of 5 average rating, 3 reviews
5.0 (3)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
14–19 Aug
14–19 Aug
$4,813 SGD
Show price breakdown
for 5 nights
$4,813 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Home in East Marion
Waterfront Bungalow w/Private Beach on Peconic Bay
4.88 out of 5 average rating, 42 reviews
4.88 (42)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1.5 bathrooms
1.5 bathrooms
1–8 Aug
1–8 Aug
$9,754 SGD
$7,671 SGD
Show price breakdown
for 7 nights
Home in East Hampton
Tranquil Springs Cottage
5.0 out of 5 average rating, 4 reviews
5.0 (4)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
23–28 Jul
23–28 Jul
$4,629 SGD
Show price breakdown
for 5 nights
$4,629 SGD for 5 nights
Cottage in Old Lyme
The Solo Shore Cottage | Walk to Beach + Sun Porch
5.0 out of 5 average rating, 4 reviews
5.0 (4)
,
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2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
2–7 Aug
2–7 Aug
$3,397 SGD
Show price breakdown
for 5 nights
$3,397 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Home in Southold
Family and Dog Friendly Private Beach
5.0 out of 5 average rating, 5 reviews
5.0 (5)
,
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3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
25–30 Jul
25–30 Jul
$5,025 SGD
Show price breakdown
for 5 nights
$5,025 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Rooms in Greenport
Chestnut View Room own private bathroom
5.0 out of 5 average rating, 90 reviews
5.0 (90)
,
·
2 bedrooms
2 bedrooms
,
·
3 queen beds
3 queen beds
,
·
No bathroom
No bathroom
9–14 Aug
9–14 Aug
$2,303 SGD
Show price breakdown
for 5 nights
$2,303 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Old Saybrook
The Saybrook Point Bungalow, Stroll to Downtown
4.93 out of 5 average rating, 15 reviews
4.93 (15)
,
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2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
16–21 Aug
16–21 Aug
$2,331 SGD
Show price breakdown
for 5 nights
$2,331 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Shelter Island
Surf Scoter Cottage Shelter Island
4.91 out of 5 average rating, 93 reviews
4.91 (93)
,
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4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
23–28 Jul
23–28 Jul
$7,092 SGD
Show price breakdown
for 5 nights
$7,092 SGD for 5 nights
Top guest favourite
Guest favourite
Home in Southold
Beach Front House
5.0 out of 5 average rating, 7 reviews
5.0 (7)
,
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4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
19–24 Jul
19–24 Jul
$11,286 SGD
Show price breakdown
for 5 nights
$11,286 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in East Lyme
Walk to the beach at Black Point, Niantic, Ct
4.98 out of 5 average rating, 166 reviews
4.98 (166)
,
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3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
18–24 Sept
18–24 Sept
$1,945 SGD
Show price breakdown
for 6 nights
$1,945 SGD for 6 nights
Free cancellation
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