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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
11–16 Oct
11–16 Oct
$2,246 SGD
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for 5 nights
$2,246 SGD for 5 nights
,
·
4.89 out of 5 average rating, 197 reviews
4.89 (197)
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
20–25 Jul
20–25 Jul
$11,577 SGD
Show price breakdown
for 5 nights
$11,577 SGD for 5 nights
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
$8,827 SGD
Show price breakdown
for 5 nights
$8,827 SGD for 5 nights
Pay $0 today
Free cancellation
Home in Laurel
North Fork Luxury Retreat with Exceptional Comfort
New place to stay
New
,
·
5 bedrooms
5 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
3–8 Aug
3–8 Aug
$7,418 SGD
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for 5 nights
$7,418 SGD for 5 nights
Pay $0 today
Free cancellation
Home in Southold
Sunset Cottage
5.0 out of 5 average rating, 5 reviews
5.0 (5)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
22–29 Jul
22–29 Jul
$7,322 SGD
Show price breakdown
for 7 nights
$7,322 SGD for 7 nights
Top guest favourite
Guest favourite
Cottage in Shelter Island
Shelter Island Cottage
4.95 out of 5 average rating, 40 reviews
4.95 (40)
,
·
5 bedrooms
5 bedrooms
,
·
6 beds
6 beds
,
·
1.5 bathrooms
1.5 bathrooms
6–11 Sept
6–11 Sept
$10,085 SGD
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for 5 nights
$10,085 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Home in East Marion
North Fork Coastal living in East Marion
4.88 out of 5 average rating, 99 reviews
4.88 (99)
,
·
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
28 Jul – 2 Aug
28 Jul – 2 Aug
$6,093 SGD
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for 5 nights
$6,093 SGD for 5 nights
Pay $0 today
Free cancellation
Home in Shelter Island Heights
Creekside House Shelter Island
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3.5 bathrooms
3.5 bathrooms
20–27 Jul
20–27 Jul
$7,011 SGD
Show price breakdown
for 7 nights
$7,011 SGD for 7 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Home in East Hampton
Private East Hampton Oasis
5.0 out of 5 average rating, 8 reviews
5.0 (8)
,
·
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
3.5 bathrooms
3.5 bathrooms
21–27 Jul
21–27 Jul
$10,434 SGD
Show price breakdown
for 6 nights
$10,434 SGD for 6 nights
Guest favourite
Guest favourite
Home in Shelter Island
Shelter Island House: Peaceful Retreat
5.0 out of 5 average rating, 28 reviews
5.0 (28)
,
·
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
6–11 Aug
6–11 Aug
$8,035 SGD
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for 5 nights
$8,035 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Home in Branford
Adorable Beach House on LI Sound
4.98 out of 5 average rating, 100 reviews
4.98 (100)
,
·
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1.5 bathrooms
1.5 bathrooms
27 Sept – 2 Oct
27 Sept – 2 Oct
$1,587 SGD
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for 5 nights
$1,587 SGD for 5 nights
Pay $0 today
Free cancellation
Home in East Hampton
Charming Home for a Perfect Escape
5.0 out of 5 average rating, 5 reviews
5.0 (5)
,
·
5 bedrooms
5 bedrooms
,
·
8 beds
8 beds
,
·
3 bathrooms
3 bathrooms
30 Aug – 4 Sept
30 Aug – 4 Sept
$9,521 SGD
Show price breakdown
for 5 nights
$9,521 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Home in Old Lyme
Casa Swan
5.0 out of 5 average rating, 28 reviews
5.0 (28)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
8–13 Aug
8–13 Aug
$1,912 SGD
Show price breakdown
for 5 nights
$1,912 SGD for 5 nights
Pay $0 today
Free cancellation
Superhost
Superhost
Cabin in East Hampton
Modern Cabin near the Beach
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
3 bathrooms
3 bathrooms
10–15 Aug
10–15 Aug
$7,236 SGD
Show price breakdown
for 5 nights
$7,236 SGD for 5 nights
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)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
8–15 Sept
8–15 Sept
$4,008 SGD
Show price breakdown
for 7 nights
$4,008 SGD for 7 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Home in Westbrook
Home Away From Home
4.99 out of 5 average rating, 84 reviews
4.99 (84)
,
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3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
2 bathrooms
2 bathrooms
20–25 Aug
20–25 Aug
$2,662 SGD
Show price breakdown
for 5 nights
$2,662 SGD for 5 nights
Guest favourite
Guest favourite
Cottage in Old Lyme
The Solo Shore Cottage | Walk to Beach + Sun Porch
5.0 out of 5 average rating, 6 reviews
5.0 (6)
,
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2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
18–23 Aug
18–23 Aug
$3,522 SGD
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for 5 nights
$3,522 SGD for 5 nights
Pay $0 today
Free cancellation
Home in East Hampton
5 bedroom waterfront on Gardiner's Bay
5.0 out of 5 average rating, 3 reviews
5.0 (3)
,
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5 bedrooms
5 bedrooms
,
·
10 beds
10 beds
,
·
2 bathrooms
2 bathrooms
29 Aug – 3 Sept
29 Aug – 3 Sept
$9,673 SGD
Show price breakdown
for 5 nights
$9,673 SGD for 5 nights
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
8–15 Aug
8–15 Aug
$4,227 SGD
Show price breakdown
for 7 nights
$4,227 SGD for 7 nights
Pay $0 today
Free cancellation
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