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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
27 Jul – 1 Aug
27 Jul – 1 Aug
$2,616 SGD
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for 5 nights
$2,616 SGD for 5 nights
,
·
4.9 out of 5 average rating, 196 reviews
4.9 (196)
Home in East Hampton
5 bedroom waterfront on Gardiner's Bay
5 bedrooms
5 bedrooms
,
·
10 beds
10 beds
,
·
2 bathrooms
2 bathrooms
12–17 Jul
12–17 Jul
$9,742 SGD
Show price breakdown
for 5 nights
$9,742 SGD for 5 nights
Top guest favourite
Guest favourite
Home in Greenport
The Saltbox: Outdoor Dining, Fire Pit, Soaking Tub
4.96 out of 5 average rating, 51 reviews
4.96 (51)
,
·
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
10–15 Aug
10–15 Aug
$5,528 SGD
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for 5 nights
$5,528 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Home in Southold
Beach Front House
5.0 out of 5 average rating, 7 reviews
5.0 (7)
,
·
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
19–24 Jul
19–24 Jul
$11,264 SGD
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for 5 nights
$11,264 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Home in Sag Harbor
9 Acre Luxury Compound in Sag Harbor NY
4.99 out of 5 average rating, 144 reviews
4.99 (144)
,
·
7 bedrooms
7 bedrooms
,
·
10 beds
10 beds
,
·
8.5 bathrooms
8.5 bathrooms
11–16 Oct
11–16 Oct
$12,102 SGD
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for 5 nights
$12,102 SGD for 5 nights
Home in Orient
Brand new 4 bedrm 4.5 bath home with pool & beach
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
4.5 bathrooms
4.5 bathrooms
7–12 Jul
7–12 Jul
$14,385 SGD
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for 5 nights
$14,385 SGD for 5 nights
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
$11,523 SGD
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for 7 nights
$11,523 SGD for 7 nights
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)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
18–24 Sept
18–24 Sept
$1,941 SGD
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for 6 nights
$1,941 SGD for 6 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Home in Clinton
The Connecticut Cottage | Historic Modern Charm
5.0 out of 5 average rating, 16 reviews
5.0 (16)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
14–19 Aug
14–19 Aug
$3,309 SGD
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for 5 nights
$3,309 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, 3 reviews
5.0 (3)
,
·
5 bedrooms
5 bedrooms
,
·
8 beds
8 beds
,
·
3 bathrooms
3 bathrooms
27 Jul – 1 Aug
27 Jul – 1 Aug
$9,514 SGD
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for 5 nights
$9,514 SGD for 5 nights
Pay $0 today
Free cancellation
Superhost
Superhost
Home in Montauk
Sea Ranch At Ditch Plains - Welcome To The Beach
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
6–11 Dec
6–11 Dec
$3,699 SGD
Show price breakdown
for 5 nights
$3,699 SGD for 5 nights
Top guest favourite
Guest favourite
Room in Sag Harbor
Sag Harbor Home, Perfect for the Solo Traveler
4.96 out of 5 average rating, 248 reviews
4.96 (248)
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
8–13 Aug
8–13 Aug
$1,625 SGD
Show price breakdown
for 5 nights
$1,625 SGD for 5 nights
Top guest favourite
Guest favourite
Home in Westbrook
Home Away From Home
4.99 out of 5 average rating, 83 reviews
4.99 (83)
,
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3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
2 bathrooms
2 bathrooms
20–25 Aug
20–25 Aug
$2,733 SGD
Show price breakdown
for 5 nights
$2,733 SGD for 5 nights
Top guest favourite
Guest favourite
Cottage in Shelter Island
Shelter Island Cottage
4.95 out of 5 average rating, 37 reviews
4.95 (37)
,
·
5 bedrooms
5 bedrooms
,
·
6 beds
6 beds
,
·
1.5 bathrooms
1.5 bathrooms
9–14 Aug
9–14 Aug
$10,351 SGD
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for 5 nights
$10,351 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Cottage in Old Saybrook
The Cottage
4.74 out of 5 average rating, 250 reviews
4.74 (250)
,
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1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
25–30 Aug
25–30 Aug
$1,591 SGD
Show price breakdown
for 5 nights
$1,591 SGD for 5 nights
Top guest favourite
Guest favourite
Place to stay in Cutchogue
Sunset Suite - walk to vineyards, beaches, & more
4.97 out of 5 average rating, 177 reviews
4.97 (177)
,
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1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
4–9 Oct
4–9 Oct
$1,317 SGD
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for 5 nights
$1,317 SGD for 5 nights
Pay $0 today
Free cancellation
Superhost
Superhost
Home in Sag Harbor
Sag Harbor retreat with pool
New place to stay
New
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1.5 bathrooms
1.5 bathrooms
6–11 Jul
6–11 Jul
$7,619 SGD
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for 5 nights
$7,619 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Cottage in Southampton
10 mins from US OPEN Cottage w heated pool
4.98 out of 5 average rating, 47 reviews
4.98 (47)
,
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3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
5–10 Jul
5–10 Jul
$13,061 SGD
Show price breakdown
for 5 nights
$13,061 SGD for 5 nights
Top guest favourite
Guest favourite
Home in Branford
Adorable Beach House on LI Sound
4.98 out of 5 average rating, 97 reviews
4.98 (97)
,
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1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1.5 bathrooms
1.5 bathrooms
27 Sept – 2 Oct
27 Sept – 2 Oct
$1,588 SGD
Show price breakdown
for 5 nights
$1,588 SGD for 5 nights
Pay $0 today
Free cancellation
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