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Search results; Over 1,000 homes in Southold
Over 1,000 homes in Southold
Guest favourite
Guest favourite
Home in Southold
Stylish Beach Getaway: pool & walking location
3 bedrooms
,
·
4 beds
,
·
2 private bathrooms
13–18 Sept
13–18 Sept
$5,076 SGD
Show price breakdown
for 5 nights
$5,076 SGD for 5 nights
,
·
4.88 out of 5 average rating, 24 reviews
4.88 (24)
Guest favourite
Guest favourite
Home in Greenport
Greenport Beachfront Home | Private Beach & Sunset
4 bedrooms
4 bedrooms
,
·
7 beds
7 beds
,
·
2 bathrooms
2 bathrooms
17–22 Sept
17–22 Sept
$8,981 SGD
Show price breakdown
for 5 nights
$8,981 SGD for 5 nights
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Top guest favourite
Guest favourite
Home in East Hampton
Elegant Springs Retreat (New Construction)
4 bedrooms
4 bedrooms
,
·
3.5 bathrooms
3.5 bathrooms
13–18 Sept
13–18 Sept
$8,543 SGD
Show price breakdown
for 5 nights
$8,543 SGD for 5 nights
5.0 out of 5 average rating, 10 reviews
5.0 (10)
Top guest favourite
Guest favourite
Home in Old Lyme
Casa Swan
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
13–18 Sept
13–18 Sept
$1,674 SGD
$1,459 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 33 reviews
5.0 (33)
Top guest favourite
Guest favourite
Cottage in Shelter Island
Shelter Island Cottage
5 bedrooms
5 bedrooms
,
·
6 beds
6 beds
,
·
1.5 bathrooms
1.5 bathrooms
20–25 Sept
20–25 Sept
$11,243 SGD
$9,841 SGD
Show price breakdown
for 5 nights
Free cancellation
4.95 out of 5 average rating, 44 reviews
4.95 (44)
Top guest favourite
Guest favourite
Home in East Hampton
Secluded Luxury: New Gunite Pool, Walk to Bay
5 bedrooms
5 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
11–16 Sept
11–16 Sept
$14,001 SGD
$7,973 SGD
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for 5 nights
5.0 out of 5 average rating, 57 reviews
5.0 (57)
Top guest favourite
Guest favourite
Home in Clinton
The Connecticut Cottage | Historic Modern Charm
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
20–25 Sept
20–25 Sept
$1,407 SGD
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for 5 nights
$1,407 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 29 reviews
4.97 (29)
Home in Cutchogue
Steps to Beach, Vineyards, Farm Stands & Village
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
11–16 Sept
11–16 Sept
$5,073 SGD
Show price breakdown
for 5 nights
$5,073 SGD for 5 nights
New place to stay
New
Home in Wainscott
Private, Charming, Lovely Farmhouse, 1 mi to ocean
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
19–24 Oct
19–24 Oct
$4,001 SGD
Show price breakdown
for 5 nights
$4,001 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Amagansett
Ocean views, steps to beach, newly renovated home
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
3 bathrooms
3 bathrooms
27 Sept – 2 Oct
27 Sept – 2 Oct
$14,640 SGD
$9,567 SGD
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for 5 nights
5.0 out of 5 average rating, 22 reviews
5.0 (22)
Top guest favourite
Guest favourite
Home in Sag Harbor
Relax into Coastal Life at a Sun-Drenched Sag Harbor Home
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
29 Oct – 3 Nov
29 Oct – 3 Nov
$3,374 SGD
$2,903 SGD
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for 5 nights
Free cancellation
4.98 out of 5 average rating, 170 reviews
4.98 (170)
Guest favourite
Guest favourite
Home in East Hampton
Chic & Spacious Designer Home, Heated Pool/Spa
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
27 Sept – 2 Oct
27 Sept – 2 Oct
$3,812 SGD
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for 5 nights
$3,812 SGD for 5 nights
4.97 out of 5 average rating, 33 reviews
4.97 (33)
Top guest favourite
Guest favourite
Cottage in Guilford
"Red House on the Knoll" at Indian Cove
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2.5 bathrooms
2.5 bathrooms
21–26 Sept
21–26 Sept
$3,563 SGD
$3,076 SGD
Show price breakdown
for 5 nights
Free cancellation
4.99 out of 5 average rating, 178 reviews
4.99 (178)
Bungalow in Old Lyme
Your Coastal Getaway Awaits in Old Lyme, CT!
3 bedrooms
3 bedrooms
,
·
3 queen beds
3 queen beds
,
·
1.5 bathrooms
1.5 bathrooms
14–19 Sept
14–19 Sept
$1,588 SGD
$1,291 SGD
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for 5 nights
New place to stay
New
Guest favourite
Guest favourite
Home in East Marion
Charming North Fork escape by the beach
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
11–18 Sept
11–18 Sept
$4,267 SGD
$3,766 SGD
Show price breakdown
for 7 nights
5.0 out of 5 average rating, 13 reviews
5.0 (13)
Top guest favourite
Guest favourite
Home in East Hampton
East Hampton Rental w/ Pool, Moments to Amenities
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
11–16 Oct
11–16 Oct
$4,086 SGD
$3,605 SGD
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for 5 nights
5.0 out of 5 average rating, 95 reviews
5.0 (95)
Top guest favourite
Guest favourite
Home in East Marion
Long Island home with pool 1 mile from Greenport
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
13–18 Oct
13–18 Oct
$6,167 SGD
$5,419 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 23 reviews
5.0 (23)
Top guest favourite
Guest favourite
Home in Greenport
Pennington House
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2.5 bathrooms
2.5 bathrooms
13–18 Sept
13–18 Sept
$6,684 SGD
$5,821 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 34 reviews
5.0 (34)
Top guest favourite
Guest favourite
Home in Southold
Waterfront, Dock, Boat Ramp, Hot Tub & Beaches
4 bedrooms
4 bedrooms
,
·
8 beds
8 beds
,
·
3 bathrooms
3 bathrooms
12–17 Sept
12–17 Sept
$7,958 SGD
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for 5 nights
$7,958 SGD for 5 nights
5.0 out of 5 average rating, 6 reviews
5.0 (6)
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