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Search results; Over 1,000 homes in Southold
Over 1,000 homes in Southold
Home in Southold
Shelter Bay Cove Waterfront Escape
3 bedrooms
,
·
3 beds
,
·
2 private bathrooms
13–18 Oct
13–18 Oct
£2,905
total
Show price breakdown
£2,905 total
,
·
4.91 out of 5 average rating, 32 reviews
4.91 (32)
Guest favourite
Guest favourite
Home in Southampton
Vogue Editors Home, Featured Hamptons Mag, Elle D.
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
11–16 Oct
11–16 Oct
£3,519
£3,164
total
Show price breakdown
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Home in Cutchogue
Steps to Beach, Vineyards, Farm Stands & Village
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
14–19 Sept
14–19 Sept
£3,379
total
Show price breakdown
£3,379 total
New place to stay
New
Top guest favourite
Guest favourite
Home in Southold
Steps from the water! Fall Northfork Retreat
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
13–18 Oct
13–18 Oct
£2,948
£2,070
total
Show price breakdown
Free cancellation
5.0 out of 5 average rating, 20 reviews
5.0 (20)
Guest favourite
Guest favourite
Home in Greenport
Greenport Beachfront Home | Private Beach & Sunset
4 bedrooms
4 bedrooms
,
·
7 beds
7 beds
17–22 Sept
17–22 Sept
£5,791
total
Show price breakdown
£5,791 total
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Top guest favourite
Guest favourite
Home in Greenport
The North Star: Greenport Waterview Beach Getaway
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
26–31 Oct
26–31 Oct
£2,756
total
Show price breakdown
£2,756 total
Free cancellation
4.96 out of 5 average rating, 69 reviews
4.96 (69)
Top guest favourite
Guest favourite
Home in Cutchogue
Sunny Harbor Suite
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
3–8 Nov
3–8 Nov
£751
total
Show price breakdown
£751 total
Free cancellation
4.96 out of 5 average rating, 25 reviews
4.96 (25)
Top guest favourite
Guest favourite
Home in Southold
Waterfront, Dock, Boat Ramp, Hot Tub & Beaches
4 bedrooms
4 bedrooms
,
·
8 beds
8 beds
14–19 Sept
14–19 Sept
£5,301
total
Show price breakdown
£5,301 total
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Guest favourite
Guest favourite
Home in Southold
Peconic Pearl Cottage
4 bedrooms
4 bedrooms
,
·
7 beds
7 beds
28 Sept – 3 Oct
28 Sept – 3 Oct
£3,163
£2,802
total
Show price breakdown
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Top guest favourite
Guest favourite
Home in Southold
Luxury by the Sea!!
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
16–21 Sept
16–21 Sept
£3,961
total
Show price breakdown
£3,961 total
4.95 out of 5 average rating, 58 reviews
4.95 (58)
Top guest favourite
Guest favourite
Cottage in Sag Harbor
Luxury Gem At The Heart of Sag Harbor Village
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
20–25 Sept
20–25 Sept
£4,241
£2,973
total
Show price breakdown
5.0 out of 5 average rating, 71 reviews
5.0 (71)
Top guest favourite
Guest favourite
Home in Southold
Beautiful waterfront 3 bedroom home in Southold
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
14–19 Sept
14–19 Sept
£3,974
total
Show price breakdown
£3,974 total
5.0 out of 5 average rating, 32 reviews
5.0 (32)
Top guest favourite
Guest favourite
Cottage in Sag Harbor
Hamptons Waterfront Getaway – Stylish & Serene
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
25–30 Oct
25–30 Oct
£4,169
£3,718
total
Show price breakdown
Free cancellation
5.0 out of 5 average rating, 18 reviews
5.0 (18)
Top guest favourite
Guest favourite
Home in Greenport
The Saltbox: Outdoor Dining, Fire Pit, Soaking Tub
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
27 Sept – 2 Oct
27 Sept – 2 Oct
£2,160
total
Show price breakdown
£2,160 total
Free cancellation
4.97 out of 5 average rating, 60 reviews
4.97 (60)
Top guest favourite
Guest favourite
Flat in Greenport
Upscale Newly Constructed Apartment
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
29 Sept – 4 Oct
29 Sept – 4 Oct
£2,771
£2,472
total
Show price breakdown
Free cancellation
4.96 out of 5 average rating, 179 reviews
4.96 (179)
Top guest favourite
Guest favourite
Rooms in Greenport
Chestnut View Room own private bathroom
2 bedrooms
2 bedrooms
,
·
3 queen beds
3 queen beds
10–15 Nov
10–15 Nov
£1,352
total
Show price breakdown
£1,352 total
Book early to save
Free cancellation
5.0 out of 5 average rating, 102 reviews
5.0 (102)
Home in Shelter Island
Waterfront Retreat | Spa Pool, Sauna & Dock
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
21–26 Sept
21–26 Sept
£5,163
total
Show price breakdown
£5,163 total
Free cancellation
New place to stay
New
Top guest favourite
Guest favourite
Place to stay in Cutchogue
Sunset Suite - walk to vineyards, beaches, & more
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
4–9 Oct
4–9 Oct
£941
£841
total
Show price breakdown
Free cancellation
4.98 out of 5 average rating, 206 reviews
4.98 (206)
Superhost
Superhost
Home in Shelter Island Heights
*New Shelter Island 5Br|Heated Pool+Crescent Beach
5 bedrooms
5 bedrooms
,
·
6 beds
6 beds
14–20 Sept
14–20 Sept
£5,934
total
Show price breakdown
£5,934 total
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