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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
16–21 Sept
16–21 Sept
£4,038
total
Show price breakdown
£4,038 total
,
·
4.95 out of 5 average rating, 58 reviews
4.95 (58)
Top guest favourite
Guest favourite
Home in East Marion
Bohemian Old Life Saving Station with Beach & Pool
6 bedrooms
6 bedrooms
,
·
8 beds
8 beds
9–16 Sept
9–16 Sept
£12,026
£10,692
total
Show price breakdown
4.97 out of 5 average rating, 114 reviews
4.97 (114)
Home in Cutchogue
Steps to Beach, Vineyards, Farm Stands & Village
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
9–14 Sept
9–14 Sept
£3,375
total
Show price breakdown
£3,375 total
New place to stay
New
Top guest favourite
Guest favourite
Home in Sag Harbor
Sag Harbor Charming Forest Home
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
11–16 Sept
11–16 Sept
£4,106
£3,583
total
Show price breakdown
5.0 out of 5 average rating, 21 reviews
5.0 (21)
Top guest favourite
Guest favourite
Home in Southold
Steps from the water! Fall Northfork Retreat
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
28 Sept – 3 Oct
28 Sept – 3 Oct
£2,931
£1,962
total
Show price breakdown
Free cancellation
5.0 out of 5 average rating, 20 reviews
5.0 (20)
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
£750
total
Show price breakdown
£750 total
Free cancellation
4.96 out of 5 average rating, 25 reviews
4.96 (25)
Home in Shelter Island Heights
Creekside House Shelter Island
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
9–14 Sept
9–14 Sept
£2,894
£2,452
total
Show price breakdown
5.0 out of 5 average rating, 3 reviews
5.0 (3)
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 Sept
11–16 Sept
£5,562
£3,654
total
Show price breakdown
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Top guest favourite
Guest favourite
Home in Greenport
The North Star: Greenport Waterview Beach Getaway
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
19–24 Oct
19–24 Oct
£2,752
total
Show price breakdown
£2,752 total
Free cancellation
4.96 out of 5 average rating, 69 reviews
4.96 (69)
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
£2,768
£2,469
total
Show price breakdown
Free cancellation
4.96 out of 5 average rating, 179 reviews
4.96 (179)
Guest favourite
Guest favourite
Home in Sag Harbor
Sag Harbor Summer House
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
9–14 Sept
9–14 Sept
£5,817
£3,730
total
Show price breakdown
4.95 out of 5 average rating, 19 reviews
4.95 (19)
Top guest favourite
Guest favourite
Home in Greenport
The Saltbox: Outdoor Dining, Fire Pit, Soaking Tub
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
24–29 Sept
24–29 Sept
£2,300
total
Show price breakdown
£2,300 total
Free cancellation
4.97 out of 5 average rating, 59 reviews
4.97 (59)
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
£4,164
£3,713
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 Southold
Waterfront, Dock, Boat Ramp, Hot Tub & Beaches
4 bedrooms
4 bedrooms
,
·
8 beds
8 beds
9–14 Sept
9–14 Sept
£5,294
total
Show price breakdown
£5,294 total
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Top guest favourite
Guest favourite
Cottage in Cutchogue
Stunning waterfront modern farmhouse with dock.
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
4–9 Oct
4–9 Oct
£4,295
£3,826
total
Show price breakdown
4.98 out of 5 average rating, 63 reviews
4.98 (63)
Home in Sag Harbor
Comfortable 3 bed in Sag Harbor
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
11–16 Sept
11–16 Sept
£3,164
total
Show price breakdown
£3,164 total
New place to stay
New
Home in Sag Harbor
Striking Waterfront 3 Bedroom on Sag Harbor Cove
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
20–25 Sept
20–25 Sept
£2,286
£2,027
total
Show price breakdown
Top guest favourite
Guest favourite
Home in Shelter Island Heights
Laid Back Relaxation
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
10–15 Sept
10–15 Sept
£2,591
£2,382
total
Show price breakdown
5.0 out of 5 average rating, 23 reviews
5.0 (23)
Top guest favourite
Guest favourite
Home in Southold
NoFo Family Beach House — Walk To Private Beach
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
11–16 Sept
11–16 Sept
£3,248
£2,904
total
Show price breakdown
5.0 out of 5 average rating, 34 reviews
5.0 (34)
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