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Search results; Over 1,000 homes in Southold
Over 1,000 homes in Southold
Photo 1 of 6
Top guest favourite
Guest favourite
Guest suite in Southold
Comfortable Suite, a walk to the beach
1 bedroom
,
·
1 bed
,
·
1 private bathroom
27 Sept – 2 Oct
27 Sept – 2 Oct
£1,132
total
Show price breakdown
£1,132 total
,
·
4.94 out of 5 average rating, 156 reviews
4.94 (156)
Photo 1 of 6
Home in Cutchogue
Steps to Beach, Vineyards, Farm Stands & Village
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
7–12 Sept
7–12 Sept
£3,362
total
Show price breakdown
£3,362 total
New place to stay
New
Photo 1 of 6
Home in Sag Harbor
Striking Waterfront 3 Bedroom on Sag Harbor Cove
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
20–25 Sept
20–25 Sept
£4,186
£2,118
total
Show price breakdown
New place to stay
New
Photo 1 of 6
Top guest favourite
Guest favourite
Home in Southold
Luxury by the Sea!!
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
7–12 Sept
7–12 Sept
£4,022
total
Show price breakdown
£4,022 total
4.95 out of 5 average rating, 56 reviews
4.95 (56)
Photo 1 of 6
Guest favourite
Guest favourite
Home in Peconic
Provence on the North Fork
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
3 bathrooms
3 bathrooms
1–8 Sept
1–8 Sept
£12,538
total
Show price breakdown
£12,538 total
Pay £0 today
Free cancellation
4.94 out of 5 average rating, 35 reviews
4.94 (35)
Photo 1 of 6
Top guest favourite
Guest favourite
Rooms in Greenport
Chestnut View Room own private bathroom
2 bedrooms
2 bedrooms
,
·
3 queen beds
3 queen beds
,
·
No bathroom
No bathroom
20–25 Sept
20–25 Sept
£1,429
total
Show price breakdown
£1,429 total
Pay £0 today
Free cancellation
5.0 out of 5 average rating, 99 reviews
5.0 (99)
Photo 1 of 6
Top guest favourite
Guest favourite
Home in Cutchogue
Sunny Harbor Suite
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
26–31 Oct
26–31 Oct
£747
total
Show price breakdown
£747 total
Pay £0 today
Free cancellation
4.96 out of 5 average rating, 25 reviews
4.96 (25)
Photo 1 of 6
Top guest favourite
Guest favourite
Home in Shelter Island
Shelter island retreat
2 bedrooms
2 bedrooms
,
·
2 king beds
2 king beds
,
·
1 bathroom
1 bathroom
7–12 Sept
7–12 Sept
£2,190
total
Show price breakdown
£2,190 total
Pay £0 today
Free cancellation
4.97 out of 5 average rating, 172 reviews
4.97 (172)
Photo 1 of 6
Superhost
Superhost
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
£2,668
£2,389
total
Show price breakdown
5.0 out of 5 average rating, 92 reviews
5.0 (92)
Photo 1 of 6
Home in Greenport
Greenport Beachfront Home | Private Beach & Sunset
4 bedrooms
4 bedrooms
,
·
7 beds
7 beds
,
·
2 bathrooms
2 bathrooms
6–11 Sept
6–11 Sept
£5,402
total
Show price breakdown
£5,402 total
Pay £0 today
Free cancellation
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Photo 1 of 6
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
,
·
1 bathroom
1 bathroom
4–9 Oct
4–9 Oct
£936
£837
total
Show price breakdown
Pay £0 today
Free cancellation
4.98 out of 5 average rating, 201 reviews
4.98 (201)
Photo 1 of 6
Guest favourite
Guest favourite
Home in Sag Harbor
Stylish house, hot tub year round
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
1–6 Sept
1–6 Sept
£7,964
£6,310
total
Show price breakdown
4.91 out of 5 average rating, 109 reviews
4.91 (109)
Photo 1 of 6
Superhost
Superhost
Cottage in Shelter Island
3 Bedroom Cottage Gem
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
6–11 Sept
6–11 Sept
£3,431
total
Show price breakdown
£3,431 total
4.97 out of 5 average rating, 129 reviews
4.97 (129)
Photo 1 of 6
Guest favourite
Guest favourite
Home in Southold
Steps from the water! Southold Northfork Retreat
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
1.5 bathrooms
1.5 bathrooms
8–13 Sept
8–13 Sept
£2,223
£1,930
total
Show price breakdown
Pay £0 today
Free cancellation
5.0 out of 5 average rating, 18 reviews
5.0 (18)
Photo 1 of 6
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
,
·
4 bathrooms
4 bathrooms
8–15 Sept
8–15 Sept
£10,650
total
Show price breakdown
£10,650 total
4.97 out of 5 average rating, 114 reviews
4.97 (114)
Photo 1 of 6
Top guest favourite
Guest favourite
Flat in Sag Harbor
Updated apartment in historic village home
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
4–9 Oct
4–9 Oct
£1,625
total
Show price breakdown
£1,625 total
Pay £0 today
Free cancellation
4.98 out of 5 average rating, 240 reviews
4.98 (240)
Photo 1 of 6
Top guest favourite
Guest favourite
Home in Laurel
Peaceful Guesthouse
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1.5 bathrooms
1.5 bathrooms
22–27 Sept
22–27 Sept
£1,398
total
Show price breakdown
£1,398 total
5.0 out of 5 average rating, 37 reviews
5.0 (37)
Photo 1 of 6
Top guest favourite
Guest favourite
Home in Southold
Greenport walk to beach & vineyard! Brand new home
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
7–12 Sept
7–12 Sept
£3,477
total
Show price breakdown
£3,477 total
5.0 out of 5 average rating, 78 reviews
5.0 (78)
Photo 1 of 6
Top guest favourite
Guest favourite
Cottage in Sag Harbor
Hamptons Waterfront Getaway – Stylish & Serene
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
2 bathrooms
2 bathrooms
20–25 Sept
20–25 Sept
£4,716
£3,867
total
Show price breakdown
5.0 out of 5 average rating, 18 reviews
5.0 (18)
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