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Viewed 22 times in the last 48 hours
  • 3 BR
  • 1 BA
  • 1500 sq. ft.
Wonderful! 4.9/5
(36 reviews)
avg/night
Cottage #285350vb
36
Viewed 51 times in the last 48 hours
  • 3 BR
  • 2 BA
Wonderful! 4.9/5
(9 reviews)
avg/night
House #4505133
9
Viewed 34 times in the last 48 hours
  • 4 BR
  • 4 BA
avg/night
House #4640105
Viewed 20 times in the last 48 hours
  • 4 BR
  • 2 BA
  • 2100 sq. ft.
Exceptional! 5/5
(6 reviews)
avg/night
House #571951vb
6
Viewed 60 times in the last 48 hours
  • 3 BR
  • 1 BA
  • 2 HF BA
Exceptional! 5/5
(16 reviews)
avg/night
House #4465665
16
Viewed 6 times in the last 48 hours
  • 3 BR
  • 1 BA
  • 1 HF BA
  • 1600 sq. ft.
View details for price
House #4638258
1
  • 3 BR
  • 2 BA
  • 1 HF BA
avg/night
House #1226403vb
Viewed 35 times in the last 48 hours
  • 4 BR
  • 2 BA
  • 2500 sq. ft.
Exceptional! 5/5
(8 reviews)
avg/night
House #340957
8
Viewed 20 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 900 sq. ft.
avg/night
Cottage #1168828vb
2
Viewed 34 times in the last 48 hours
  • 3 BR
  • 2 BA
  • 2000 sq. ft.
avg/night
House #4769398
Viewed 7 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 650 sq. ft.
avg/night
House #4495839
1
Viewed 37 times in the last 48 hours
  • 3 BR
  • 2 BA
  • 1 HF BA
avg/night
House #1170986vb
1
Viewed 26 times in the last 48 hours
  • 5 BR
  • 1 BA
  • 1 HF BA
  • 2200 sq. ft.
avg/night
House #4640263
1
  • 4 BR
  • 3 BA
View details for price
House #1225445vb
Viewed 21 times in the last 48 hours
Premier Partner
  • 3 BR
  • 2 BA
Exceptional! 5/5
(55 reviews)
avg/night
House #356134vb
55
Viewed 59 times in the last 48 hours
  • 4 BR
  • 3 BA
  • 3000 sq. ft.
Exceptional! 5/5
(39 reviews)
avg/night
House #648890vb
39
Viewed 32 times in the last 48 hours
  • 3 BR
  • 2 BA
  • 1 HF BA
  • 1450 sq. ft.
avg/night
Cottage #896250vb
3
Viewed 13 times in the last 48 hours
  • 2 BR
  • 1 BA
Exceptional! 5/5
(8 reviews)
avg/night
House #3561038
8
  • 3 BR
  • 3 BA
avg/night
House #1079233vb
1
  • 3 BR
  • 1 BA
  • 1 HF BA
  • 1200 sq. ft.
avg/night
House #625175vb
1
Viewed 17 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 1000 sq. ft.
Exceptional! 5/5
(38 reviews)
avg/night
Cottage #966043
38
Viewed 23 times in the last 48 hours
  • 6 BR
  • 4 BA
  • 4000 sq. ft.
avg/night
House #4109111
3
Viewed 32 times in the last 48 hours
  • 4 BR
  • 2 BA
  • 2400 sq. ft.
avg/night
House #4496095
3
Viewed 17 times in the last 48 hours
  • 3 BR
  • 2 BA
  • 1 HF BA
Exceptional! 5/5
(9 reviews)
avg/night
Farmhouse #1149129vb
9
Viewed 56 times in the last 48 hours
  • 4 BR
  • 3 BA
  • 1750 sq. ft.
Excellent! 4.6/5
(8 reviews)
avg/night
House #962919vb
8
Viewed 16 times in the last 48 hours
  • 3 BR
  • 2 BA
  • 1 HF BA
Wonderful! 4.8/5
(6 reviews)
avg/night
House #223615
6
Viewed 11 times in the last 48 hours
  • 3 BR
  • 2 BA
avg/night
Farmhouse #1250752vb
  • 3 BR
  • 1 BA
  • 1 HF BA
  • 2000 sq. ft.
avg/night
House #749493vb
Viewed 8 times in the last 48 hours
  • 3 BR
  • 2 BA
avg/night
House #862295vb
  • 3 BR
  • 1 BA
  • 1 HF BA
avg/night
House #4556898
Viewed 18 times in the last 48 hours
  • 4 BR
  • 3 BA
  • 1 HF BA
  • 3000 sq. ft.
Exceptional! 5/5
(7 reviews)
avg/night
House #4113898
7
  • 4 BR
  • 3 BA
  • 2500 sq. ft.
avg/night
House #906820vb
2
Viewed 7 times in the last 48 hours
  • 4 BR
  • 3 BA
  • 1 HF BA
avg/night
House #1141613vb
Viewed 13 times in the last 48 hours
  • 4 BR
  • 3 BA
  • 2800 sq. ft.
Wonderful! 4.9/5
(9 reviews)
avg/night
House #821199vb
9
Viewed 6 times in the last 48 hours
  • 3 BR
  • 1 BA
  • 1 HF BA
  • 1300 sq. ft.
Very Good! 4.2/5
(5 reviews)
avg/night
House #605419vb
5
  • 3 BR
  • 1 BA
  • 1 HF BA
avg/night
House #1098057vb
  • 3 BR
  • 2 BA
avg/night
House #1094659vb
  • 5 BR
  • 2 BA
avg/night
House #4505854
  • 3 BR
  • 2 BA
  • 1900 sq. ft.
avg/night
House #4614368
Viewed 12 times in the last 48 hours
  • 2 BR
  • 3 BA
  • 1250 sq. ft.
avg/night
House #1004480vb
  • 3 BR
  • 2 BA
  • 1 HF BA
avg/night
House #1161226vb
  • 2 BR
  • 1 BA
  • 700 sq. ft.
Exceptional! 5/5
(8 reviews)
avg/night
Cottage #297578
8
Viewed 12 times in the last 48 hours
  • 5 BR
  • 3 BA
  • 1 HF BA
  • 5000 sq. ft.
Exceptional! 5/5
(5 reviews)
avg/night
House #4360232
5
  • 4 BR
  • 3 BA
avg/night
House #1007296vb
  • 3 BR
  • 3 BA
  • 1 HF BA
  • 3000 sq. ft.
avg/night
House #397434vb
Viewed 5 times in the last 48 hours
  • 3 BR
  • 2 BA
  • 1 HF BA
  • 2700 sq. ft.
avg/night
House #597581vb
Viewed 10 times in the last 48 hours
  • 5 BR
  • 3 BA
  • 1 HF BA
  • 3400 sq. ft.
Exceptional! 5/5
(6 reviews)
avg/night
House #719650vb
6
  • 3 BR
  • 2 BA
  • 1000 sq. ft.
Wonderful! 4.8/5
(6 reviews)
avg/night
House #482861vb
6
Viewed 11 times in the last 48 hours
  • 5 BR
  • 2 BA
  • 1160 sq. ft.
avg/night
Bungalow #771019vb
  • 3 BR
  • 3 BA
  • 3000 sq. ft.
avg/night
House #480714vb
2

Southold: Houses, Cottages & More (300+)

 

Recent Southold Reviews

Lovely Stay in Southold

4 of 5
My friends and I booked this house for a New Year's eve weekend and really enjoyed our stay. The house was clean and convenient to several wineries. The fireplace was a nice addition for us on the cold winter nights. Would not hesitate stay here again. Thanks Jeff!
  • Submitted: Jan 04, 2018
  • Stayed: Dec 2017

Great space!

5 of 5
This property was great! Wonderful, spacious home with a private location. Very clean and had everything we could have needed. Great view of the water & sunrise. Highly recommend!
  • Submitted: Nov 16, 2017
  • Stayed: Nov 2017