Verified Review icon check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag pet-dog svg-multiunit Default Owner Icon heart-filled
  • 2 BR
  • 1 BA
  • 1 HF BA
  • Sleeps 5
House #255932vb
6
Exceptional! 5/5
(6 reviews)
avg/night
  • 2 BR
  • 1 BA
  • Sleeps 4
Cottage #3561038
6
Viewed 16 times in the last 48 hours
avg/night
  • 3 BR
  • 1 BA
  • 1 HF BA
  • Sleeps 6
House #625175vb
1
Viewed 16 times in the last 48 hours
  • 4 BR
  • 4 BA
  • Sleeps 10
House #4039006
Exceptional! 5/5
(64 reviews)
avg/night
  • 5 BR
  • 5 BA
  • 1 HF BA
  • Sleeps 12
House #256774vb
64
Viewed 54 times in the last 48 hours
Exceptional! 5/5
(19 reviews)
avg/night
  • 4 BR
  • 2 BA
  • Sleeps 8
House #281433
19
Viewed 10 times in the last 48 hours
avg/night
  • 3 BR
  • 2 BA
  • 1 HF BA
  • Sleeps 8
House #106308vb
1
Viewed 14 times in the last 48 hours
avg/night
  • 7 BR
  • 4 BA
  • Sleeps 19
House #823805vb
Viewed 108 times in the last 48 hours
  • 4 BR
  • 3 BA
  • Sleeps 10
House #293831vb
18
avg/night
  • 3 BR
  • 3 BA
  • 1 HF BA
  • Sleeps 8
House #397434vb
Viewed 12 times in the last 48 hours
  • 3 BR
  • 2 BA
  • Sleeps 6
House #461983vb
1
Exceptional! 5/5
(5 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 6
House #587577vb
5
Viewed 8 times in the last 48 hours
avg/night
  • 2 BR
  • 1 BA
  • Sleeps 4
Cottage #587073vb
1
Viewed 35 times in the last 48 hours
  • 3 BR
  • 2 BA
  • 1 HF BA
  • Sleeps 6
House #597581vb
  • 3 BR
  • 2 BA
  • Sleeps 6
House #823537vb
  • 5 BR
  • 3 BA
  • Sleeps 12
House #840468vb
  • 5 BR
  • 3 BA
  • Sleeps 7
House #860141vb
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 6
House #862295vb
Viewed 19 times in the last 48 hours
avg/night
  • 4 BR
  • 3 BA
  • Sleeps 10
House #906820vb
1
Viewed 11 times in the last 48 hours
avg/night
  • 5 BR
  • 3 BA
  • 1 HF BA
  • Sleeps 12
House #4360232
2
Viewed 7 times in the last 48 hours
  • 4 BR
  • 3 BA
  • Sleeps 6
House #997553vb
  • 5 BR
  • 3 BA
  • 1 HF BA
  • Sleeps 10
House #975822vb
  • 4 BR
  • 3 BA
  • Sleeps 10
House #1007296vb
  • 4 BR
  • 4 BA
  • Sleeps 8
House #1028767vb
  • 4 BR
  • 1 BA
  • 1 HF BA
  • Sleeps 8
House #1032216vb
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 6
House #4503494
Viewed 5 times in the last 48 hours
  • 5 BR
  • 2 BA
  • Sleeps 10
House #4505854
Exceptional! 5/5
(18 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 5
Cottage #3903339
18
Viewed 16 times in the last 48 hours
Wonderful! 4.9/5
(7 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 8
House #4174784
7
Viewed 19 times in the last 48 hours
Wonderful! 4.9/5
(14 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 6
House #3554393
14
Viewed 22 times in the last 48 hours
Exceptional! 5/5
(13 reviews)
avg/night
  • 4 BR
  • 2 BA
  • 1 HF BA
  • Sleeps 9
House #602844vb
13
Viewed 25 times in the last 48 hours
Wonderful! 4.9/5
(13 reviews)
avg/night
  • 5 BR
  • 3 BA
  • Sleeps 14
Farmhouse #810873vb
13
Viewed 9 times in the last 48 hours
Excellent! 4.7/5
(15 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 6
Condo #607936vb
15
Viewed 29 times in the last 48 hours
Exceptional! 5/5
(62 reviews)
avg/night
  • 2 BR
  • 1 BA
  • Sleeps 4
Apartment #246865
62
Viewed 47 times in the last 48 hours
Excellent! 4.7/5
(7 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 6
Cottage #702619vb
7
Viewed 12 times in the last 48 hours
  • 3 BR
  • 4 BA
  • Sleeps 6
House #777053vb
Wonderful! 4.9/5
(35 reviews)
avg/night
  • 2 BR
  • 1 BA
  • 1 HF BA
  • Sleeps 6
Apartment #563575vb
35
Viewed 29 times in the last 48 hours
Wonderful! 4.8/5
(12 reviews)
avg/night
  • 3 BR
  • 1 BA
  • 1 HF BA
  • Sleeps 6
Cottage #797161vb
12
Viewed 29 times in the last 48 hours
Exceptional! 5/5
(21 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 9
House #622236vb
21
Viewed 23 times in the last 48 hours
Exceptional! 5/5
(28 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 6
Cottage #723865vb
28
Viewed 20 times in the last 48 hours
Wonderful! 4.9/5
(15 reviews)
avg/night
  • 5 BR
  • 2 BA
  • Sleeps 12
House #3981190
15
Viewed 11 times in the last 48 hours
Exceptional! 5/5
(8 reviews)
avg/night
  • 4 BR
  • 2 BA
  • Sleeps 10
House #446286vb
8
Viewed 52 times in the last 48 hours
avg/night
  • 3 BR
  • 2 BA
  • 1 HF BA
  • Sleeps 6
House #894525vb
Viewed 9 times in the last 48 hours
Exceptional! 5/5
(19 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 6
Bungalow #804815vb
19
Viewed 23 times in the last 48 hours
Exceptional! 5/5
(4 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 6
House #321313vb
4
Viewed 56 times in the last 48 hours
Exceptional! 5/5
(6 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 8
House #3925407
6
Viewed 27 times in the last 48 hours
avg/night
  • 4 BR
  • 2 BA
  • Sleeps 8
Cottage #4062137
2
Viewed 21 times in the last 48 hours
Exceptional! 5/5
(4 reviews)
avg/night
  • 4 BR
  • 1 BA
  • 1 HF BA
  • Sleeps 8
House #720997vb
4
Viewed 22 times in the last 48 hours
  • 3 BR
  • 2 BA
  • Sleeps 8
Farmhouse #864192vb
2
Viewed 7 times in the last 48 hours
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 10
House #4325824
Viewed 7 times in the last 48 hours
  • 51 - 100 of 300+

Southold: Houses, Cottages & More | Page 2 (300+)

 

Recent Southold Reviews

Perfect Winter Weekend Getaway

5 of 5
Needing a quick recharge as the winter months were dragging on, we decided to take a trip out to the North Fork of Long Island....I had heard it is lovely. Well, not only is the area a very chill place to be during the colder months (not to mention easy to get to from New Jersey), but we found the loveliest cottage to house us (two couples). The location is perfect! Directly on the beach, this afforded us numerous beach strolls throughout the weekend. Whether it was late night or early morning, we were thrilled to linger seaside with no effort more than donning some extra layers. The well equipped kitchen enabled us to prepare elaborate breakfasts that were eaten on the sunroom overlooking the water. The bedrooms and baths were small but well appointed. The fireplace in the living room was the perfect spot for cocktail hour at the end of a day of touring local wineries. We will definitely go back.
  • Submitted: Apr 28, 2017
  • Stayed: Mar 2017

Lucky to have found this rental

5 of 5
was clean modern and new. Stayed with our 8 grandchildren and their parents on weekends. Had a great time apple picking , pumpkin picking and kayaking. Vineyards and wine were wonderful. visited downtown Southold and the great village of Greenport. Cant wait to get out of city and rent again next year. Very enjoyable and relaxing
  • Submitted: Apr 04, 2017
  • Stayed: Sep 2016