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Southold Near The Ocean Vacation Rentals(162)

162 Results
$5,500 - $7,500
per week
7 night min stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
7 night min stay
(6)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
2 - 3 night min stay
(13)
$950 - $2,000
per night
2 - 4 night min stay
  • 4 BR,
  • 2 BA,
  • Sleeps 12
2 - 4 night min stay
(18)
  • 3 BR,
  • 3 BA,
  • Sleeps 6
6 - 7 night min stay
(6)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 - 30 night min stay
(5)
  • 6 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 12
3 - 4 night min stay
(6)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 - 7 night min stay
(5)
$3,000 - $4,500
per week
7 - 14 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 - 14 night min stay
(7)
$520 - $1,250
per night
2 - 7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 - 7 night min stay
(7)
  • 5 BR,
  • 4 BA,
  • 2 HF BA,
  • Sleeps 10
3 - 7 night min stay
(3)
$1,000 - $1,300
per night
4 night min stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
4 night min stay
1 Review
$600 - $1,000
per night
3 - 31 night min stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
3 - 31 night min stay
(14)
  • 4 BR,
  • 3 BA,
  • 2 HF BA,
  • Sleeps 8
4 - 14 night min stay
2 Reviews
$1,300
per night
2 - 6 night min stay
  • 5 BR,
  • 4 BA,
  • Sleeps 8
2 - 6 night min stay
2 Reviews
  • 6 BR,
  • 3 BA,
  • Sleeps 10
1 - 3 night min stay
(5)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
7 night min stay
(3)
$5,000 - $8,000
per week
14 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
14 night min stay
  • 7 BR,
  • 5 BA,
  • Sleeps 13
1 - 7 night min stay
(5)
$4,000 - $5,000
per night
2 - 3 night min stay
  • 4 BR,
  • 4 BA,
  • Sleeps 12
2 - 3 night min stay
(3)
$5,409 - $5,943
per week
22 - 106 night min stay
  • 5 BR,
  • 5 BA,
  • Sleeps 10
22 - 106 night min stay
2 Reviews
$18,000
per month
7 - 31 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 5
7 - 31 night min stay
(7)
  • 5 BR,
  • 5 BA,
  • Sleeps 10
1 - 30 night min stay
  • 7 BR,
  • 6 BA,
  • 2 HF BA,
  • Sleeps 14
7 - 14 night min stay
(8)
$750 - $1,167
per night
3 - 7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night min stay
(6)
  • 4 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 10
3 - 5 night min stay
(27)
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Recent Southold Reviews

Amazing home!

5 of 5
The house is absolutely fabulous! The pictures on the site do not do justice. The house was clean, well furnished and equipped, and the garden very well maintained. Many thanks to the owner, Audrey and Phillips, for their warm welcoming and attention to details. We had a blast!
  • Submitted: May 19, 2015
  • Stayed: May 2015

Beautiful, secluded, comfortable home

5 of 5
We stayed here for the weekend off season. Billy Kalbacher is an amazing host. He made sure we had everything we needed and then some. The house is comfortable and spacious, and only 9 minutes to the beach. We were two families with 2 older children in one, and two young children in the other, and we still had as much privacy as we wanted. Thank you, Billy Kalbacher
  • Submitted: May 10, 2015
  • Stayed: May 2015

Another wonderful stay in the North Fork

5 of 5
My husband and I returned again to this fabulous house in the North Fork for our anniversary. Mark and Susan were great to deal with again, and even surprised us with a wonderful bottle of champagne as a gift. We love everything about the house - the kitchen, the large fenced backyard, the comfortable beds, clean bathrooms, and the location is wonderful. You can walk to the private beach, tennis and golf, and Greenport and all the great wineries are only a short drive away. We look forward to making this our anniversary tradition!
  • Submitted: May 9, 2015
  • Stayed: Apr 2015