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Southold House Rentals(72)

72 Results
$400 - $450
per night
1 - 3 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
1 - 3 night minimum stay
(6)
$550 - $850
per night
2 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
2 night minimum stay
(17)
$429 - $1,100
per night
2 - 14 night minimum stay
  • 5 BR,
  • 4 BA,
  • Sleeps 10
2 - 14 night minimum stay
(10)
  • 5 BR,
  • 1 BA,
  • Sleeps 10
5 night minimum stay
$327 - $500
per night
14 - 31 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
14 - 31 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
3 - 7 night minimum stay
(13)
  • 4 BR,
  • 2 BA,
  • Sleeps 10
3 - 7 night minimum stay
(5)
$250 - $350
per night
2 - 7 night minimum stay
  • 3 BR,
  • Sleeps 7
2 - 7 night minimum stay
(32)
  • 2 BR,
  • 1 BA,
  • Sleeps 5
2 - 7 night minimum stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
2 - 5 night minimum stay
  • 5 BR,
  • 2 BA,
  • Sleeps 6
$2,350 - $3,850
per week
7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
7 night minimum stay
(13)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 night minimum stay
(7)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
1 Review
$250 - $300
per night
2 - 7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
2 - 7 night minimum stay
(9)
  • 4 BR,
  • 3 BA,
  • Sleeps 13
2 - 7 night minimum stay
(7)
  • 2 BR,
  • 1 BA,
  • Sleeps 4
2 - 3 night minimum stay
(3)
$3,150
per week
7 - 14 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 6
7 - 14 night minimum stay
2 Reviews
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
5 - 7 night minimum stay
(3)
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 - 5 night minimum stay
(15)
$390 - $990
per night
2 - 6 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
2 - 6 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
5 - 7 night minimum stay
1 Review
$4,000
per week
14 - 31 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
14 - 31 night minimum stay
  • 5 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 12
2 night minimum stay
(73)
$386 - $550
per night
2 - 7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
2 - 7 night minimum stay
(5)
$642 - $3,500
per week
7 - 30 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 - 30 night minimum stay
$175 - $275
per night
1 - 5 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
1 - 5 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 - 7 night minimum stay
(3)
$2,450 - $3,500
per week
7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
7 night minimum stay
(4)
$250
per night
2 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 - 7 night minimum stay
(5)
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Recent Southold Reviews

Seaside in Southold

5 of 5
In the fall of 2014 I stayed at the Shorecrest Beach House over the road from Shorecrest B&B. It’s in the perfect location to be mesmerised by the ocean. Even on a windy fall day to look out from the lounge and kitchen windows to the sea and the subtle restful sound of the waves, was just magic. Step out the door and you’re sitting in your own chairs on your own piece of foreshore with your own beach experience. Make sure you wear something with good sized pockets because the beach has marvellous stones and pebbles and if you’re like me you’ll find yourself filling your pockets. Over the road at Shorecrest B&B Marilyn & Tom will help with local knowledge and Tom also has kayaks for hire. In the evening, sit on the porch or relax out on a lounger on the seafront lawn, read or watch TV indoors and still hear the sound of the sea, and when it comes time to go to bed, down the hallway into a peaceful cosy room. Enough rooms and beds for a good sized family or group. It has all the facilities to be self-sufficient no matter what the season or length of stay. Book it fast before too many others catch on!
  • Submitted: Jan 14, 2015
  • Stayed: Nov 2014

Perfect house for a north fork rental

5 of 5
Great house, in great shape, close to goose creek, great screened in porch, and very attentive owner
  • Submitted: Nov 1, 2014
  • Stayed: Aug 2014

Romantic Getaway

5 of 5
4 kids, 2 cats, and a dog don't leave much time for parents to connect. This cottage rental just steps from the beach, a quick walk to town and in the heart of wine country was just what the doctor ordered! The house was very cute, well kept, and contained everything we needed for sunny breakfasts while reading the Times (remember those days?) and cozy dinners laughing over a bottle of wine picked up at our favorite Vineyard, Old Field. Great location, great house.
  • Submitted: Oct 14, 2014
  • Stayed: Oct 2014