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Southold Pet Friendly Vacation Rentals(37)

37 Results
$429 - $1,100
per night
2 - 14 night minimum stay
  • 5 BR,
  • 4 BA,
  • Sleeps 10
2 - 14 night minimum stay
(10)
$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
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 night minimum stay
(7)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 - 5 night minimum stay
(4)
$250 - $300
per night
2 - 7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
2 - 7 night minimum stay
(9)
  • 2 BR,
  • 1 BA,
  • Sleeps 4
3 - 7 night minimum stay
(6)
$200 - $375
per night
2 - 7 night minimum stay
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
2 - 7 night minimum stay
(42)
  • 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
3 - 7 night minimum stay
(3)
$175 - $200
per night
2 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
2 night minimum stay
(7)
$175 - $225
per night
2 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
2 night minimum stay
(10)
  • 5 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 12
2 night minimum stay
(73)
$190 - $275
per night
2 - 3 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
2 - 3 night minimum stay
(9)
  • 2 BR,
  • 1 BA,
  • Sleeps 6
3 - 7 night minimum stay
(6)
  • 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
$175 - $275
per night
1 - 5 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
1 - 5 night minimum stay
$650
per night
2 - 3 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 - 3 night minimum stay
14 more choices from the HomeAway Network
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 night minimum stay
(4)
$1,500 - $2,500
per week
7 night minimum stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
7 night minimum stay
2 Reviews
$2,000
per week
7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
7 night minimum stay
(6)
$3,750
per week
2 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
2 - 7 night minimum stay
$2,000 - $3,733
per week
7 - 31 night minimum stay
  • 4 BR,
  • 5 BA,
  • Sleeps 8
7 - 31 night minimum stay
$350
per night
2 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
2 night minimum stay
$300 - $325
per night
6 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
6 night minimum stay
1 Review
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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

Excellent Cottage!

5 of 5
We had such a nice time at this north shore cottage. Its quiet and scenic....a perfect spot!
  • Submitted: Dec 12, 2014
  • Stayed: Nov 2014

Exceptional

5 of 5
The property was located on a wooded lot, alongside a wide creek, with a floating dock and access onto Peconic Bay. In a short drive we could reach multiple beaches, Greenport, vineyards and a plethora of restaurants. The house was large with spacious rooms, furnished comfortably and fully equipped so that we could entertain as many as 10 guests. The property was well maintained and clean. The owner was pleasant and helpful. This was a 5 star vacation.
  • Submitted: Sep 14, 2014
  • Stayed: Aug 2014