Southold 1,928 rentals
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      $489 avg/night
      2 Bedrooms+, Sleeps 4
      8
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      $513 avg/night
      5 Bedrooms, Sleeps 12
      6
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      $566 avg/night
      3 Bedrooms, Sleeps 6
      1
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      View listing for price
      3 Bedrooms, Sleeps 5
      1
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      $500 avg/night
      3 Bedrooms+, Sleeps 8
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      $1,182 avg/night
      5 Bedrooms+, Sleeps 10
      10
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      $500 avg/night
      3 Bedrooms, Sleeps 6
      16
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      $524 avg/night
      4 Bedrooms, Sleeps 8
      10
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      $498 avg/night
      4 Bedrooms, Sleeps 8
      15
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      $450 avg/night
      3 Bedrooms+, Sleeps 10
      46
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      $300 avg/night
      3 Bedrooms, Sleeps 6
      3
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      $229 avg/night
      3 Bedrooms, Sleeps 8
      19
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      $429 avg/night
      3 Bedrooms, Sleeps 6
      5
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      $514 avg/night
      3 Bedrooms, Sleeps 8
      10
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      $241 avg/night
      3 Bedrooms, Sleeps 8
      1
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      $714 avg/night
      5 Bedrooms, Sleeps 10
      10
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      $214 avg/night
      4 Bedrooms, Sleeps 10
      6
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      $1,080 avg/night
      6 Bedrooms, Sleeps 14
      1
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      $314 avg/night
      3 Bedrooms+, Sleeps 8
      11
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      $286 avg/night
      2 Bedrooms+, Sleeps 5
      2
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      $212 avg/night
      4 Bedrooms, Sleeps 9
      1
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      $143 avg/night
      2 Bedrooms, Sleeps 6
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      $450 avg/night
      2 Bedrooms, Sleeps 5
      2
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      $222 avg/night
      1 Bedroom, Sleeps 3
      7
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      $461 avg/night
      4 Bedrooms, Sleeps 10
      27
      Frequently Booked
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      $450 avg/night
      3 Bedrooms, Sleeps 8
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      $111 avg/night
      3 Bedrooms, Sleeps 7
      1
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      $286 avg/night
      2 Bedrooms, Sleeps 6
      10
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      $479 avg/night
      4 Bedrooms, Sleeps 10
      5
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      $357 avg/night
      3 Bedrooms, Sleeps 8
      6
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      $351 avg/night
      4 Bedrooms, Sleeps 10
      1
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      View listing for price
      4 Bedrooms+, Sleeps 11
      13
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      $259 avg/night
      3 Bedrooms, Sleeps 6
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      $714 avg/night
      5 Bedrooms, Sleeps 7
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      $393 avg/night
      3 Bedrooms, Sleeps 9
      1
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      $800 avg/night
      4 Bedrooms, Sleeps 10
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      $345 avg/night
      2 Bedrooms, Sleeps 4
      6
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      $224 avg/night
      4 Bedrooms, Sleeps 10
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      $599 avg/night
      4 Bedrooms, Sleeps 14
      2
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      $283 avg/night
      2 Bedrooms, Sleeps 4
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      $252 avg/night
      3 Bedrooms, Sleeps 6
      1
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      $309 avg/night
      4 Bedrooms, Sleeps 8
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      $171 avg/night
      2 Bedrooms+, Sleeps 5
      6
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      $286 avg/night
      3 Bedrooms, Sleeps 5
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      $225 avg/night
      2 Bedrooms, Sleeps 4
      13
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      $220 avg/night
      3 Bedrooms, Sleeps 6
      7
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      $500 avg/night
      3 Bedrooms+, Sleeps 6
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      $427 avg/night
      5 Bedrooms, Sleeps 10
      5
    •  
      $184 avg/night
      3 Bedrooms, Sleeps 6
    •  
      $204 avg/night
      3 Bedrooms, Sleeps 6
      4

Recent Southold reviews

  • Quiet Long Weekend

    kathie C.

    "Quiet, peaceful, serene community. The house is adorable. Nicely furnished and comfortable. Well stocked with cooking utensils, pots, and pretty dishes. The grounds are beautiful, especially the back yard. I had 2 minor problems, but the owners responded immediately. I am looking forward to my next visit. Love the area!"
    • Stayed October 2015
    • Submitted October 20, 2015
    • Source VRBO
    View this listing
  • Amazing Bachelorette Weekend

    NBLNYC

    "I'm the Maid of Honor and planned a 13 person Bachelorette weekend in the North Fork. We stayed in this beautifully appointed house, and it was just absolutely lovely. The kitchen and living area on the 2nd floor are a gourmet chef's dream. We stocked the house with plenty of food and cooked all weekend long. Our host, Lisa and Dan, were very responsive and accommodating. They ensured that we had a wonderful stay. We had an amazing time despite Hurricane Jaquine and while you would think the house would be too small for a party of 13, it was not and all the girls were comfortable. I'm now thinking of doing a family reunion get together here next summer with my own family. I would highly recommend this vacation rental without any hesitation whatsoever. Thank you Lisa and Dan!!!"
    • Stayed October 2015
    • Submitted October 6, 2015
    • Source VRBO
    View this listing
  • Maureen from Boston area

    Maureen S.

    "This is the 4th time I have stayed at this lovely home. the location is perfect ,you can see the water from the lovely deck. There is a private beach that is a short walk down the street if you prefer not to get in your car. The house is very comfortable and shortly after arriving you feel at home and can relax and enjoy ,Love the North Folk,lots of farm stands,wonderful wineries,beautiful beaches,great restaurants.. Pam is wonderful very welcoming and also always available to help with any questions or concerns."
    • Stayed July 2016
    • Submitted August 6, 2016
    • Source VRBO
    View this listing
  • fantastic getaway!

    alina a.

    "we had a wonderful time staying at this beautiful, serene and super comfortable beach house. Fall in North Fork is a great time for family advantures close to nature: apple picking, pumpkins, corn mazes, farmer stands, horses, and surprisingly delicious wines! A stone throw to shelter island and the hamptons if you feel like fancy night out. The beach seems very private and easy swimming so we might be coming back in summer time."
    • Stayed October 2015
    • Submitted October 13, 2015
    • Source VRBO
    View this listing