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Southold Coastal Homes

We selected the best homes worth renting in this location

Home spotlights in Southold

Well & Happy

Well & Happy

  • 10 guests

  • 5 bedrooms

Southold, The Hamptons

Just steps from the beach with views across Peconic Bay, this home brings ease and comfort to coastal living. Bikes are provided for exploring and it’s just a short drive to the restaurants and shops of Southold.

Like a Whisper

Like a Whisper

  • 11 guests

  • 7 bedrooms

Peconic, North Fork

This home has everything a group of friends or family need for a comfortable stay in Long Island's North Fork. The space is spread across three floors and although the decor is a little dated, there's lots to like.

Wander Inn

Wander Inn

  • 6 guests

  • 2 bedrooms

Southold, The Hamptons

Wander Inn is an architect-renovated ranch in a beautiful setting. Built in the sixties, this home is made for relaxation and indulgence.

We selected the top 3% holiday homes in Southold Coastal Homes

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03 May - 05 May

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10 May - 12 May

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05 May - 12 May

Frequently asked questions

Discover a selection of the best coastal homes in Southold, The Hamptons, Suffolk County, New York, United States. Plum Guide’s homes come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Book your next getaway today and enjoy a short or extended stay in the best coastal homes in Southold, The Hamptons, Suffolk County, New York, United States. Our friendly team of Plum Experts are on-hand 24/7 should you need anything.

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