Orange County Beach Houses

We selected the best homes worth renting in this location

Home spotlights

Pine's Reach

Pine's Reach

  • 10 guests

  • 3 bedrooms

Walton Park, Chester

It's back to camp at this lakeside home, which has been designed to make the most of its beautiful surroundings. Wooden floorboards, adjoining cabins, folding doors, and outdoor walkways give the sense of being in a giant – and rather quirky – treehouse.

Long Story Short

Long Story Short

  • 4 guests

  • 2 bedrooms

Montauk, East Hampton

For the ultimate Montauk escape with style and character in abundance, this fisherman's cottage has you covered. Flamingo-pink shutters and the front door set the scene for a stay that's thoughtfully stylish, charming and quirky – a blend of boho and rustic that's sophisticated and easy to love.

Oyster Castle

Oyster Castle

  • 8 guests

  • 4 bedrooms

Westhampton Beach, Southampton

An eco-friendly haven away from the world, you can see that the host’s focus on sustainability was instrumental in this home’s design. A solar powered saltwater pool, solar panels on the roof, and an electric car charging port make this Hamptons home a green getaway that doesn't compromise on style.

Swan's Nest

Swan's Nest

  • 7 guests

  • 4 bedrooms

Bridgehampton, Southampton

You don't even need to step out of this home to take in the view of Sam’s Creek and Mecox Bay, with the sea stretching out in the distance. At this cottage by the water, built up on stilts, you’ll be able to watch it all from the comfort of home.


We selected the top 3% holiday homes in Orange County Beach Houses

Explore the 1 most perfect homes in our collection

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Most popular homes

Purple China

Purple China

  • 8 guests

  • 4 bedrooms

Bridgehampton, Southampton

Blueberry Dream

Blueberry Dream

  • 6 guests

  • 4 bedrooms

Southampton, The Hamptons

A Court of Forest Green

A Court of Forest Green

  • 18 guests

  • 9 bedrooms

Noyack, Southampton

Long Point

Long Point

  • 8 guests

  • 4 bedrooms

Noyack, Southampton

Hamlet

Hamlet

  • 8 guests

  • 5 bedrooms

Miller Place, Brookhaven

Water Mill Charm

Water Mill Charm

  • 4 guests

  • 2 bedrooms

Water Mill, Southampton

Sail of the Century

Sail of the Century

  • 16 guests

  • 6 bedrooms

Stonington, Connecticut

Ahoy There

Ahoy There

  • 8 guests

  • 4 bedrooms

Shelter Island, The Hamptons

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Frequently asked questions

Planning you next summer holiday? You’ve come to the right place: Plum Guide offers a handpicked collection of the best beach houses in Orange County, New York, United States. Our homes come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Book a short or extended holiday and stay in the most beautiful beach houses in Orange County, New York, United States. Our friendly team of Plum Experts are on-hand 24/7 to help you plan your next getaway.

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