Orange County Luxury Homes

Award-winning homes from £98

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Home spotlights

Gone Fishing

Gone Fishing

  • 8 guests

  • 3 bedrooms

Sterling Forest, Warwick

Gone Fishing has all the comfort and convenience of city living, but right in the middle of the woods. Serve up hearty meals for the group out on the terrace, or cosy up by the fireplace in winter and watch the snow falling on the trees.

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.

A New Perspective

A New Perspective

  • 6 guests

  • 4 bedrooms

Orange County, Newburgh

On the bank of the Hudson river lies A New Pespective. Designed by renowned architect Philip Johnson in the late 20th Century, attention has been paid to every element of the architecture here.

Hudson Grandeur

Hudson Grandeur

  • 16 guests

  • 8 bedrooms

Cornwall, Orange County

This grand, old home in the Hudson Valley feels like a mix between a beautiful Midwest farmhouse and an English manor. A blue clapboard facade and white bannisters suggest country-chic while the pristine white columns at the entrance add the grandeur.


We selected the top 3% holiday homes in Orange County Homes

Explore the 6 most perfect homes in our collection

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Most popular homes

A Timeless Tale

A Timeless Tale

  • 6 guests

  • 3 bedrooms

Greenwood Lake, Warwick

Antique Pine

Antique Pine

  • 6 guests

  • 2 bedrooms

Pine Bush, Crawford

Building Bridges

Building Bridges

  • 4 guests

  • 2 bedrooms

Astoria, Queens

A Summer's Eve

A Summer's Eve

  • 15 guests

  • 7 bedrooms

Greenburgh, Westchester County

Dahlia Darling

Dahlia Darling

  • 10 guests

  • 5 bedrooms

Bethel, New York

Burnt Sienna

Burnt Sienna

  • 4 guests

  • 2 bedrooms

Marbletown, New York

Under The Ridge

Under The Ridge

  • 2 guests

  • 1 bedrooms

Gardiner, New York

Gone Fishing

Gone Fishing

  • 8 guests

  • 3 bedrooms

Sterling Forest, Warwick

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Frequently asked questions

All Plum Guide homes in Orange County, New York, United States have been tested and approved by our team of independent home critics. These meticulous beings inspect everything –from the convenience of each house’s location right down to the art on the walls– so what you see really is what you get. Worried about thin curtains? Accessibility? Maybe wifi speed is your biggest concern? Rest assured, we obsessively check each home in Orange County, New York, United States before approving it, so you can book with peace of mind.

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