Book a stay in one of the best homes in Orange County

We selected the 17 homes worth renting in this location

Home spotlights in Orange County

Reflections on a Pond

Reflections on a Pond

  • 8 guests

  • 4 bedrooms

Forestburgh, New York

This charming home boasts a picturesque setting on 18 acres in the heart of the Catskills, just outside of Forestburgh. It’s on peaceful Gillman Pond, so you can enjoy water views from the gardens.

Natural Calm

Natural Calm

  • 10 guests

  • 4 bedrooms

Blooming Grove, New York

For those in search of a rustic retreat filled with the warmth and charm of country living, this cabin-inspired home welcomes you to put down your bags, and experience its range of comforting features. From lazy afternoons by the fire to long soaks in the jacuzzi bath and magical evenings gathered around the table, every detail of this setting inspires a wonderful sense of relaxation.

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.

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.


We selected the top 3% holiday homes in Orange County

Explore the 17 most perfect homes in our collection

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Most popular homes in Orange County

The Foggy Falls

The Foggy Falls

  • 6 guests

  • 3 bedrooms

Fort Montgomery, Highlands

Whispering Pines Retreat

Whispering Pines Retreat

  • 4 guests

  • 2 bedrooms

Thompson, Sullivan County

A New Perspective

A New Perspective

  • 6 guests

  • 4 bedrooms

Orange County, Newburgh

The Autumn

The Autumn

  • 10 guests

  • 5 bedrooms

Chester, New York

White Pine Hideout

White Pine Hideout

  • 6 guests

  • 3 bedrooms

Blooming Grove, New York

Gone Fishing

Gone Fishing

  • 8 guests

  • 3 bedrooms

Sterling Forest, Warwick

Monroe Mountain Retreat

Monroe Mountain Retreat

  • 16 guests

  • 5 bedrooms

Blooming Grove, New York

Willow Tree View

Willow Tree View

  • 8 guests

  • 4 bedrooms

Blooming Grove, New York

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