Orange County Unique Homes

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.

The Foggy Falls

The Foggy Falls

  • 6 guests

  • 3 bedrooms

Fort Montgomery, Highlands

Based in a leafy spot in the peaceful village of Highland Falls, this idyllic and quintessentially American holiday home is waiting with open arms to welcome you on your holiday to the North East of the USA. Highland Falls is a cosy community on the bank of the Hudson, close to West Point and its fascinating museum, and also near lots of beautiful outdoor spots that make the state of New York so sought-after by those looking to be impressed by Mother Nature.

Whispering Pines Retreat

Whispering Pines Retreat

  • 4 guests

  • 2 bedrooms

Thompson, Sullivan County

Ten minutes from Monticello in the Catskills, this home is the rural retreat you’ve been waiting for. What’s not to love here?


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

Explore the 17 most perfect homes in our collection

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Most popular homes in Orange County

Pine's Reach

Pine's Reach

  • 10 guests

  • 3 bedrooms

Walton Park, Chester

Hudson Grandeur

Hudson Grandeur

  • 16 guests

  • 8 bedrooms

Cornwall, Orange County

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

A New Perspective

A New Perspective

  • 6 guests

  • 4 bedrooms

Orange County, Newburgh

The Autumn

The Autumn

  • 10 guests

  • 5 bedrooms

Chester, New York

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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Frequently asked questions

Plum guide offers a handpicked selection of the most unique homes 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 stay and secure the most unique home in Orange County, New York, United States for your next getaway. Our friendly team of Plum Experts are on-hand 24/7 should you need anything.

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