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Orange County Four Bedroom Homes

We selected the 198 homes worth renting in this location

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Home spotlights in Orange County

The Masterplan

The Masterplan

  • 10 guests

  • 4 bedrooms

Tunkhannock Township, Monroe County

Just a two-hour drive from New York City, this home in the Poconos is more like a private resort, with an impressive list of amenities and all kinds of entertainment options for a large group. Set less than ten minutes away from scenic Lake Harmony by car, and close to various ski resorts like Jack Frost and Big Boulder Mountain, there are shops and restaurants within a few minutes drive, along with nearby golf courses and a water park.

Ahoy There

Ahoy There

  • 8 guests

  • 4 bedrooms

Shelter Island, The Hamptons

This Hamptons home does island life the modern way. In the mornings, hit up the local farmers’ markets and seafood shops.

Bright City Lights

Bright City Lights

  • 8 guests

  • 4 bedrooms

Midtown South, Manhattan

Where to start with this apartment? The interiors or the location?

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 Four Bedroom Homes

Explore the 198 most perfect homes in our collection

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Most popular homes in Orange County

Art & Nature

Art & Nature

  • 6 guests

  • 4 bedrooms

Cragsmoor, Wawarsing

Retreat to Nature

Retreat to Nature

  • 15 guests

  • 7 bedrooms

Jewett, New York

The Old Life-Saving Station

The Old Life-Saving Station

  • 13 guests

  • 6 bedrooms

East Marion, North Fork

The Captain's House

The Captain's House

  • 10 guests

  • 4 bedrooms

Jamesport, North Fork

Manhattan Lights

Manhattan Lights

  • 10 guests

  • 5 bedrooms

Midtown South, Manhattan

Zephyr Residence

Zephyr Residence

  • 10 guests

  • 5 bedrooms

Water Mill, Southampton

Divine Inspiration

Divine Inspiration

  • 10 guests

  • 4 bedrooms

Great Barrington, Lee

Hudson Grandeur

Hudson Grandeur

  • 16 guests

  • 8 bedrooms

Cornwall, Orange County

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Check upcoming rates & availability for Orange County Four Bedroom Homes

Frequently asked questions

Spacious 4 bedroom homes in Orange County. Plum Guide’s homes come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Book today and enjoy a short or extended stay in the best 4 bedroom homes that Orange County has to offer. Our friendly team of Plum Experts are on-hand 24/7 should you need anything.

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