Orangeburg Villas

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Villas in Orangeburg

Luxury 10BR Escape w/ Pool, Hot Tub & Game Lounge

Stony Point NY

With a stay at this villa in Stony Point, you'll be within a 5-minute drive of Harriman State Park and Old Letchworth Village Cemetery.

Warm Escape, Wood Stove, HotTub, Pets, <1 Hr NYC

Harriman NY

With a stay at this villa in Harriman, you'll be within a 10-minute drive of Woodbury Common Premium Outlets and Harriman State Park.

Spacious Retreat w/ Pool, Hot Tub & Game Room

Stony Point NY

Located in Stony Point, this villa is within a 5-minute drive of Harriman State Park and Old Letchworth Village Cemetery.

Family Retreat with Autumn Views and Game Room

Stony Point NY

Located in Stony Point, this villa is in a rural location, within a 5-minute drive of Harriman State Park and Marian Shrine.

Historic 3-Bed Brownstone, near Trains

New York NY

Located in New York (Manhattan), this villa is within a 15-minute walk of Central Park and Columbia University.

Spacious 3-Bed Brownstone, near Columbia Uni

New York NY

$706 nightly

$778 total

Jan 18 - Jan 19, 2026

Total with taxes and fees

Located in New York (Manhattan), this villa is within a 15-minute walk of Central Park and Columbia University.

Charming Getaway Villa

Bronx NY

With a stay at this villa in Bronx, you'll be a 5-minute drive from Bronx Zoo and 7 minutes from Yankee Stadium.

Family Retreat With Autumn Views and Fireplace

Stony Point NY

Located in Stony Point, this villa is within a 5-minute drive of Harriman State Park and Marian Shrine.

Family Brownstone with Private Backyard Near Subway

New York NY

$496 nightly

$547 total

Jan 14 - Jan 15, 2026

Total with taxes and fees

Located in New York (Manhattan), this villa is within a 15-minute walk of Central Park and Columbia University.

Hudson Valley Estate on 4 Acres w/ Private Pool!

Nyack NY

Located in Nyack, this villa is within a 5-minute drive of Rockland Lake State Park and Nyack Beach State Park.

Historic Castle 1876 13 Mins to Wing Foot cc border of GREENWICH and New York

Rye Brook NY

With a stay at this villa in Rye Brook, you'll be within a 5-minute drive of Capitol Theatre and Purchase College.

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.