New Windsor Villas

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Villas in New Windsor

Luxury 9BR Retreat w/Pool & Hot Tub

Chester NY

With a stay at this villa in Chester, you'll be within a 15-minute drive of LEGOLAND® New York and Woodbury Common Premium Outlets.

Pool

Hot Tub

Family Fun Getaway near Cascade Lake in Warwick NY

Warwick NY

Located in Warwick, this villa is within a 15-minute drive of Cascade Lake Park and Strazza Art Gallery.

Pool

Hot Tub

Magnificent Villa, Private Pool, Fire Pit w/Huge Backyard

Chester NY

With a stay at this villa in Chester, you'll be within a 15-minute drive of LEGOLAND® New York and Woodbury Common Premium Outlets.

Pool

Kitchen

Pool, Fire Pit Bedroom & Alaska King – Sleeps 16

goshen NY

$662 nightly

$746 total

Dec 15 - Dec 16

Total with taxes and fees

Located in Goshen, this villa is in a rural location, within a 10-minute drive of Castle Fun Center and Museum Village.

Pool

Kitchen

Spacious + beautiful 5-bedroom Mediterranean Villa in Monroe, NY.

Monroe NY

With a stay at this villa in Monroe, you'll be within a 15-minute drive of Woodbury Common Premium Outlets and LEGOLAND® New York.

Pool

Hot Tub

Malkita Aria: Mountainview Escape with Postcard-Perfect Scenery

Woodbury NY

With a stay at this villa in Highland Mills, you'll be on a river, within a 15-minute drive of Woodbury Common Premium Outlets and Palaia Vineyards Winery.

Hot Tub

Kitchen

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.

Pool

Hot Tub

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.

Pool

Kitchen

The Scenic Mansion With Breathtaking View

Highland NY

Located in Highland, this villa is in the mountains, a 4-minute drive from Franny Reese State Park and 7 minutes from Walkway Over the Hudson State Historic Park.

Pool

Kitchen

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.

Washer

Dryer

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.

Pool

Hot Tub

Charming 3-bedroom villa with WiFi, AC in fabulous Monroe

Monroe NY

With a stay at this villa in Monroe, you'll be within a 15-minute drive of Woodbury Common Premium Outlets and Brotherhood Winery.

Kitchen

Washer

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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.