Fort Montgomery Villas

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Villas in Fort Montgomery

7BR Monroe Getaway: Pool, Hot Tub, & Huge Living Space

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.

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.

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, Fire Pit Bedroom & Alaska King – Sleeps 16

goshen NY

$700 nightly

$788 total

Jan 12 - Jan 13, 2026

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.

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.

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.

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.

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.

MODERN FARMHOUSE HOME ON 5-ACRE DREAM PROPERTY

Monroe NY

When you stay at this villa in Monroe, you'll be in the mountains, within a 5-minute drive of Sterling Forest State Park and Greenwood Lake.

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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.