Montgomery Villas

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Villas in 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.

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.

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

$644 nightly

$724 total

Dec 9 - Dec 10

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.

Lakefront Paradise w/Pool, Hot Tub, Sauna & Kayaks

Woodridge NY

With a stay at this villa in Woodridge, you'll be within a 15-minute drive of Neversink River and Sullivan County Dramatic Workshop - Rivoli Theatre.

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.

Dome House Retreat

116 canaan rd New Paltz NY

When you stay at Dome House Retreat in New Paltz, you'll be near the airport and 9 minutes by car from Nyquist-Harcourt Wildlife Sanctuary.

Luxury School House Retreat With Sauna & Pool- 1HR from NYC

New Hampton NY

$1,127 nightly

$1,331 total

Dec 9 - Dec 10

Total with taxes and fees

Located in New Hampton, this villa is on a river, within a 15-minute drive of Pine Island Town Park and Minisink Town Hall.

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.

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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.