Poughkeepsie Villas

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Villas in Poughkeepsie

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

Stony Point NY

Located in Stony Point, this villa is a 2-minute drive from Harriman State Park and 6 minutes from Patriot Hills Golf Club.

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 Patriot Hills Golf Club.

New Luxury 5BR3BTh Woodstock Secret Retreat Near all Ski MT Heated Pool& Hot Tub

Woodstock NY

A stay at this villa places you in the heart of Woodstock, steps from Catskill State Park and a 4-minute drive from Woodstock Golf Club.

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.

Rhinebrook Estate - 8 Bed/8Bath (Sleeps 20)

Hyde Park NY

With a stay at this villa in Hyde Park, you'll be within a 15-minute drive of Culinary Institute of America and Hyde Park Railroad Station.

Upstate Historical Artist Villa w/ firepit, pool and close to Candlewood Lake CT

Brewster NY

Located in Brewster, this villa is within a 10-minute drive of Richter Park Golf Course and Richter Arts Center.

The Scenic Mansion With Breathtaking View

Highland NY

When you stay at this villa in Highland, you'll be in the mountains, within a 15-minute drive of Vassar College and Culinary Institute of America.

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.

Retreat Villa: Theater, Yoga Studio, Group Spaces | Dream House in the Gunks

Kerhonkson NY

$319 nightly

$323 total

Mar 9 - Mar 10

Total with taxes and fees

When you stay at this villa in Kerhonkson, you'll be in the mountains and steps from Catskill State Park.

Luxe Mountain Getaway Fire Pit Arcade Hot Tub Pool

Kerhonkson NY

Located in Kerhonkson, this villa is in the mountains, within a 5-minute drive of Minnewaska State Park and Lake Minnewaska Beach.

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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.