Middletown Villas

Name: Luxurious & Tranquil ~ Pool ~ Fire Pit ~ Backyard!
Address: Monroe

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Villas in Middletown

Luxurious 7 Bedroom Estate with Heated Pool and Hot Tub

$1,823

includes taxes & fees

$1,727 per night

Dec 29 - Dec 30

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

Pool

Hot Tub

MODERN FARMHOUSE HOME ON 5-ACRE DREAM PROPERTY

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.

Hot Tub

Kitchen

The Station House: A Dream Catskills Getaway

With a stay at this villa in South Fallsburg, you'll be within a 15-minute drive of Resorts World Catskills and South Fallsburg Hebrew Association Synagogue.

Kitchen

Washer

Amazing Villa! Indoor Hotub 🌟🌟🌟🌟🌟, Heated Pool, Game Room -Sleeps 25+ Ski

With a stay at this villa in Monticello, you'll be in the mountains, within a 15-minute drive of Resorts World Catskills and Monticello Motor Club.

Pool

Hot Tub

Kick back & relax in this peaceful, stylish place to stay with the whole family.

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

$1,297

includes taxes & fees

$1,229 per night

Dec 29 - Dec 30

Located in New Hampton, this villa is on a river, within a 15-minute drive of Pine Island Town Park and Scenic Farms Golf Course.

Pool

Kitchen

Family Fun Getaway near Cascade Lake in 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

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

Pool

Kitchen

Beautiful modern villa with pool suana hot tub...

Located in Clintondale, this villa is a 4-minute drive from Apple Greens Golf Course and 6 minutes from Adair Vineyards.

Pool

Kitchen

Perfect home for a dream retreat + POOL

With a stay at this villa in Wallkill, you'll be within a 15-minute drive of Paintball Sports and Chadwick Lake Park.

Pool

Kitchen

Modern Villa with private pond near Legoland and Delaware River.

Located in Port Jervis, this villa is within a 5-minute drive of Huckleberry Ridge State Forest and Stone Beach.

Washer

Dryer

Luxurious & Tranquil ~ Pool ~ Fire Pit ~ Backyard!

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

Kitchen

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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.