Middletown Villas

Name: Magnificent Villa, Private Pool, Fire Pit w/Huge Backyard
Address: Chester

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Villas in Middletown

Perfect home for a dream retreat + POOL

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

Pool

Fireplace

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.

Pet friendly

Fireplace

Modern Villa with private pond near Legoland and Delaware River.

When you stay at this villa in Port Jervis, you'll be within a 10-minute drive of Witness Monument and Tri-States Rock.

Air conditioning

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

Pet friendly

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

When you stay at this villa in Highland Mills, you'll be on a river, within a 15-minute drive of Woodbury Common Premium Outlets and United States Military Academy.

Hot Tub

Fireplace

'Carpathia West Estate' - 7-Bedroom Villa!

With a stay at this villa in West Milford, you'll be a 4-minute walk from Sterling Forest State Park and 5 minutes by foot from Long Pond Ironworks State Park.

Pool

Hot Tub

Awesome Country Retreat - 4BR - Private and Peaceful

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.

Pet friendly

Fireplace

Villa Verde B&B, bsm, Greenwood Lake NY

$167

per night

May 28 - May 29

Located in Monroe, this villa is on a lake, a 2-minute drive from Sterling Forest State Park and 6 minutes from Continental Road Trailhead.

Outdoor Space

Free WiFi

Luxury School House Retreat With Heated Pool- 1HR from NYC

$900

per night

Jun 4 - Jun 5

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.

Family Fun Getaway near Cascade Lake in Warwick NY

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

Pool

Pet friendly

Luxury in the Woods, Pool, Privacy and Peace

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.

Pet friendly

Fireplace

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 LEGOLAND® New York and Woodbury Common Premium Outlets.

Pool

Fireplace

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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.