Middletown Villas

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Villas in Middletown

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.

Pool

Hot Tub

Luxe Mountain Getaway, Fire Pit,Arcade, Hot Tub, Near Lake Minnewaska

Kerhonkson NY

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

Hot Tub

Kitchen

Hemlock Estate: Indoor Hot Tub, Heated Pool, Game Room; Spacious, Ski & More!

Monticello NY

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

Magical Family Escape, Pool, HotTub, Pets, <1 Hr NYC

Harriman NY

Located in Harriman, this villa is in a rural location, within a 5-minute drive of Harriman State Park and Harriman Plaza Shopping Center.

Pool

Hot Tub

Pinnacle Pointe by Relaxtay | 600-Acre Private Luxury Estate with Spa, Pool, Theater & Lake

Middletown NY

With a stay at this villa, you'll be centrally located in Middletown, within a 10-minute drive of Otisville Veterans Memorial Park and Bloomingburg Village Hall.

Pool

Hot Tub

Grand 10BR Retreat w/Pool & Hot Tub

Chester NY

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

Pool

Hot Tub

Spacious 8BR Catskills Cabin w/ Game Room & Deck

Rock Hill NY

With a stay at this villa in Rock Hill, you'll be within a 10-minute drive of Resorts World Catskills and Lake Louise Marie.

Hot Tub

Washer

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.

Pool

Hot Tub

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

Kitchen

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

New Hampton NY

$1,105 nightly

$1,305 total

Apr 22 - Apr 23

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 Heritage Museum.

Pool

Kitchen

Modern Villa with private pond near Legoland and Delaware River.

Port Jervis NY

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

Washer

Dryer

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.

Pool

Hot Tub

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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.