Compare Middletown Villas

Featured Villas in Middletown

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

$852 nightly

$957 total

Sep 7 - Sep 8

Total with taxes and fees

Guests of this villa have access to an indoor pool, an outdoor pool, and a hot tub. Other amenities at this family-friendly villa include an arcade/game room, laundry facilities, and a garden.

Monticello Family Retreat. Pool, Firepit. 7min to casino. Sleeps 15

$623 nightly

$700 total

Sep 6 - Sep 7

Total with taxes and fees

Guests staying at this villa enjoy an outdoor pool, an arcade/game room, and laundry facilities. Other amenities at this family-friendly villa include barbecue grills and a garden.

Modern Villa with private pond near Legoland and Delaware River.

At this villa, guests have access to features like laundry facilities.

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

$3,157 nightly

$3,558 total

Sep 7 - Sep 8

Total with taxes and fees

This villa features a hot tub, an arcade/game room, and laundry facilities. Other amenities at this family-friendly villa include a garden and barbecue grills.

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

This villa offers a gym, a sauna, and a hot tub. Other amenities at this family-friendly villa include an arcade/game room, a garden, and barbecue grills.

7BR Monroe Getaway: Pool, Hot Tub, & Huge Living Space

Guests of this villa enjoy features like an outdoor pool, a hot tub, and laundry facilities. This smoke-free villa also has barbecue grills.

11BR Retreat w Pool, Hot Tub, Sauna & Game Room

$3,579 nightly

$4,183 total

Oct 4 - Oct 5

Total with taxes and fees

Guests of this villa enjoy features like an outdoor pool, a gym, and an arcade/game room. Other amenities at this family-friendly villa include laundry facilities and barbecue grills.

Magnificent Villa, Private Pool, Fire Pit w/Huge Backyard

Guests of this villa enjoy features like an outdoor pool, a gym, and an arcade/game room. Other amenities at this family-friendly villa include laundry facilities and a garden.

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

Guests staying at this villa enjoy a hot tub, an arcade/game room, and a garden. This smoke-free villa also has barbecue grills.

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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.

Hotel Options in Middletown

Sleep Inn & Suites Middletown - Goshen

3491 Route 6 Middletown NY

$113 nightly

$134 total

Sep 27 - Sep 28

Total with taxes and fees

La Quinta Inn & Suites by Wyndham Middletown-Goshen

551 Route 211 E Middletown NY

$134 nightly

$158 total

Sep 7 - Sep 8

Total with taxes and fees

Courtyard by Marriott Middletown Goshen

24 Crystal Run Xing Middletown NY

$101 nightly

$119 total

Sep 10 - Sep 11

Total with taxes and fees

Luxury Villas

Book luxury villas in Middletown
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in Middletown. Villas, with their thoughtful layout and elegant décor, let you travel in style. They come in a variety of sizes and offer a great experience, whether you’re traveling on your own or with a group of friends. Orbitz has fantastic deals on villas in Middletown, so book one now. You’ll feel like a million bucks before you even check in.

Spacious luxury villas in Middletown
You won’t have a problem finding your own space in Middletown. If you’re traveling in a group, go for a three-bedroom or larger villa; separate bedrooms can make it that much easier to keep the peace, especially when you’re all staying in one house. You can also explore Middletown on your own and use a one-bedroom villa as your home base.

A top-end villa experience in Middletown rivals that of a luxury resort. Float in a swimming pool with an elaborate mosaic bottom, work out in your own gym, and let the daily housekeeping staff clean up after you while a private chef whips up one delicious meal after another. This is the life!

Middletown Villas essential information

Accommodation	17 Villas
Lowest Price	$119
Highest Price	$4,183
Popular accommodation	Hemlock Estate: Indoor Hot Tub, Heated Pool, Game Room; Spacious, Ski & More!, Monticello Family Retreat. Pool, Firepit. 7min to casino. Sleeps 15, Modern Villa with private pond near Legoland and Delaware River. , Magical Family Escape, Pool, HotTub, Pets, <1 Hr NYC, Pinnacle Pointe by Relaxtay \| 600-Acre Private Luxury Estate with Spa, Pool, Theater & Lake, 7BR Monroe Getaway: Pool, Hot Tub, & Huge Living Space, 11BR Retreat w Pool, Hot Tub, Sauna & Game Room, Magnificent Villa, Private Pool, Fire Pit w/Huge Backyard, Luxe Mountain Getaway, Fire Pit,Arcade, Hot Tub, Near Lake Minnewaska