Compare Middletown Villas

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Featured Villas in Middletown

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

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

Monroe NY
Guests of this villa enjoy features like an outdoor pool, a hot tub, and laundry facilities. This smoke-free villa also has barbecue grills.
Pool
Hot Tub
Luxury 9BR Retreat w/Pool & Hot Tub

Luxury 9BR Retreat w/Pool & Hot Tub

Chester NY
Guests of this villa enjoy features like an outdoor pool, a hot tub, and an arcade/game room. Other amenities at this family-friendly villa include laundry facilities, barbecue grills, and a garden.
Pool
Hot Tub
Family Fun Getaway near Cascade Lake in Warwick NY

Family Fun Getaway near Cascade Lake in Warwick NY

Warwick NY
Guests staying at this villa enjoy a gym, in-room fitness, and a hot tub. Other amenities at this family-friendly villa include an arcade/game room, laundry facilities, and barbecue grills.
Pool
Hot Tub
Magnificent Villa, Private Pool, Fire Pit w/Huge Backyard

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

Chester NY
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.
Pool
Kitchen
Spacious + beautiful 5-bedroom Mediterranean Villa in Monroe, NY.

Spacious + beautiful 5-bedroom Mediterranean Villa in Monroe, NY.

2 out of 5
Monroe NY
Guests staying at this villa enjoy a hot tub, laundry facilities, and barbecue grills.
Pool
Hot Tub
Malkita Aria: Mountainview Escape with Postcard-Perfect Scenery

Malkita Aria: Mountainview Escape with Postcard-Perfect Scenery

Woodbury NY
This villa offers a gym, a sauna, and a hot tub. Other amenities at this family-friendly villa include an arcade/game room, laundry facilities, and barbecue grills.
Hot Tub
Kitchen
Lakefront Paradise w/Pool, Hot Tub, Sauna & Kayaks

Lakefront Paradise w/Pool, Hot Tub, Sauna & Kayaks

2 out of 5
Woodridge NY
Guests staying at this villa enjoy an outdoor pool, a sauna, and a hot tub. Other amenities at this family-friendly villa include an arcade/game room, laundry facilities, and barbecue grills.
Pool
Hot Tub
Warm Escape, Wood Stove, HotTub, Pets, <1 Hr NYC

Warm Escape, Wood Stove, HotTub, Pets, <1 Hr NYC

Harriman NY
At this villa, guests have access to an arcade/game room, laundry facilities, and a garden. This family-friendly villa also has barbecue grills.
Pool
Kitchen
Luxury School House Retreat With Sauna & Pool- 1HR from NYC

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

New Hampton NY
$1,142 nightly
The price is $1,349 total per night
$1,349 total
Jan 7 - Jan 8
Total with taxes and fees
This villa features ski-in/ski-out access, an outdoor pool, and a gym. Other amenities at this ski villa include a sauna, an arcade/game room, and laundry facilities.
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.

Hotel Options in Middletown

    Sleep Inn & Suites Middletown - Goshen

    Sleep Inn & Suites Middletown - Goshen

    3491 Route 6 Middletown NY
    $100 nightly
    The price is $118 total per night from Jan 15 to Jan 16
    $118 total
    Jan 15 - Jan 16
    Total with taxes and fees
    8.4/10 Very Good! (1,000 reviews)
    Hampton Inn by Hilton Middletown

    Hampton Inn by Hilton Middletown

    20 Crystal Run Crossing Middletown NY
    $84 nightly
    The price is $99 total per night from Jan 13 to Jan 14
    $99 total
    Jan 13 - Jan 14
    Total with taxes and fees
    8.4/10 Very Good! (1,004 reviews)
    Courtyard by Marriott Middletown Goshen

    Courtyard by Marriott Middletown Goshen

    24 Crystal Run Xing Middletown NY
    $93 nightly
    The price is $109 total per night from Jan 11 to Jan 12
    $109 total
    Jan 11 - Jan 12
    Total with taxes and fees
    8.4/10 Very Good! (1,007 reviews)

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
26 Villas
Lowest Price
$99
Highest Price
$1,349
Popular accommodation
7BR Monroe Getaway: Pool, Hot Tub, & Huge Living Space, Luxury 9BR Retreat w/Pool & Hot Tub, Family Fun Getaway near Cascade Lake in Warwick NY, Magnificent Villa, Private Pool, Fire Pit w/Huge Backyard, Spacious + beautiful 5-bedroom Mediterranean Villa in Monroe, NY., Malkita Aria: Mountainview Escape with Postcard-Perfect Scenery, Lakefront Paradise w/Pool, Hot Tub, Sauna & Kayaks, Warm Escape, Wood Stove, HotTub, Pets, <1 Hr NYC, Luxury School House Retreat With Sauna & Pool- 1HR from NYC

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