Compare New Windsor Villas

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Featured Villas in New Windsor

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 a garden.
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
Pool, Fire Pit Bedroom & Alaska King – Sleeps 16

Pool, Fire Pit Bedroom & Alaska King – Sleeps 16

2 out of 5
goshen NY
$686 nightly
The price is $773 total per night
$773 total
Dec 9 - Dec 10
Total with taxes and fees
At this villa, guests have access to features like an arcade/game room. This family-friendly villa also has 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 a garden.
Hot Tub
Kitchen
Luxury 10BR Escape w/ Pool, Hot Tub & Game Lounge

Luxury 10BR Escape w/ Pool, Hot Tub & Game Lounge

Stony Point 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
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
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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 New Windsor

    Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

    Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

    915 Union Ave New Windsor NY
    $104 nightly
    The price is $118 total per night from Dec 1 to Dec 2
    $118 total
    Dec 1 - Dec 2
    Total with taxes and fees
    8.2/10 Very Good! (1,006 reviews)
    Homewood Suites Stewart Airport

    Homewood Suites Stewart Airport

    180 Breunig Rd New Windsor NY
    $127 nightly
    The price is $144 total per night from Dec 14 to Dec 15
    $144 total
    Dec 14 - Dec 15
    Total with taxes and fees
    9.2/10 Wonderful! (1,001 reviews)
    Quality Inn Poughkeepsie

    Quality Inn Poughkeepsie

    536 Haight Ave, Building A Poughkeepsie NY
    $86 nightly
    The price is $100 total per night from Dec 4 to Dec 5
    $100 total
    Dec 4 - Dec 5
    Total with taxes and fees
    7.8/10 Good! (485 reviews)

Luxury Villas

Book luxury villas in New Windsor
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in New Windsor. 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 New Windsor, so book one now. You’ll feel like a million bucks before you even check in.

Spacious luxury villas in New Windsor
You won’t have a problem finding your own space in New Windsor. 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 New Windsor on your own and use a one-bedroom villa as your home base.

A top-end villa experience in New Windsor 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!

New Windsor Villas essential information

Accommodation
24 Villas
Lowest Price
$100
Highest Price
$773
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, Pool, Fire Pit Bedroom & Alaska King – Sleeps 16, Spacious + beautiful 5-bedroom Mediterranean Villa in Monroe, NY., Malkita Aria: Mountainview Escape with Postcard-Perfect Scenery, Luxury 10BR Escape w/ Pool, Hot Tub & Game Lounge, Warm Escape, Wood Stove, HotTub, Pets, <1 Hr NYC