Compare Westchester Villas

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Featured Villas in Westchester

HUGE! 3BR Private Home+Garage+360° Roof Deck+Hot Tub+EV+Sleeps 12

HUGE! 3BR Private Home+Garage+360° Roof Deck+Hot Tub+EV+Sleeps 12

Chicago IL
Guests of this villa enjoy features like a gym, a hot tub, and an arcade/game room. Other amenities at this family-friendly villa include laundry facilities, local meal delivery service, and barbecue grills.
Hot Tub
Kitchen
Luxury 9 BR, Villa Mins from Downtown and the Lake.

Luxury 9 BR, Villa Mins from Downtown and the Lake.

Chicago IL
At this villa, guests have access to features like laundry facilities.
Washer
Dryer
Charming Retreat in the Heart of Des Plaines by RedAwning

Charming Retreat in the Heart of Des Plaines by RedAwning

Des Plaines IL
At this villa, guests have access to a gym, laundry facilities, and barbecue grills.
Washer
Dryer
Chicago North Shore Luxury Home Vacation Rental Located in Upscale Neighborhood

Chicago North Shore Luxury Home Vacation Rental Located in Upscale Neighborhood

Wilmette IL
Guests staying at this villa have access to laundry facilities, barbecue grills, and a garden.
Free WiFi
Air conditioning
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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 Westchester

    Congress Plaza Hotel

    Congress Plaza Hotel

    520 South Michigan Avenue Chicago IL
    $116 nightly
    The price is $137 total per night from Apr 26 to Apr 27
    $137 total
    Apr 26 - Apr 27
    Total with taxes and fees
    8/10 Very Good! (10,164 reviews)
    River Hotel

    River Hotel

    75 East Wacker Drive Chicago IL
    $123 nightly
    The price is $144 total per night from Apr 26 to Apr 27
    $144 total
    Apr 26 - Apr 27
    Total with taxes and fees
    8.8/10 Excellent! (5,109 reviews)
    Hotel Felix River North/Magnificent Mile

    Hotel Felix River North/Magnificent Mile

    111 W Huron St Chicago IL
    $125 nightly
    The price is $147 total per night from Apr 26 to Apr 27
    $147 total
    Apr 26 - Apr 27
    Total with taxes and fees
    8.2/10 Very Good! (2,628 reviews)

Luxury Villas

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

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

A top-end villa experience in Westchester 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!

Westchester Villas essential information

Accommodation
4 Villas
Lowest Price
$137
Highest Price
$147
Popular accommodation
HUGE! 3BR Private Home+Garage+360° Roof Deck+Hot Tub+EV+Sleeps 12, Luxury 9 BR, Villa Mins from Downtown and the Lake., Charming Retreat in the Heart of Des Plaines by RedAwning, Chicago North Shore Luxury Home Vacation Rental Located in Upscale Neighborhood