Compare Chicago Villas

Name: ★★★Charming 2BR near downtown, +FREE parking★★★
Address: Chicago

Featured Villas in Chicago

Guests of this vacation home enjoy features like a gym, a hot tub, and an arcade/game room. Other amenities at this family-friendly vacation home include laundry facilities, local meal delivery service, and a living plant wall.

Hot Tub

Kitchen

At this vacation home, guests have access to a sauna, a hot tub, and an arcade/game room. Additional amenities include laundry facilities and barbecue grills.

Hot Tub

Kitchen

Charming Retreat in the Heart of Des Plaines by RedAwning

At this vacation home, guests have access to a gym, laundry facilities, and barbecue grills.

Washer

Dryer

At this villa, guests have access to a sauna, free WiFi in public areas, and an arcade/game room. A stay here includes free parking. This smoke-free villa also has barbecue grills.

Kitchen

Pet friendly

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

Washer

Dryer

Elegant Riverwoods Escape w/ Private Sauna!

Guests staying at this villa enjoy free WiFi in public areas, an arcade/game room, and barbecue grills. You can put free offsite parking to good use if you drive.

Pet friendly

Free WiFi

★★★Charming 2BR near downtown, +FREE parking★★★

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

Washer

Dryer

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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 Chicago

Congress Plaza Hotel

520 South Michigan Avenue, Chicago, IL

$179 nightly

$210 total

Jul 27 - Jul 28

Total includes taxes and fees

7.8/10 Good! (8,936 reviews)

InterContinental Chicago Magnificent Mile by IHG

505 N Michigan Ave, Chicago, IL

$231 nightly

$266 total

Aug 10 - Aug 11

Total includes taxes and fees

9/10 Wonderful! (2,026 reviews)

Hilton Chicago/Magnificent Mile Suites

198 E Delaware Pl, Chicago, IL

$151 nightly

$178 total

Aug 10 - Aug 11

Total includes taxes and fees

8.8/10 Excellent! (2,428 reviews)

Luxury Villas

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

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

A top-end villa experience in Chicago 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!

Chicago Villas essential information

Accommodation	7 Villas
Lowest Price	$178
Highest Price	$266
Popular accommodation	HUGE! 3BR Private Home+Garage+360° Roof Deck+Hot Tub+EV+Sleeps 12, Hot Tub & Sauna: Hoffman Estates Villa in Elgin!, Charming Retreat in the Heart of Des Plaines by RedAwning, Hot Tub & Sauna: Hoffman Estates Villa in Elgin!, ▌360° City Skyline Chicago ▌ , Elegant Riverwoods Escape w/ Private Sauna!, ★★★Charming 2BR near downtown, +FREE parking★★★