Skokie Vacation Rentals

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Vacation Rentals in Skokie

AeroStay Retreat – 4BR Home Near O’Hare Airport!

Wood Dale IL

Located in Wood Dale, this vacation home is within a 15-minute drive of Donald E. Stephens Convention Center and Allstate Arena.

Kitchen

Washer

LUXE 3 BR, 2 BA + Hot Tub

Elmhurst IL

$309 nightly

$330 total

Dec 15 - Dec 16

Total with taxes and fees

With a stay at this vacation home in Elmhurst, you'll be within a 5-minute drive of Elmhurst Hospital - Main Campus and Oak Brook Golf Course.

Kitchen

Washer

Clarendon Hills Top Floor

Clarendon Hills IL

With a stay at this vacation home in Clarendon Hills, you'll be within a 5-minute drive of Ty Warner Park and Twin Lakes Park.

Kitchen

Free WiFi

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

Maywood IL

$223 nightly

$238 total

Dec 13 - Dec 14

Total with taxes and fees

With a stay at this vacation home in Maywood, you'll be within a 15-minute drive of United Center and State Street.

Kitchen

Washer

Gilded Age Gold Coast Mansion with Parking, Deck, Fireplaces

Chicago IL

With a stay at this vacation home in Chicago (Downtown Chicago), you'll be within a 5-minute walk of Michigan Avenue and State Street.

Kitchen

Washer

Your Next Vacation Home

Des Plaines IL

$282 nightly

$302 total

Jan 5 - Jan 6, 2026

Total with taxes and fees

With a stay at this vacation home in Des Plaines (Oakton), you'll be a 3-minute drive from Allstate Arena and 7 minutes from Donald E. Stephens Convention Center.

Kitchen

Washer

The Nicest House on VRBO in Chicago? Perhaps.. Custom Built 5 bdrm in West Town

Chicago IL

With a stay at this vacation home in Chicago (West Town), you'll be within a 5-minute drive of United Center and State Street.

Kitchen

Washer

Urban Farmhouse near O’Hare Airport

Des Plaines IL

When you stay at this vacation home in Des Plaines, you'll be on a river, within a 10-minute drive of Allstate Arena and Donald E. Stephens Convention Center.

Kitchen

Washer

3-bedroom building in lovely Westchester with AC, WiFi. Enjoy your stay

Westchester IL

When you stay at this vacation home in Westchester, you'll be within a 10-minute drive of Oak Brook Golf Course and Loyola University Medical Center.

Kitchen

Washer

Luxury Home Away From Your Home

Chicago IL

With a stay at this vacation home in Chicago (East Garfield Park), you'll be a 4-minute drive from United Center and 7 minutes from Millennium Park.

Kitchen

Free WiFi

Cozy 3-bedroom house in family-oriented Melrose Park.

Melrose Park IL

Located in Franklin Park, this vacation home is within a 15-minute drive of Donald E. Stephens Convention Center and Allstate Arena.

Hot Tub

Kitchen

Breathtaking home close to Schaumburg, Chicago

Palatine IL

With a stay at this vacation home in Schaumburg, you'll be within a 5-minute drive of Schaumburg Convention Center and Woodfield Mall.

Hot Tub

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.