Skokie Vacation Rentals

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Vacation Rentals in Skokie

Cozy Midway Home

Located in Chicago, this vacation home is within a 15-minute drive of McCormick Place and Soldier Field.

Beautiful 6BR mansion, 4 parking spots, sleeps 21! Walk to Wrigley & the lake!

With a stay at this vacation home in Chicago (Uptown), you'll be within a 5-minute drive of Wrigley Field and Lake Michigan.

Lincoln Park Living - Suite 2!

With a stay at this vacation home, you'll be centrally located in Chicago, within a 5-minute drive of Wrigley Field and Lake Michigan.

Great 3 bedroom rental unit near Logan Square

With a stay at this vacation home, you'll be centrally located in Chicago, within a 15-minute drive of Wrigley Field and United Center.

Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking!

Located in Chicago (Humboldt Park), this vacation home is within a 10-minute drive of United Center and Michigan Avenue.

Elegant Mayor's Manor in Central Chicago - 9 Beds + Futons, Close to Downtown!

With a stay at this vacation home in Chicago (Bridgeport), you'll be within a 5-minute drive of McCormick Place and State Street.

New Humble Home! - Near Six Flags & Naval Base!!

When you stay at this vacation home in North Chicago, you'll be on a lake, within a 5-minute drive of Naval Base Great Lakes and Lake Michigan.

Amazing 4BR/4BA Oasis w/ Rooftop & Stunning Design

With a stay at this vacation home, you'll be centrally located in Chicago, a 2-minute drive from United Center and 6 minutes from Chicago Riverwalk.

Charming 3-bedroom house with AC and WiFi in serene Des Plaines near O’Hare

$322

includes taxes & fees

$319 per night

Nov 25 - Nov 26

With a stay at this vacation home in Des Plaines, you'll be within a 5-minute drive of Allstate Arena and Donald E. Stephens Convention Center.

Chicago Bootlegger House Sleeps 11-22 with 3 parking spots

With a stay at this vacation home, you'll be centrally located in Chicago, within a 5-minute drive of Wrigley Field and Lake Michigan.

New Your Home Away From Home! - Near Great Lakes Naval Base!!

When you stay at this vacation home in North Chicago, you'll be on a lake, within a 5-minute drive of Naval Base Great Lakes and Lake Michigan.

⭐|Stylish|Comfy|Lincoln Sq.| 2BR |✨|Near Wrigley|⭐

With a stay at this vacation home in Chicago (Ravenswood), you'll be a 4-minute drive from Wrigley Field and 5 minutes from Lake Michigan.

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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.