Countryside Vacation Rentals

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Vacation Rentals in Countryside

4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line

Chicago Illinois

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

Kitchen

Washer

Chic Chicago Retreat (2-Bedroom Home) by RedAwning

Chicago IL

Located in Chicago (Lawndale), this vacation home is within a 10-minute drive of United Center and McCormick Place.

Washer

Air conditioning

Spacious 2BR Group Stay near McCormick Place & Wintrust Arena

Chicago IL

With a stay at this vacation home in Chicago (Near South Side), you'll be within a 5-minute walk of State Street and Wintrust Arena.

Kitchen

Washer

Cozy Home by O'Hare + EV Plug

Des Plaines IL

$349 nightly

$373 total

Jun 21 - Jun 22

Total with taxes and fees

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

Kitchen

Washer

King Comfort apartment, Quiet, Clean, AC & WiFi

Chicago IL

With a stay at this vacation home in Chicago (Austin), you'll be within a 15-minute drive of United Center and Michigan Avenue.

Kitchen

Air conditioning

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

Maywood IL

$281 nightly

$300 total

Jun 16 - Jun 17

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 Oakbrook Center Mall.

Kitchen

Washer

Luxury duplex home in Roscoe Village/Wrigley Field with Free Street Parking

Chicago IL

With a stay at this vacation home in Chicago (North Center), you'll be a 3-minute drive from Wrigley Field and 6 minutes from Lake Michigan.

Kitchen

Washer

Spacious Chicagoland Retreat w/ Hot Tub + Fireplace Sleeps 6+

Carol Stream IL

With a stay at this vacation home in Carol Stream, you'll be within a 10-minute drive of Central Dupage Hospital and DuPage Event Center & Fairgrounds.

Hot Tub

Kitchen

Charming 3-bedroom house in amazing Chicago

Chicago IL

With a stay at this vacation home in Chicago (Dunning), you'll be a 5-minute drive from Rosemont Theatre and 5 minutes from Donald E. Stephens Convention Center.

Kitchen

Washer

LUXE 3 BR, 2 BA + Hot Tub

Elmhurst IL

$347 nightly

$371 total

Jun 25 - Jun 26

Total with taxes and fees

With a stay at this vacation home in Elmhurst, you'll be within a 10-minute drive of Oakbrook Center Mall and Elmhurst Hospital - Main Campus.

Kitchen

Washer

Lincoln Park Single Family Home (4bdrm 3.5 bth)-2 Car Garage 4200sqft Sleeps 24

Chicago IL

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

Kitchen

Washer

Vintage Escape 1BR Two Blocks Away From Beach

Chicago IL

Located in Chicago (Rogers Park), this vacation home is within a 15-minute walk of Lake Michigan and Loyola University Chicago.

Kitchen

Washer

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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.