Chicago Cottages

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Cottages in Chicago

Pet-friendly Abode, 2 Mi to Dtwn Evanston!

Evanston IL

With a stay at this cottage in Evanston (South Evanston), you'll be within a 5-minute drive of Lake Michigan and Loyola University Chicago.

Kitchen

Pet friendly

6 Mi to Naval Base: Spacious Waukegan Home w/ Yard

Waukegan IL

With a stay at this cottage in Waukegan, you'll be a 4-minute drive from Lake Michigan and 8 minutes from Naval Base Great Lakes.

Kitchen

Pet friendly

Home w/ Fenced Yard: 13 Mi to Downtown Chicago!

Evanston IL

With a stay at this cottage in Evanston (South Evanston), you'll be within a 5-minute drive of Lake Michigan and Loyola University Chicago.

Kitchen

Washer

2 Mi to Northwestern: Updated Home w/ Game Room!

Evanston IL

With a stay at this cottage in Evanston (Church & Dodge), you'll be within a 10-minute drive of Lake Michigan and Northwestern University.

Kitchen

Washer

Shop, Dine & Unwind: Oak Park Home w/ Private Yard

Oak Park IL

Located in Oak Park, this cottage is within a 15-minute drive of United Center and Millennium Park.

Kitchen

Parking included

Game Nights, Bbqs & Family Fun: Chicago Area Hub

Des Plaines IL

With a stay at this cottage 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

Home w/ Office + Yard: 25 Mi to Downtown Chicago!

696 Crescent Ct Glen Ellyn IL

Located in Glen Ellyn, this cottage is within a 5-minute drive of Lilacia Park and Wheaton College.

Kitchen

Washer

Oak Park Home w/ Fire Pit - 5 Mi to Garfield Park!

Oak Park IL

With a stay at this cottage in Oak Park, you'll be within a 15-minute drive of United Center and Donald E. Stephens Convention Center.

Kitchen

Parking included

The Pleasant Hill Cottage-Storybook Luxury Near Lake Michigan & Heart Of It All!

Highwood IL

With a stay at this cottage in Highwood, you'll be within a 5-minute drive of Lake Michigan and Highland Park Ambulatory Care Center.

Kitchen

Washer

“The cottage” 2 bedrooms cozy and private home

Markham IL

Located in Markham, this cottage is within a 10-minute drive of Advocate South Suburban Hospital and Oak Hill Park.

Kitchen

Dryer

Cozy Westmont Home: Walk to Metra Station!

Westmont IL

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

Kitchen

Washer

Classic Oak Park Home, 11 Mi to Downtown Chicago!

Oak Park IL

Located in Oak Park, this cottage is within a 15-minute drive of United Center and Millennium Park.

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.