Highland Park Cottages

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Cottages in Highland Park

Cozy 3 bedroom river cottage w/ indoor fireplace

Barrington IL

Located in Barrington, this cottage is on a river, a 5-minute drive from Advocate Good Shepherd Hospital and 8 minutes from Fox River Preserve.

Kitchen

Washer

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

Lakehouse Getaway

Wauconda IL

Located in Wauconda, this cottage is a 5-minute drive from Fox River Preserve and 8 minutes from Wauconda Village Hall.

Kitchen

Washer

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

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

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

Fenced Yard: Fox River Grove Home, Dogs Welcome

Fox River Grove IL

Located in Fox River Grove, this cottage is a 4-minute drive from Advocate Good Shepherd Hospital and 8 minutes from The Catlow Theater.

Kitchen

Pet friendly

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

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

Amazing summer lake escape in our waterfront cottage!!!

Ingleside IL

Located in Ingleside, this cottage is on a lake, within a 15-minute drive of Jet Funn and Volo Bog State Natural Area.

Kitchen

Free WiFi

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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.