Highwood Cottages

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Cottages in Highwood

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

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

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

Riverfront Libertyville Retreat w/ Outdoor Kitchen

910 E Rockland Rd Libertyville IL

Located in Libertyville, this cottage is within a 15-minute drive of Naval Base Great Lakes and Lake Michigan.

Kitchen

Washer

Romantic Lake Cottage for Two. With Patio and Firepit.

Wauconda IL

With a stay at this cottage in Wauconda, you'll be a 5-minute walk from Cook Memorial Park and 11 minutes by foot from Wauconda Village Hall.

Bike & Kayak: Lakefront Prospect Heights Home

Prospect Heights IL

With a stay at this cottage in Prospect Heights, you'll be within a 15-minute drive of Allstate Arena and Schaumburg Convention Center.

Kitchen

Washer

Private Coach house near Lincoln Square!

Chicago IL

With a stay at this cottage in Chicago (Lincoln Square), you'll be within a 10-minute drive of Wrigley Field and Lake Michigan.

Elegant Mount Prospect Home w/ Fire Pit!

2110 Jody Ct Mount Prospect IL

With a stay at this cottage in Mount Prospect, you'll be within a 10-minute drive of Woodfield Mall and Schaumburg Convention Center.

Cottingham Cottage – Peaceful Family Retreat Near Great Lakes Naval Base

Zion IL

With a stay at this cottage in Zion, you'll be within a 10-minute drive of Lake Michigan and Illinois Beach State Park.

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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.