Highland Park Vacation Rentals

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Vacation Rentals in Highland Park

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

Chicago IL

$485 nightly

$598 total

Oct 21 - Oct 22

Total with taxes and fees

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

Charming Home in Portage Park

Chicago IL

With a stay at this vacation home in Chicago (Portage Park), you'll be within a 10-minute drive of Rosemont Theatre and Donald E. Stephens Convention Center.

Kitchen

Washer

Cozy 3-bedroom house in family-oriented Melrose Park.

Melrose Park IL

With a stay at this vacation home in Franklin Park, you'll be within a 10-minute drive of Donald E. Stephens Convention Center and Rosemont Theatre.

Hot Tub

Kitchen

Modern 2-Bedroom House with Free Parking and Convenient Location,

Skokie IL

With a stay at this vacation home in Skokie, you'll be within a 10-minute drive of Lake Michigan and Northwestern University.

Kitchen

Free WiFi

Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars

Chicago IL

With a stay at this vacation home in Chicago (Near North Side), you'll be within a 5-minute drive of Michigan Avenue and Lake Michigan.

Kitchen

Washer

ENVITAE Hotel, 4BR Luxury Modern Apartments

Chicago IL

$425 nightly

$524 total

Oct 25 - Oct 26

Total with taxes and fees

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

Pleasant 3-bedroom house with occupied basement separate entrance.

Mundelein IL

Located in Mundelein, this vacation home is within a 10-minute drive of Pine Meadow Golf Club and MainStreet Libertyville.

Washer

Dryer

Gilded Age Gold Coast Mansion with Parking, Deck, Fireplaces

Chicago IL

With a stay at this vacation home in Chicago (Downtown Chicago), you'll be a 3-minute walk from Michigan Avenue and 5 minutes by foot from Lake Michigan.

Kitchen

Washer

Modern 3BR Apartment Near North Ave Shops

Chicago IL

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.

Family frndly TwnHm by navy base

Waukegan IL

Located in Waukegan, this vacation home is within a 15-minute drive of Lake Michigan and Six Flags Great America.

Kitchen

Washer

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

North Chicago IL

When you stay at this vacation home in North Chicago, you'll be on a lake, within a 15-minute drive of Lake Michigan and Six Flags Great America.

Kitchen

Free WiFi

Luxurious Four-Level Home with Personal Touches Everywhere

Chicago IL

With a stay at this vacation home, you'll be centrally located in Chicago, a 3-minute drive from Wrigley Field and 6 minutes from Michigan Avenue.

Hot Tub

Kitchen

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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.