Highland Park Vacation Rentals

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Vacation Rentals in Highland Park

Heart of the City Group Hub • Patio • Fireplace • Parking

Chicago IL

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

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Washer

Spacious 3BR Duplex for Groups-Near Airport & Downtown-Cozy & Quiet

Chicago IL

With a stay at this vacation home in Chicago (Jefferson Park), you'll be within a 15-minute drive of Wrigley Field and Chicago Riverwalk.

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Washer

ENVITAE Hotel, 4BR Luxury Modern Apartments

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.

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Washer

Lake/Beach Getaway (Remodeled)

Round Lake Beach IL

With a stay at this vacation home in Round Lake Beach, you'll be within a 15-minute drive of Gurnee Mills and College of Lake County.

Washer

Dryer

Single Family home in Schaumburg, IL 3 bed/ 2 full baths/ fully fenced backyard

Schaumburg IL

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

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Washer

Bohome Reserve: Chicago Wicker Park • Sauna • Chef's Kitchen • Outdoor Lounging

Chicago IL

With a stay at this vacation home in Chicago (West Town), you'll be a 4-minute drive from United Center and 6 minutes from Michigan Avenue.

Washer

Dryer

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

Melrose Park IL

Located in Franklin Park, this vacation home is within a 15-minute drive of Donald E. Stephens Convention Center and Allstate Arena.

Hot Tub

Kitchen

Historic luxury townhouse on Chicago's Gold Coast

Chicago IL

With a stay at this vacation home, you'll be centrally located in Chicago, steps from Michigan Avenue and 8 minutes by foot from Lake Michigan.

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Washer

Beach Park Estate: Chef's Kitchen, Nature, Fitness Room, Naval Base, Beach, Lake

Beach Park IL

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

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Washer

Huge Wrigleyville Beauty -10 beds and 5 baths in the heart of it all!!

Chicago IL

With a stay at this vacation home in Chicago (Lakeview), you'll be a short 5-minute walk from Wrigley Field and within 5 minutes by car from Lake Michigan.

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Washer

Wrigley Field/Lakeview -Entire Home- Large Groups!

Chicago IL

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

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Washer

Urban Farmhouse near O’Hare Airport

Des Plaines IL

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

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.