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Compare 48 Condo Rentals in Highland with updated reviews, rates, and availability.

Modern Condo-Obama & University of Chicago Area
Modern Condo-Obama & University of Chicago Area
9.2 out of 10, Wonderful, (5)

Tranquil 2-bedroom condo in charming Chicago with WiFi, AC
Tranquil 2-bedroom condo in charming Chicago with WiFi, AC

♛The Broadway Special♛ - 2 Bd/1 Bath Smart-Condo!
♛The Broadway Special♛ - 2 Bd/1 Bath Smart-Condo!
10.0 out of 10, Exceptional, (15)

Modern Duplex-Obama & University Chicago Area 3BR, 2.5Bath. Enjoy entire unit.
Modern Duplex-Obama & University Chicago Area 3BR, 2.5Bath. Enjoy entire unit.

Penthouse Condo in Chicago featuring Zero Gravity Massage Chair
Penthouse Condo in Chicago featuring Zero Gravity Massage Chair
10.0 out of 10, Exceptional, (16)

5 Mi to Dtwn Chicago: Newly Built Condo
5 Mi to Dtwn Chicago: Newly Built Condo
9.6 out of 10, Exceptional, (4)

Luxury Waterfront 2 Bedroom Condo by Lake Michigan
Luxury Waterfront 2 Bedroom Condo by Lake Michigan
10.0 out of 10, Exceptional, (13)

Gorgeous N. Kenwood/Hyde Park
Gorgeous N. Kenwood/Hyde Park
10.0 out of 10, Exceptional, (1)
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.
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Other property types in Highland

Comfort Inn Chicago Wind Creek Casino
Comfort Inn Chicago Wind Creek Casino
3.8 out of 10, (8)
The price is AED 328
AED 371 total
includes taxes & fees
23 Mar - 24 Mar

Cozy Home Sweet Homewood.
Cozy Home Sweet Homewood.
9.8 out of 10, Exceptional, (19)

The Vibe Headquarters
The Vibe Headquarters
9.0 out of 10, Wonderful, (2)
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.
Recent reviews of Highland hotels
Recent reviews of Highland hotels

Super 8 by Wyndham South Holland
5/5 Excellent
"Great"
A verified traveler stayed at Super 8 by Wyndham South Holland
Posted 2 days ago