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Compare 260 Vacation Homes in Highland with updated reviews, rates, and availability.

Miller Beach Blue Door By The Shore #2
Miller Beach Blue Door By The Shore #2
10.0 out of 10, Exceptional, (4)

Cozy Home Sweet Homewood.
Cozy Home Sweet Homewood.
9.8 out of 10, Exceptional, (20)

Private Home Awaits
Private Home Awaits
The price is SAR 675
SAR 1,625 total
includes taxes & fees
23 Mar - 24 Mar

Spacious 3br home near Chicago, fenced yard for pets
Spacious 3br home near Chicago, fenced yard for pets
9.2 out of 10, Wonderful, (5)
The price is SAR 510
SAR 1,216 total
includes taxes & fees
24 Mar - 25 Mar

Gorgeous historic mansion on UChicago campus. Renovation with original detail.
Gorgeous historic mansion on UChicago campus. Renovation with original detail.
10.0 out of 10, Exceptional, (4)

Pet-Friendly Lake Getaway: 1 Block to Beach!
Pet-Friendly Lake Getaway: 1 Block to Beach!
10.0 out of 10, Exceptional, (34)

Charming 3-bedroom house in serene and lovely Evergreen Park. WiFi/ AC
Charming 3-bedroom house in serene and lovely Evergreen Park. WiFi/ AC
10.0 out of 10, Exceptional, (1)

Private Wooded Acre, Soaring Windows in Nat’l Park, 2 blocks to the beach
Private Wooded Acre, Soaring Windows in Nat’l Park, 2 blocks to the beach
10.0 out of 10, Exceptional, (33)
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
3.6 out of 10, (12)
The price is SAR 335
SAR 378 total
includes taxes & fees
28 Mar - 29 Mar

Cozy Home Sweet Homewood.
Cozy Home Sweet Homewood.
9.8 out of 10, Exceptional, (20)

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

Holiday Inn Express & Suites Chicago - Oak Forest by IHG
5/5 Excellent
"Everything was great. "
A verified traveler stayed at Holiday Inn Express & Suites Chicago - Oak Forest by IHG
Posted 1 day ago