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Compare 61 Condo Rentals in Highwood with updated reviews, rates, and availability.

Urban Chicago Vacation Rental Condo Near Beach!
Urban Chicago Vacation Rental Condo Near Beach!
9.2 out of 10, Wonderful, (17)

Stunning, Spacious, & Sun-soaked 2BR Uptown Condo by AllSet Turnover
Stunning, Spacious, & Sun-soaked 2BR Uptown Condo by AllSet Turnover
10.0 out of 10, Exceptional, (24)

North Center - Modern, Safe, Family-Friendly, Solar-Powered Apartment
North Center - Modern, Safe, Family-Friendly, Solar-Powered Apartment
10.0 out of 10, Exceptional, (105)

Centrally Located Swedish Design Andersonville 2bd by AllSet Turnover
Centrally Located Swedish Design Andersonville 2bd by AllSet Turnover
9.6 out of 10, Exceptional, (25)

Parking, Balcony, Near Universities, Ravinia, NAPA & Train to Chicago
Parking, Balcony, Near Universities, Ravinia, NAPA & Train to Chicago
9.8 out of 10, Exceptional, (13)

Walking distance to restaurants, shops and Lake Michigan,
Walking distance to restaurants, shops and Lake Michigan,
9.6 out of 10, Exceptional, (175)

Walking distance to restaurants, shops and Lake Michigan,
Walking distance to restaurants, shops and Lake Michigan,
9.8 out of 10, Exceptional, (198)

Bright 2BR Apt w/ Private Entrance & Laundry
Bright 2BR Apt w/ Private Entrance & Laundry
8.0 out of 10, Very Good, (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.
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Other property types in Highwood

2-bedroom apartment just 2 minutes drive to Wrigley Field
2-bedroom apartment just 2 minutes drive to Wrigley Field
9.8 out of 10, Exceptional, (11)
The price is SAR 334
SAR 919 total
includes taxes & fees
28 Apr - 29 Apr

Bright Garden Studio
Bright Garden Studio
9.0 out of 10, Wonderful, (21)
The price is SAR 300
SAR 873 total
includes taxes & fees
29 Apr - 30 Apr

Roscoe Village Inn -Guesthouse - Walk to Chicago's Wrigley Field
Roscoe Village Inn -Guesthouse - Walk to Chicago's Wrigley Field
10.0 out of 10, Exceptional, (173)
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 Highwood hotels
Recent reviews of Highwood hotels

Holiday Inn Chicago O'Hare – Rosemont by IHG
5/5 Excellent
"Love this Hotel! It smelled fresh and clean. Bathroom were clean and elegantly pleasing to the eyes. Toilet, sink and towels were cleaned. Sheet were also white! I had dinner downstairs in the restaurant which was also nice. I would definitely stay there again."
A verified traveler stayed at Holiday Inn Chicago O'Hare – Rosemont by IHG
Posted 10 hours ago