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Compare 317 Vacation Homes in Highwood with updated reviews, rates, and availability.

Great 3 bedroom rental unit near Logan Square
Great 3 bedroom rental unit near Logan Square
9.4 out of 10, Exceptional, (30)

Modern 3Bd Townhome Near Beach & Base
Modern 3Bd Townhome Near Beach & Base
9.8 out of 10, Exceptional, (19)

BoHo House - A Chic, 1903 Chicago Workers Cottage
BoHo House - A Chic, 1903 Chicago Workers Cottage
10.0 out of 10, Exceptional, (10)

Family frndly TwnHm by navy base
Family frndly TwnHm by navy base
9.6 out of 10, Exceptional, (12)

Riverfront Libertyville Retreat w/ Outdoor Kitchen
Riverfront Libertyville Retreat w/ Outdoor Kitchen
8.8 out of 10, Excellent, (24)

Single Family home in Schaumburg, IL 3 bed/ 2 full baths/ fully fenced backyard
Single Family home in Schaumburg, IL 3 bed/ 2 full baths/ fully fenced backyard
9.6 out of 10, Exceptional, (20)

New Your Home Away From Home! - Near Great Lakes Naval Base!!
New Your Home Away From Home! - Near Great Lakes Naval Base!!
9.2 out of 10, Wonderful, (23)

Urban Farmhouse near O’Hare Airport
Urban Farmhouse near O’Hare Airport
9.2 out of 10, Wonderful, (38)
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
30 Apr - 1 May

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

La Quinta by Wyndham Chicago O'Hare Airport
5/5 Excellent
"My wife and I were flying out of O'Hare to San Francisco, and we live two hours from the airport. La Quinta on Mannheim was perfect for us. They allowed us to park there while we were gone for a fee, and they provided a shuttle both to and from the airport, which was easy to catch upon our return. They made this trip so easy and convenient for us, and the hotel was very nice, with a comfortable room. We had a great experience with La Quinta and plan to stay there for all our trips."
A verified traveler stayed at La Quinta by Wyndham Chicago O'Hare Airport
Posted 7 hours ago