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Our top choices for Highwood apartments
The price is CA $91
CA $503 total
includes taxes & fees
Jul 26 - Jul 27
The price is CA $152
CA $780 total
includes taxes & fees
Jul 27 - Jul 28
The price is CA $147
CA $683 total
includes taxes & fees
Jul 28 - Jul 29
The Dakin Estate: 4BR Art Deco speakeasy duplex in Wrigleyville, 5 min from Wrigley Field. Designed for groups, it blends curated interiors, elevated finishes, and entertainment-focused spaces for Cubs games, concerts, and Chicago nightlife.
The Dakin Estate: 4BR Art Deco speakeasy duplex in Wrigleyville, 5 min from Wrigley Field. Designed for groups, it blends curated interiors, elevated finishes, and entertainment-focused spaces for Cubs games, concerts, and Chicago nightlife.Lakeview
10.0 out of 10, Exceptional, (1 review)
"Great hosts that were very attentive to our requests! Loved the design and cleanliness of this place. Location was excellent. The pool table and the spacious deck were great amenities for our group during this stay."
Sam E.
The price is CA $534
CA $1,409 total
includes taxes & fees
Jul 27 - Jul 28
Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
Artistic Loft Rooftop | 13 mins DT | 4 mins LakeUptown
10.0 out of 10, Exceptional, (57 reviews)
"So hospitable "
Adrian
The price is CA $152
CA $443 total
includes taxes & fees
Jul 19 - Jul 20
Walk to the Beach • Private Office • 5BR
Walk to the Beach • Private Office • 5BRRogers Park
7.4 out of 10, Good, (6 reviews)
"Very spacious, with an amazing layout that offers privacy in individual rooms yet also multiple family gathering spaces. Lovely furnishings & everything you need to cook or dine in. I never leave home without my own sheets but i was uncharacteristically comfortable sleeping on their bedding, which were very clean & well maintained. Well appointed with giant TVs set up for streaming in every room! Quick walk to public transit & close to the top of Lakeshore Drive - lots of local options too, and...
Amy R.
The price is CA $203
CA $791 total
includes taxes & fees
Jul 21 - Jul 22
6BR Apt • Workspace • Near Lakefront + Red Line
6BR Apt • Workspace • Near Lakefront + Red LineRogers Park
The price is CA $274
CA $880 total
includes taxes & fees
Jul 22 - Jul 23
Cozy apartment with AC and WiFi in awesome Chicago
Cozy apartment with AC and WiFi in awesome ChicagoRogers Park
7.6 out of 10, Good, (12 reviews)
"Cozy, private, clean. A quick walk to the train and busses. Would stay again."
John D.
The price is CA $281
CA $631 total
includes taxes & fees
Jul 18 - Jul 19
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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Top Highwood Hotel Reviews
Hyatt Regency Deerfield
10/10 Excellent
Find out more about Highwood
Highwood Apartments information
Number of reviews | 13,761 |
|---|---|
Accommodation | 389 Apartments |
Lowest Price | CA $89 |
Highest Price | CA $213 |
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