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Compare 128 Condo Rentals in Highland Park with updated reviews, rates, and availability.

Stunning 3 BR in prime Chicago location

9.8 out of 10, Exceptional, (87)
"A clean, spacious, affordable option in a perfect location in Lincoln Park. Plan to return in the future."
Stunning 3 BR in prime Chicago location

Wrigleyville Inn - Unit 3

10.0 out of 10, Exceptional, (23)
"Great unit in good neighborhood. "
Wrigleyville Inn - Unit 3

Wrigleyville Inn - Garden Unit

10.0 out of 10, Exceptional, (22)
"The garden apartment was perfect for our family gathering. The location is convenient and in a nice neighborhood. The layout provided all of us privacy when we needed it and plenty of room for celebrating! "
Wrigleyville Inn - Garden Unit

Stunning, Spacious, & Sun-soaked 2BR Uptown Condo by AllSet Turnover

10.0 out of 10, Exceptional, (21)
"Great experience. "
Stunning, Spacious, & Sun-soaked 2BR Uptown Condo by AllSet Turnover

NEW LUXURY CONDO WITH PATIO DECK

10.0 out of 10, Exceptional, (153)
"My family and I stayed with our dog for a few days to see some old friends before going to visit family for Christmas. The space was exactly how it was described and pictured. The setup was easy, attractive, comfy, and extremely well appointed. It was great to have parking and a comfortable place to visit with everyone. The location is very convenient to markets, restaurants, and shopping. The shower is amazing. Kitchen is top notch. We will definitely stay here again!"
NEW LUXURY CONDO WITH PATIO DECK

Hidden East Village Gem

9.6 out of 10, Exceptional, (32)
"The apartment was cozy, clean and comfortable. The owner was easy to reach out to and the location was fantastic. Few mins to bus stops and Blue Line. It was a breeze to check in and out and access it throughout the length of stay. I would return to the same apartment again. "
Hidden East Village Gem

Walking distance to restaurants, shops and Lake Michigan,

9.8 out of 10, Exceptional, (195)
"Ross, the property manager, is very courteous and helpful. Property clean and well-appointed. Family group with 2 dogs. Took Uber rides into city to see museums and shows. Garage parking was nice. Very quiet neighborhood at night. Overall a nice, well-managed property that we highly recommend."
Walking distance to restaurants, shops and Lake Michigan,

Classic Lincoln Park 2 bedroom condo- parking included

9.8 out of 10, Exceptional, (62)
"The apartment was as promised, home like with basic pantry supplies. Close to downtown and walkable to Second City."
Classic Lincoln Park 2 bedroom condo- parking included

Centrally Located Swedish Design Andersonville 2bd by AllSet Turnover

9.6 out of 10, Exceptional, (24)
"What a great place! Perfect for a stay close enough to everything! Very comfy beds, and couch (tv remote was literally the only thing I can complain about!)"
Centrally Located Swedish Design Andersonville 2bd by AllSet Turnover

Spacious, Clean and Steps from Wrigley Field!

9.8 out of 10, Exceptional, (7)
"Great host, very responsive "
Spacious, Clean and Steps from Wrigley Field!

The Inn at Wrigleyville, Beautiful New 4 Bedroom Sleeps 9

9.8 out of 10, Exceptional, (20)
"We had a wonderful time meeting friends for the weekend. The proximity to the stadium is the best. "
The price is SAR 1,797
SAR 3,996 total
includes taxes & fees
24 Jan - 25 Jan
The Inn at Wrigleyville, Beautiful New 4 Bedroom Sleeps 9

Elegant Duplex with Chef's Kitchen Near Wrigley Field by AllSet Turnover

9.2 out of 10, Wonderful, (5)
"I’d like to stay again but I can’t find it to rebook "
Elegant Duplex with Chef's Kitchen Near Wrigley Field by AllSet Turnover

"Melody of Evanston" 3BD, 2BA UrbanLux Condo

2.0 star property
10.0 out of 10, Exceptional, (7)
"The property was wonderful! It was clean and located perfectly for getting around the north shore. We enjoyed our visit!! "
"Melody of Evanston" 3BD, 2BA UrbanLux Condo

Walk to Lincoln Park, North Avenue Beach, and Second City! Lovely Old Town Charm! by AllSet Turnover

9.6 out of 10, Exceptional, (18)
"My daughter and I had a girls weekend in Chicago and loved the location and neighborhood. The property was updated and clean yet maintained the flavor of city living."
Walk to Lincoln Park, North Avenue Beach, and Second City! Lovely Old Town Charm! by AllSet Turnover

3BR Modern Condo near Wrigley/Dwtn +Free Parking

9.4 out of 10, Exceptional, (23)
"A group of us came together from different cities to enjoy a weekend of football. This was a great landing spot. Had everything we needed and was close enough to our events and places to eat/drink. Perfect place for the weekend. Owner communicated very well before and during the trip."
3BR Modern Condo near Wrigley/Dwtn +Free Parking

Spacious 3BRCondo near Wrigley/Dtwn +FreeParking

9.6 out of 10, Exceptional, (23)
"It's a good place to stay. I loved being in the city, and easy to walk to many places. Quiet. Parking is tight, but at least there is a place. "
Spacious 3BRCondo near Wrigley/Dtwn +FreeParking

Huge Lakeview Retreat Sleeping 20 with Parking!

8.0 out of 10, Very Good, (1)
"We booked the stay for a professional board retreat, but had major issues with the wifi connection. It never worked at all from one of the 2 included units, and only worked sporadically and with weak signal in the second unit. We had Zoom sessions planned with others joining us that had to be done on telephones since the computers could not get wifi. It was not professional and we were very dissatisfied with this aspect of the stay. Rooms were generally quite nice, but every single bedroom...
Huge Lakeview Retreat Sleeping 20 with Parking!

The Bucktown House - Suite #4 - Heart of Wicker/Bucktown, 10 minutes to downtown

9.8 out of 10, Exceptional, (26)
"Great location and nice accommodations. I would recommend but one thing to be aware of are the wooden floors, which is charming, but are squeaky."
The Bucktown House - Suite #4 - Heart of Wicker/Bucktown, 10 minutes to downtown

The Exclusive- 7 Bed, 6 Bath Retreat

9.6 out of 10, Exceptional, (15)
"This property was perfect for our group. Each bedroom was paired with a bathroom and both kitchens and living room spaces were clean and comfortable. Located across the street for the train, it was easy to get around town"
The Exclusive- 7 Bed, 6 Bath Retreat

Two-Story STUNNER in Iconic Old Town Chicago by AllSet Turnover

9.4 out of 10, Exceptional, (8)
"Beautiful property in an amazing neighborhood. So many great places in walking distance. It was a little difficult to regulate the temp of the house. The lower level was pretty cold compared to the rest of the house. "
Two-Story STUNNER in Iconic Old Town Chicago by AllSet Turnover
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 Park

Level Chicago – Old Town

4.0 star property
9.0 out of 10, Wonderful, (285)
"Amazing stay ! Love this property every time I’m in Chicago. "
The price is SAR 624
SAR 816 total
includes taxes & fees
27 Jan - 28 Jan
Level Chicago – Old Town

Walking distance to restaurants, shops and Lake Michigan,

9.6 out of 10, Exceptional, (175)
"We were very pleased with the property. Stayed there over the Thanksgiving holiday & weekend while visiting my older daughter. Nice neighborhood & easy location to get to other parts of the city. Everything was as depicted in the description and communication with management was excellent. Would stay here again."
Walking distance to restaurants, shops and Lake Michigan,

Wrigley/Southport Corridor Garden Oasis +parking!

9.8 out of 10, Exceptional, (70)
"convienent location "
Wrigley/Southport Corridor Garden Oasis +parking!
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.

Frequently asked questions

How much do condos in Highland Park cost?
You’ll pay from SAR 1,797 to SAR 1,797 per night for condos in Highland Park. No matter your budget, the perfect stay is a click away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Why book your condo in Highland Park with Expedia?
Booking a condo in Highland Park is as simple as working out your travel dates and picking an option that meets your needs. Seeking something budget friendly or upmarket, or a stay that also offers a kitchen? Use Expedia’s search filters to further narrow your search results and find the ideal fit.
How can I find cheap condos in Highland Park?
With Expedia’s helpful filter tool, comparing cheap condos in Highland Park couldn’t be simpler. To view accommodations that are easy on your bank balance, refine your search results by budget, star rating and amenities.