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Search Condo Rentals in Highland Park

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Compare 121 Condo Rentals in Highland Park with updated reviews, rates, and availability.

Stunning 3 BR in prime Chicago location

9.8 out of 10, Exceptional, (88)
"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, (24)
"We took the MLK weekend to get away to Chicago to do some brewery hopping and exploring neighborhoods away from the usual downtown attractions. This was the perfect location for walking around and getting to Wrigley Field. The unit is fresh, clean and very comfortable. "
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, (22)
"We were visiting our nephew, who lives around the block from this rental, so we didn't spend a lot of time in the rental, but it was absolutely sparkling clean, well-appointed, and lovely. We will definitely book it again. "
Stunning, Spacious, & Sun-soaked 2BR Uptown Condo by AllSet Turnover

NEW LUXURY CONDO WITH PATIO DECK

10.0 out of 10, Exceptional, (155)
"We love this well stocked condo. The location, off street parking and amenities make it a great home away from home for us. "
NEW LUXURY CONDO WITH PATIO DECK

Classic Lincoln Park 2 bedroom condo- parking included

9.8 out of 10, Exceptional, (63)
"The condo was well equipped including dishwasher and washing machine. Location was convenient to Fullerton bus and Metra line to Evanston. We enjoyed our stay!"
Classic Lincoln Park 2 bedroom condo- parking included

Walking distance to restaurants, shops and Lake Michigan,

9.8 out of 10, Exceptional, (196)
"Great property and easy process to check in/out. Lots of space and privacy. It was easy to get around and explore the city. "
Walking distance to restaurants, shops and Lake Michigan,

Centrally Located Swedish Design Andersonville 2bd by AllSet Turnover

9.6 out of 10, Exceptional, (24)
"The place was super nice, very clean, and quiet. It was perfectly located for our needs. We were visiting my daughter and brand new granddaughter, and hope to make it our new home away from home when we visit."
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 1,796
SAR 4,019 total
includes taxes & fees
28 Feb - 1 Mar
The Inn at Wrigleyville, Beautiful New 4 Bedroom Sleeps 9

"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

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

Chic Urban Retreat Near Wrigley Field w/Parking

10.0 out of 10, Exceptional, (9)
"Clean, comfortable, professional, smooth and helpful transactions. A wonderful place I look forward to returning to very soon. "
The price is SAR 375
SAR 1,428 total
includes taxes & fees
24 Feb - 25 Feb
Chic Urban Retreat Near Wrigley Field w/Parking

Featured on the Travel Channel, 4 Bedroom 2 Bath in Wrigley Rooftop Building

9.0 out of 10, Wonderful, (12)
"The apartment is literally across the street from the ballpark. Very clean, easy to check in, big space, everything we needed was there, couldn't have asked for more."
The price is SAR 1,796
SAR 4,069 total
includes taxes & fees
24 Feb - 25 Feb
Featured on the Travel Channel, 4 Bedroom 2 Bath in Wrigley Rooftop Building

Wrigleyville Inn - Unit 1

10.0 out of 10, Exceptional, (19)
"The owner was very easy to work with, provided timely responses, and the home was very clean. I will look to stay here again in the future when we are looking for Wrigleyville accommodations. "
Wrigleyville Inn - Unit 1

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

Bright 2BR Apt w/ Private Entrance & Laundry

2.0 star property
8.0 out of 10, Very Good, (1)
Bright 2BR Apt w/ Private Entrance & Laundry

Take the Whole Crew Out to the Ballgame! Four Bedrooms and Only 1 Mile from Wrigley by AllSet Turnover

9.6 out of 10, Exceptional, (23)
"We were a group of 4 women getting together for the weekend. We LOVED having our own rooms and comfy beds. Also having 2 bathrooms and an extra toilet was so convenient. The location was awesome. It’s a bare bones set up but was perfect for our needs. "
Take the Whole Crew Out to the Ballgame! Four Bedrooms and Only 1 Mile from Wrigley 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, (289)
"Amazing stay ! Love this property every time I’m in Chicago. "
The price is SAR 540
SAR 718 total
includes taxes & fees
27 Feb - 28 Feb
Level Chicago – Old Town

Great 3 bedroom rental unit near Logan Square

9.4 out of 10, Exceptional, (23)
"Safe neighborhood and super responsive host. I would definitely book again."
Great 3 bedroom rental unit near Logan Square

Wrigleyville Suites

2.0 star property
10.0 out of 10, Exceptional, (2)
The price is SAR 301
SAR 541 total
includes taxes & fees
24 Feb - 25 Feb
Wrigleyville Suites
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 375 to SAR 1,796 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.