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Search Condo Rentals in Highland Park

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Compare 124 Condo Rentals in Highland Park with updated reviews, rates, and availability.

3BR Modern Condo near Wrigley/Dwtn +Free Parking
3BR Modern Condo near Wrigley/Dwtn +Free Parking
9.6 out of 10, Exceptional, (21)
"The place was exactly like they said it was. Communication with Ola was very good and easy. Parking was so nice to have. Place was very quiet with a grocery store, a small Iowa bar, and plenty of other local and chain places to eat right around the corner. Would stay here again. "
3BR Modern Condo near Wrigley/Dwtn +Free Parking
"Melody of Evanston" 3BD, 2BA UrbanLux Condo
Living area
"Melody of Evanston" 3BD, 2BA UrbanLux Condo
2.0 star property
10.0 out of 10, Exceptional, (4)
"Our family gathered at this cute little place for a Chicago weekend. The condo was spacious for our family of eight (five adults and three kids), very quiet, and clean. Communication was excellent and accommodating. We’d highly recommend this property. "
"Melody of Evanston" 3BD, 2BA UrbanLux Condo
Chic Logan Square Gem
Outdoor dining
Chic Logan Square Gem
9.6 out of 10, Exceptional, (5)
"We came to Chicago for a family wedding and had a great stay! The host was super communicative and gracious. The home is gorgeous. The photos don't quite do it justice, high ceilings, beautifully furnished. Everything from the kitchen to the linens and pillows and mattresses was just lovely and comfortable. We were steps away from restaurants and shops in Logan Square and 4 mins walk to the Blue line. The host really goes out of the way to make your stay convenient, paper towels, TP, dish soap,...
Chic Logan Square Gem
Free Parking, Balcony, near Universities, NAPA, Ravinia and train to Chicago
Privet cover terrace
Free Parking, Balcony, near Universities, NAPA, Ravinia and train to Chicago
10.0 out of 10, Exceptional, (20)
"Super clean, Host provided detailed information. Great location. Appreciate the off street parking. Very good experience. Host is doing a great job."
Free Parking, Balcony, near Universities, NAPA, Ravinia and train to Chicago
Walking distance to restaurants, shops and Lake Michigan,
Large kitchen with open floor plan, hardwood floor throughout.
Walking distance to restaurants, shops and Lake Michigan,
9.6 out of 10, Exceptional, (173)
"Good location clean"
Walking distance to restaurants, shops and Lake Michigan,
NEW LUXURY CONDO WITH PATIO DECK
Room
NEW LUXURY CONDO WITH PATIO DECK
10.0 out of 10, Exceptional, (151)
"Another wonderful Friendsgiving in a beautiful condo. Perfect kitchen for this. "
NEW LUXURY CONDO WITH PATIO DECK
Walking distance to restaurants, shops and Lake Michigan,
Stunning open floor plan is perfect for entertaining and gatherings.
Walking distance to restaurants, shops and Lake Michigan,
9.8 out of 10, Exceptional, (193)
"Stayed two nights. Great location in Rogers park. Property manager is on site and gave a lovely tour of property. Also had a binder with restaurants, things to do, etc which I appreciate! Large kitchen, laundry, garage parking for car. Everything was lovely! "
Walking distance to restaurants, shops and Lake Michigan,
Parking included and longer stays encouraged in Lincoln Park
Exterior
Parking included and longer stays encouraged in Lincoln Park
9.8 out of 10, Exceptional, (58)
"We absolutely love the area where this condo is. So many thing to do within walking distance and short Ubers rides to all that we wanted to do. All the bars and restaurants in the area had such good food and everyone was so friendly!! Highly recommend. "
Parking included and longer stays encouraged in Lincoln Park
Historic Designer Lincoln Park Retreat Sleeps 14 by AllSet Turnover
Furniture,Indoors,Living Room,Home Decor,Couch
Historic Designer Lincoln Park Retreat Sleeps 14 by AllSet Turnover
9.6 out of 10, Exceptional, (8)
"We loved our visit to Chicago! So much to do! We enjoyed Frank Lloyd Wright homes in Oak Park. We had fun at Wrigley Field as the Cubs won (train ride from house to Wrigley is only 2 stops). We took the train downtown for the Architecture Tour, shopping on Michigan, taking pictures with the Bean and other stuff in Millennium Park, shopping in all the 2nd hand/vintage clothing shops in Wicker Park, eating yummy tacos at Tacombi in Wicker Park, eating at Mindy's Bakery in Wicker Park, eating...
Historic Designer Lincoln Park Retreat Sleeps 14 by AllSet Turnover
Wrigleyville Inn - Unit 3
1
Wrigleyville Inn - Unit 3
10.0 out of 10, Exceptional, (20)
"Great property, great location, great host."
Wrigleyville Inn - Unit 3
Spacious, Clean and Steps from Wrigley Field!
Dining Room
Spacious, Clean and Steps from Wrigley Field!
9.6 out of 10, Exceptional, (4)
"Place was perfect, clean and comfortable. Location is fantastic!"
Spacious, Clean and Steps from Wrigley Field!
Spacious Wicker Park Hideaway with Parking!
Living Area with 55" UHD Smart TV
Spacious Wicker Park Hideaway with Parking!
8.6 out of 10, Excellent, (4)
"Great place to stay for a weekend in Chicago. Large, clean space and had everything we needed. Easy access location and parking spot was steps away from door. Traffic is very loud outside, but that is Chicago. Had a small issue with hot water when we first arrived but host was responsive and had it fixed later that day."
Spacious Wicker Park Hideaway with Parking!
Modern Comfort 2 Bd Condo in Iconic Lincoln Square by AllSet Turnover
Home Decor,Furniture,Indoors,Living Room,Couch
Modern Comfort 2 Bd Condo in Iconic Lincoln Square by AllSet Turnover
9.4 out of 10, Exceptional, (8)
"The property was nice and clean! Kitchen was well stocked minus cooking oil. Parking directions was a little confusing as it said the lot was marked Tony's Fresh Market Receiving, but it wasn’t and the parking space didn’t have visible numbers, esp at night. "
Modern Comfort 2 Bd Condo in Iconic Lincoln Square by AllSet Turnover
Chic Urban Retreat Near Wrigley Field w/Parking
Private kitchen
Chic Urban Retreat Near Wrigley Field w/Parking
10.0 out of 10, Exceptional, (4)
"If I could give this listing 10 stars I absolutely would!! The stay went beyond expectation's. The hosts’ were friendly and attentive. Many restaurants, shops and train are at a walking distance. Would highly recommend!"
Chic Urban Retreat Near Wrigley Field w/Parking
Brand new luxury space + roof deck in enchanting Chicago, with hi-speed WiFi.
Living area
Brand new luxury space + roof deck in enchanting Chicago, with hi-speed WiFi.
2.5 star property
10.0 out of 10, Exceptional, (1)
"The condo is very new and clean. Upscale appliances and finishes. The rooftop deck is very private and is equipped with comfortable furniture. We enjoyed hanging out there in the evenings. Chux is very quick to respond to questions. There are a lot of stairs going up to the condo. It is not suitable for people with mobility issues. "
Brand new luxury space + roof deck in enchanting Chicago, with hi-speed WiFi.
Hidden East Village Gem
Living Area with 55" UHD Smart TV
Hidden East Village Gem
9.6 out of 10, Exceptional, (29)
"Perfect spot for a family. Visiting for husband’s conference. Great neighborhood and easy to get to all tourist attractions. Highly recommend. All our needs were anticipated. "
Hidden East Village Gem
Pet-Friendly Urban Chicago Vacation Rental Condo
Chicago Vacation Rental | 2BR | 1BA | 900 Sq Ft | Stairs Required
Pet-Friendly Urban Chicago Vacation Rental Condo
9.2 out of 10, Wonderful, (11)
"Host was very communicative. There is no parking even though the listing states parking. However street parking was fairly easy to find before 10pm. Would still stay again!"
Pet-Friendly Urban Chicago Vacation Rental Condo
10 min walk to Stevenson Convention Center
Living area
10 min walk to Stevenson Convention Center
8.8 out of 10, Excellent, (3)
"The property was not the same as the pictures- I think it was probably another unit in the same building because the decor matched, but there were some definite differences. Aside from that, overall the stay was nice. The condo was very cozy, and it was incredibly close to everything we wanted to do. The shared yard space in the back was nice. The condo is also located close to the airport which is convenient for anyone traveling that way. "
10 min walk to Stevenson Convention Center
Wrigleyville Inn - Garden Unit
1
Wrigleyville Inn - Garden Unit
10.0 out of 10, Exceptional, (21)
"Very clean and perfect location well maintained definitely will return. Thank you!"
Wrigleyville Inn - Garden Unit
Modern Wrigley Oasis with Parking!
Living Area with 55' UHD Smart TV with Cable
Modern Wrigley Oasis with Parking!
9.8 out of 10, Exceptional, (33)
"Stayed from Thursday-Monday with a group of four: myself, my girlfriend (a local of the suburbs), and two friends from college that had never been to Chicago before. The unit was fantastic. Even roomier than the pictures make it seem, and in a great area for walking around Wrigleyville or even down to Lincoln Park and back if you’re feeling that active (and want to find some great sports bars along the way). The train does seem eerily close when looking out the window, and the noise is...
Modern Wrigley Oasis with 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.
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Other property types in Highland Park

Level Chicago – Old Town
Outdoor pool
Level Chicago – Old Town
4.0 star property
9.0 out of 10, Wonderful, (269)
"Beautiful place with amazing amenities. Perfect stay for adults or families alike! Highly recommend!"
The price is AED 755
AED 949 total
includes taxes & fees
24 Nov - 25 Nov
Level Chicago – Old Town
Walking distance to restaurants, shops and Lake Michigan,
Large kitchen with open floor plan, hardwood floor throughout.
Walking distance to restaurants, shops and Lake Michigan,
9.6 out of 10, Exceptional, (173)
"Good location clean"
Walking distance to restaurants, shops and Lake Michigan,
Wrigley/Southport Corridor Garden Oasis +parking!
Living area
Wrigley/Southport Corridor Garden Oasis +parking!
9.8 out of 10, Exceptional, (66)
"This little apartment is close to my cousin in Wrigleyville and a perfect location to get downtown and to see a Bears game (they are terrible right now). Entry instructions were easy and apartment was very clean."
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?
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