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Search Condo Rentals in Highland Park

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Check prices for these dates

Next weekend
9 Jum. I - 11 Jum. I
In two weeks
16 Jum. I - 18 Jum. I
In one month
30 Jum. I - 1 Jum. II
In two months
27 Jum. II - 29 Jum. II

Compare 147 Condo Rentals in Highland Park with updated reviews, rates, and availability.

Stunning 3 BR in prime Chicago location
Fridge, microwave, oven, stovetop

Stunning 3 BR in prime Chicago location

9.8 out of 10, Exceptional, (94)
"We fully enjoyed our stay - location, space, communication were all excellent!"
Stunning 3 BR in prime Chicago location
NEW LUXURY PENTHOUSE CONDO
Terrace/patio

NEW LUXURY PENTHOUSE CONDO

10.0 out of 10, Exceptional, (176)
"This property was great, would definitely return sometime. Has everything you need and then some. Property management was very easy to work with."
NEW LUXURY PENTHOUSE CONDO
Historic Gold Coast Condo - Half Block From Beach & Major Attractions
Interior

Historic Gold Coast Condo - Half Block From Beach & Major Attractions

Historic Gold Coast Condo - Half Block From Beach & Major Attractions
Urban Chicago Vacation Rental Condo Near Beach!
Beach nearby

Urban Chicago Vacation Rental Condo Near Beach!

9.2 out of 10, Wonderful, (19)
"Had a great stay at this property. Property was clean, in good condition and had no issues during the stay. We were in town for college visits and location was great. Easy access to downtown, Loyola and Evanston. Very walkable, convenient for driving to other amenities and felt safe without any issues. Used parking garage just a block away. Easy, no issues and great experience."
Urban Chicago Vacation Rental Condo Near Beach!
Spacious 4BRCondo near Wrigley/Dtwn +FreeParking
Exterior

Spacious 4BRCondo near Wrigley/Dtwn +FreeParking

9.8 out of 10, Exceptional, (32)
"It was a great place to stay and very spacious!"
Spacious 4BRCondo near Wrigley/Dtwn +FreeParking
Stunning, Spacious, & Sun-soaked 2BR Uptown Condo by AllSet Turnover
2 bedrooms, iron/ironing board, WiFi, bed sheets

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

10.0 out of 10, Exceptional, (24)
"Great experience. "
Stunning, Spacious, & Sun-soaked 2BR Uptown Condo by AllSet Turnover
Classic Lincoln Park 2 bedroom condo- parking included
Point of interest

Classic Lincoln Park 2 bedroom condo- parking included

9.8 out of 10, Exceptional, (67)
"We had a great stay at the rental. Stacy was an amazing host. We would definitely stay there again. "
Classic Lincoln Park 2 bedroom condo- parking included
3BR Modern Condo near Wrigley/Dwtn +Free Parking
Miscellaneous

3BR Modern Condo near Wrigley/Dwtn +Free Parking

9.4 out of 10, Exceptional, (30)
"Easy check in and lovely stay- thank you!"
3BR Modern Condo near Wrigley/Dwtn +Free Parking
North Center - Modern, Safe, Family-Friendly, Solar-Powered Apartment
Exterior

North Center - Modern, Safe, Family-Friendly, Solar-Powered Apartment

10.0 out of 10, Exceptional, (105)
"Really enjoyed our stay. Parking was easy and we could walk to restaurants. Felt very safe and the neighborhood was welcoming. Would stay again."
North Center - Modern, Safe, Family-Friendly, Solar-Powered Apartment
Wrigleyville Inn - Garden Unit
Fridge, microwave, oven, stovetop

Wrigleyville Inn - Garden Unit

10.0 out of 10, Exceptional, (26)
"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
NEW LUXURY CONDO WITH PATIO DECK
Fridge, microwave, oven, stovetop

NEW LUXURY CONDO WITH PATIO DECK

10.0 out of 10, Exceptional, (158)
"Very nice propertyā€”definitely would stay again"
NEW LUXURY CONDO WITH PATIO DECK
Chic Urban Retreat Near Wrigley Field w/Parking
Miscellaneous

Chic Urban Retreat Near Wrigley Field w/Parking

10.0 out of 10, Exceptional, (15)
"Great location near Southport corridor between two nearby stops on brown line. Good living space and clean. Host provided clear information about check-in and check-out with an information binder of nearby attractions. "
The price is SARĀ 1,264
SARĀ 2,536 total
includes taxes & fees
24 May - 25 May
Chic Urban Retreat Near Wrigley Field w/Parking
Wrigleyville Condo, Sleeps 10, 1/2 block from Wrigley Field
Smart TV, fireplace, printers

Wrigleyville Condo, Sleeps 10, 1/2 block from Wrigley Field

10.0 out of 10, Exceptional, (91)
"Great location and condo will definitely be back !"
Wrigleyville Condo, Sleeps 10, 1/2 block from Wrigley Field
Centrally Located Swedish Design Andersonville 2bd by AllSet Turnover
Fridge, microwave, oven, dishwasher

Centrally Located Swedish Design Andersonville 2bd by AllSet Turnover

9.6 out of 10, Exceptional, (25)
"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
Chicago Condo: Near Lincoln Park & DePaul!
Fridge, microwave, stovetop, coffee/tea maker

Chicago Condo: Near Lincoln Park & DePaul!

9.6 out of 10, Exceptional, (8)
"Great neighborhood on a quiet street. The floors are a bit squeaky but otherwise the stay was pleasant and the apartment was lovely."
Chicago Condo: Near Lincoln Park & DePaul!
Parking, Balcony, Near Universities, Ravinia, NAPA & Train to Chicago
Smart TV

Parking, Balcony, Near Universities, Ravinia, NAPA & Train to Chicago

9.8 out of 10, Exceptional, (13)
"The place was clean and spacious. I appreciated the parking space which made unloading the car to the apartment super easy. Communication from the host was helpful and check-in was a breeze. Would stay here again! "
Parking, Balcony, Near Universities, Ravinia, NAPA & Train to Chicago
Walking distance to restaurants, shops and Lake Michigan,
Exterior

Walking distance to restaurants, shops and Lake Michigan,

9.6 out of 10, Exceptional, (175)
"We enjoyed our stay in Rogers Park. The property was nice and a welcome retreat at the end of the day. "
Walking distance to restaurants, shops and Lake Michigan,
Spacious 3-bedroom, 2-bath condo, free parking/Oak Park
Fridge, microwave, oven, stovetop

Spacious 3-bedroom, 2-bath condo, free parking/Oak Park

9.0 out of 10, Wonderful, (26)
"Stayed here for my niece's bah mitzvah. There were 6 of us and it was the perfect size."
Spacious 3-bedroom, 2-bath condo, free parking/Oak Park
Walking distance to restaurants, shops and Lake Michigan,
Exterior

Walking distance to restaurants, shops and Lake Michigan,

9.8 out of 10, Exceptional, (200)
"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,
Bright 2BR Apt w/ Private Entrance & Laundry
Interior

Bright 2BR Apt w/ Private Entrance & Laundry

2.0 star property
8.0 out of 10, Very Good, (2)
"Stayed 3 nights visiting my son. Good location, large apt., nicely decorated. I wish the tub/shower had a grab bar. The jacuzzi tub has a high profile and is difficult for older adults to step in and out. It was quiet inside--even the nearby train was hard to hear. I did trip several times on the drain cover right outside the entry door. Be careful!"
Bright 2BR Apt w/ Private Entrance & Laundry
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 ā€“ Old Town
Front of property - evening/night

Level Chicago ā€“ Old Town

4.0 star property
9.0 out of 10, Wonderful, (309)
"It was really nice overall! Would recommend "
The price is SARĀ 788
SARĀ 1,009 total
includes taxes & fees
11 May - 12 May
Level Chicago ā€“ Old Town
The Gem Museum Suites
Reception

The Gem Museum Suites

3.5 star property
9.4 out of 10, Exceptional, (60)
"This hotel was outstanding in all respects. "
The price is SARĀ 636
SARĀ 728 total
includes taxes & fees
26 May - 27 May
The Gem Museum Suites
Wrigleyville Suites
Living area

Wrigleyville Suites

2.0 star property
8.8 out of 10, Excellent, (5)
The price is SARĀ 486
SARĀ 758 total
includes taxes & fees
5 May - 6 May
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.

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