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Search Condo Rentals in Highland Park

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Compare 131 Condo Rentals in Highland Park with updated reviews, rates, and availability.

NEW LUXURY CONDO WITH PATIO DECK
Room

NEW LUXURY CONDO WITH PATIO DECK

10.0 out of 10, Exceptional, (152)
"We had a great stay, location was great, very clean, beautifully remodeled, the bathroom felt like a 5 star hotel with all the upgrades they've done. The first night the refrigerator stopped working, they immediately went over to try to fix it but were unsuccessful, they offered to purchase ice for us and by the next day they had purchased and installed a new refrigerator. Overall, we had a great experience and would definitely stay here again. "
NEW LUXURY CONDO WITH PATIO DECK
Stunning 3 BR in prime Chicago location
Living area

Stunning 3 BR in prime Chicago location

9.8 out of 10, Exceptional, (83)
"Very close to the train. Good location "
Stunning 3 BR in prime Chicago location
Wrigleyville Inn - Unit 3
1

Wrigleyville Inn - Unit 3

10.0 out of 10, Exceptional, (21)
"Our host made everything so easy. Check in, check out couldn't have been simpler. Fluffy towels and gorgeous bathrooms. Coffee and beer waiting for us. Comfy beds and a toasty gas fireplace. A 7-11 at the end of the street for buying snacks and wine. Amazing location. Spotless! We can't wait to go back in the summer and enjoy the deck. "
Wrigleyville Inn - Unit 3
Elegant Duplex with Chef's Kitchen Near Wrigley Field by AllSet Turnover
Elegantly designed living room with gas fireplace

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

9.4 out of 10, Exceptional, (3)
"Fantastic property. Beautifully appointed, great kitchen, and amazing location for our family to gather for Thanksgiving. Would absolutely recommend. "
Elegant Duplex with Chef's Kitchen Near Wrigley Field by AllSet Turnover
Beautiful Lincoln Park condominium with 4 bed, 2.5 b, luxurious gourmet kitchen.
Private kitchen

Beautiful Lincoln Park condominium with 4 bed, 2.5 b, luxurious gourmet kitchen.

Beautiful Lincoln Park condominium with 4 bed, 2.5 b, luxurious gourmet kitchen.
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
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, (194)
"The apartment is beautifully decorated and updated. Ross, the host gave us a welcome tour and everything was clearly explained. Beds are comfortable and rooms are spacious. We were relieved our rental minivan (just barely) fit in the garage! We did the kitchen wasn't as well equipped as we would have liked, but we were cooking a Thanksgiving meal which may have been a bit ambitious. The meal turned out well and we enjoyed our stay immensely!"
Walking distance to restaurants, shops and Lake Michigan,
The Bucktown House - Suite #4 - Heart of Wicker/Bucktown, 10 minutes to downtown
Dining

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
Centrally Located Swedish Design Andersonville 2bd by AllSet Turnover
Home Decor,Furniture,Indoors,Living Room,Table

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
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

9.2 out of 10, Wonderful, (9)
"The apartment needs a deep cleaning. It’s been awhile. Coffee mugs were filthy — took a huge amount of time/effort to clean them. Dishes and utensils were not clean - someone when through the steps putting them in the dw but they were dirty with dried-on food. Very thoughtful chargers and night background devices. Was noisy in the morning and night so great! Great location for groceries. Great coffee maker. So close to being great. "
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
Bright 2BR Apt w/ Private Entrance & Laundry
Chair,Furniture,Home Decor,Indoors,Table

Bright 2BR Apt w/ Private Entrance & Laundry

2.0 star property
Bright 2BR Apt w/ Private Entrance & Laundry
Bucktown Private Condo
Living room, featuring a 3 seater couch, smart TV. decorated with live plants.

Bucktown Private Condo

10.0 out of 10, Exceptional, (4)
"Our 2nd time staying at this property and absolutely love it! Convenient location and also at a very quiet & safe neighborhood. The host is very responsive and makes sure we feel at home. Would highly recommend!"
Bucktown Private Condo
Stunning, Renovated East Lincoln Park Gem - 4bdrm 2.5 bath
Living area

Stunning, Renovated East Lincoln Park Gem - 4bdrm 2.5 bath

10.0 out of 10, Exceptional, (1)
"Convenient to areas we visited"
Stunning, Renovated East Lincoln Park Gem - 4bdrm 2.5 bath
Lincoln Park Mega Space 2 Parking Spaces Sleeps 20 by AllSet Turnover
Indoors,Home Decor,Window,Chair,Furniture

Lincoln Park Mega Space 2 Parking Spaces Sleeps 20 by AllSet Turnover

9.6 out of 10, Exceptional, (14)
"This place is located in a perfect location in the heart of Lincoln park. The place was clean and nice. We made good use of the projector for sports games. As for the nitpicking and constructive feedback, the projector needs to be aligned and the furniture seems a bit flimsy/cheap (we had some big boys in our group). Overall the place was perfect for our large group."
Lincoln Park Mega Space 2 Parking Spaces Sleeps 20 by AllSet Turnover
3BR Modern Condo near Wrigley/Dwtn +Free Parking

3BR Modern Condo near Wrigley/Dwtn +Free Parking

9.6 out of 10, Exceptional, (22)
"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
North Center - Modern, Safe, Family-Friendly, Solar-Powered Apartment
View from the dining room into the living room. The sofa pulls out into a bed.

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

10.0 out of 10, Exceptional, (99)
"Excellent stay and nice neighborhood."
North Center - Modern, Safe, Family-Friendly, Solar-Powered Apartment
The Exclusive- 7 Bed, 6 Bath Retreat
Top floor kitchen and dining area

The Exclusive- 7 Bed, 6 Bath Retreat

9.8 out of 10, Exceptional, (13)
"As described on the site. Perfect location to the wedding venue, with enough bathrooms for everyone, spaces to socialize and dined together, full amenities, strategic locations to attractions/restaurants/shops/groceries, parking spots on-site and close-by. Responsive property manager who provided detail info on the property, check-in/check-out process, general info on the area. Adam Yin is very accessible, helpful and personable. Everyone had a great time. Thank you !!"
The Exclusive- 7 Bed, 6 Bath Retreat
Trendy Wicker Park Loft with Parking
Living Area with Huge 4K UHD Smart TV

Trendy Wicker Park Loft with Parking

9.0 out of 10, Wonderful, (2)
"Nice for a family plenty of room. Nice neighborhood. Not good for physically impaired"
Trendy Wicker Park Loft with Parking
Featured on the Travel Channel, 4 Bedroom 2 Bath in Wrigley Rooftop Building
Bathroom

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

9.0 out of 10, Wonderful, (11)
"Great property"
The price is SAR 1,800
SAR 3,999 total
includes taxes & fees
17 Jan - 18 January 2025
Featured on the Travel Channel, 4 Bedroom 2 Bath in Wrigley Rooftop Building
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, (277)
"Great location and stay"
The price is SAR 686
SAR 880 total
includes taxes & fees
3 Jan - 4 January 2025
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, (174)
"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!
Living area

Wrigley/Southport Corridor Garden Oasis +parking!

9.8 out of 10, Exceptional, (67)
"Very clean and comfortable place!"
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 1,800 to SAR 1,800 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.