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Search and Rent Highland Park Condos

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

NEW LUXURY CONDO WITH PATIO DECK
10.0 out of 10, Exceptional, 127 reviews
"It will be interesting to see how the balcony in the living room will be incorporated into the final apartment…."
NEW LUXURY CONDO WITH PATIO DECK
Stunning 3 BR in prime Chicago location
9.8 out of 10, Exceptional, 45 reviews
"This place is in a great location in Chicago! Plenty of space and a fun main area, brought me back to when i lived in Chicago - would definitely book this place again!!"
Stunning 3 BR in prime Chicago location
Hidden East Village Gem
9.6 out of 10, Exceptional, 21 reviews
"Property was clean and spacious which was perfect for our family of 4. The neighbor was cute and we felt safe being there. Free street parking, though spaces were some times limited. Overall, we were happy with our stay."
Hidden East Village Gem
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3BR Modern Condo near Wrigley/Dwtn +Free Parking
9.8 out of 10, Exceptional, 10 reviews
"This property looks like it does in the photos. Plenty of space to spread out, clean and updated, and well outfitted with furniture and kitchen supplies. This house was closer to everything we wanted to do than we had thought. Plenty of good restaurants in the immediate neighborhood and easy access to affordable public transportation if you want to go downtown or to the museum campus. This house is on a main thoroughfare in the neighborhood so it can get a little noisy with the traffic, but it...
3BR Modern Condo near Wrigley/Dwtn +Free Parking
Entire 2 bedroom with Office & Deck!
10.0 out of 10, Exceptional, 2 reviews
"In town for a wedding and stayed here. Very comfortable and had everything we needed. Bathroom was a bit small, but hey, it worked. Awesome stay and great host!!"
Entire 2 bedroom with Office & Deck!
Perfect for Groups! Steps to the Beach and Room for All! Enjoy All Andersonville Has to Offer! by RedAwning
10.0 out of 10, Exceptional, 24 reviews
"Close to the beach! This Edgewater home is in a friendly neighborhood and will be very close to the new train stop when it opens. (Funny to see the train go whizzing by and be so quiet.) The beds are comfy and the back patio is lovely."
Perfect for Groups! Steps to the Beach and Room for All! Enjoy All Andersonville Has to Offer! by RedAwning
Free Parking, Balcony, near Universities, NAPA, Ravinia and train to Chicago
10.0 out of 10, Exceptional, 14 reviews
"We enjoyed the stay! Everything was clean and super cute."
Free Parking, Balcony, near Universities, NAPA, Ravinia and train to Chicago
Walking distance to restaurants, shops and Lake Michigan,
9.8 out of 10, Exceptional, 179 reviews
"Beautiful and spacious unit with everything you could ask for. There were 5 of us and we had plenty of space to spread out and be comfortable. Great hospitality and Ross met us for checkin even though our flight had been delayed. Wonderful location and within walking distance of restaurants, shops and the CTA station (Howard). Would definitely stay again."
Walking distance to restaurants, shops and Lake Michigan,
MDRN Kid-Friendly Apt|Charming|Private|Sunny|Fast Wi-Fi| Parking
9.4 out of 10, Exceptional, 16 reviews
"We came into town for my sisters wedding for the long weekend. Our stay was great, we had easy communication with Craig, and our needs were met quickly. Plenty of space for us to get ready and not be on top of each other which was awesome. The area is super nice, beautiful neighborhood, very family friendly with a 9 year old. Thank you so much for everything!"
The price is $269
$546 total
includes taxes & fees
Jun 10 - Jun 11
MDRN Kid-Friendly Apt|Charming|Private|Sunny|Fast Wi-Fi| Parking
Parking included and longer stays encouraged in Lincoln Park
9.8 out of 10, Exceptional, 49 reviews
"Spent 4 nights around my nieces’ graduation. We had a wonderful time and the location is great. There were restaurants all around us and we even had time for massage (8 min walking away) and a hair cut (3 min. away). Near Whole Foods and much more. Would recommend highly."
Parking included and longer stays encouraged in Lincoln Park
Pet-Friendly Urban Chicago Vacation Rental Condo
9.8 out of 10, Exceptional, 6 reviews
"Great and very clean place for our daughter’s graduation week."
Pet-Friendly Urban Chicago Vacation Rental Condo
10 min walk to Stevenson Convention Center
10.0 out of 10, Exceptional, 1 review
"I was attending a conference at the Donald Stephens Convention Center and this location was very convenient to both the event and numerous food/shopping options. Worked out very well and the property manager was easy to communicate with through the process."
10 min walk to Stevenson Convention Center
Modern Lincoln Park Hideaway 1 Bd/1Bath
9.0 out of 10, Wonderful, 7 reviews
"We enjoyed our stay very much! Quaint neighborhood with many restaurants, shops and nearby grocery stores including Trader Joe’s within walking distance. Also walking distance to the Brown Line elevated transit station which makes downtown Chicago very accessible. The neighborhood felt very safe and inviting. We really appreciated William the owner . We needed to check in early because we arrived in Chicago Mid-day. He couldn’t always guarantee early check-in but he made it happen! We had very...
Modern Lincoln Park Hideaway 1 Bd/1Bath
Huge Lakeview Retreat Sleeping 20 with Parking!
Huge Lakeview Retreat Sleeping 20 with Parking!
Wrigleyville Inn AllStar Unit
9.2 out of 10, Wonderful, 13 reviews
"Fun friends weekend!"
Wrigleyville Inn AllStar Unit
Across From Wrigley Field, Beautiful New 4 Bedroom Featured On Travel Channel!
9.4 out of 10, Exceptional, 15 reviews
"Great experience!!"
Across From Wrigley Field, Beautiful New 4 Bedroom Featured On Travel Channel!
Spacious, Clean and Steps from Wrigley Field!
10.0 out of 10, Exceptional, 1 review
"We had a special event to go to at Wrigley Field and this place was incredibly convenient!"
Spacious, Clean and Steps from Wrigley Field!
Wrigley Penthouse w/Private Roof Deck and Parking
Wrigley Penthouse w/Private Roof Deck and Parking
Greenhouse Inn, Evanston Northwestern Loyola Chicago. Kid Friendly w/parking
Greenhouse Inn, Evanston Northwestern Loyola Chicago. Kid Friendly w/parking
Old Town Chicago at it's finest! Pet Friendly & Recently Renovated Top-Floor Condo Has Everything You Need for a Perfect Windy City Getaway by RedAwning
9.2 out of 10, Wonderful, 13 reviews
"Work trip to Chicago. This is a neighborhood place, but you can walk to restaurants within 10 minutes and even supermarkets are not far. I stayed car-less, but DIVVY and CTA are close by. Upstairs loft is too low for a 5'11'' to stand, but that's a minor quibble. Just keep it in mind when you plan how many people can stay. This could be fine for two families, with kids sleeping in the loft."
Old Town Chicago at it's finest! Pet Friendly & Recently Renovated Top-Floor Condo Has Everything You Need for a Perfect Windy City Getaway by RedAwning
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See all available properties in Highland Park
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.

Other property types in Highland Park

Modern Luxe home w/Gameroom and Electric Fireplace
8.4 out of 10, Very Good, 6 reviews
"We really loved our stay at this house with group of our friends. This place was just perfect, newly renovated and exactly looked like it is in pictures. The house has everything needed from games in basement to the cozy beds to rest at night. Host was incredibly responsive and made us feel right at home. Recommended nearby places to explore and we had a great getaway overall. I would stay here again when in town. 10/10!!"
Modern Luxe home w/Gameroom and Electric Fireplace
Level Chicago – Old Town
4.0 star property
8.8 out of 10, Excellent, 211 reviews
"Loved all the neighborhood dogs & farmers market"
The price is $281
$347 total
includes taxes & fees
Jun 16 - Jun 17
Level Chicago – Old Town
WoodSpring Suites Chicago Addison
2.5 star property
6.0 out of 10, 188 reviews
"Very nice property "
The price is $90
$95 total
includes taxes & fees
Jun 6 - Jun 7
WoodSpring Suites Chicago Addison
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.

Highland Park Condo Rentals information

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Frequently asked questions

Why book your condo in Highland Park with Expedia?
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What is there to do in Highland Park near my condo?
Whatever you love doing, Highland Park has loads to keep you on the hop. Marriott Theatre, North Shore Center for the Performing Arts and Kohl Childrens Museum are on most visitors’ agendas. Don’t leave without exploring Writers Theatre, Oil Lamp Theater and Valentino Vineyards either. With Expedia’s condo deals in Highland Park, you can discover even more popular attractions like these with the cash you save.

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