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Compare 930 Apartments in Highland Park with updated reviews, rates, and availability.

Living area
Wrigley/Southport Corridor Garden Oasis +parking!
9.8 out of 10, Exceptional, (38)
"The house was beautifully decorated, well-equipped with all necessary amenities, and perfectly located close to Wrigley Field and the local establishments. If available, I highly recommend upgrading to the garage option for parking, especially during Cubs home games. This worked out perfectly for us. Justin was very helpful and responsive to my questions. We would definitely stay here again."
Wrigley/Southport Corridor Garden Oasis +parking!
Chic Furnished Studio w/ Laundry
10.0 out of 10, Exceptional, (1)
"The property owner was very responsive to my questions. The apartment is in a quiet building that is very well maintained. Grocery store across the street is convenient. Apartment was very clean and made my weeklong stay in January comfortable. I will definitely stay here again next time I'm in Chicago. Pictures online are very accurate."
The price is AED 331
AED 624 total
includes taxes & fees
27 May - 28 May
Chic Furnished Studio w/ Laundry
Cozy 2-Bedroom Apartment | Close to Wrigley
9.8 out of 10, Exceptional, (18)
"The staff checks in frequently and is committed to making sure your experience is positive."
Cozy 2-Bedroom Apartment | Close to Wrigley
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All Complete 2BR Apt in Lakeview
8.0 out of 10, Very Good, (14)
"Check in had a slight snafu with them giving us the wrong door code but it was sorted pretty quickly. The apartment does the job. The beds aren't the most comfortable and the apartment definitely has poorly maintained college house vibes, but the neighborhood is extremely convenient and very walkable."
The price is AED 322
AED 689 total
includes taxes & fees
30 May - 31 May
All Complete 2BR Apt in Lakeview
Sophisticated 2BR Apt 5 mins Walk to Wrigley
9.0 out of 10, Wonderful, (25)
"great place to stay"
The price is AED 353
AED 720 total
includes taxes & fees
28 May - 29 May
Sophisticated 2BR Apt 5 mins Walk to Wrigley
Chic 1BR Apt w/ In-Unit Laundry
6.0 out of 10, (2)
"Great apartment. Clean, great amenities, very cute set up. Bed was huge and comfortable. Washer was a nice plus. Bathroom was large and an abundance of windows to add some natural lighting. Location couldn’t be better: just off the main strip but down a side street adding to the overall quiet. Area is top notch and having 2 supermarkets just minutes away by foot was a real plus. My only cons were the host: after booking, communication was non existent. I was asked to text a photo of my ID which...
The price is AED 331
AED 661 total
includes taxes & fees
27 May - 28 May
Chic 1BR Apt w/ In-Unit Laundry
Exterior
Chicago Dickens place 1 bd. Garden unit Centralized loc.
9.4 out of 10, Exceptional, (3)
"The place was as pictured and in a quiet and safe appearing neighborhood. The only thing that was not as expected was the cleanliness. There was debris in the doorway which I might expect in a lower level apartment, but it was throughout the kitchen and sitting area, I swept up 2 nails and a good size pile of debris. The bathroom had not been cleaned, there were dried water spots with toothpaste, I had to clean the bathroom before using it, including the toilet. There was a dirty coffee cup and...
Chicago Dickens place 1 bd. Garden unit Centralized loc.
Lovely 2BR Rogers Park Home with Equipped Kitchen
10.0 out of 10, Exceptional, (5)
"Very clean, lots of welcoming touches. We liked the neighborhood and it was perfect for our needs. We used the extremely close public transportation for all our tourism and there were food shops as well as small restaurants very nearby. The kitchen had everything we needed. There were plenty of supplies such as paper towels, dishwashing liquid, dishwasher tabs, etc. I really had the idea that someone was trying to anticipate our needs. We knew that noise from the El might be an issue for us, and...
The price is AED 366
AED 748 total
includes taxes & fees
3 Jun - 4 Jun
Lovely 2BR Rogers Park Home with Equipped Kitchen
Interior
Beautiful apartment in peaceful Elk Grove
Beautiful apartment in peaceful Elk Grove
Living area
Gorgeous Newly Renovated Apartment 10 Mins From Downtown/Navy Pier/Beach
2.0 out of 10, (1)
"We never heard back from the host and were forced to rebook at the last minute , causing a ton of stress and dysfunction while we were traveling for a wedding. This listing should be removed."
Gorgeous Newly Renovated Apartment 10 Mins From Downtown/Navy Pier/Beach
(1)
The Wrigleyville Garden- 200 Steps to Wrigley - Super Clean!
9.8 out of 10, Exceptional, (47)
"It was cute. Close to Wrigley. Very pleasant we enjoyed it. We will stay here again."
The Wrigleyville Garden- 200 Steps to Wrigley - Super Clean!
Panoramic view of Living room with 50 inch flatscreen TV!
Walk to Wrigley Field/Monthly Discounts Available
9.6 out of 10, Exceptional, (99)
"We took a trip to Chicago to take in a three game series between our beloved Padres and Cubs at one of baseball's cathedrals. We couldn't have been happier with our stay in this home as it was a stone's throw away from Wrigley Field and walking distance to bars and restaurants. The house was very well maintained and super comfortable. 6 stars out of 5."
Walk to Wrigley Field/Monthly Discounts Available
4-Bedroom Luxury Home w/ Rooftop & Skyline Views
10.0 out of 10, Exceptional, (9)
"We were all very happy with the accommodations of this property. Location was close to everything we had planned for the week, it was more than enough space for our crew of 8, all items needed to cook and clean during our stay were readily available, the grocery is directly across the street and there is a parking spot behind the property so you don’t have to find and walk from a street option. Overall everything was wonderful, the only odd issue we had was upon check in. The keys were not...
4-Bedroom Luxury Home w/ Rooftop & Skyline Views
Cozy living room equipped with games, Nintendo Wii, smart TV & fold down couch.
Entire Below Level Studio w/ Private Sauna
10.0 out of 10, Exceptional, (9)
"The place was very clean and well appointed. Easy to check in and get in. Comfortable bed and good communication with owners. Could use a more comfortable couch, but we’d absolutely stay here again."
Entire Below Level Studio w/ Private Sauna
Living area
Duplex Retreat near Loyola Park - 2BR/1.5BA Haven
10.0 out of 10, Exceptional, (2)
"The apartment is darling and well appointed. There's tons of sunlight and the house is comfortable. Public transportation (specifically the L) is a 12 minute walk, and it's a fun, adventurous excursion for shopping or restaurants. The apartment is definitely on a noisy corner. We live in NYC and are accustomed to exterior traffic sounds so it didn't bother us much, but suburban, light sleepers should be prepared."
Duplex Retreat near Loyola Park - 2BR/1.5BA Haven
Bright & Cozy 1BR w/ In-Unit Laundry
The price is AED 331
AED 661 total
includes taxes & fees
28 May - 29 May
Bright & Cozy 1BR w/ In-Unit Laundry
Property grounds
Bright Garden Studio
9.0 out of 10, Wonderful, (4)
"I'm a seminary student, and I came into town for an intensive class. So, I was really only in the space in the evenings, but it was comfy. The location is amazing!!! The studio apartment was decently clean. The projector is VERY cool. There were a few details I could not find instructions for, like where to take the garbage out when I was on my way out. But I left a message for the owner and they were good about it. I would stay again. Recommend."
Bright Garden Studio
Complete Furnished & Modern 1BR Apt
9.8 out of 10, Exceptional, (6)
"I'm going to start off with some highlights. I really liked the location. You couldn't walk two blocks without finding a cute shop or some great food. The neighborhood felt very friendly. The unit was pretty small but used the space very well. Now for a couple negative details. The unit is within 20' of the train so there are trains passing every few minutes. They are pretty loud but i personally didn't mind it much. The main frustration was the radiator in the living space. It made a sound like...
The price is AED 331
AED 661 total
includes taxes & fees
27 May - 28 May
Complete Furnished & Modern 1BR Apt
Living area
Walk to Wrigley/ Boystown -Chicago 3BR/2Ba Duplex-parking!
9.0 out of 10, Wonderful, (50)
"This property is in a great location within walking distance to all the fun bars/restuarants in Wrigleyville. It is described as vintage but would definitely be better with updating and TLC. Not sure if our group actually found any air conditioning, so fans would have helped. No onsite parking available, but street parking passes available for $20. It looks like this building has lots of potential !"
Walk to Wrigley/ Boystown -Chicago 3BR/2Ba Duplex-parking!
Classy 4BR Radiant Apartment in Wicker Park
8.6 out of 10, Excellent, (18)
"Short stay for a concert! Comfy beds and plenty of room!"
The price is AED 366
AED 1,258 total
includes taxes & fees
28 May - 29 May
Classy 4BR Radiant Apartment in Wicker Park
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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

Private kitchen
Modern Luxe home w/Gameroom and Electric Fireplace
8.4 out of 10, Very Good, (6)
"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
Outdoor pool
Level Chicago – Old Town
4.0 star property
8.8 out of 10, Excellent, (208)
"Nice"
The price is AED 746
AED 911 total
includes taxes & fees
27 May - 28 May
Level Chicago – Old Town
Exterior
WoodSpring Suites Chicago Addison
2.5 star property
6.0 out of 10, (184)
"Very nice property "
The price is AED 331
AED 347 total
includes taxes & fees
27 May - 28 May
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.

Frequently asked questions

What's it like to stay at an apartment in Highland Park?
There are plenty of places to stay with in the Chicago area, with 4950 lodging choices including 2461 apartments. Why not visit the shops and take time to enjoy the gardens while you’re in this family-friendly area? Favorite places to explore include Lake Michigan.
Why should you consider an apartment over a traditional hotel room?
Offering a kitchen for convenient meals, an apartment is often more spacious than a traditional hotel room. Apartments are a good option for couples looking to stay away from the tourist areas, and also for families wanting the conveniences of home.
What can I expect from the weather when I travel to Highland Park?
Weather is only one factor, but it can really affect your travel plans, especially when you’re planning an extended stay in Highland Park. The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 30°F. Average annual precipitation for Highland Park is 47 inches.
What should I see in Highland Park?
Highland Park is known for its gardens and shops. Cultural attractions include Ravinia Park and Ravinia Pavilion, whereas Lake Michigan and Chicago Botanic Garden are a couple of picturesque spots to enjoy the outdoors. Naval Base Great Lakes and Six Flags Great America are other popular places to visit in the area.
What's the best way to get to and around Highland Park?
Knowing a bit about the transportation options can make your trip smoother when you get to your destination. Fly into Chicago, IL (PWK-Chicago Executive), which is located 6.8 mi (10.9 km) from the heart of the city. You can also search for flights into Chicago O’Hare Intl. Airport (ORD), which is 15.1 mi (24.3 km) away. If you’d like to explore more of the area, hop aboard a train from Highland Park Station, Highland Park Ravinia Station, or Highland Park Ravinia Park Station.

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