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Apartments in Highland Park

Our top choices for Highland Park apartments

Clean & Equipped 1BR Apt

8.6 out of 10, Excellent, (16)
"Good experience. Would stay there again "
The price is SAR 345
SAR 760 total
includes taxes & fees
1 Sep - 2 Sep
Clean & Equipped 1BR Apt

Charming 2BR in Vibrant Lakeview

9.0 out of 10, Wonderful, (12)
The price is SAR 353
SAR 848 total
includes taxes & fees
3 Sep - 4 Sep
Charming 2BR in Vibrant Lakeview

Stylish 1BR in Lakeview Chicago

8.6 out of 10, Excellent, (12)
"This is a great apartment. It was very clean, well equipped kitchen and comfortable bed. Close to restaurants, grocery store, Starbucks and Wrigley Field. We could not find any parking on the street where the apartment is. I do recommend that you get in touch with the property owners couple of days prior to your visit because there is a vetting process prior to getting the keys to the apartment. "
The price is SAR 390
SAR 812 total
includes taxes & fees
2 Sep - 3 Sep
Stylish 1BR in Lakeview Chicago

Relaxing Chicago Studio

10.0 out of 10, Exceptional, (8)
"Had a great stay. Great location. "
The price is SAR 375
SAR 764 total
includes taxes & fees
24 Sep - 25 Sep
Relaxing Chicago Studio

Cozy, Fully Set-Up 1BR Space

9.0 out of 10, Wonderful, (17)
"Great place! 15 min walk to Wrigley "
The price is SAR 345
SAR 760 total
includes taxes & fees
2 Sep - 3 Sep
Cozy, Fully Set-Up 1BR Space

BOUTIQUE DESIGNER FLAT IN LINCOLN PARK

BOUTIQUE DESIGNER FLAT IN LINCOLN PARK

Nice 1BR Spot, Unwind & Relax

10.0 out of 10, Exceptional, (15)
"Super clean. Cozy. SAFE. Short drive to nearly every big attraction! Host was very communicative and kind!!"
The price is SAR 319
SAR 729 total
includes taxes & fees
2 Sep - 3 Sep
Nice 1BR Spot, Unwind & Relax

Homey 1BR Space Apartment

9.2 out of 10, Wonderful, (5)
"This was a wonderful base for the days I spent exploring Chicago. The apartment is clean and comfy and it is located right on the 'L' Brown line in a charming and vibrant neighborhood. I could zip to anywhere in the city I wanted on the L and felt very relaxed coming "home" each night."
The price is SAR 319
SAR 729 total
includes taxes & fees
9 Sep - 10 Sep
Homey 1BR Space Apartment

Cozy studio in Andersonville Chicago

9.2 out of 10, Wonderful, (23)
"It was a great location, internet was a little spotty on streaming services but we were in walking distance to so much it was worth it "
The price is SAR 300
SAR 602 total
includes taxes & fees
2 Sep - 3 Sep
Cozy studio in Andersonville Chicago

Sleek Style 3BR Haven - Free Parking

9.6 out of 10, Exceptional, (9)
"Lived our stay here. 3 big bedrooms, clean environment. Close to things we wanted to visit. We will stay here again for sure!"
The price is SAR 653
SAR 1,279 total
includes taxes & fees
16 Sep - 17 Sep
Sleek Style 3BR Haven - Free Parking

Central Haven Escape: Stylish 3BR With Free Parking

6.8 out of 10, (6)
"The overall experience was surprisingly great. We were a little worried after reading some bad reviews because of the house smelling like smoke. It didn’t. In fact, it smelled super clean and fresh. It is a cute little, older, clean 3 bedroom apartment above a building in a downtown neighborhood. So cute!"
Central Haven Escape: Stylish 3BR With Free Parking

Luxurious 3 Bedroom Apartment in Chicago

9.2 out of 10, Wonderful, (23)
"Great property! Would visit again!"
Luxurious 3 Bedroom Apartment in Chicago

Lakeview 2BR Apartment

9.2 out of 10, Wonderful, (12)
"Great experience overall. Check-in was easy and the unit was very well kept. Very happy that we were so close to so much public transportation. It is a little noisy for those who aren’t used to hearing the L train nearby. Parking is hard to find, but there is paid parking nearby and easy to access public transit. If you plan on parking your car for the full time you’re there."
The price is SAR 345
SAR 839 total
includes taxes & fees
3 Sep - 4 Sep
Lakeview 2BR Apartment

Wicker Park 2Bdrm Near Downtown & Salt Shed Weekend Special 149.00 August 22-24

10.0 out of 10, Exceptional, (41)
"We adored our stay here for our 10 year anniversary. Location was stunning and in very close proximity to everything we wanted, and the property itself was very clean, adorable, and more than enough for 2 people. I'd very gladly stay again! "
Wicker Park 2Bdrm Near Downtown & Salt Shed Weekend Special 149.00 August 22-24

New Garden Studio near Wrigley/DePaul/Dwtn

9.4 out of 10, Exceptional, (19)
"Loved our stay! Everything was exactly as described online. Great communication with host the entire time, everything was clean and tidy. Location was great and had close access to everything we needed. "
New Garden Studio near Wrigley/DePaul/Dwtn

Cozy & Furnished 2BR Unit

9.8 out of 10, Exceptional, (7)
The price is SAR 330
SAR 798 total
includes taxes & fees
8 Sep - 9 Sep
Cozy & Furnished 2BR Unit

Upscale 4BR Retreat: Wicker Park

8.0 out of 10, Very Good, (5)
The price is SAR 443
SAR 1,482 total
includes taxes & fees
2 Sep - 3 Sep
Upscale 4BR Retreat: Wicker Park

2BR Stylishly Apt in Lakeview

10.0 out of 10, Exceptional, (2)
"Stayed overnight for a Cubs game, and it was a great time! Very clean, tons of space, and excellent communication with the owner. Would highly recommend!"
The price is SAR 353
SAR 825 total
includes taxes & fees
2 Sep - 3 Sep
2BR Stylishly Apt in Lakeview

Bright & Spacious Lincoln Park Gem – Sleeps 9!

Bright & Spacious Lincoln Park Gem – Sleeps 9!

Prime City Stay in a 1BR Apt

9.2 out of 10, Wonderful, (9)
The price is SAR 319
SAR 729 total
includes taxes & fees
9 Sep - 10 Sep
Prime City Stay in a 1BR Apt
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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Top Highland Park Hotel Reviews

Frequently asked questions

What's it like to stay at an apartment in Highland Park?
You'll find 6 apartments to choose from in Highland Park for your vacation. Why not visit the shops and take time to enjoy the gardens while you're in this family-friendly area? Favorite sights to visit while in town 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's the top apartment for my stay in Highland Park?
Below are some of the top apartments in the area to choose from: Charming 2BR in Vibrant Lakeview: Situated in Chicago, 18 mi/29 km from the heart of Highland Park. Clean & Equipped 1BR Apt: Located 17.7 mi/28.6 km away in Chicago. Cozy, Fully Set-Up 1BR Space: It's located in Chicago, 18.6 mi/29.9 km away. Stylish 1BR in Lakeview Chicago: 18.1 mi/29.1 km away in Chicago. Lakeview 2BR Apartment: It's situated in Chicago, 18.6 mi/30 km from Highland Park.
How many apartments should I expect to find in Highland Park?
Expedia has 6 apartments to book in Highland Park.
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 Wrigley Field 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.