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Search Apartments in Highland Park

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Compare 784 Apartments in Highland Park with updated reviews, rates, and availability.

2-bedroom apartment just 2 minutes drive to Wrigley Field

2.0 star property
9.6 out of 10, Exceptional, (19)
"Great time and location. "
The price is AED 426
AED 1,098 total
includes taxes & fees
8 Jun - 9 Jun
2-bedroom apartment just 2 minutes drive to Wrigley Field

Cozy studio in Andersonville Chicago

9.4 out of 10, Exceptional, (3)
"Super cute, easy to get to, parking can be hard to find but it is free in the street. It was quiet but lots to do downtown a block or two away. "
The price is AED 294
AED 580 total
includes taxes & fees
9 Jun - 10 Jun
Cozy studio in Andersonville Chicago

Wrigley/Lakeview Gem- Walk to Wrigley Field/ Parking available!

9.2 out of 10, Wonderful, (21)
"The stay was amazing I enjoyed myself "
Wrigley/Lakeview Gem- Walk to Wrigley Field/ Parking available!

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

10.0 out of 10, Exceptional, (106)
"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

Chic, Cozy home, by Blue Line Train Stop + Free parking

9.4 out of 10, Exceptional, (53)
"This property was clean, and the host provided clear instructions for access. I reached out to the host/owner and they were immediately responsive. Overall a great experience."
Chic, Cozy home, by Blue Line Train Stop + Free parking

Charming Wrigleyville Home Close to the Cubs!

9.4 out of 10, Exceptional, (22)
"This place was perfect for us, and right where we needed it to be. "
Charming Wrigleyville Home Close to the Cubs!

Large, sunny 3 bedroom apartment two blocks from down town Oak Park.

10.0 out of 10, Exceptional, (111)
"Fantastic location and wonderful stay. The host was wonderful and great communication. Highly recommend staying here for a Chicago visit!!!"
Large, sunny 3 bedroom apartment two blocks from down town Oak Park.

Corporate Housing by MGM

8.4 out of 10, Very Good, (7)
"We stayed here for a week for our sons Navy Graduation, 2/20/25...It was 12 mins from base, convenient, and although some reviews have that it was a little noisey, it was actually very quiet for us..quiet when we went."
The price is AED 675
AED 1,182 total
includes taxes & fees
30 Jun - 1 Jul
Corporate Housing by MGM

Bright Garden Studio

9.0 out of 10, Wonderful, (23)
"Great spot to stay, very accommodating and everything we needed! Will be back for future visits."
The price is AED 389
AED 999 total
includes taxes & fees
16 Jun - 17 Jun
Bright Garden Studio

Walk to Wrigley/ Boystown -Chicago 3BR/2Ba Duplex-paid parking available!

9.0 out of 10, Wonderful, (88)
"Nice property, enjoyed the stay."
Walk to Wrigley/ Boystown -Chicago 3BR/2Ba Duplex-paid parking available!

Spacious loft in the heart of West Town, Noble Square Chicago

10.0 out of 10, Exceptional, (4)
"We recommend this listing."
Spacious loft in the heart of West Town, Noble Square Chicago

The Wrigleyville Garden- 200 Steps to Wrigley - Super Clean!

9.8 out of 10, Exceptional, (63)
"Great accommodations, overall fantastic experience "
The Wrigleyville Garden- 200 Steps to Wrigley - Super Clean!

Beautiful apartment in peaceful Elk Grove

Beautiful apartment in peaceful Elk Grove

New Garden Studio near Wrigley/DePaul/Dwtn

9.4 out of 10, Exceptional, (13)
"We had a great stay. Very clean and spacious, well supplied kitchen that we were able to use to make meals. Fantastic communication with management. Absolutely will stay again. Easy walk to coffee, restaurants and transportation. Thank you!"
New Garden Studio near Wrigley/DePaul/Dwtn

Perfect 4 Bedroom/3 Bath in the HEART of Old Town

10.0 out of 10, Exceptional, (60)
"Fantastic location in Old Town. Very spacious rental, check-in was easy, would definitely stay again and recommend!! "
Perfect 4 Bedroom/3 Bath in the HEART of Old Town

Serene 3-bedroom apartment in Chicago

10.0 out of 10, Exceptional, (2)
"I wish we had stayed longer!"
Serene 3-bedroom apartment in Chicago

Elegant 3 Bedroom and 1 Bath Apartment

9.0 out of 10, Wonderful, (10)
"Very nice place - can easily fit quite a few people! Host was very accommodating, place was clean and comfortable. My friends and I had a great time! "
Elegant 3 Bedroom and 1 Bath Apartment

Roscoe Village Inn -Guesthouse - Walk to Chicago's Wrigley Field

10.0 out of 10, Exceptional, (179)
"Hosts were responsive to our needs. Perfect location for our stay"
Roscoe Village Inn -Guesthouse - Walk to Chicago's Wrigley Field

Haus Of Hues: MDRN Bright Peaceful Private Apt

2.0 star property
9.2 out of 10, Wonderful, (12)
"Appreciated every little detail of this place. Thank you"
The price is AED 907
AED 1,775 total
includes taxes & fees
10 Jun - 11 Jun
Haus Of Hues: MDRN Bright Peaceful Private Apt

Walk to Wrigley Field/Monthly Discounts Available

9.6 out of 10, Exceptional, (144)
"It was very clean and organized. Easy walk to Wrigley field, and just down the road from Wrigleyville. The parking was great as well!"
Walk to Wrigley Field/Monthly Discounts Available
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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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: 2-bedroom apartment just 2 minutes drive to Wrigley Field: Located in Chicago, 16.9 mi/27.1 km from the heart of Highland Park. Includes free WiFi and Smart TVs. Access to onsite laundry facilities is available on site. Cozy studio in Andersonville Chicago: Located 15.2 mi/24.5 km away in Chicago. Amenities include free WiFi. Access to onsite laundry facilities is available on site. Wrigley/Lakeview Gem- Walk to Wrigley Field/ Parking available!: Located in Chicago, 17.7 mi/28.5 km away. Includes Smart TVs. Access to onsite laundry facilities is available on site. Chic, Cozy home, by Blue Line Train Stop + Free parking: Located 16 mi/25.7 km away in Chicago. Free WiFi, private balconies, and Smart TVs are included. Access to onsite laundry facilities is available on site. Charming Wrigleyville Home Close to the Cubs!: Located in Chicago, 17.4 mi/27.9 km from Highland Park. Includes Smart TVs. Access to onsite laundry facilities is available on site.
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 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.