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Our top choices for Highland Park apartments

Stunning & Stylish Downtown Studio - Highland Park

Stunning & Stylish Downtown Studio - Highland Park
Highland Park
8.4 out of 10, Very Good, (7 reviews)
"The apartment was just as advertised and fit my needs. The A/C went down the first day and the host was extremely responsive and got it fixed right away. The location is perfect and and extremely convenient. 10/10 would stay again!"
United States
Rich K.
The price is AED 239
AED 584 total
includes taxes & fees
25 Jan - 26 Jan
Stunning & Stylish Downtown Studio - Highland Park

Chic Studio in the Heart of the Gold Coast

Chic Studio in the Heart of the Gold Coast
Downtown Chicago
10.0 out of 10, Exceptional, (5 reviews)
"The communication was really effective and made for a smooth check in and check out process. Host was friendly and made great recommendations, 10/10 would stay again!"
United States
Seynabou
The price is AED 253
AED 608 total
includes taxes & fees
25 Jan - 26 Jan
Chic Studio in the Heart of the Gold Coast

Chicago-Themed 1BR in a Central Spot near Downtown

Chicago-Themed 1BR in a Central Spot near Downtown
Downtown Chicago
The price is AED 231
AED 619 total
includes taxes & fees
25 Jan - 26 Jan
Chicago-Themed 1BR in a Central Spot near Downtown

Complete 1BR Home Sum

Complete 1BR Home Sum
Downtown Chicago
The price is AED 253
AED 645 total
includes taxes & fees
2 Feb - 3 Feb
Complete 1BR Home Sum

The One: A 1BR Stay That Feels Like Home

The One: A 1BR Stay That Feels Like Home
Downtown Chicago
8.4 out of 10, Very Good, (5 reviews)
"Very nice condo in a quiet neighborhood"
Canada
Patrick
The price is AED 231
AED 619 total
includes taxes & fees
29 Jan - 30 Jan
The One: A 1BR Stay That Feels Like Home

Artistic Loft Rooftop | 13 mins DT | 4 mins Lake

Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
Uptown
10.0 out of 10, Exceptional, (49 reviews)
"It was perfect for a concert at the aragon ballroom, it was only a block away!"
United States
Maria G.
The price is AED 176
AED 871 total
includes taxes & fees
1 Feb - 2 Feb
Artistic Loft Rooftop | 13 mins DT | 4 mins Lake

Twice as Nice: Chic 2BR Stay with Style & Space

Twice as Nice: Chic 2BR Stay with Style & Space
Downtown Chicago
9.6 out of 10, Exceptional, (20 reviews)
"The neighborhood was so clean and quiet. Friendly neighbors. Perfect location, not far from everything downtown. "
United States
Shederia P.
The price is AED 253
AED 700 total
includes taxes & fees
25 Jan - 26 Jan
Twice as Nice: Chic 2BR Stay with Style & Space

Stylish Japanese-Themed 2BR Apt Close to Downtown

Stylish Japanese-Themed 2BR Apt Close to Downtown
Downtown Chicago
The price is AED 327
AED 786 total
includes taxes & fees
2 Feb - 3 Feb
Stylish Japanese-Themed 2BR Apt Close to Downtown

Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake

Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake
Uptown
9.0 out of 10, Wonderful, (19 reviews)
"Everything was great! Definitely recommend "
United States
Monica T.
The price is AED 176
AED 871 total
includes taxes & fees
1 Feb - 2 Feb
Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake

Sleek 1BR Apt w/ Laundry

Sleek 1BR Apt w/ Laundry
Downtown Chicago
10.0 out of 10, Exceptional, (1 review)
"I was a little hesitant since I didn’t see any reviews, and was bit nervous. However, all that was put to rest when we arrived. Everything was as described and the photos were accurate. It was clean and minimalistic. Nice space for two for a week. Having the full kitchen was great. About 15 min walk to the brown line and 25 to the blue Line and not a lot of restaurants close by is about the only complaint. Bed could have been more comfortable too."
United States
Anonymous traveler
The price is AED 231
AED 619 total
includes taxes & fees
27 Jan - 28 Jan
Sleek 1BR Apt w/ Laundry

2BR Chic & Comfortable Furnished Unit

2BR Chic & Comfortable Furnished Unit
Hermosa
10.0 out of 10, Exceptional, (4 reviews)
"Comfortable beds, great location"
United States
Jason
The price is AED 253
AED 700 total
includes taxes & fees
1 Feb - 2 Feb
2BR Chic & Comfortable Furnished Unit

Flexhome East Village 2BR H1

Flexhome East Village 2BR H1
West Town
9.8 out of 10, Exceptional, (7 reviews)
"Small but great option to stay for one night "
United States
Kamille K.
The price is AED 279
AED 661 total
includes taxes & fees
1 Feb - 2 Feb
Flexhome East Village 2BR H1

Flexhome Ukrainian Village 2BR D2

Flexhome Ukrainian Village 2BR D2
West Town
9.4 out of 10, Exceptional, (6 reviews)
"We had no issues with our stay. I loved that the check in steps were very simple especially with being in Chicago for the first time. It was stress free. It was clean and comfortable, we would definitely stay again! "
United States
Amber
The price is AED 279
AED 661 total
includes taxes & fees
25 Jan - 26 Jan
Flexhome Ukrainian Village 2BR D2

Private Chicago Apartment with Free Street Parking and In Unit Washer Dryer

Private Chicago Apartment with Free Street Parking and In Unit Washer Dryer
West Ridge
10.0 out of 10, Exceptional, (5 reviews)
"This spot was perfect for our Chicago visit where we mostly needed a place to sleep, not hang out. It seemed to have been refinished recently, so beds were comfy, bathroom lovely, and sitting area big enough for the two of us. "
United States
Deb B.
The price is AED 314
AED 1,027 total
includes taxes & fees
25 Jan - 26 Jan
Private Chicago Apartment with Free Street Parking and In Unit Washer Dryer

Urban Comfort • 2BR in West Town

Urban Comfort • 2BR in West Town
West Town
9.8 out of 10, Exceptional, (6 reviews)
"Good location, close to airport, downtown Chicago, Wrigleyville and United Center. "
United States
David M.
The price is AED 246
AED 691 total
includes taxes & fees
25 Jan - 26 Jan
Urban Comfort • 2BR in West Town

Comfortable 2BR Chicago Apt

Comfortable 2BR Chicago Apt
Albany Park
9.6 out of 10, Exceptional, (4 reviews)
"Perfect location for our trip. Very functional and comfortable. "
United States
Michael
The price is AED 253
AED 700 total
includes taxes & fees
2 Feb - 3 Feb
Comfortable 2BR Chicago Apt

The Lincoln Square Hideaway

The Lincoln Square Hideaway
Lincoln Square
10.0 out of 10, Exceptional, (16 reviews)
"Clean, good location, easy check in, very nice place, provided extras, coffee, chocolate etc."
United States
Carol H.
The price is AED 433
AED 1,442 total
includes taxes & fees
25 Jan - 26 Jan
The Lincoln Square Hideaway

1BR Apt with a Warm, Welcoming Feel

1BR Apt with a Warm, Welcoming Feel
Irving Park
9.0 out of 10, Wonderful, (4 reviews)
"It was wonderful and wil stay agian"
United States
Crystal P.
The price is AED 231
AED 619 total
includes taxes & fees
4 Feb - 5 Feb
1BR Apt with a Warm, Welcoming Feel

3BR Complete and Spacious Apt

3BR Complete and Spacious Apt
West Town
8.4 out of 10, Very Good, (10 reviews)
"Clean, Good Location easy to find. If in the area would definitely stay again. "
United States
tyler
The price is AED 290
AED 798 total
includes taxes & fees
25 Jan - 26 Jan
3BR Complete and Spacious Apt

Prime Location! 2BR Near Wrigley

Prime Location! 2BR Near Wrigley
Lakeview
9.6 out of 10, Exceptional, (8 reviews)
"Everything was clean, really walkable area also"
United States
Anthony E.
The price is AED 257
AED 713 total
includes taxes & fees
25 Jan - 26 Jan
Prime Location! 2BR Near Wrigley
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: Clean & Equipped 1BR Apt: Situated in Chicago, 17.7 mi/28.6 km from the heart of Highland Park. Charming Wrigleyville Home Close to the Cubs!: Located 17.4 mi/27.9 km away in Chicago. Free WiFi and Smart TVs are included. Access to onsite laundry facilities is available on site. Twice as Nice: Chic 2BR Stay with Style & Space: It's located in Chicago, 21.1 mi/34 km away. 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. Walk to Wrigley Field/Monthly Discounts Available: Located in Chicago, 17.6 mi/28.3 km from Highland Park. Includes free WiFi, private balconies, and 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 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.