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12 Dec - 14 Dec
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30 Jan - 1 Feb

Apartments in Highland Park

Fridge, microwave, oven, stovetop
Stunning & Stylish Downtown Studio - Highland Park

Stunning & Stylish Downtown Studio - Highland Park

2.0 star property
Highland Park
8.8 out of 10, Excellent, (6)
"Everything was as described. Parking is secure. Location is quiet, inside a nice neighborhood "
United States
Alissa S.
The price is SAR 372
SAR 736 total
includes taxes & fees
21 Dec - 22 Dec
Stunning & Stylish Downtown Studio - Highland Park
Interior
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, (14)
"The neighborhood was so clean and quiet. Friendly neighbors. Perfect location, not far from everything downtown. "
United States
Shederia P.
The price is SAR 297
SAR 773 total
includes taxes & fees
11 Dec - 12 Dec
Twice as Nice: Chic 2BR Stay with Style & Space
Interior
Gold Coast Living: Modern Studio Unit

Gold Coast Living: Modern Studio Unit

Downtown Chicago
10.0 out of 10, Exceptional, (4)
"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 SAR 259
SAR 621 total
includes taxes & fees
1 Jan - 2 January 2026
Gold Coast Living: Modern Studio Unit
Fridge, microwave, oven, stovetop
The One: A 1BR Stay That Feels Like Home

The One: A 1BR Stay That Feels Like Home

Downtown Chicago
9.6 out of 10, Exceptional, (4)
"Convenient location and clean place"
United States
David S.
The price is SAR 236
SAR 632 total
includes taxes & fees
1 Jan - 2 January 2026
The One: A 1BR Stay That Feels Like Home
Desk, iron/ironing board, travel crib, WiFi
Vintage Studio in Chicago’s Gold Coast

Vintage Studio in Chicago’s Gold Coast

Downtown Chicago
The price is SAR 259
SAR 621 total
includes taxes & fees
1 Jan - 2 January 2026
Vintage Studio in Chicago’s Gold Coast
TV, offices
Stylish Gold Coast 1BR with Vintage Flair

Stylish Gold Coast 1BR with Vintage Flair

Downtown Chicago
The price is SAR 236
SAR 632 total
includes taxes & fees
4 Jan - 5 January 2026
Stylish Gold Coast 1BR with Vintage Flair
Fridge, microwave, oven, stovetop
Sleek 1BR Apt w/ Laundry

Sleek 1BR Apt w/ Laundry

Downtown Chicago
10.0 out of 10, Exceptional, (1)
"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 SAR 236
SAR 632 total
includes taxes & fees
4 Jan - 5 January 2026
Sleek 1BR Apt w/ Laundry
TV, offices
Complete 1BR Home Sum

Complete 1BR Home Sum

Downtown Chicago
The price is SAR 236
SAR 632 total
includes taxes & fees
1 Jan - 2 January 2026
Complete 1BR Home Sum
Fridge, microwave, oven, stovetop
Great Layout – Spacious 2BR Apt

Great Layout – Spacious 2BR Apt

Rogers Park
10.0 out of 10, Exceptional, (5)
"Clean, comfortable, and would definitely stay again!"
United States
KM W.
The price is SAR 270
SAR 728 total
includes taxes & fees
7 Jan - 8 January 2026
Great Layout – Spacious 2BR Apt
Terrace/patio
Peaceful Cozy Beach View| 13 mins DT | 4 mins Lake

Peaceful Cozy Beach View| 13 mins DT | 4 mins Lake

Uptown
9.6 out of 10, Exceptional, (12)
"Very, very clean. Peaceful. I slept well. "
United States
Kathryn P.
The price is SAR 180
SAR 895 total
includes taxes & fees
10 Dec - 11 Dec
Peaceful Cozy Beach View| 13 mins DT | 4 mins Lake
2 bedrooms, WiFi, bed sheets
Stylish and Roomy 2BR in Chicago

Stylish and Roomy 2BR in Chicago

Edgewater
9.0 out of 10, Wonderful, (10)
"It was a awesome location and clean and spacious for what we needed."
United States
porschea t.
The price is SAR 218
SAR 667 total
includes taxes & fees
10 Dec - 11 Dec
Stylish and Roomy 2BR in Chicago
Fridge, microwave, oven, stovetop
1BR Homey Apt in Irving Park

1BR Homey Apt in Irving Park

Irving Park
8.8 out of 10, Excellent, (3)
"It was wonderful and wil stay agian"
United States
Crystal P.
The price is SAR 240
SAR 637 total
includes taxes & fees
10 Dec - 11 Dec
1BR Homey Apt in Irving Park
2 bedrooms, iron/ironing board, WiFi, bed sheets
2BR Getaway - Comfy & Ready

2BR Getaway - Comfy & Ready

Rogers Park
9.6 out of 10, Exceptional, (8)
"Great location "
United States
Bernard M.
The price is SAR 225
SAR 675 total
includes taxes & fees
14 Dec - 15 Dec
2BR Getaway - Comfy & Ready
Fridge, microwave, oven, stovetop
Trendy & Comfy Studio Unit

Trendy & Comfy Studio Unit

Portage Park
9.6 out of 10, Exceptional, (4)
"Older property. Landlord special in the bathroom. Definitely needs better window coverings. Otherwise, comfortable, safe, and clean. "
United States
Courtney V.
The price is SAR 225
SAR 582 total
includes taxes & fees
9 Dec - 10 Dec
Trendy & Comfy Studio Unit
Fridge, microwave, oven, stovetop
Flexhome Ukrainian Village 2BR D1

Flexhome Ukrainian Village 2BR D1

West Town
10.0 out of 10, Exceptional, (4)
"Excellent place and location."
United States
Josh L.
Flexhome Ukrainian Village 2BR D1
Terrace/patio
Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake

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

Uptown
8.8 out of 10, Excellent, (18)
"Had a great stay! Perfect for our needs. Great location. It was an easy walk to the lake and lots of great restaurants nearby!"
United States
Rodney S.
The price is SAR 180
SAR 895 total
includes taxes & fees
11 Dec - 12 Dec
Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake
2 bedrooms, iron/ironing board, WiFi, bed sheets
Warm & Inviting 2BR Apt

Warm & Inviting 2BR Apt

Hermosa
10.0 out of 10, Exceptional, (4)
"Comfortable beds, great location"
United States
Jason
The price is SAR 270
SAR 737 total
includes taxes & fees
8 Dec - 9 Dec
Warm & Inviting 2BR Apt
Fridge, microwave, oven, stovetop
Beautifully Set Up 2BR Space

Beautifully Set Up 2BR Space

Lakeview
9.8 out of 10, Exceptional, (21)
"The apartment worked out perfectly for our stay. Very good location for our activities and comfortable for just hanging out."
United States
Linda S.
The price is SAR 236
SAR 693 total
includes taxes & fees
9 Dec - 10 Dec
Beautifully Set Up 2BR Space
2 bedrooms, iron/ironing board, WiFi, bed sheets
2BR Apt Beautifully Furnished

2BR Apt Beautifully Furnished

Lakeview
10.0 out of 10, Exceptional, (9)
"We loved the place. The feeling of home away from home."
United States
Sataish
2BR Apt Beautifully Furnished
TV, offices
Lovely 1BR Apt in Lakeview

Lovely 1BR Apt in Lakeview

Lakeview
9.6 out of 10, Exceptional, (5)
"Great apartment, great location, and excellent host."
United States
Benjamin N.
The price is SAR 240
SAR 637 total
includes taxes & fees
7 Jan - 8 January 2026
Lovely 1BR Apt in Lakeview
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

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"Solid stay in a great part of town"
Michael 2-night trip
Posted 1 day ago
The Chicago Hotel Collection Ambassador Gold Coast

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. Lakeview 2BR Apartment: Located 18.6 mi/30 km away in Chicago. Twice as Nice: Chic 2BR Stay with Style & Space: It's located in Chicago, 21.1 mi/34 km away. Charming 2BR in Vibrant Lakeview: 18 mi/29 km away in Chicago. Relaxing Chicago Studio: Located in Chicago, 15.2 mi/24.5 km from Highland Park. Includes separate dining areas 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.