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Apartments in Highland Park for Rent

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In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Our top choices for Highland Park apartments

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

Apartment in Highland Park

2.0 star property
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.
$154 nightly
The price is $163
Dec 15 - Dec 16
Total with taxes and fees
Stunning & Stylish Downtown Studio - Highland Park
Interior
Twice as Nice: Chic 2BR Stay with Style & Space

Apartment in 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.
$185 nightly
The price is $203
Dec 11 - Dec 12
Total with taxes and fees
Twice as Nice: Chic 2BR Stay with Style & Space
Interior
Gold Coast Living: Modern Studio Unit

Apartment in 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
$149 nightly
The price is $166
Jan 1 - Jan 2, 2026
Total with taxes and fees
Gold Coast Living: Modern Studio Unit
Fridge, microwave, oven, stovetop
The One: A 1BR Stay That Feels Like Home

Apartment in Downtown Chicago

9.6 out of 10, Exceptional, (4)
"Convenient location and clean place"
United States
David S.
$153 nightly
The price is $168
Jan 1 - Jan 2, 2026
Total with taxes and fees
The One: A 1BR Stay That Feels Like Home
Desk, iron/ironing board, travel crib, WiFi
Vintage Studio in Chicago’s Gold Coast

Apartment in Downtown Chicago

$149 nightly
The price is $166
Jan 1 - Jan 2, 2026
Total with taxes and fees
Vintage Studio in Chicago’s Gold Coast
TV, offices
Stylish Gold Coast 1BR with Vintage Flair

Apartment in Downtown Chicago

$153 nightly
The price is $168
Jan 4 - Jan 5, 2026
Total with taxes and fees
Stylish Gold Coast 1BR with Vintage Flair
Fridge, microwave, oven, stovetop
Sleek 1BR Apt w/ Laundry

Apartment in 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
$153 nightly
The price is $168
Jan 4 - Jan 5, 2026
Total with taxes and fees
Sleek 1BR Apt w/ Laundry
TV, offices
Complete 1BR Home Sum

Apartment in Downtown Chicago

$153 nightly
The price is $168
Jan 1 - Jan 2, 2026
Total with taxes and fees
Complete 1BR Home Sum
Fridge, microwave, oven, stovetop
Great Layout – Spacious 2BR Apt

Apartment in Rogers Park

10.0 out of 10, Exceptional, (5)
"Clean, comfortable, and would definitely stay again!"
United States
KM W.
$167 nightly
The price is $182
Dec 23 - Dec 24
Total with taxes and fees
Great Layout – Spacious 2BR Apt
Terrace/patio
Peaceful Cozy Beach View| 13 mins DT | 4 mins Lake

Apartment in Uptown

9.6 out of 10, Exceptional, (12)
"Very, very clean. Peaceful. I slept well. "
United States
Kathryn P.
$206 nightly
The price is $248
Dec 11 - Dec 12
Total with taxes and fees
Peaceful Cozy Beach View| 13 mins DT | 4 mins Lake
2 bedrooms, WiFi, bed sheets
Stylish and Roomy 2BR in Chicago

Apartment in 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.
$163 nightly
The price is $178
Dec 11 - Dec 12
Total with taxes and fees
Stylish and Roomy 2BR in Chicago
Fridge, microwave, oven, stovetop
1BR Homey Apt in Irving Park

Apartment in Irving Park

8.8 out of 10, Excellent, (3)
"It was wonderful and wil stay agian"
United States
Crystal P.
$154 nightly
The price is $170
Dec 11 - Dec 12
Total with taxes and fees
1BR Homey Apt in Irving Park
2 bedrooms, iron/ironing board, WiFi, bed sheets
2BR Getaway - Comfy & Ready

Apartment in Rogers Park

9.6 out of 10, Exceptional, (8)
"Great location "
United States
Bernard M.
$165 nightly
The price is $180
Dec 14 - Dec 15
Total with taxes and fees
2BR Getaway - Comfy & Ready
Iron/ironing board, travel crib, WiFi, bed sheets
Trendy & Comfy Studio Unit

Apartment in 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.
$140 nightly
The price is $155
Dec 11 - Dec 12
Total with taxes and fees
Trendy & Comfy Studio Unit
Fridge, microwave, oven, stovetop
Flexhome Ukrainian Village 2BR D1

Apartment in West Town

10.0 out of 10, Exceptional, (4)
"Excellent place and location."
United States
Josh L.
$149 nightly
The price is $184
Dec 11 - Dec 12
Total with taxes and fees
Flexhome Ukrainian Village 2BR D1
Terrace/patio
Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake

Apartment in 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.
$195 nightly
The price is $235
Dec 11 - Dec 12
Total with taxes and fees
Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake
2 bedrooms, iron/ironing board, WiFi, bed sheets
Warm & Inviting 2BR Apt

Apartment in Hermosa

10.0 out of 10, Exceptional, (4)
"Comfortable beds, great location"
United States
Jason
$177 nightly
The price is $194
Dec 11 - Dec 12
Total with taxes and fees
Warm & Inviting 2BR Apt
Fridge, microwave, oven, stovetop
Beautifully Set Up 2BR Space

Apartment in 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.
$168 nightly
The price is $183
Dec 11 - Dec 12
Total with taxes and fees
Beautifully Set Up 2BR Space
2 bedrooms, iron/ironing board, WiFi, bed sheets
2BR Apt Beautifully Furnished

Apartment in Lakeview

10.0 out of 10, Exceptional, (9)
"We loved the place. The feeling of home away from home."
United States
Sataish
$168 nightly
The price is $183
Dec 14 - Dec 15
Total with taxes and fees
2BR Apt Beautifully Furnished
TV, offices
Lovely 1BR Apt in Lakeview

Apartment in Lakeview

9.6 out of 10, Exceptional, (5)
"Great apartment, great location, and excellent host."
United States
Benjamin N.
$150 nightly
The price is $165
Dec 14 - Dec 15
Total with taxes and fees
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

Loews Chicago O'Hare Hotel

Loews Chicago O'Hare Hotel

10/10 Excellent
"."
Trevor 5-night trip
Posted 13 hours ago
Loews Chicago O'Hare Hotel

Find out more about Highland Park

Highland Park Apartments information

Number of reviews
128
Accommodation
1029 Apartments
Lowest Price
$155
Highest Price
$248

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.

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