Photo by Joe Farmer

Search Apartments in Highland

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Apartments in Highland

Beautiful 1BR Home in Historic Hyde Park Near University of Chicago

10.0 out of 10, Exceptional, (1)
"This apartment is exactly as advertised. It is spacious for a one bedroom with a decent sized kitchen, a dining room table and a cozy living room area with a smart TV that allowed us to log in to all our different streaming services. The king-sized bed is quite comfortable. The apartment is in an older building with cast iron heaters, so if you aren't used to those, be warned they can be noisy, but they do keep the apartment toasty warm in the winter.The location is excellent. Only a block from...
Beautiful 1BR Home in Historic Hyde Park Near University of Chicago

Lovely cozy 2 Bedroom Private Suite In Historical Beverly Community

9.0 out of 10, Wonderful, (17)
"This is a very nice place to stay lo ation in convenient. Only issue is that its kinda noisy you can hear train and traffic. "
Lovely cozy 2 Bedroom Private Suite In Historical Beverly Community

Chic 3-bedroom apartment with WiFi, AC in welcoming Chicago

10.0 out of 10, Exceptional, (2)
"My trip was the best place was nicè will book again"
Chic 3-bedroom apartment with WiFi, AC in welcoming Chicago

Marvelous 3-bedroom apartment with WiFi, AC 18 minutes from downtown Chicago

8.4 out of 10, Very Good, (5)
"My stay was very relaxing and amazing I really enjoyed when we arrived everything was clean the block that the property on was very quiet I will definitely stay here again if we needed anything Stephanie was on it I really appreciate your hospitality thank you "
Marvelous 3-bedroom apartment with WiFi, AC 18 minutes from downtown Chicago

The Hyde Park Hide-A-Way is ready to welcome you with the comfort of home!

2.0 star property
10.0 out of 10, Exceptional, (3)
"Spacious property, good location! Would stay again. Clean and quiet! "
The Hyde Park Hide-A-Way is ready to welcome you with the comfort of home!

3BR Prime Hyde Park Location Near University of Chicago and Dining

2.0 star property
10.0 out of 10, Exceptional, (5)
"Excellent stay in a good location. The place is comfortable and big, the host was very kind and attentive. I hope to comeback soon. ☺️"
3BR Prime Hyde Park Location Near University of Chicago and Dining

Hyde Park Chic 1BR Prime Location Near University of Chicago

Hyde Park Chic 1BR Prime Location Near University of Chicago

Cozy 3-Bedroom Escape w/ Bonus Extra Living Area – Chicago Suburbs

10.0 out of 10, Exceptional, (2)
"Lakeia was very accommodating throughout our stay."
The price is AED 555
AED 1,042 total
includes taxes & fees
23 Jun - 24 Jun
Cozy 3-Bedroom Escape w/ Bonus Extra Living Area – Chicago Suburbs

1 Mi to University of Chicago: Urban Escape!

10.0 out of 10, Exceptional, (3)
"I booked it for my cousin. He stayed there and loved it. He will definitely stay again!"
1 Mi to University of Chicago: Urban Escape!

Chic Euro City Getaway- Close to Downtown

9.6 out of 10, Exceptional, (11)
"Everything went smooth "
Chic Euro City Getaway- Close to Downtown

Cozy 3BR Hyde Park Oasis Near UChi, Shops & Dining

2.0 star property
9.4 out of 10, Exceptional, (6)
"excellent location near uchicagoexcellent communication with host"
Cozy 3BR Hyde Park Oasis Near UChi, Shops & Dining

Charming 3BR Chicago Apt in Prime Location

9.2 out of 10, Wonderful, (13)
"These accommodations were neat as a pin, the host, friendly, and thorough, we thoroughly enjoyed our time."
Charming 3BR Chicago Apt in Prime Location

Sleek 3BR Retreat: Hyde Park Comfort & Style

9.0 out of 10, Wonderful, (2)
"If location is your priority--where you want to be in Hyde Park close to UChicago--then this property is an excellent choice. The property was perfectly clean and had some personal touches. But it seems as though the property has been newly furnished and newly outfitted, so it seems likely additional comforts and improvements will be forthcoming. For example, we thought there was no toilet paper as there was only a quarter of a roll left in the bathroom and no extra rolls stored in the bathroom;...
Sleek 3BR Retreat: Hyde Park Comfort & Style

Spacious Bronzeville Gem Garden lvl Near Downtown, University of Chicago, Museum

9.6 out of 10, Exceptional, (70)
"Nice place, not alot of parking "
Spacious Bronzeville Gem Garden lvl Near Downtown, University of Chicago, Museum

Stylish 3BR Upscale Retreat Near Univ of Chicago

10.0 out of 10, Exceptional, (1)
"."
Stylish 3BR Upscale Retreat Near Univ of Chicago

A Chic 8th Floor Studio Inside Vintage Style Building With Spectacular Lake View

10.0 out of 10, Exceptional, (1)
"The unit was quaint and cozy. All the amenities you would need. We used public transportation everywhere we went and everyone was so gracious helping us fumble our way through the processes. We would visit Chicago again in a minute."
A Chic 8th Floor Studio Inside Vintage Style Building With Spectacular Lake View

Elegant Escape 4BR/3BA near UChicago & Obama Home

7.0 out of 10, Good, (2)
"Bigger than expected, host was responsive, street parking was fairly easy. "
Elegant Escape 4BR/3BA near UChicago & Obama Home

Luxury Apartment in Bronzeville, Just Minutes from Downtown - RSV Now!

8.4 out of 10, Very Good, (9)
"Really nice air b n b. Everything was clean and beds were comfy. They had everything I needed, dishes coffee iron and even a wine cork. They have done a great job and it’s really catered to families traveling."
Luxury Apartment in Bronzeville, Just Minutes from Downtown - RSV Now!

Portage Studio: 11 Miles to Indiana Dunes!

8.0 out of 10, Very Good, (1)
"Very nice spot to stay for a couple without children. Small but efficient and more than enough space for two. Very comfortable. Relatively close to Indiana Dunes National & State Parks, very close to a variety of dining spots in Portage."
Portage Studio: 11 Miles to Indiana Dunes!

Chic 2-bedroom apartment near Hyde Park/ University of Chicago Campus

Chic 2-bedroom apartment near Hyde Park/ University of Chicago Campus
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.
Save an average of 15% on thousands of hotels when you're signed in

Frequently asked questions

What's it like to stay at an apartment in Highland?
There might not be many choices within the heart of Highland, but Expedia can help you search for accommodations in the area with similar amenities to an apartment. When you search for a place to stay on Expedia, you can use the filters to search for conveniences you might find in an apartment like a kitchen. Even filter by similar property types like vacation homes, condos, or cabins. Favorite sights to explore include Indiana Dunes National Park.
How do you know if an apartment is a good option for you?
An apartment features a kitchen for convenient meals, and usually is more spacious than a traditional hotel room. Apartments are a good option for couples looking to stay away from the tourist areas, but also for families wanting the conveniences of home.
What's the top apartment for a stay in Highland?
Listed below are some of the more popular apartments in the area: Marvelous 3-bedroom apartment with WiFi, AC 18 minutes from downtown Chicago: Located in Chicago, 15.3 mi/24.6 km from the heart of Highland. Includes free WiFi and Smart TVs. Access to onsite laundry facilities is available on site. Beautiful 1BR Home in Historic Hyde Park Near University of Chicago: Located 18.3 mi/29.5 km away in Chicago. Free WiFi and Smart TVs are included. Access to onsite laundry facilities is available on site. The Hyde Park Hide-A-Way is ready to welcome you with the comfort of home!: Located in Chicago, 17.4 mi/28 km away. Includes private patios, separate dining areas, and Smart TVs. Access to onsite laundry facilities is available on site. Chic 3-bedroom apartment with WiFi, AC in welcoming Chicago: 17.1 mi/27.6 km away in Chicago. Spacious Bronzeville Gem Garden lvl Near Downtown, University of Chicago, Museum: It’s located in Chicago, 19.7 mi/31.8 km from Highland. Includes free WiFi, sofa beds, and Smart TVs.
What can I expect from the weather during my trip to Highland?
Weather is only one factor, but it can really affect your travel plans, especially if you’re planning an extended stay in Highland. The hottest months are usually July and August with an average temp of 71°F, while the coldest months are January and February with an average of 31°F. Average annual precipitation for Highland is 48 inches.
What should I see in Highland?
Indiana Dunes National Park and Hoosier Prairie are a couple of lovely local spots to get outside and enjoy nature. Purdue University Northwest and Hard Rock Casino Northern Indiana are a couple of places you’ll find in the larger area.
What's the best way to get to and around Highland?
Knowing a bit about the transportation options can you save you a headache when you get to your destination. Fly into Chicago Midway Airport (MDW), which is located 22 mi (35.5 km) away from the heart of the city. Otherwise, you can search for flights to Chicago O’Hare Intl. Airport (ORD), which is 37.4 mi (60.2 km) away. If you’d like to explore around the area, you may want a rental car for your journey.