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Compare 154 Apartments in Highland with updated reviews, rates, and availability.

The Vibe Headquarters

2.0 star property
9.0 out of 10, Wonderful, (2)
"Very clean and cozy! Home away from home!"
The Vibe Headquarters

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

10.0 out of 10, Exceptional, (1)
"My trip was the best place was nicè will book again"
Chic 3-bedroom apartment with WiFi, AC in welcoming Chicago

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

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

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

2.0 star property
10.0 out of 10, Exceptional, (2)
"Stayed for two nights with a few college friends. We’re able to find street parking pretty easily but the parking is full all up and down. Apartment is on third floor, so need to be able to carry luggage up and down. Space was clean and we enjoyed hanging out in the dining and living room. Beds were huge and so comfy! Just be careful taking garbage out the back stairs, as steps were slippery from rain. "
3BR Prime Hyde Park Location Near University of Chicago and Dining

2BR Modern APT Near University of Chicago & Dining

2BR Modern APT Near University of Chicago & Dining

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

2.0 star property
10.0 out of 10, Exceptional, (1)
"excellent location near uchicagoexcellent communication with host"
Cozy 3BR Hyde Park Oasis Near UChi, Shops & Dining

Charming 3BR Chicago Apt in Prime Location

9.4 out of 10, Exceptional, (8)
"The location is great if you are attending an event at the UChicago. The apartment is big and bright. A couple of small issues - the paint in the shower (the tiles were painted over!) is peeling and falling off while you shower and the cleaning needs to be a little more thorough with the floor boards. The biggest problem was the heat. It is a radiator system. I am sure it works great when the building people actually turn it on, but it was not on when we were there. It was 39 degrees outside,...
Charming 3BR Chicago Apt in Prime Location

Private cozy Apartment 1Bed+1Bath “Entire place only for you” WiFi-Parking

Private cozy Apartment 1Bed+1Bath “Entire place only for you” WiFi-Parking

Private Romantic 2 Bedroom suite in the beautiful and historic Beverly community

9.0 out of 10, Wonderful, (11)
"The aesthetic was very welcoming and the vibe was perfect. The house description is very accurate, clean and cozy. Thank you! "
Private Romantic 2 Bedroom suite in the beautiful and historic Beverly community

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

8.0 out of 10, Very Good, (8)
"Place was clean & smelled good. Easy parking out front & getting in & felt safe. We had 5 adults, wish the beds were actually Queen not full/queen. A few discrepancies in listing but over-all good"
Luxury Apartment in Bronzeville, Just Minutes from Downtown - RSV Now!

Lovely cozy 2 Bedroom Private Suite In Historical Beverly Community

9.0 out of 10, Wonderful, (15)
"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

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

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

1 Mi to University of Chicago: Urban Escape!

1 Mi to University of Chicago: Urban Escape!

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

8.0 out of 10, Very Good, (4)
"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

Spacious 3-bedroom apartment in cool Chicago with WiFi, AC

Spacious 3-bedroom apartment in cool Chicago with WiFi, AC

Dog-Friendly Blue Island Apt w/ Backyard!

2.0 star property
8.0 out of 10, Very Good, (2)
"Property was close to our family and all good"
Dog-Friendly Blue Island Apt w/ Backyard!

Country vibe at Pomme Place - 3 bedroom apartment

Country vibe at Pomme Place - 3 bedroom apartment

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

Crown Point 1 Bedroom Stylish Apartment close to the Square/Downtown

6.0 out of 10, (1)
"This one-bedroom attic apartment is cute and efficient. It was sufficient for my needs. Due to the age of the original home that houses four (4) residential units, it is a little loud in its mechanics, structure, and location. The people were friendly and helpful. It is closely located to the Crown Point Square which offers multiple shopping and gastro-pub options within the Historic Downtown area. The property manager was pleasant enough and prompt in his communications."
Crown Point 1 Bedroom Stylish Apartment close to the Square/Downtown

Portage Studio: 11 Miles to Indiana Dunes!

Portage Studio: 11 Miles to Indiana Dunes!
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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Other property types in Highland

Comfort Inn Chicago Wind Creek Casino

2.5 star property
4.0 out of 10, (14)
"The staff was polite and friendly! I didn't care that they were apparently under construction and I didn't are much for that "
The price is SAR 335
SAR 378 total
includes taxes & fees
1 Apr - 2 Apr
Comfort Inn Chicago Wind Creek Casino

Cozy Home Sweet Homewood.

9.8 out of 10, Exceptional, (20)
"Perfect for what we needed "
Cozy Home Sweet Homewood.

Modern Condo-Obama & University of Chicago Area

9.2 out of 10, Wonderful, (5)
"Property was very well kept and accommodated us well. We didn’t spend much time there as we were out most of the day but it was nice to come back to a place like this."
Modern Condo-Obama & University of Chicago Area
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.

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?
Below are some of the top apartments in the area: The Vibe Headquarters: Situated in Chicago, 18 mi/29 km from the heart of Highland. Spacious Bronzeville Gem Garden lvl Near Downtown, University of Chicago, Museum: It’s situated in Chicago, 19.7 mi/31.8 km away. Includes free WiFi, sofa beds, and Smart TVs. Lovely cozy 2 Bedroom Private Suite In Historical Beverly Community: 14.8 mi/23.8 km away in Chicago. Chic 3-bedroom apartment with WiFi, AC in welcoming Chicago: It’s situated in Chicago, 17.1 mi/27.6 km from Highland.
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.