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Compare 122 Apartments in Highland with updated reviews, rates, and availability.

The Vibe Headquarters
Interior

The Vibe Headquarters

2.0 star property
10.0 out of 10, Exceptional, (1)
"Very clean and cozy! Home away from home!"
The Vibe Headquarters
Chic Euro City Getaway- Close to Downtown

Chic Euro City Getaway- Close to Downtown

9.8 out of 10, Exceptional, (6)
"We absolutely loved the property!!! It had everything we needed and within a short drive from downtown. The host is super friendly and responsive. Overall, the best spot you will find in Chicago!!!"
Chic Euro City Getaway- Close to Downtown
The Hyde Park Hide-A-Way is ready to welcome you with the comfort of home!
Historic Greystone just South of University of Chicago Hyde Park Campus

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, (1)
"Great location, Robust and Daley’s both just a short walk away, parking easy too."
The Hyde Park Hide-A-Way is ready to welcome you with the comfort of home!
Lovely cozy 2 Bedroom Private Suite In Historical Beverly Community
Room

Lovely cozy 2 Bedroom Private Suite In Historical Beverly Community

9.2 out of 10, Wonderful, (13)
"Thank you for the great stay. I really appreciate the little touches like the bath bomb. Much needed. Communication was great. Good location to stay. "
Lovely cozy 2 Bedroom Private Suite In Historical Beverly Community
Penthouse, Lux stay near Downtown, McComick & Lake
9ecaf173 9603 42d1 a8b4 09c36b108ea4

Penthouse, Lux stay near Downtown, McComick & Lake

10.0 out of 10, Exceptional, (11)
"This was a beautiful home. It was clean and comfortable. So easy to access the property. Great neighborhood on the south side, close to great food spots and downtown. "
Penthouse, Lux stay near Downtown, McComick & Lake
Portage Studio: 11 Miles to Indiana Dunes!
Portage Vacation Rental | Studio | 1BA | Stairs Required | 400 Sq Ft

Portage Studio: 11 Miles to Indiana Dunes!

Portage Studio: 11 Miles to Indiana Dunes!
Modern "Blast From The Past" A Real Retreat 3Bedroom Unit
Interior

Modern "Blast From The Past" A Real Retreat 3Bedroom Unit

9.6 out of 10, Exceptional, (5)
"Property was great!! We loved the blast from the past theme, brought back lots of fond memories!! Check in was very easy, property was clean, beds were comfortable and we had all the kitchen appliances we needed! Our host was the best!! Thank you for the congratulations balloons!!"
Modern "Blast From The Past" A Real Retreat 3Bedroom Unit
Spacious 3-Bedroom Haven Near Chicago's Top Attractions
Exterior

Spacious 3-Bedroom Haven Near Chicago's Top Attractions

2.0 star property
6.0 out of 10, (1)
"Needs a new toilet"
Spacious 3-Bedroom Haven Near Chicago's Top Attractions
Spacious Bronzeville Gem Garden lvl Near Downtown, University of Chicago, Museum
forrestville home

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

9.8 out of 10, Exceptional, (66)
"Rented with Valane for the marathon weekend. It was clean, quiet, away from the hustle of the city. It was super easy to navigate to expo, start lines, and sites. Loved jot beong couped up in a hotel room for the weekend Highly recommend Thank you so much for the great stay"
Spacious Bronzeville Gem Garden lvl Near Downtown, University of Chicago, Museum
Stay near family or close to downtown, this loft in Beverly has it all!
Dining

Stay near family or close to downtown, this loft in Beverly has it all!

10.0 out of 10, Exceptional, (5)
"The neighborhood was very quiet. Location was good listing was exactly accurate. Plenty of space clean and comfy. Would definitely recommend and stay there again."
Stay near family or close to downtown, this loft in Beverly has it all!
LONG STAY,4BED,UC 2MI,FREE PRKG,DWTN 15MIN
Interior

LONG STAY,4BED,UC 2MI,FREE PRKG,DWTN 15MIN

9.4 out of 10, Exceptional, (6)
"Was concerned about the neighborhood. Was pleasantly surprised that I was concerned for no reason at all. Nice four-bedroom apartment. Would recommend."
LONG STAY,4BED,UC 2MI,FREE PRKG,DWTN 15MIN
Walk to Metra: Pet-friendly Blue Island Apt
Living area

Walk to Metra: Pet-friendly Blue Island Apt

3.0 star property
10.0 out of 10, Exceptional, (1)
"I like everything about that place will remind it to friends"
Walk to Metra: Pet-friendly Blue Island Apt
The "Pool Barn" w/Pool, Hot Tub, Billiards & more near Indiana Dunes
The "Pool Barn" offers plenty to do inside, outside, and in the area.

The "Pool Barn" w/Pool, Hot Tub, Billiards & more near Indiana Dunes

9.0 out of 10, Wonderful, (14)
"We loved it. We had our five grandkids with us and they were entertained the entire time we were there. We all enjoyed the pool, hot tub and the game room. It's a short drive to Indiana dunes. Would highly recommend this place. Hoping to return next year. Kim and Don were great hosts."
The price is SAR 635
SAR 804 total
includes taxes & fees
29 Dec - 30 Dec
The "Pool Barn" w/Pool, Hot Tub, Billiards & more near Indiana Dunes
Your Home Away from home -12 mins from Downtown
Dining

Your Home Away from home -12 mins from Downtown

10.0 out of 10, Exceptional, (1)
"This property was exactly as listed. No complaints."
Your Home Away from home -12 mins from Downtown
Luxury Apartment in Bronzeville, Just Minutes from Downtown - RSV Now!
Private kitchen

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

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

9.6 out of 10, Exceptional, (7)
"Easy to get into downtown from and host was super communicative. "
Private Romantic 2 Bedroom suite in the beautiful and historic Beverly community
3 bedroom apartment easily 15 mins from downtown 10 mins from Chicago’s beach!
Exterior

3 bedroom apartment easily 15 mins from downtown 10 mins from Chicago’s beach!

9.0 out of 10, Wonderful, (2)
"Really beautiful property in historic south side, lots of space and comfortable with full kitchen and full bath. Owner was very easy to communicate with and answered messages immediately. the downstairs unit is quite loud since you can hear every footstep in the upstairs unit but other than that the neighborhood is very quiet, neighbors all waved and were friendly."
3 bedroom apartment easily 15 mins from downtown 10 mins from Chicago’s beach!
Dyer Family Escape - 20 Mi to Lake Michigan!
Dyer Vacation Rental | 5BR | 3BA | 4,920 Sq Ft | Steps Required

Dyer Family Escape - 20 Mi to Lake Michigan!

8.0 out of 10, Very Good, (8)
"this property was just stunning , i couldn't have asked for a better home for thanksgiving . "
Dyer Family Escape - 20 Mi to Lake Michigan!
Walk to Metra: Pet-Friendly Blue Island Apt
Blue Island Vacation Rental | 3BR | 1BA | 8 Steps to Enter | 2,110 Sq Ft

Walk to Metra: Pet-Friendly Blue Island Apt

4.0 out of 10, (2)
" Clean. Photos mostly true to life, clean towels were stacked on hamper for dirty linen in kitchen. Cold and unwelcoming. Parking instructions unclear, right from what? Left from what? You could add a diagram under check in instructions to show how people should park. Security pad too complicated with no instructions in check in,only the numbers. I wasn’t sure which door to enter or how to use security pad. The unit was not labeled with a number. Manager/owner was a little bit rude when...
Walk to Metra: Pet-Friendly Blue Island Apt
Remodeled Chicago Apartment < 9 Mi to Downtown
Chicago Vacation Rental | 4BR | 2BA | 1,850 Sq Ft | Stairs Required

Remodeled Chicago Apartment < 9 Mi to Downtown

9.6 out of 10, Exceptional, (4)
"Our family had a nice time and enjoyed our stay."
Remodeled Chicago Apartment < 9 Mi to Downtown
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

LakeHouse
Game room

LakeHouse

10.0 out of 10, Exceptional, (13)
"Overall great experience! Great home, I love the decor of the entire home. And I will definitely recommend to others and will book again "
LakeHouse
Cozy Home Sweet Homewood.
Living area

Cozy Home Sweet Homewood.

10.0 out of 10, Exceptional, (15)
"We were in Homewood for a wedding and this was a perfect location. Besides its proximity to the wedding venue, we walked to the train station for a day in the city. The house is exactly as listed. It was very clean, organized and comfortable. Everything we needed was supplied. My husband especially liked the TVs. 😊 Since we were there on Halloween, we had the added bonus of seeing a truly family-oriented neighborhood in action. Lots of happy trick-or-treaters showed up accompanied by lots of...
Cozy Home Sweet Homewood.
Spa-quality amenities, dog friendly, close to trails, IN Dunes Nat’l Park

Spa-quality amenities, dog friendly, close to trails, IN Dunes Nat’l Park

9.2 out of 10, Wonderful, (56)
"We recently rented this home for our church's women's fall spiritual retreat. This stay for our group of 21 ladies was more than we expected. We chose this home for its size, proximity to the shore, and great accommodations. Upon our arrival we were pleasantly surprised to find the house had been recently updated. It was absolutely beautiful...bright, serene, and peaceful! The cleanliness of the home was great! The attention to detail was appreciated. I love a well stocked kitchen and this...
Spa-quality amenities, dog friendly, close to trails, IN Dunes Nat’l Park
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 locate accommodations within the larger area similar to apartments. 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. You can also filter by similar property types like vacation homes, condos, or guest houses.
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 favorite apartments in the area: Lovely cozy 2 Bedroom Private Suite In Historical Beverly Community: Located 14.8 mi/23.8 km away in Chicago. Woodlawn ~ Entire Luxury Apt: It’s located in Chicago, 17.9 mi/28.8 km away. 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.