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Check prices for these dates

In two weeks
Feb 27 - Mar 1
In two months
Apr 10 - Apr 12
In three months
May 8 - May 10
In four months
Jun 5 - Jun 7

Our top choices for Highland condo rentals

Beach nearby, beach towels

Serenity on the Shores - with easy transport to Chicago/SouthShore across the St

Serenity on the Shores - with easy transport to Chicago/SouthShore across the St
Portage
9.6 out of 10, Exceptional, (12 reviews)
"Very nice place "
United States
LeAnna M.
$200 nightly
The price is $223
Feb 15 - Feb 16
Total with taxes and fees
Serenity on the Shores - with easy transport to Chicago/SouthShore across the St
Interior

Free Breakfast. Indoor Pool. Gym. Business Center.

Free Breakfast. Indoor Pool. Gym. Business Center.
Schererville
$214 nightly
The price is $242
Feb 22 - Feb 23
Total with taxes and fees
Free Breakfast. Indoor Pool. Gym. Business Center.
TV

Comfortable Condo in the Heart of Bronzeville by RedAwning

Comfortable Condo in the Heart of Bronzeville by RedAwning
Bronzeville
7.8 out of 10, Good, (6 reviews)
"Very clean, everything needed with in. Manager was easily accessible. "
United States
Rosheena C.
$366 nightly
The price is $415
Mar 1 - Mar 2
Total with taxes and fees
Comfortable Condo in the Heart of Bronzeville by RedAwning
Interior

ModernFarmHouseChicago-Spacious 3-bedroom condo Near Downtown Chicago

ModernFarmHouseChicago-Spacious 3-bedroom condo Near Downtown Chicago
Kenwood
$378 nightly
The price is $466
Feb 17 - Feb 18
Total with taxes and fees
ModernFarmHouseChicago-Spacious 3-bedroom condo Near Downtown Chicago
Interior

King Bed Suite | Indoor Pool. Free Breakfast.

King Bed Suite | Indoor Pool. Free Breakfast.
Schererville
$377 nightly
The price is $422
Feb 16 - Feb 17
Total with taxes and fees
King Bed Suite | Indoor Pool. Free Breakfast.
Interior

2 Bedroom | Free Daily Breakfast. Indoor Pool.

2 Bedroom | Free Daily Breakfast. Indoor Pool.
Schererville
$345 nightly
The price is $387
Feb 19 - Feb 20
Total with taxes and fees
2 Bedroom | Free Daily Breakfast. Indoor Pool.
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 Hotel Reviews

Hyatt Place Chicago-South/University Medical Center

Hyatt Place Chicago-South/University Medical Center

10/10 Excellent
"The staff was awesome! The experience was AMAZING! "
April 2-night trip
Posted 3 days ago
Hyatt Place Chicago-South/University Medical Center

Find out more about Highland

Highland Condo Rentals information

Number of reviews
5
Accommodation
49 Condo Rentals
Lowest Price
$242
Highest Price
$422

Frequently asked questions

How much do condos in Highland cost?
Condos in Highland range from $242 to $422 per night. These properties offer plenty of space for your whole crew at a price that's easy on your wallet. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many condos are there in Highland?
Lock in your vacation dates and then pick from 49 condos in Highland. For business travel, a getaway with friends or anything in between, Expedia will help you find an ideal stay in a few simple clicks.
Why book your condo in Highland with Expedia?
Expedia will help you find your ideal condo in Highland. Looking for a luxury escape? Make the most of our filters to search for properties that have a 5-star rating. If you have a budget, choose how much you'd like to spend and then check out our fabulous options. We'll help you find the right stay whatever your style of travel or plans.
How can I find cheap condos in Highland?
The best way to locate cheap condos in Highland is with Expedia's filter tool. Refine your search results by star rating, amenities and budget to discover unbeatable prices in a few clicks.

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