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Compare Condo Rentals in Highland with updated reviews, rates, and availability.

Spacious 2 bedroom& 2 bath Hot Bronzeville Condo Beauty
9.8 out of 10, Exceptional, (18)
"Loved the split bedroom arrangements. Property clean, kitchen great for cooking and chilling. We had a rainy day… great place to hang out. Neighbors were very kind and helpful."
Spacious 2 bedroom& 2 bath Hot Bronzeville Condo Beauty
Bronzeville Manor walking distance to hospitals
10.0 out of 10, Exceptional, (6)
"I appreciated staying here for four days. It is a very spacious, secure property. The neighborhood is safe and quiet. I had a parking spot available every day. It is also close enough to downtown. I was upgraded to the penthouse suite as a courtesy of the host. It was BEAUTIFUL, to say the least, with all of the amenities I needed. I wish there were dishes (pots, pans, ladles) for me to cook with or that I knew there weren't any so I could've brought my own. There were still enough eating...
Bronzeville Manor walking distance to hospitals
The Perfect Getaway!
6.0 out of 10, (12)
"I never actually got to stay at this location. I purchased this place in May and the day of arrival the HOST canceled on us. We were 9 hrs from home, I had made multiple attempts to reach the host and she never responded to me. I would not trust using this place or the host. When I called VRBO, they noted she had been active on her acct. several times within the last few weeks. This is not a person she is a scammer. Best of luck to those who take the chance. I should have read the reviews...
The Perfect Getaway!
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Spacious two bedroom condo with a cozy feel!
10.0 out of 10, Exceptional, (2)
"The property is in a great location to access the museums and the Navy Pier. Also, easy access to the highway. I would definitely recommend for family."
Spacious two bedroom condo with a cozy feel!
♛The Broadway Special♛ - 2 Bd/1 Bath Smart-Condo!
10.0 out of 10, Exceptional, (13)
"nice and clean stay and essentials needed"
♛The Broadway Special♛ - 2 Bd/1 Bath Smart-Condo!
Historic Washington-Hyde Park Greystone
Historic Washington-Hyde Park Greystone
Lovely Quiet, Safe 6-Bedroom in 2 Condos Suite by McCormick Place and Midway!
10.0 out of 10, Exceptional, (2)
"11 family members in Chicago for a wedding. Enough beds for everyone in the two condos located one above the other. Very convenient."
Lovely Quiet, Safe 6-Bedroom in 2 Condos Suite by McCormick Place and Midway!
Sleek Duplex Condo Featuring State-of-the-Art 4K LED TVs and PS5 Gaming Console
Sleek Duplex Condo Featuring State-of-the-Art 4K LED TVs and PS5 Gaming Console
Luxury Waterfront 2 Bedroom Condo by Lake Michigan
10.0 out of 10, Exceptional, (7)
"Loved the location and seeing the Indiana Dunes!!"
Luxury Waterfront 2 Bedroom Condo by Lake Michigan
Luxurious 3 Bedroom Condo + Boat Rental!
Luxurious 3 Bedroom Condo + Boat Rental!
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
Lovely 2 Bedroom Condo With Pool
Lovely 2 Bedroom Condo With Pool
420 zen environment surrounded by boho chic decor~Luv Happii House.
10.0 out of 10, Exceptional, (1)
"My stay at the Luv Happy House was the perfect getaway for my birthday. The house looks exactly like it is listed which is so beautiful! I loved everything about this place nd the host was very responsive, even when i called her at 11:00pm because I had a hard time finding the place. She directed me until i got there, I will definitely stay here again."
420 zen environment surrounded by boho chic decor~Luv Happii House.
Chic Retreat Steps from University of Chicago
Chic Retreat Steps from University of Chicago
Modern Lux Stay on UChicago Campus 11 min walk to CCD and Mitchell Hospitals
10.0 out of 10, Exceptional, (1)
"We couldn't have found a better accommodation for our four-day visit to Hyde Park, than this newly renovated property on Ingleside. Literally a few minutes' walk from the quad of UofC, the three-bedroom, two full bathroom unit was more than ample space for our two couples hoping to have ease of access to the University and the restaurants and shops of Hyde Park. The modern kitchen had everything we needed, and the living room was spacious with study desk and entertainment seating. The whole...
Modern Lux Stay on UChicago Campus 11 min walk to CCD and Mitchell Hospitals
Metropolitan Gem: Stylish Condo with Proximity to Downtown
Metropolitan Gem: Stylish Condo with Proximity to Downtown
King Bed Suite | Indoor Pool. Free Breakfast.
King Bed Suite | Indoor Pool. Free Breakfast.
MODERN 2 BEDROOM CONDO! WHEN LUXURY & COMFORT MEET!
8.8 out of 10, Excellent, (5)
"pictures do not do justice…nice place i especially loved the living room concept i would stay here again for sure"
MODERN 2 BEDROOM CONDO! WHEN LUXURY & COMFORT MEET!
Cozy Beautiful Condo
Cozy Beautiful Condo
The Cozy Nest: King Bed in Quiet and Safe Condo by McCormick Place and Midway!
9.0 out of 10, Wonderful, (6)
"Arsene was excellent to work with. He met us at the condo and showed us everything. He was super responsive during our stay. Condo is located really close to University of Chicago, where our daughter had a college swim meet."
The Cozy Nest: King Bed in Quiet and Safe Condo by McCormick Place and Midway!
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See all available properties in Highland
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.

Other property types in Highland

Dunes Escape - Minutes from Indiana Dunes National Park
9.8 out of 10, Exceptional, (28)
"We had a great stay! Everything was just as listed! Every area was very clean, kitchen well stocked, plenty of towels provided for our 2 night stay. If i could change anything it would have been to add a nightlight of some sort in the twin room. Unfamiliar place/noises and it was completely dark for my daughter. No lamp or nightlight in that room. Also a few of the cabinet doors need tightened down."
The price is $125
$325 total
includes taxes & fees
Jun 27 - Jun 28
Dunes Escape - Minutes from Indiana Dunes National Park
Amazing 4 Bedrm Twnhm-30 Miles to Dwntwn Chicago Private Off Street Parking
10.0 out of 10, Exceptional, (2)
"My family really enjoyed this townhouse. It was very nice clean, location was perfect. Would definitely stay here again. The host Sherice was very very nice, kind, friendly and patient with my family."
Amazing 4 Bedrm Twnhm-30 Miles to Dwntwn Chicago Private Off Street Parking
Cozy, King bed with heated bathroom!
9.8 out of 10, Exceptional, (8)
"Great"
Cozy, King bed with heated bathroom!
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.

Highland Condo Rentals information

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Frequently asked questions

How much do condos in Highland cost?
Expect to pay from to per night for condos in Highland. No matter your budget, an epic stay is a click away on Expedia. This price was 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?
Highland has condos. To help you find the ideal digs, use our filters to search for the perks or amenities you need.
Why book your condo in Highland with Expedia?
We think that vacations should be stress-free, so if you’re searching for condos at an affordable rate, Expedia has you covered. Save money and pick something small and affordable, or book 5-star accommodations and spoil the ones you love most. Take advantage of our search filters to secure a property in Highland that suits your style.
How can I find cheap condos in Highland?
With Expedia’s handy filter tool, comparing cheap condos in Highland is a cinch. To view accommodations that are easy on your bank balance, refine your search results by budget, star rating and amenities.
What is there to do in Highland near my condo?
There are plenty of superb things to fill your days in Highland. Head for major attractions like Mascot Hall Of Fame, Theatre at the Center and Hard Rock Casino Northern Indiana. Centennial Park, Hammond Civic Center and Majestic Star Casino also appeal to many visitors.

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