Search Condo Rentals in Glenwood

Start date: Check-in selected.
End date: Check-out
    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
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
19 Sep - 21 Sep
In two weeks
26 Sep - 28 Sep
In one month
10 Oct - 12 Oct
In two months
7 Nov - 9 Nov

Condo Rentals in Glenwood

Modern Condo-Obama & University of Chicago Area
Fridge, microwave, oven, stovetop

Modern Condo-Obama & University of Chicago Area

8.8 out of 10, Excellent, (13)
"I thought this place was so cute, loved the outset deck! Was spacious and the host was very nice and helpful when needed! Would stay again for sure! "
Modern Condo-Obama & University of Chicago Area
South Shore Chicago Condo-1 Block to Lake-WiFi-AC-Elevator-420 Friendly
Dining

South Shore Chicago Condo-1 Block to Lake-WiFi-AC-Elevator-420 Friendly

10.0 out of 10, Exceptional, (1)
"Clean apartment and great communication with host. Fixed any small problems very quickly. "
South Shore Chicago Condo-1 Block to Lake-WiFi-AC-Elevator-420 Friendly
Comfortable Condo in the Heart of Bronzeville by RedAwning
Fridge, microwave, oven, coffee/tea maker

Comfortable Condo in the Heart of Bronzeville by RedAwning

7.2 out of 10, Good, (5)
"There was confusion with VRBO regarding our arrival date, no fault of the property owner. They made arrangements to clean the unit and provide lunch for our group while we waited and offered a second night free for the inconvenience. Highly recommend. Property owner went above and beyond!"
Comfortable Condo in the Heart of Bronzeville by RedAwning
Bronzeville Manor walking distance to hospitals
Interior

Bronzeville Manor walking distance to hospitals

9.8 out of 10, Exceptional, (17)
"Great location, very clean place. Ample street parking and the owner is very nice. I’ll definitely be booking this location again."
Bronzeville Manor walking distance to hospitals
Bright 2 Bed/2 Bath Condo With Patio Less Than 10 Mins From Major Attractions
Exterior

Bright 2 Bed/2 Bath Condo With Patio Less Than 10 Mins From Major Attractions

8.4 out of 10, Very Good, (9)
"Nice little apartment conveniently located right by the subway"
Bright 2 Bed/2 Bath Condo With Patio Less Than 10 Mins From Major Attractions
1-bedroom condo next to Chicago Midway International Airport
Fridge, microwave, oven, stovetop

1-bedroom condo next to Chicago Midway International Airport

10.0 out of 10, Exceptional, (8)
"super nice place!"
1-bedroom condo next to Chicago Midway International Airport
Luxury Stay on UChicago Campus 11 min walk to hospitals
Exterior

Luxury Stay on UChicago Campus 11 min walk to hospitals

10.0 out of 10, Exceptional, (6)
"Our family stay was wonderful! The property was great, the owners were available and courteous. "
Luxury Stay on UChicago Campus 11 min walk to hospitals
The Chic Urban Oasis Near the Lake!
Beach

The Chic Urban Oasis Near the Lake!

8.0 out of 10, Very Good, (7)
"Everything about the host and stay was amazing this will be my go to spot for my family and me"
The Chic Urban Oasis Near the Lake!
Modern Duplex-Obama & University Chicago Area 3BR, 2.5Bath. Enjoy entire unit.
Smart TV, books

Modern Duplex-Obama & University Chicago Area 3BR, 2.5Bath. Enjoy entire unit.

2.5 star property
10.0 out of 10, Exceptional, (2)
"The house was absolutely beautiful ! Very spacious and nice! Comfy beds and clean. "
Modern Duplex-Obama & University Chicago Area 3BR, 2.5Bath. Enjoy entire unit.
Beautiful, modern 3 bed 2 bath condo near Hyde Park, Obama Center and Lakefront
Smart TV, computer monitors

Beautiful, modern 3 bed 2 bath condo near Hyde Park, Obama Center and Lakefront

10.0 out of 10, Exceptional, (3)
"Great property! Host was super nice and accommodating. Will definitely stay again "
Beautiful, modern 3 bed 2 bath condo near Hyde Park, Obama Center and Lakefront
Bright Vintage U of C Center Condo with WiFi, AC in enjoyable Chicago
Interior

Bright Vintage U of C Center Condo with WiFi, AC in enjoyable Chicago

"They went out of the way to make sure we had keys to get in and got in early since no one was there night before."
Bright Vintage U of C Center Condo with WiFi, AC in enjoyable Chicago
Spacious two bedroom condo with a cozy feel!
Interior

Spacious two bedroom condo with a cozy feel!

8.8 out of 10, Excellent, (6)
"Very nice amenities. Comfortable beds."
Spacious two bedroom condo with a cozy feel!
Lovely 2 Bedroom Condo With Pool
Exterior detail

Lovely 2 Bedroom Condo With Pool

Lovely 2 Bedroom Condo With Pool
♛The Broadway Special♛ - 2 Bd/1 Bath Smart-Condo!
Property grounds

♛The Broadway Special♛ - 2 Bd/1 Bath Smart-Condo!

10.0 out of 10, Exceptional, (17)
"Loved our stay! The property was beautiful, with comfortable furnishings that made us feel right at home. Everything was clean and well-maintained. We’ll definitely rent again!"
♛The Broadway Special♛ - 2 Bd/1 Bath Smart-Condo!
The Cozy Nest: King Bed in Quiet and Safe Condo by McCormick Place and Midway!
Fridge, microwave, oven, stovetop

The Cozy Nest: King Bed in Quiet and Safe Condo by McCormick Place and Midway!

9.0 out of 10, Wonderful, (6)
"Rough start getting into the place but once we got over anything we needed i would use this place again"
The Cozy Nest: King Bed in Quiet and Safe Condo by McCormick Place and Midway!
A luxury vintage condo close to lakefront and minutes from downtown!
Fridge, microwave, oven, stovetop

A luxury vintage condo close to lakefront and minutes from downtown!

A luxury vintage condo close to lakefront and minutes from downtown!
Gorgeous Parisian Retreat on University of Chicago Campus
Interior

Gorgeous Parisian Retreat on University of Chicago Campus

Gorgeous Parisian Retreat on University of Chicago Campus
Spacious 2 bedroom 2 bath 10 Minutes to Down Town
Fridge, microwave, oven, stovetop

Spacious 2 bedroom 2 bath 10 Minutes to Down Town

9.8 out of 10, Exceptional, (19)
"Awesome place"
Spacious 2 bedroom 2 bath 10 Minutes to Down Town
NEW LISTING! Apartment Near Downtown & UChicago by RedAwning
Interior

NEW LISTING! Apartment Near Downtown & UChicago by RedAwning

2.0 star property
NEW LISTING! Apartment Near Downtown & UChicago by RedAwning
King Bed Suite | Indoor Pool. Free Breakfast.
Fridge, microwave, stovetop, dishwasher

King Bed Suite | Indoor Pool. Free Breakfast.

The price is SAR 1,079
SAR 1,356 total
includes taxes & fees
21 Sep - 22 Sep
King Bed Suite | Indoor Pool. Free Breakfast.
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
Sign in
Sign up, it's free

Top Glenwood Hotel Reviews

Hilton Chicago/Oak Lawn

Hilton Chicago/Oak Lawn

10/10 Excellent
"easy to get to and shopping and eating options in the aera"
George 2-night trip
Posted 5 days ago
Hilton Chicago/Oak Lawn
Baymont by Wyndham Chicago/Alsip

Baymont by Wyndham Chicago/Alsip

10/10 Excellent
"Loved our stay!"
Elizabeth 1-night trip
Posted 11 days ago
Baymont by Wyndham Chicago/Alsip

Frequently asked questions

Why book your condo in Glenwood with Expedia?
Use Expedia to find your dream condo in Glenwood. Looking for a luxury stay? Use our handy filters to search for properties that have a 5-star rating. If you have a budget, click on how much you'd like to spend and then browse our amazing options. We'll help you find the right fit whatever your vacation looks like.
How can I find cheap condos in Glenwood?
With Expedia's user-friendly filter tool, getting your hands on cheap condos in Glenwood is a piece of cake. To find accommodations that'll make your wallet smile, fine-tune your search results by budget, amenities and star rating.