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Compare 51 Condo Rentals in Glenwood with updated reviews, rates, and availability.

Modern Condo-Obama & University of Chicago Area
Dining

Modern Condo-Obama & University of Chicago Area

9.4 out of 10, Exceptional, (3)
"Nice place. Small, but good for our purposes. Communication with the owner was real easy. "
Modern Condo-Obama & University of Chicago Area
The Chic Urban Oasis Near the Lake!
Interior

The Chic Urban Oasis Near the Lake!

10.0 out of 10, Exceptional, (1)
"Loved the place - stayed for the Air Show and we were close enough to get everywhere quickly!"
The Chic Urban Oasis Near the Lake!
♛The Broadway Special♛ - 2 Bd/1 Bath Smart-Condo!
Bathroom

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

10.0 out of 10, Exceptional, (15)
"Have stayed here multiple times. We always have a good experience. It would have been very helpful to have kitchen towels. I do most of my own cooking & hand wash the dishes."
♛The Broadway Special♛ - 2 Bd/1 Bath Smart-Condo!
Spacious 2 bedroom 2 bath 10 Minutes to Down Town
Living area

Spacious 2 bedroom 2 bath 10 Minutes to Down Town

9.8 out of 10, Exceptional, (19)
"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 10 Minutes to Down Town
Lovely Quiet, Safe 6-Bedroom in 2 Condos Suite by McCormick Place and Midway!
Dining

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!
Penthouse Condo in Chicago featuring Zero Gravity Massage Chair
Open living room features vaulted ceilings and hardwood floors.

Penthouse Condo in Chicago featuring Zero Gravity Massage Chair

10.0 out of 10, Exceptional, (15)
"Our host was amazing. Every question was answered within minutes. The condo itself is fantastic. The massage chair was a great bonus. Wonderful place to stay especially if you are going to the McCormick Convention Center. A five minute drive. Would stay here again. "
Penthouse Condo in Chicago featuring Zero Gravity Massage Chair
Experience Elegance at Paramount
Living area

Experience Elegance at Paramount

10.0 out of 10, Exceptional, (2)
"Host was super helpful and accommodation was what I needed for a work trip."
Experience Elegance at Paramount
Comfortable Condo in the Heart of Bronzeville by RedAwning
"Furniture","Indoors","Living Room","Table","Home Decor"

Comfortable Condo in the Heart of Bronzeville by RedAwning

5.0 out of 10, (2)
"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!"
The price is AED 443
AED 1,537 total
includes taxes & fees
22 Jan - 23 Jan
Comfortable Condo in the Heart of Bronzeville by RedAwning
1-bedroom condo next to Chicago Midway International Airport
Living area

1-bedroom condo next to Chicago Midway International Airport

10.0 out of 10, Exceptional, (1)
"I was very pleased wirh my stay. The unit we stayed in was spacious, clean and had very modern amenities. They host was outstanding! Very prompt in returning any messages. Definitely recommend this property. "
1-bedroom condo next to Chicago Midway International Airport
Bright 2 Bed/2 Bath Condo With Patio Less Than 10 Mins From Major Attractions
Interior

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

6.6 out of 10, (4)
"The property was exactly as pictured. Once we mastered the front gate, the rest of the trip was a breeze! It’s an ideal rental for two or three people."
Bright 2 Bed/2 Bath Condo With Patio Less Than 10 Mins From Major Attractions
Spacious two bedroom condo with a cozy feel!
Living Space

Spacious two bedroom condo with a cozy feel!

8.0 out of 10, Very Good, (4)
"Very nice amenities. Comfortable beds."
Spacious two bedroom condo with a cozy feel!
Historic Washington-Hyde Park Greystone
Interior

Historic Washington-Hyde Park Greystone

10.0 out of 10, Exceptional, (3)
"The apartment was very nice, well decorated and equipped, thoroughly cleaned and easy to access. Will definitely stay there again if I'm in the area!"
Historic Washington-Hyde Park Greystone
Lovely 2 Bedroom Condo With Pool
Exterior

Lovely 2 Bedroom Condo With Pool

Lovely 2 Bedroom Condo With Pool
420 zen environment surrounded by boho chic decor~Luv Happii House.
Living area

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

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

A luxury vintage condo close to lakefront and minutes from downtown!
Luxury Stay on UChicago Campus 11 min walk to hospitals
Living room

Luxury Stay on UChicago Campus 11 min walk to hospitals

10.0 out of 10, Exceptional, (2)
"The condo was excellent. Would definitely rent again. Check in was easy and location great. Thank you. "
Luxury Stay on UChicago Campus 11 min walk to hospitals
Oak Lawn big 2nd floor Condo for 8 ppl 3 bedroom 2 bath Sofa bed Garage Parking.
Living area

Oak Lawn big 2nd floor Condo for 8 ppl 3 bedroom 2 bath Sofa bed Garage Parking.

Oak Lawn big 2nd floor Condo for 8 ppl 3 bedroom 2 bath Sofa bed Garage Parking.
Renovated, with updated appliances and fully furnished with brand new furniture
master bedroom queen bed

Renovated, with updated appliances and fully furnished with brand new furniture

Renovated, with updated appliances and fully furnished with brand new furniture
King Bed Suite | Indoor Pool. Free Breakfast.
Take a dip in the pool.

King Bed Suite | Indoor Pool. Free Breakfast.

The price is AED 1,012
AED 1,273 total
includes taxes & fees
19 Jan - 20 Jan
King Bed Suite | Indoor Pool. Free Breakfast.
Cozy Beautiful Condo
Living area

Cozy Beautiful Condo

Cozy Beautiful Condo
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 Glenwood

Spacious Family Glenwood Estates Home w/ Hot Tub!
Glenwood Vacation Rental | 4BR | 2.5BA | 2,442 Sq Ft | Step-Free Entry

Spacious Family Glenwood Estates Home w/ Hot Tub!

9.4 out of 10, Exceptional, (14)
"Place was perfect! I grew up in the suburbs of Chicago and wanted to come back to honor my grandmother's 90th birthday. This place was perfect. It had a piano and the pastor was able to serinate her in playing church hymnals. Of course, her famiy, fch family, family and friends were all able to show"
Spacious Family Glenwood Estates Home w/ Hot Tub!
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, (67)
"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
LakeHouse
Game room

LakeHouse

10.0 out of 10, Exceptional, (15)
"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
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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