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Check prices for these dates

Next weekend
14 Feb - 16 Feb
In two weeks
21 Feb - 23 Feb
In one month
7 Mar - 9 Mar
In two months
4 Apr - 6 Apr

Compare 59 Condo Rentals in Homewood with updated reviews, rates, and availability.

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
Modern Condo-Obama & University of Chicago Area
Dining

Modern Condo-Obama & University of Chicago Area

9.0 out of 10, Wonderful, (4)
"short visit to go to appointments at U Chicago med center. "
Modern Condo-Obama & University of Chicago Area
Chic 2-bedroom Condo near McCormick Pl with Parking Spot
Living area

Chic 2-bedroom Condo near McCormick Pl with Parking Spot

Chic 2-bedroom Condo near McCormick Pl with Parking Spot
The Chic Urban Oasis Near the Lake!
Interior

The Chic Urban Oasis Near the Lake!

9.0 out of 10, Wonderful, (2)
"First thing we had an issue with gaining access to the building due to weather conditions and the key boxes being out in the elements. Once we gained entry, there were some issues with things in the unit but overall the unit was aesthetically pleasing to be in. Outside of the weather affecting our stay, we still enjoyed our stay and the experience. This was not our first ABB experience and it will not be our last. I would recommend this place to others. It had enough sleeping spaces for up to 9...
The Chic Urban Oasis Near the Lake!
Experience Elegance at Paramount
Living area

Experience Elegance at Paramount

10.0 out of 10, Exceptional, (2)
"Great place to rent"
Experience Elegance at Paramount
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!
4 #2S - 5 Bedroom Condo - McCormick Place, Wintrust Arena, Chinatown
Room

4 #2S - 5 Bedroom Condo - McCormick Place, Wintrust Arena, Chinatown

9.6 out of 10, Exceptional, (11)
"Everything was as advertised and super convenient for our group if 8. Highly recommended VRBO! "
4 #2S - 5 Bedroom Condo - McCormick Place, Wintrust Arena, Chinatown
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

5.4 out of 10, (3)
"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 1,530 total
includes taxes & fees
5 Feb - 6 Feb
Comfortable Condo in the Heart of Bronzeville by RedAwning
Gorgeous N. Kenwood/Hyde Park
Interior

Gorgeous N. Kenwood/Hyde Park

2.0 star property
10.0 out of 10, Exceptional, (1)
"Unit was very nice and spacious. Communication with owner throughout my stay was excellent. I will definitely consider this unit again my next trip to Chicago."
Gorgeous N. Kenwood/Hyde Park
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, (16)
"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
5 Mi to Dtwn Chicago: Newly Built Condo
Chicago Vacation Rental | 3BR | 2BA | Step-Free Access | 1,250 Sq Ft

5 Mi to Dtwn Chicago: Newly Built Condo

9.6 out of 10, Exceptional, (4)
"Overall, it is a great property...it is spacious, clean and nicely decorated. It definitely was a comfortable location for me and my family while we were in Chicago."
5 Mi to Dtwn Chicago: Newly Built Condo
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
4 #1N - 4 Bedroom / 4 Bath Condo - McCormick Place, Wintrust Arena, Chinatown
Bedroom #1 with full size bed and sofa bed, Roku TV and in-suite bathroom

4 #1N - 4 Bedroom / 4 Bath Condo - McCormick Place, Wintrust Arena, Chinatown

9.0 out of 10, Wonderful, (11)
"We enjoyed the apartment. It was clean, had enough bath towels and soaps . The beds were comfortable and the bed linens were comfortable. Each bedroom having their own bathroom was a real bonus. the CTA stop was a fairly short walk. Their we re a lot of places to eat that were within walking distance., The kitchen needed more supplies such as dish towels, mixing bowl and spatula. Enjoyed the stay, would stay again if the need arises."
4 #1N - 4 Bedroom / 4 Bath Condo - McCormick Place, Wintrust Arena, Chinatown
♛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!
Lovely 2 Bedroom Condo With Pool
Exterior

Lovely 2 Bedroom Condo With Pool

Lovely 2 Bedroom Condo With Pool
Bronzeville Manor walking distance to hospitals
Room

Bronzeville Manor walking distance to hospitals

9.6 out of 10, Exceptional, (15)
"The host is very kind and helpful, and the place is roomy and luxurious (we got upgraded to the penthouse before our stay). The neighborhood is quiet and we had no trouble finding a parking spot for the car. If you ever need a place to stay in Chicago, this is the place! 10/10 experience!"
Bronzeville Manor walking distance to hospitals
Trendy apt near McCormick Place & Wintrust Arena
Room

Trendy apt near McCormick Place & Wintrust Arena

6.0 out of 10, (2)
"DO NOT RENT THIS PROPERTY OR ANY PROPERTY FROM THIS HOST. THE HOST’S UNIT LOOKS NOTHING LIKE THE PICTURES LISTED. The host used pictures from another unit and used them for her VRBO listing. I made the reservation in early January for a mid-March stay. Once we checked in and realized it wasn’t the unit pictured, I communicated the issue to the host. She acknowledged, in writing, that the unit my family and I stayed in was NOT the unit pictured in her listing along with an excuse that she forgot...
Trendy apt near McCormick Place & Wintrust Arena
Modern Duplex-Obama & University Chicago Area 3BR, 2.5Bath. Enjoy entire unit.
Interior

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

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

Cozy Home Sweet Homewood.
Living area

Cozy Home Sweet Homewood.

9.8 out of 10, Exceptional, (18)
"It felt like home. Didnt want to leave."
Cozy Home Sweet Homewood.
Charming Home with Hot Tub and Private Yard. RELAX and be at PEACE
Interior

Charming Home with Hot Tub and Private Yard. RELAX and be at PEACE

9.6 out of 10, Exceptional, (10)
"Great stay and very clean house hot tub was amazing "
Charming Home with Hot Tub and Private Yard. RELAX and be at PEACE
Spacious Bronzeville Gem Garden lvl Near Downtown, University of Chicago, Museum
forrestville home

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

9.6 out of 10, Exceptional, (69)
"Nice place, not alot of parking "
Spacious Bronzeville Gem Garden lvl Near Downtown, University of Chicago, Museum
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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