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Compare 42 Condo Rentals in Glenwood with updated reviews, rates, and availability.

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!
Bronzeville Manor walking distance to hospitals
Room

Bronzeville Manor walking distance to hospitals

10.0 out of 10, Exceptional, (14)
"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
Modern Condo-Obama & University of Chicago Area
Exterior

Modern Condo-Obama & University of Chicago Area

10.0 out of 10, Exceptional, (1)
"Great place!"
Modern Condo-Obama & University of Chicago Area
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, (14)
"Nice property within minutes of everything. Comfortable apartment with easy check-in and out, great communication."
Penthouse Condo in Chicago featuring Zero Gravity Massage Chair
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 SAR 1,138
SAR 1,436 total
includes taxes & fees
1 Dec - 2 Dec
King Bed Suite | Indoor Pool. Free Breakfast.
Cozy Beautiful Condo
Living area

Cozy Beautiful Condo

Cozy Beautiful Condo
MODERN 2 BEDROOM CONDO! WHEN LUXURY & COMFORT MEET!
Exterior

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!
The Cozy Nest: King Bed in Quiet and Safe Condo by McCormick Place and Midway!
Primary bedroom with private en-suite full bathroom.

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!
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!
Cozy 2- bedroom w/ patio mins from Midway Airport
Living room

Cozy 2- bedroom w/ patio mins from Midway Airport

10.0 out of 10, Exceptional, (8)
"This place was perfect for three of us in town for family reunion. Has well stocked kitchen, nice bath, decent beds. Best feature is back yard/patio with lights & privacy. Street parking was not a problem while we were there."
Cozy 2- bedroom w/ patio mins from Midway Airport
Lovely cozy 2 Bedroom Private Suite In Historical Beverly Community
Room

Lovely cozy 2 Bedroom Private Suite In Historical Beverly Community

9.4 out of 10, Exceptional, (12)
"Thank you for the great stay. I really appreciate the little touches like the bath bomb. Much needed. Communication was great. Good location to stay. "
Lovely cozy 2 Bedroom Private Suite In Historical Beverly Community
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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