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Compare 141 Apartments in Glenwood with updated reviews, rates, and availability.

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

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

Sunflower Apt 12 Min from Downtown CHI

9.0 out of 10, Wonderful, (10)
"We had a comfy stay at Freddy’s. The place was exactly as advertised and it was clean. "
The price is SAR 252
SAR 892 total
includes taxes & fees
22 Dec - 23 Dec
Sunflower Apt 12 Min from Downtown CHI

Penthouse, Lux stay near Downtown, McComick & Lake

10.0 out of 10, Exceptional, (10)
"This was a beautiful home. It was clean and comfortable. So easy to access the property. Great neighborhood on the south side, close to great food spots and downtown. "
Penthouse, Lux stay near Downtown, McComick & Lake

Lovely 3-bedroom apartment in Bronzeville

9.8 out of 10, Exceptional, (21)
"The proximity to McCormick Place and grocery stores was perfect for our first time exhibiting. The convenient, free on-street parking made coming & going a breeze. Samanta was very kind and helpful; giving restaurant suggestions for the area. It was also fantastic to receive a text response saying we didn't need to take out trash or strip beds because, "You are our guests". Our trip went better than I could have ever expected in part due to this convenient, reasonably priced property. "
Lovely 3-bedroom apartment in Bronzeville

Cozy 1-bedroom apartment with WiFi, AC in gorgeous Chicago

2.0 star property
9.6 out of 10, Exceptional, (5)
"I stayed at this rental during my birthday trip to Chicago, and overall, it was a great experience. Communication with the host was absolutely on point—responsive, accommodating, and very helpful. My plane landed late, and I arrived at the rental around 1 a.m. They made everything seamless, which I appreciated. This was my first visit to Chicago, so arriving late and staying in a basement apartment initially felt a little sketchy, but once I got settled, I felt completely safe. The place had...
Cozy 1-bedroom apartment with WiFi, AC in gorgeous Chicago

Dalia Flat - Sleeps 8 - 10 minutes to Downtown

9.2 out of 10, Wonderful, (5)
"Very spacious and clean apartment with character. We cooked dinner while the kids entertained themselves with the games. The kitchen was fully stocked with all of the essentials. "
The price is SAR 222
SAR 997 total
includes taxes & fees
10 Dec - 11 Dec
Dalia Flat - Sleeps 8 - 10 minutes to Downtown

Marvelous 3-bedroom apartment with WiFi, AC 18 minutes from downtown Chicago

10.0 out of 10, Exceptional, (1)
"Very nice place! So much space. Quiet neighborhood. "
Marvelous 3-bedroom apartment with WiFi, AC 18 minutes from downtown Chicago

The Hyde Park Hide-A-Way is ready to welcome you with the comfort of home!

2.0 star property
The Hyde Park Hide-A-Way is ready to welcome you with the comfort of home!

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

9.8 out of 10, Exceptional, (66)
"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

Woodlawn ~ Entire Luxury Apt

Woodlawn ~ Entire Luxury Apt

Modern "Blast From The Past" A Real Retreat 3Bedroom Unit

9.6 out of 10, Exceptional, (5)
"Property was great!! We loved the blast from the past theme, brought back lots of fond memories!! Check in was very easy, property was clean, beds were comfortable and we had all the kitchen appliances we needed! Our host was the best!! Thank you for the congratulations balloons!!"
Modern "Blast From The Past" A Real Retreat 3Bedroom Unit

Plant MOOD2! FREE STREET PARKING & Wi-Fi!

10.0 out of 10, Exceptional, (2)
"It was a great experience!!! Very clean and decorated very beautiful. The host is very friendly and responds fast."
Plant MOOD2! FREE STREET PARKING & Wi-Fi!

Cozy Garden Unit 1st flr with private entrance and Turo vehicle available.

2.0 star property
9.0 out of 10, Wonderful, (2)
"This was a fantastic spot. The host provides some toiletries in case you forget something and a basic first aid kit if you need it. My personal favorite was the iron and ironing board to take the wrinkles out from packing your stuff. Checking in and communicating was great. Highly recommend even if it's a little bit away from the city."
Cozy Garden Unit 1st flr with private entrance and Turo vehicle available.

Charming 2-bedroom apartment in awesome Chicago with WiFi, AC

2.0 star property
Charming 2-bedroom apartment in awesome Chicago with WiFi, AC

Chic 2-bedroom apartment in phenomenal Chicago with AC, WiFi

Chic 2-bedroom apartment in phenomenal Chicago with AC, WiFi

Chic Euro City Getaway- Close to Downtown

10.0 out of 10, Exceptional, (4)
"This property was very nice and also good location not too far from anything. Host had very easy instructions to gain access .10/10 I do recommend "
Chic Euro City Getaway- Close to Downtown

Chicago Apartment: 4 Mi to Lake Michigan!

10.0 out of 10, Exceptional, (2)
"The manager was very nice and accommodating "
Chicago Apartment: 4 Mi to Lake Michigan!

The Vibe Headquarters

2.0 star property
10.0 out of 10, Exceptional, (1)
"Very clean and cozy! Home away from home!"
The Vibe Headquarters

Spacious 3-Bedroom Haven Near Chicago's Top Attractions

2.0 star property
6.0 out of 10, (1)
"Needs a new toilet"
Spacious 3-Bedroom Haven Near Chicago's Top Attractions
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!

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

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

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.

Frequently asked questions

What's it like to stay at an apartment in Glenwood?
You might have as many choices centrally in Glenwood, but Expedia can help you locate accommodations in the area similar to apartments. When you search for a place to stay on Expedia, you can filter by amenities you might find in an apartment like a kitchen. You can even filter by similar properties such as vacation homes, condos, or guest houses.
Are you thinking about an apartment instead of a traditional hotel?
Often offering more space than a traditional hotel room, an apartment includes a kitchen, so you can have some home-cooked meals. Apartments are ideal for families who want the conveniences of home, and also for couples who want to stay away from the tourist areas.
What's the best apartment I should consider for a stay in Glenwood?
Below are some of the top apartments in the area to choose from: Cozy 2- bedroom w/ patio mins from Midway Airport: Situated in Chicago, 17.4 mi/28 km from the heart of Glenwood. Includes free WiFi, private patios, and Smart TVs. Lovely cozy 2 Bedroom Private Suite In Historical Beverly Community: Located 10.9 mi/17.5 km away in Chicago. Spacious Bronzeville Gem Garden lvl Near Downtown, University of Chicago, Museum: 18.7 mi/30 km away in Chicago. Free WiFi, sofa beds, and Smart TVs are included. Woodlawn ~ Entire Luxury Apt: It’s situated in Chicago, 16.6 mi/26.7 km from Glenwood.
What will the weather be like in Glenwood?
Though weather is just one factor, it can really affect your travel plans, especially if you are planning a longer stay in Glenwood. The hottest months are usually July and August with an average temp of 71°F, while the coldest months are January and February with an average of 31°F. Average annual precipitation for Glenwood is 49 inches.
What should I see in Glenwood?
Explore the area and family-friendly sights such as Odyssey Fun World, or get out into nature at a spot like Centennial Park. Ravisloe Country Club and River Oaks Center are a couple of places you’ll find in the larger area.
What's the best way to get to and around Glenwood?
Knowing a bit about the transportation options can save you time when you get to your destination. Fly into Chicago Midway Airport (MDW), which is located 18.4 mi (29.7 km) away from the heart of the city. If you’d like to venture out around the area, you may want a rental car for your journey.