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

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, (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
Luxurious 3Br with parking on premises 🌔
Living area
Luxurious 3Br with parking on premises 🌔
9.4 out of 10, Exceptional, (12)
"This is our second time staying at this property and everything was just as great as the last time. We had everything we needed and communication was quick and easy."
Luxurious 3Br with parking on premises 🌔
Toca Bella ~ 7mins to Downtown
Living area
Toca Bella ~ 7mins to Downtown
10.0 out of 10, Exceptional, (7)
"Very stylish property, and the host was very nice with excellent and fast communication."
Toca Bella ~ 7mins to Downtown
Dalia Flat - Sleeps 8 - 10 minutes to Downtown
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 AED 198
AED 952 total
includes taxes & fees
19 Nov - 20 Nov
Dalia Flat - Sleeps 8 - 10 minutes to Downtown
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
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
Charming 3BR Chicago Apt in Prime Location
Living area
Charming 3BR Chicago Apt in Prime Location
9.6 out of 10, Exceptional, (7)
"This apartment is in a quiet, safe building in very walkable Hyde Park.. Lots of space & comfy beds. Owner is very responsive."
Charming 3BR Chicago Apt in Prime Location
Lovely 3-bedroom apartment in Bronzeville
Living area
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
Marvelous 3-bedroom apartment with WiFi, AC 18 minutes from downtown Chicago
Living area
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!
Historic Greystone just South of University of Chicago Hyde Park Campus
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!
Chicago Apartment: 4 Mi to Lake Michigan!
Chicago Vacation Rental | 4BR | 1BA | 2,000 Sq Ft | Stairs Required
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!
Woodlawn ~ Entire Luxury Apt
Living area
Woodlawn ~ Entire Luxury Apt
Woodlawn ~ Entire Luxury Apt
Private Romantic 2 Bedroom suite in the beautiful and historic Beverly community
Living area
Private Romantic 2 Bedroom suite in the beautiful and historic Beverly community
9.6 out of 10, Exceptional, (7)
"Easy to get into downtown from and host was super communicative. "
Private Romantic 2 Bedroom suite in the beautiful and historic Beverly community
Sunflower Apt 12 Min from Downtown CHI
Sunflower Apt 12 Min from Downtown CHI
9.2 out of 10, Wonderful, (9)
"This was an excellent stay for my family and I. Family friendly, fully stocked with plenty of amenities, right next to a bus stop and easily accessible. Host was attentive and responded quickly to any questions I had and was ready to help with whatever we needed. We were very comfortable here and it helped us have such a smooth stay here in Chicago. Thank you!"
The price is AED 206
AED 803 total
includes taxes & fees
19 Nov - 20 Nov
Sunflower Apt 12 Min from Downtown CHI
Modern "Blast From The Past" A Real Retreat 3Bedroom Unit
Interior
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!
Living area
Plant MOOD2! FREE STREET PARKING & Wi-Fi!
10.0 out of 10, Exceptional, (1)
"I was having trouble getting in on a sunday and they helped me thru it with "
Plant MOOD2! FREE STREET PARKING & Wi-Fi!
Charming 2-bedroom apartment in awesome Chicago with WiFi, AC
Living area
Charming 2-bedroom apartment in awesome Chicago with WiFi, AC
2.0 star property
Charming 2-bedroom apartment in awesome Chicago with WiFi, AC
Cozy 1-bedroom apartment with WiFi, AC in gorgeous Chicago
Living area
Cozy 1-bedroom apartment with WiFi, AC in gorgeous Chicago
2.0 star property
9.6 out of 10, Exceptional, (4)
"The apartment was what I needed for a few days stay while in town for the Chicago marathon. Convenient to public transportation to Downtown. Located in a beautiful historic neighborhood and close to grocery store and eateries. Host was very communicative and access was easy."
Cozy 1-bedroom apartment with WiFi, AC in gorgeous Chicago
Cozy Garden Unit 1st flr with private entrance and Turo vehicle available.
Interior
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.
The Vibe Headquarters
Interior
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
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, (13)
"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.

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.