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Compare 143 Apartments in Glenwood with updated reviews, rates, and availability.

Cozy 2- bedroom w/ patio mins from Midway Airport

9.8 out of 10, Exceptional, (9)
"The owner definitely pays attention to details. It had towels laid out in these cute little baskets a well stocked kitchen in terms of tools and the decor was very charming. The only reason I didn't give 5 stars is because it is an older building so the water pressure in the shower was low, there's no dishwasher and it is a 2 flat and the upstairs unit controlled the heat and we were on the first floor."
Cozy 2- bedroom w/ patio mins from Midway Airport

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

Dalia Flat - Sleeps 10 - 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 165
AED 744 total
includes taxes & fees
13 Jan - 14 January 2025
Dalia Flat - Sleeps 10 - 10 minutes to Downtown

Chic Euro City Getaway- Close to Downtown

9.8 out of 10, Exceptional, (6)
"We absolutely loved the property!!! It had everything we needed and within a short drive from downtown. The host is super friendly and responsive. Overall, the best spot you will find in Chicago!!!"
Chic Euro City Getaway- Close to Downtown

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

2.0 star property
10.0 out of 10, Exceptional, (1)
"Great location, Robust and Daley’s both just a short walk away, parking easy too."
The Hyde Park Hide-A-Way is ready to welcome you with the comfort of home!

Lovely cozy 2 Bedroom Private Suite In Historical Beverly Community

9.2 out of 10, Wonderful, (13)
"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

Penthouse, Lux stay near Downtown, McComick & Lake

10.0 out of 10, Exceptional, (11)
"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

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

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."
The price is AED 459
AED 720 total
includes taxes & fees
15 Jan - 16 January 2025
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

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

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

Stay near family or close to downtown, this loft in Beverly has it all!

10.0 out of 10, Exceptional, (5)
"The neighborhood was very quiet. Location was good listing was exactly accurate. Plenty of space clean and comfy. Would definitely recommend and stay there again."
Stay near family or close to downtown, this loft in Beverly has it all!

LONG STAY,4BED,UC 2MI,FREE PRKG,DWTN 15MIN

9.4 out of 10, Exceptional, (6)
"Was concerned about the neighborhood. Was pleasantly surprised that I was concerned for no reason at all. Nice four-bedroom apartment. Would recommend."
LONG STAY,4BED,UC 2MI,FREE PRKG,DWTN 15MIN

Walk to Metra: Pet-friendly Blue Island Apt

3.0 star property
10.0 out of 10, Exceptional, (1)
"I like everything about that place will remind it to friends"
Walk to Metra: Pet-friendly Blue Island Apt

Great suburban location! Perfect for solo or couple travelers

8.4 out of 10, Very Good, (15)
"My second time staying at this property, great location. Parking right in front. Owner quick to respond to messages, only downfall this time were the upstairs tenants were loud other than that I would definitely return back"
The price is AED 286
AED 623 total
includes taxes & fees
6 Jan - 7 January 2025
Great suburban location! Perfect for solo or couple travelers

Your Home Away from home -12 mins from Downtown

10.0 out of 10, Exceptional, (1)
"This property was exactly as listed. No complaints."
Your Home Away from home -12 mins from Downtown

Luxury Apartment in Bronzeville, Just Minutes from Downtown - RSV Now!

8.0 out of 10, Very Good, (8)
"Place was clean & smelled good. Easy parking out front & getting in & felt safe. We had 5 adults, wish the beds were actually Queen not full/queen. A few discrepancies in listing but over-all good"
Luxury Apartment in Bronzeville, Just Minutes from Downtown - RSV Now!

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

3 bedroom apartment easily 15 mins from downtown 10 mins from Chicago’s beach!

9.0 out of 10, Wonderful, (2)
"Really beautiful property in historic south side, lots of space and comfortable with full kitchen and full bath. Owner was very easy to communicate with and answered messages immediately. the downstairs unit is quite loud since you can hear every footstep in the upstairs unit but other than that the neighborhood is very quiet, neighbors all waved and were friendly."
3 bedroom apartment easily 15 mins from downtown 10 mins from Chicago’s beach!
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!

LakeHouse

10.0 out of 10, Exceptional, (13)
"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

Cozy 2- bedroom w/ patio mins from Midway Airport

9.8 out of 10, Exceptional, (9)
"The owner definitely pays attention to details. It had towels laid out in these cute little baskets a well stocked kitchen in terms of tools and the decor was very charming. The only reason I didn't give 5 stars is because it is an older building so the water pressure in the shower was low, there's no dishwasher and it is a 2 flat and the upstairs unit controlled the heat and we were on the first floor."
Cozy 2- bedroom w/ patio mins from Midway Airport
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?
Listed below are some of the favorite 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. Spacious Bronzeville Gem Garden lvl Near Downtown, University of Chicago, Museum: It’s situated in Chicago, 18.7 mi/30 km away. Includes free WiFi, sofa beds, and Smart TVs. Lovely cozy 2 Bedroom Private Suite In Historical Beverly Community: 10.9 mi/17.5 km away in Chicago. 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.