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Compare 186 Apartments in Glenwood with updated reviews, rates, and availability.

The Vibe Headquarters

2.0 star property
9.0 out of 10, Wonderful, (2)
"Very clean and cozy! Home away from home!"
The Vibe Headquarters

Chic 3-bedroom apartment with WiFi, AC in welcoming Chicago

10.0 out of 10, Exceptional, (1)
"My trip was the best place was nicè will book again"
Chic 3-bedroom apartment with WiFi, AC in welcoming Chicago

Cozy 2- bedroom w/ patio mins from Midway Airport

9.8 out of 10, Exceptional, (10)
"We very much enjoyed our long weekend here. The kitchen items were somewhat limited, but we managed to cook a lovely breakfast while there and enjoyed several meals at the house. It was a warm and welcoming environment, and we’d gladly stay again. Street parking was somewhat of a challenge when we arrived late at night, but it all worked out."
Cozy 2- bedroom w/ patio mins from Midway Airport

Dalia Flat - Sleeps 10 - 10 minutes to Downtown

9.4 out of 10, Exceptional, (6)
"This space is the main floor of a triplex. It’s in a very quiet neighborhood with a gorgeous park right across the street. There’s a grocery store very close by as well as many restaurants. Any highlight in Chicago that you would possibly want to visit is only 15 minutes away from your stay here. I agree with the review about the bathroom plumbing; the sink drains very slowly and the shower does not have much pressure. But you can’t beat the price and the easy on-street, free parking. We would...
The price is AED 275
AED 964 total
includes taxes & fees
1 Apr - 2 Apr
Dalia Flat - Sleeps 10 - 10 minutes to Downtown

Chic 2-bedroom apartment near Hyde Park/ University of Chicago Campus

Chic 2-bedroom apartment near Hyde Park/ University of Chicago Campus

3BR Prime Hyde Park Location Near University of Chicago and Dining

2.0 star property
10.0 out of 10, Exceptional, (2)
"Stayed for two nights with a few college friends. We’re able to find street parking pretty easily but the parking is full all up and down. Apartment is on third floor, so need to be able to carry luggage up and down. Space was clean and we enjoyed hanging out in the dining and living room. Beds were huge and so comfy! Just be careful taking garbage out the back stairs, as steps were slippery from rain. "
3BR Prime Hyde Park Location Near University of Chicago and Dining

Sunflower Apt 12 Min from Downtown CHI

9.2 out of 10, Wonderful, (12)
"Freddy is a great host, the apartment is very nice and comfortable. It is within walking distance of several shops/restaurants. It was very quiet and peaceful there. I would give 10 stars if possible!"
The price is AED 242
AED 838 total
includes taxes & fees
16 Apr - 17 Apr
Sunflower Apt 12 Min from Downtown CHI

2BR Modern APT Near University of Chicago & Dining

2BR Modern APT Near University of Chicago & Dining

Cozy 3BR Hyde Park Oasis Near UChi, Shops & Dining

2.0 star property
10.0 out of 10, Exceptional, (1)
"excellent location near uchicagoexcellent communication with host"
Cozy 3BR Hyde Park Oasis Near UChi, Shops & Dining

Charming 3BR Chicago Apt in Prime Location

9.4 out of 10, Exceptional, (8)
"The location is great if you are attending an event at the UChicago. The apartment is big and bright. A couple of small issues - the paint in the shower (the tiles were painted over!) is peeling and falling off while you shower and the cleaning needs to be a little more thorough with the floor boards. The biggest problem was the heat. It is a radiator system. I am sure it works great when the building people actually turn it on, but it was not on when we were there. It was 39 degrees outside,...
Charming 3BR Chicago Apt in Prime Location

Private cozy Apartment 1Bed+1Bath “Entire place only for you” WiFi-Parking

Private cozy Apartment 1Bed+1Bath “Entire place only for you” WiFi-Parking

Private Romantic 2 Bedroom suite in the beautiful and historic Beverly community

9.0 out of 10, Wonderful, (11)
"Very nice house, and the host was very communicative. "
Private Romantic 2 Bedroom suite in the beautiful and historic Beverly community

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!

Lovely cozy 2 Bedroom Private Suite In Historical Beverly Community

9.0 out of 10, Wonderful, (15)
"This is a very nice place to stay lo ation in convenient. Only issue is that its kinda noisy you can hear train and traffic. "
Lovely cozy 2 Bedroom Private Suite In Historical Beverly Community

A Chic 8th Floor Studio Inside Vintage Style Building With Spectacular Lake View

A Chic 8th Floor Studio Inside Vintage Style Building With Spectacular Lake View

1 Mi to University of Chicago: Urban Escape!

1 Mi to University of Chicago: Urban Escape!

Toca Bella ~ 7mins to Downtown

10.0 out of 10, Exceptional, (8)
"My girlfriend and I loved this home, it was exactly like the pictures plus more in person. This lovely home made us feel at home. The host is very attentive and understanding. This was my first home I booked on Vrbo and I would love to book this stay everytime I need a vacation.This home is remarkable and made us feel at home. Thank you to the host again allowing us to enjoy our vacation in this sophisticated, comfortable home. I love it. "
Toca Bella ~ 7mins to Downtown

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

8.0 out of 10, Very Good, (4)
"My stay was very relaxing and amazing I really enjoyed when we arrived everything was clean the block that the property on was very quiet I will definitely stay here again if we needed anything Stephanie was on it I really appreciate your hospitality thank you "
Marvelous 3-bedroom apartment with WiFi, AC 18 minutes from downtown Chicago

Spacious 3-bedroom apartment in cool Chicago with WiFi, AC

Spacious 3-bedroom apartment in cool Chicago with WiFi, AC

Lovely 3-bedroom apartment in Bronzeville

9.6 out of 10, Exceptional, (24)
"The location was a great base of operations for our Spring Break visit. The owner communicated with us, and the check in/out process was simple. The wi-fi was a bit slow, but I wasn't there to game or stream video, so I don't count that as a real negative. The rooms were nice, and the beds were comfortable. The stairs were narrow as noted in other reviews, but they weren't a big problem for me or my kids. "
Lovely 3-bedroom apartment in Bronzeville
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!

Comfort Inn Chicago Wind Creek Casino

2.5 star property
4.0 out of 10, (14)
"The staff was polite and friendly! I didn't care that they were apparently under construction and I didn't are much for that "
The price is AED 328
AED 371 total
includes taxes & fees
7 Apr - 8 Apr
Comfort Inn Chicago Wind Creek Casino

Cozy Home Sweet Homewood.

9.8 out of 10, Exceptional, (20)
"Liked very much"
Cozy Home Sweet Homewood.
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 more popular apartments in the area: The Vibe Headquarters: Located 16.7 mi/26.9 km away in Chicago. Chic 3-bedroom apartment with WiFi, AC in welcoming Chicago: It’s located in Chicago, 16 mi/25.7 km away. Cozy 2- bedroom w/ patio mins from Midway Airport: 17.4 mi/28 km away in Chicago. Free WiFi, private patios, and Smart TVs are included. Luxury Apartment in Bronzeville, Just Minutes from Downtown - RSV Now!: Located in Chicago, 18.4 mi/29.7 km from Glenwood. Includes free WiFi, fireplaces, and Smart TVs. Access to a hot tub is available on site.
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.