Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Start your search
Location
Glenwood
Check in / Check out
Any week
Guests
Add guests
Stays
Experiences
Online Experiences
Where
Search by region
I’m flexible
I’m flexible
Europe
Europe
Italy
Italy
Caribbean
Caribbean
Mexico
Mexico
South America
South America
Check in
Add dates
Check out
Add dates
Who
Add guests
Search
Airbnb your home
Sign up
Log in
Airbnb your home
Help Center
%{visible} of %{smart_count_str} Airbnb Category showing||||%{visible} of %{smart_count_str} Airbnb Categories showing
Your search
Rooms
National parks
Amazing views
Amazing pools
Lake
Trending
Countryside
Play
Skiing
Chef's kitchens
Design
Lakefront
Vineyards
Bed & breakfasts
New
Cabins
Grand pianos
Farms
Tiny homes
Camping
Golfing
Filters
, 1 filter applied
1
Display total before taxes
Show map
Search results; 64 places in Glenwood
64 places in Glenwood
Guest favorite
Guest favorite
Place to stay in Chicago
BOHEMIAN LODGE #3 ( clean & affordable travel)
1 bed
1 bed
Apr 21 – 26
Apr 21 – 26
R1,112 ZAR
night
R1,112 ZAR per night
4.83 out of 5 average rating, 108 reviews
4.83 (108)
Superhost
Superhost
Apartment in Chicago
Bright & Cozy 2 Bedroom Apt - 15 Min to downtown!
2 beds
2 beds
Apr 14 – 19
Apr 14 – 19
R2,893 ZAR
R2,628 ZAR
night
R2,628 ZAR per night, originally R2,893 ZAR
4.93 out of 5 average rating, 59 reviews
4.93 (59)
Superhost
Superhost
Apartment in Chicago
Hear the Crowd Roar from a Condo Moments Away from Wrigley
3 double beds
3 double beds
Apr 14 – 19
Apr 14 – 19
R2,844 ZAR
night
R2,844 ZAR per night
4.85 out of 5 average rating, 309 reviews
4.85 (309)
Guest favorite
Guest favorite
Apartment in Chicago
A+ Chicago Home Roscoe Village Dine & Shop+Wrigley
1 queen bed
1 queen bed
Apr 27 – May 2
Apr 27 – May 2
R2,984 ZAR
night
R2,984 ZAR per night
4.92 out of 5 average rating, 247 reviews
4.92 (247)
Superhost
Superhost
Apartment in Chicago
Large 2BD Apartment in Lincoln Park, Sleeps 6
4 beds
4 beds
Apr 19 – 24
Apr 19 – 24
R6,088 ZAR
night
R6,088 ZAR per night
4.76 out of 5 average rating, 21 reviews
4.76 (21)
Superhost
Superhost
Apartment in Chicago
3-Bedroom Penthouse in the heart of Lincoln Park
3 beds
3 beds
May 10 – 15
May 10 – 15
R7,495 ZAR
night
R7,495 ZAR per night
4.96 out of 5 average rating, 27 reviews
4.96 (27)
Place to stay in Evanston
Spacious 1 Bedroom (2 Beds) with Private Bath
2 beds
2 beds
Apr 14 – 19
Apr 14 – 19
R1,103 ZAR
night
R1,103 ZAR per night
4.52 out of 5 average rating, 48 reviews
4.52 (48)
Guest favorite
Guest favorite
Apartment in Chicago
Washington Estate minutes from University of CHI
1 queen bed
1 queen bed
Apr 12 – 17
Apr 12 – 17
R3,246 ZAR
night
R3,246 ZAR per night
4.9 out of 5 average rating, 49 reviews
4.9 (49)
Apartment in Chicago
⚡️NEW! Modern & Spacious, 10min to ORD, 20 to DT❤️
1 queen bed
1 queen bed
Apr 1 – 6
Apr 1 – 6
R2,011 ZAR
night
R2,011 ZAR per night
4.76 out of 5 average rating, 213 reviews
4.76 (213)
Guest favorite
Guest favorite
Apartment in Chicago
Retro lovers dream in the heart of West Town
2 queen beds
2 queen beds
May 6 – 11
May 6 – 11
R3,675 ZAR
night
R3,675 ZAR per night
4.92 out of 5 average rating, 38 reviews
4.92 (38)
Superhost
Superhost
Apartment in Chicago
Lincoln Park Gem: 1-BR Modern Apartment
1 double bed
1 double bed
Apr 1 – 6
Apr 1 – 6
R4,012 ZAR
R3,500 ZAR
night
R3,500 ZAR per night, originally R4,012 ZAR
4.94 out of 5 average rating, 47 reviews
4.94 (47)
Superhost
Superhost
Apartment in Chicago
Elegant 3/BR w/Balcony by Downtown, Chinatown
5 beds
5 beds
Apr 7 – 12
Apr 7 – 12
R4,925 ZAR
night
R4,925 ZAR per night
4.82 out of 5 average rating, 157 reviews
4.82 (157)
Superhost
Superhost
Apartment in Chicago
Downtown Guild #3 | Mag Mile Gold Coast 1bd
2 beds
2 beds
Apr 1 – 6
Apr 1 – 6
R3,256 ZAR
night
R3,256 ZAR per night
4.83 out of 5 average rating, 103 reviews
4.83 (103)
Superhost
Superhost
Apartment in Winnetka
500 sf attic with kitchenette -office option
2 beds
2 beds
Apr 1 – 6
Apr 1 – 6
R2,686 ZAR
R2,173 ZAR
night
R2,173 ZAR per night, originally R2,686 ZAR
Guest favorite
Guest favorite
Apartment in Chicago
English garden apt. in the heart of Lincoln Park
2 beds
2 beds
Apr 14 – 19
Apr 14 – 19
R3,901 ZAR
night
R3,901 ZAR per night
4.97 out of 5 average rating, 67 reviews
4.97 (67)
Superhost
Superhost
Apartment in Chicago
MICH AVE Downtown 2bd, Grant Park Museums #25
3 beds
3 beds
Apr 14 – 19
Apr 14 – 19
R4,803 ZAR
night
R4,803 ZAR per night
Guest favorite
Guest favorite
Apartment in Chicago
Lovely Two bedroom apartment +free street parking
Apr 1 – 6
Apr 1 – 6
R3,319 ZAR
night
R3,319 ZAR per night
4.91 out of 5 average rating, 22 reviews
4.91 (22)
Superhost
Superhost
Hotel room in Chicago
Hotel Quality Meets Local Living Skyline Studio 4B
1 bed
1 bed
Apr 1 – 6
Apr 1 – 6
R5,094 ZAR
R3,730 ZAR
night
R3,730 ZAR per night, originally R5,094 ZAR
4.65 out of 5 average rating, 132 reviews
4.65 (132)
1
2
3
4