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Homestays in Chicago

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2026-05-16
2026-05-17

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2026-05-16
2026-05-17

Maximum period that can be booked is 30 days. Please enter alternative dates.

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Lowest price
City centre
5-star hotels
Highest rating
Free Wi-Fi
5.6
Average
Hollywood Rentals Llc
Hollywood Rentals Llc
Average
375 reviews
5.6
1656 West Hollywood Avenue, Chicago, United States
Very good location
This property boasts very good location. It has a score 7.7 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Air conditioning
No pets allowed
To enjoy your vacation in Chicago, stay at Hollywood Rentals Llc Chicago apartment, which is 3.1 km from Loyola Lakefront Park and nearly 25 minutes' walk from the energetic urban Kathy Osterman…
8
Good
5430 Happy Home
5430 Happy Home
Good
428 reviews
8
5430 South Dearborn Street, Chicago, United States
Very good location
This property boasts very good location. It has a score 7.9 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Free Wi-Fi in rooms
Air conditioning
No pets allowed
5430 Happy Home Chicago apartment lies 3.7 km from the Sprawling hands-on Museum of Science and Industry and approximately 5 minutes' walk from Garfield tube station. Guests will have access to an…
8
Good
Hyde Park Modern Private Room - Near Univ Of Chicago
Hyde Park Modern Private Room - Near Univ Of Chicago
4808 South Drexel Boulevard Unit #E, Chicago, United States
Superb location
This property boasts superb location. It has a score 8.2 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Air conditioning
No pets allowed
The 16 m² Hyde Park Modern Private Room - Near Univ Of Chicago is a mere 8 minutes' walk from First Baptist Church of Chicago, giving access to numerous sites in the area.
9
Excellent
A Hidden Gem, Approx 15 Mins To Downtown Chicago!
A Hidden Gem, Approx 15 Mins To Downtown Chicago!
1037 North Laramie Avenue, Chicago, United States
Excellent location
This property boasts excellent location. It has a score 9.2 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Free Wi-Fi in public areas
Air conditioning
No pets allowed
The 1-room A Hidden Gem, Approx 15 Mins To Downtown Chicago! Apartment is located around a 25-minute walk from the Oak Park River Forest Museum and 2.5 km from the Amundsen Park. Wi-Fi and…
9
Excellent
Afrique Francaise De Woodlawn 1
Afrique Francaise De Woodlawn 1
Excellent
19 reviews
9
6554 South Rhodes Avenue 2, Chicago, United States
Very good location
This property boasts very good location. It has a score 7.3 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Express check-in/ -out
Air conditioning
No pets allowed
The 100 m² Afrique Francaise De Woodlawn 1 Apartment Chicago offers easy access to such tourist sites as Emmett Till and Mamie Till-Mobley House, located around 5 minutes' walk away.
7.4
Good
Close To Downtown - Free Parking
Close To Downtown - Free Parking
944 West 52Nd Street, Chicago, United States
Pleasant location
This property boasts pleasant location. It has a score 5.7 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Air conditioning
No pets allowed
Close To Downtown - Free Parking Chicago apartment is located around 10 minutes by car from the private research university "Illinois Institute of Technology" and about 7 km from the premier natural…
7.2
Good
Super Amazing Place To Stay Near Downtown! Free Parking
Super Amazing Place To Stay Near Downtown! Free Parking
918 West 53Rd Street, Chicago, United States
Pleasant location
This property boasts pleasant location. It has a score 4.1 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Free Wi-Fi in rooms
No pets allowed
Super Amazing Place To Stay Near Downtown! Free Parking Chicago apartment features convenient proximity to such city attractions as The Chicago-Salem Church, situated nearly 5 minutes' walk away. Wi…
Chandra
Chandra
2550 South Wabash Avenue, Chicago, United States
Free Wi-Fi
Air conditioning
Chandra Apartment Chicago is situated a 6-minute walk from Trinity Episcopal Church and 20 km from Midway International airport.
8.6
Excellent
Beautiful Home Near Downtwon - Free Parking!
Beautiful Home Near Downtwon - Free Parking!
939 West 51St Place, Chicago, United States
Very good location
This property boasts very good location. It has a score 7.7 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Air conditioning
No pets allowed
Beautiful Home Near Downtwon - Free Parking! Chicago apartment is located 17 minutes' walk from Lowe Park and offers Wi-Fi for either business or leisure.
8.2
Excellent
Cosy Room Near Medical District With Private Balcony
Cosy Room Near Medical District With Private Balcony
2820 West Arthington Street, Chicago, United States
Pleasant location
This property boasts pleasant location. It has a score 6.4 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Air conditioning
No pets allowed
The 2-room Cosy Room Near Medical District With Private Balcony Chicago lies approximately 6 km from the super-tall skyscraper "Willis Tower" and around 10 minutes' walk from Western tube station.
8
Good
320 Happy Home
320 Happy Home
Good
1 review
8
320 West 58Th Street, Chicago, United States
Excellent location
This property boasts excellent location. It has a score 9 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
320 Happy Home Chicago apartment is located 550 metres from Mt Hope Missionary Baptist Church and 2 km from Lowe Park.
8.4
Excellent
Simplified Living Space
Simplified Living Space
Excellent
2 reviews
8.4
6443 South Morgan Street Floor 1, Chicago, United States
Pleasant location
This property boasts pleasant location. It has a score 5.3 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Free Wi-Fi in public areas
The 7-room Simplified Living Space Chicago apartment lies merely 450 metres from Greater Englewood Parish United Methodist church and within 10 minutes' walk of Halsted tube station.
8
Good
Dobson Den
Dobson Den
Good
2 reviews
8
7633 South Dobson Avenue, Chicago, United States
Pleasant location
This property boasts pleasant location. It has a score 6 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Free Wi-Fi in rooms
To enjoy your vacation in Chicago, stay at Dobson Den Apartment Chicago, which is 4.1 km from the Sprawling hands-on Museum of Science and Industry and only 9 minutes' walk from New Covenant MB…
8.4
Excellent
Fully Furnished Bedroom Near Medical District And Uic
Fully Furnished Bedroom Near Medical District And Uic
2820 West Arthington Street, Chicago, United States
Pleasant location
This property boasts pleasant location. It has a score 5.9 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Air conditioning
No pets allowed
To enjoy your vacation in Chicago, stay at the 2-room Fully Furnished Bedroom Near Medical District And Uic Chicago apartment, which is nearly 25 minutes' walk from the 184 - acre Garfield Park…
9
Excellent
Room 2
Room 2
Excellent
1 review
9
446 West 28Th Place, Chicago, United States
Very good location
This property boasts very good location. It has a score 7.5 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
To enjoy your vacation in Chicago, stay at Room 2 Chicago, which is within 25 minutes' walk of the John J. Glessner House and around 800 metres from Saint Jerome's Croatian Catholic Church.
8.4
Excellent
Spacious Room By Medical District & Uic
Spacious Room By Medical District & Uic
Excellent
5 reviews
8.4
2820 West Arthington Street, Chicago, United States
Pleasant location
This property boasts pleasant location. It has a score 6.5 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Air conditioning
No pets allowed
To enjoy your vacation in Chicago, stay at the 2-room Spacious Room By Medical District & Uic Chicago, which is about 15 minutes' drive from the Art Institute of Chicago and around 7 km from the…
8.8
Excellent
Amazing Place To Stay Near Downtown Chicago!
Amazing Place To Stay Near Downtown Chicago!
918 West 53Rd Street, Chicago, United States
Very good location
This property boasts very good location. It has a score 7.8 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Air conditioning
No pets allowed
Amazing Place To Stay Near Downtown Chicago! apartment offers easy entry to such city sights as Pillar Of Truth Evanglistic Church Of God In Christ, situated just 6 minutes' walk away. Wi-Fi is…
9
Excellent
A Secluded Bedroom With A Private Full Bathroom
A Secluded Bedroom With A Private Full Bathroom
1329 East 55Th Street, Chicago, United States
Excellent location
This property boasts excellent location. It has a score 9 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Express check-in/ -out
Air conditioning
No pets allowed
To enjoy your vacation in Chicago, stay at the spacious 37 m² A Secluded Bedroom With A Private Full Bathroom Chicago apartment, which is only 1.2 km from the Smart Museum of Art and a mere 11…
7.6
Good
Best Place To Stay - Close To Downtown! - Free Parking!
Best Place To Stay - Close To Downtown! - Free Parking!
918 W 53Rd St, Chicago, United States
Pleasant location
This property boasts pleasant location. It has a score 5 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Express check-in/ -out
Air conditioning
No pets allowed
Best Place To Stay - Close To Downtown! - Free Parking! Chicago apartment is situated only a 5-minute walk from The Chicago-Salem Church and 5 km from Midway International airport. There are rental…
8.2
Excellent
Lyons' Suite
Lyons' Suite
Excellent
3 reviews
8.2
1831 West Belle Plaine Avenue, Chicago, United States
Pleasant location
This property boasts pleasant location. It has a score 6.6 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
24-hour reception
Express check-in/ -out
Cots
Playpen
Baby pushchair
Children's play area
Game room
Air conditioning
No pets allowed
The spacious Lyons' Suite Chicago is located 2.5 km from the neighborhood Chi Che Wang Playlot Park and 10 minutes' drive from the baseball stadium "Wrigley Field". The homestay features Wi-Fi…
9.8
Excellent
The Lyons' Den
The Lyons' Den
Excellent
11 reviews
9.8
1831 West Belle Plaine Avenue, Chicago, United States
Exceptional location
This property boasts exceptional location. It has a score 10 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Express check-in/ -out
Beach access
Airport shuttle
Cots
Playpen
Baby pushchair
Children's play area
Game room
Air conditioning
The 15 m² The Lyons' Den Apartment Chicago lies within a 6-km distance of the free Lincoln Park Zoo and nearly a 5-minute drive from Irving Park tube station.
7
Good
Wonderful Home Close To Downtown Chicago - Free Parking
Wonderful Home Close To Downtown Chicago - Free Parking
944 West 52Nd Street, Chicago, United States
Pleasant location
This property boasts pleasant location. It has a score 6.8 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Air conditioning
No pets allowed
To enjoy your vacation in Chicago, stay at the 7-room Wonderful Home Close To Downtown Chicago - Free Parking apartment, which is within 6 km of the Sprawling hands-on Museum of Science and Industry…
7.4
Good
Afrique Francaise De Woodlawn 2
Afrique Francaise De Woodlawn 2
Good
16 reviews
7.4
6554 South Rhodes Avenue 2, Chicago, United States
Very good location
This property boasts very good location. It has a score 7.4 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Express check-in/ -out
Air conditioning
No pets allowed
To enjoy your vacation in Chicago, stay at the 1-room Afrique Francaise De Woodlawn 2 Apartment Chicago, which is approximately 3 km from the Sprawling hands-on Museum of Science and Industry and…
6.8
Good
Kenwood Apartments, Downtown Hyde Park
Kenwood Apartments, Downtown Hyde Park
6156 South Kenwood Avenue, Chicago, United States
Very good location
This property boasts very good location. It has a score 7.5 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Air conditioning
No pets allowed
Kenwood Apartments, Downtown Hyde Park Chicago is located just 1.1 km from the leading research center "Oriental Institute Museum" and 7 minutes' walk from First Presbyterian Church.
8100 Happy Home
8100 Happy Home
8100 South Oglesby Avenue, Chicago, United States
Very good location
This property boasts very good location. It has a score 7.7 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
8100 Happy Home Chicago apartment is located 4.9 km from the Sprawling hands-on Museum of Science and Industry and 10 minutes' stroll from New Nazareth MB Church.
Chrissy Place
Chrissy Place
S Maryland Ave 2 West, Chicago, United States
Wi-Fi
No pets allowed
New Covenant MB Church is only 7 minutes on foot from Chrissy Place Chicago apartment, while New Christian Life House of Prayer & Faith M.B. Church is situated nearby. Guests can use Wi-Fi for either…
Lyons' Den
Lyons' Den
1831 West Belle Plaine Avenue, Chicago, United States
Exceptional location
This property boasts exceptional location. It has a score 10 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Cots
Lyons' Den Apartment Chicago is located 600 metres from Martyrs' Music Venue and a 10-minute ride from the baseball stadium "Wrigley Field".
Drexel Apartments, Downtown Hyde Park
Drexel Apartments, Downtown Hyde Park
5011 South Drexel Boulevard, Chicago, United States
Very good location
This property boasts very good location. It has a score 7.1 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Drexel Apartments, Downtown Hyde Park Chicago is located 3.4 km from the Lakefront Trail and 17 minutes' walk from the private research University of Chicago.
3835 W North #2
3835 W North #2
3835 West North Avenue 2, Chicago, United States
Wi-Fi
Air conditioning
No pets allowed
The 14 m² 3835 W North #2 Apartment Chicago offers proximity to such tourist attractions as New Life Community Church, situated nearly a 5-minute walk away. The homestay features Wi-Fi and private…
Chicago Downtown River North
Chicago Downtown River North
356 West Superior Street 2Nd Fl, Chicago, United States
Very good location
This property boasts very good location. It has a score 7.5 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
The 6-room Chicago Downtown River North apartment lies 2.3 km from the North Avenue Beach and nearly a 10-minute stroll from Chicago tube station.
Chicago City Stay
Chicago City Stay
1205 N. Milwaukee Avenue, Chicago, United States
Pleasant location
This property boasts pleasant location. It has a score 5.6 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Located within 5 minutes' walk of Chicago underground station, Chicago City Stay apartment also boasts proximity to the Polish Museum of America.

All hotels in Chicago are booked for your dates. Try other dates

2026-05-16
2026-05-17

Maximum period that can be booked is 30 days. Please enter alternative dates.

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Specify the age of children
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