Homestays in Chicago

with the largest selection, best availability, and unbeatable prices

United States

Illinois

Chicago

1-17 of 17 places to stay

5430 Happy Home
5430 Happy Home

Homestay

4.2 mi to the city center
5430 South Dearborn Street, Chicago, United States

Excellent

(521 reviews)

8.2

5430 Happy Home Chicago apartment is located 10 minutes by car from the Guaranteed Rate Field and 3.7 km from the Lakefront Trail. This homestay is situated 11 km from Chicago Union train station and…

starts from

US$ 55 per one night

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Hollywood Rentals Llc
Hollywood Rentals Llc

Homestay

7.8 mi to the city center
1656 West Hollywood Avenue, Chicago, United States

Average

(340 reviews)

5.4

Located 15 km from Chicago Union railway station, Hollywood Rentals Llc Chicago apartment is merely a 9-minute walk from the Swedish American Museum.

starts from

US$ 33 per one night

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Kenwood Apartments, Downtown Hyde Park
Kenwood Apartments, Downtown Hyde Park

Homestay

6 mi to the city center
6156 South Kenwood Avenue, Chicago, United States

Good

(89 reviews)

6.2

To enjoy your vacation in Chicago, stay at Kenwood Apartments, Downtown Hyde Park Chicago, which is approximately 2 km from Treasure Island Foods and just 12 minutes' walk from the Rockefeller…

starts from

US$ 87 per one night

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Hyde Park Modern Private Room - Near Univ Of Chicago
Hyde Park Modern Private Room - Near Univ Of Chicago

Homestay

4.5 mi to the city center
4808 South Drexel Boulevard Unit #E, Chicago, United States

Excellent

(33 reviews)

8.2

Hyde Park Modern Private Room - Near Univ Of Chicago is situated a 6-minute walk from Gallery Guichard and 15 km from Chicago Midway International airport. This homestay is situated 11 km from…

starts from

US$ 103 per one night

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A Secluded Bedroom With A Private Full Bathroom
A Secluded Bedroom With A Private Full Bathroom

Homestay

5.5 mi to the city center
Hyde Park

Excellent

(22 reviews)

9

To enjoy your vacation in Chicago, stay at the 1-room A Secluded Bedroom With A Private Full Bathroom Chicago apartment, which is 850 metres from the private research University of Chicago and nearly…

starts from

US$ 150 per one night

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A Hidden Gem, Approx 15 Mins To Downtown Chicago!
A Hidden Gem, Approx 15 Mins To Downtown Chicago!

Homestay

5.7 mi to the city center
1037 North Laramie Avenue, Chicago, United States

Excellent

(21 reviews)

8.6

Situated around a 10-minute ride from the Ridgeland Common Ice Arena, the 1-room A Hidden Gem, Approx 15 Mins To Downtown Chicago! Apartment also boasts easy access to Chicago Union train station…

starts from

US$ 88 per one night

View hotel
Cosy Room Near Medical District With Private Balcony
Cosy Room Near Medical District With Private Balcony

Homestay

2.3 mi to the city center
2820 West Arthington Street, Chicago, United States

Good

(15 reviews)

8

Cosy Room Near Medical District With Private Balcony Chicago is located 6 km from the super-tall skyscraper "Willis Tower" and 16 minutes' walk from the Douglas Park. The homestay is situated within…

starts from

US$ 49 per one night

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Afrique Francaise De Woodlawn 2
Afrique Francaise De Woodlawn 2

Homestay

5.7 mi to the city center
6554 South Rhodes Avenue 2, Chicago, United States

Good

(17 reviews)

7.6

The 100 m² Afrique Francaise De Woodlawn 2 Apartment Chicago is situated 6 minutes' walk from first house of prayer and 15 km from Chicago Midway International airport. The homestay is situated 14 km…

starts from

US$ 85 per one night

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Spacious Room By Medical District & Uic
Spacious Room By Medical District & Uic

Homestay

2.3 mi to the city center
2820 West Arthington Street, Chicago, United States

Good

(8 reviews)

7.4

starts from

US$ 60 per one night

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Best Place To Stay - Close To Downtown! - Free Parking!
Best Place To Stay - Close To Downtown! - Free Parking!

Homestay

3.1 mi to the city center
918 W 53Rd St, Chicago, United States

Good

(11 reviews)

7.2

starts from

US$ 45 per one night

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Amazing Place To Stay Near Downtown Chicago!
Amazing Place To Stay Near Downtown Chicago!

Homestay

3.4 mi to the city center
918 West 53Rd Street, Chicago, United States

Good

(9 reviews)

7.6

Amazing Place To Stay Near Downtown Chicago! apartment is situated a 6-minute walk from Pillar Of Truth Evanglistic Church Of God In Christ and 5 km from Chicago Midway International airport. Wi-Fi…

starts from

US$ 150 per one night

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Fully Furnished Bedroom Near Medical District And Uic
Fully Furnished Bedroom Near Medical District And Uic

Homestay

2.3 mi to the city center
2820 West Arthington Street, Chicago, United States

Good

(16 reviews)

7.8

Situated around a 25-minute walk from the United Center, the 2-room Fully Furnished Bedroom Near Medical District And Uic Chicago apartment provides guests with Wi-Fi for either business or leisure.

starts from

US$ 50 per one night

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The Lyons' Den
The Lyons' Den

Homestay

5.8 mi to the city center
1831 West Belle Plaine Avenue, Chicago, United States

Excellent

(25 reviews)

9.8

To enjoy your vacation in Chicago, stay at the 15 m² The Lyons' Den Apartment Chicago, which is around 6 km from the 35-acre beautifully landscaped Lincoln Park Zoo and approximately a 25-minute walk…

starts from

US$ 129 per one night

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Native Garden At Chicago'S Edge With Free Parking
Native Garden At Chicago'S Edge With Free Parking

Homestay

11.6 mi to the city center
5600 North Oketo Avenue, Chicago, United States

Excellent

(6 reviews)

10

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Close To Downtown - Free Parking
Close To Downtown - Free Parking

Homestay

2.9 mi to the city center
944 West 52Nd Street, Chicago, United States

Average

(10 reviews)

5.6

starts from

US$ 34 per one night

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Beautiful Home Near Downtwon - Free Parking!
Beautiful Home Near Downtwon - Free Parking!

Homestay

2.9 mi to the city center
939 West 51St Place, Chicago, United States

Good

(12 reviews)

7.2

The 7-room Beautiful Home Near Downtwon - Free Parking! Chicago apartment is located within a 9-km distance of Chicago Union train station and in close proximity to House of Prayer for All People.

starts from

US$ 52 per one night

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Wonderful Home Close To Downtown Chicago - Free Parking
Wonderful Home Close To Downtown Chicago - Free Parking

Homestay

3.3 mi to the city center
944 West 52Nd Street, Chicago, United States

Average

(18 reviews)

5

starts from

US$ 54 per one night

View hotel

5430 Happy Home

Homestay

4.2 mi to the city center

5430 South Dearborn Street, Chicago, United States

Excellent

(521 reviews)

8.2

5430 Happy Home Chicago apartment is located 10 minutes by car from the Guaranteed Rate Field and 3.7 km from the Lakefront Trail. This homestay is situated 11 km from Chicago Union train station and…

starts from

US$ 55 per one night

View hotel

Hollywood Rentals Llc

Homestay

7.8 mi to the city center

1656 West Hollywood Avenue, Chicago, United States

Average

(340 reviews)

5.4

Located 15 km from Chicago Union railway station, Hollywood Rentals Llc Chicago apartment is merely a 9-minute walk from the Swedish American Museum.

starts from

US$ 33 per one night

View hotel

Kenwood Apartments, Downtown Hyde Park

Homestay

6 mi to the city center

6156 South Kenwood Avenue, Chicago, United States

Good

(89 reviews)

6.2

To enjoy your vacation in Chicago, stay at Kenwood Apartments, Downtown Hyde Park Chicago, which is approximately 2 km from Treasure Island Foods and just 12 minutes' walk from the Rockefeller…

starts from

US$ 87 per one night

View hotel

Hyde Park Modern Private Room - Near Univ Of Chicago

Homestay

4.5 mi to the city center

4808 South Drexel Boulevard Unit #E, Chicago, United States

Excellent

(33 reviews)

8.2

Hyde Park Modern Private Room - Near Univ Of Chicago is situated a 6-minute walk from Gallery Guichard and 15 km from Chicago Midway International airport. This homestay is situated 11 km from…

starts from

US$ 103 per one night

View hotel

A Secluded Bedroom With A Private Full Bathroom

Homestay

5.5 mi to the city center

Hyde Park

Excellent

(22 reviews)

To enjoy your vacation in Chicago, stay at the 1-room A Secluded Bedroom With A Private Full Bathroom Chicago apartment, which is 850 metres from the private research University of Chicago and nearly…

starts from

US$ 150 per one night

View hotel

A Hidden Gem, Approx 15 Mins To Downtown Chicago!

Homestay

5.7 mi to the city center

1037 North Laramie Avenue, Chicago, United States

Excellent

(21 reviews)

8.6

Situated around a 10-minute ride from the Ridgeland Common Ice Arena, the 1-room A Hidden Gem, Approx 15 Mins To Downtown Chicago! Apartment also boasts easy access to Chicago Union train station…

starts from

US$ 88 per one night

View hotel

Cosy Room Near Medical District With Private Balcony

Homestay

2.3 mi to the city center

2820 West Arthington Street, Chicago, United States

Good

(15 reviews)

Cosy Room Near Medical District With Private Balcony Chicago is located 6 km from the super-tall skyscraper "Willis Tower" and 16 minutes' walk from the Douglas Park. The homestay is situated within…

starts from

US$ 49 per one night

View hotel

Afrique Francaise De Woodlawn 2

Homestay

5.7 mi to the city center

6554 South Rhodes Avenue 2, Chicago, United States

Good

(17 reviews)

7.6

The 100 m² Afrique Francaise De Woodlawn 2 Apartment Chicago is situated 6 minutes' walk from first house of prayer and 15 km from Chicago Midway International airport. The homestay is situated 14 km…

starts from

US$ 85 per one night

View hotel

Spacious Room By Medical District & Uic

Homestay

2.3 mi to the city center

2820 West Arthington Street, Chicago, United States

Good

(8 reviews)

7.4

starts from

US$ 60 per one night

View hotel

Best Place To Stay - Close To Downtown! - Free Parking!

Homestay

3.1 mi to the city center

918 W 53Rd St, Chicago, United States

Good

(11 reviews)

7.2

starts from

US$ 45 per one night

View hotel

Amazing Place To Stay Near Downtown Chicago!

Homestay

3.4 mi to the city center

918 West 53Rd Street, Chicago, United States

Good

(9 reviews)

7.6

Amazing Place To Stay Near Downtown Chicago! apartment is situated a 6-minute walk from Pillar Of Truth Evanglistic Church Of God In Christ and 5 km from Chicago Midway International airport. Wi-Fi…

starts from

US$ 150 per one night

View hotel

Fully Furnished Bedroom Near Medical District And Uic

Homestay

2.3 mi to the city center

2820 West Arthington Street, Chicago, United States

Good

(16 reviews)

7.8

Situated around a 25-minute walk from the United Center, the 2-room Fully Furnished Bedroom Near Medical District And Uic Chicago apartment provides guests with Wi-Fi for either business or leisure.

starts from

US$ 50 per one night

View hotel

The Lyons' Den

Homestay

5.8 mi to the city center

1831 West Belle Plaine Avenue, Chicago, United States

Excellent

(25 reviews)

9.8

To enjoy your vacation in Chicago, stay at the 15 m² The Lyons' Den Apartment Chicago, which is around 6 km from the 35-acre beautifully landscaped Lincoln Park Zoo and approximately a 25-minute walk…

starts from

US$ 129 per one night

View hotel

Native Garden At Chicago'S Edge With Free Parking

Homestay

11.6 mi to the city center

5600 North Oketo Avenue, Chicago, United States

Excellent

(6 reviews)

View hotel

Close To Downtown - Free Parking

Homestay

2.9 mi to the city center

944 West 52Nd Street, Chicago, United States

Average

(10 reviews)

5.6

starts from

US$ 34 per one night

View hotel

Beautiful Home Near Downtwon - Free Parking!

Homestay

2.9 mi to the city center

939 West 51St Place, Chicago, United States

Good

(12 reviews)

7.2

The 7-room Beautiful Home Near Downtwon - Free Parking! Chicago apartment is located within a 9-km distance of Chicago Union train station and in close proximity to House of Prayer for All People.

starts from

US$ 52 per one night

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Wonderful Home Close To Downtown Chicago - Free Parking

Homestay

3.3 mi to the city center

944 West 52Nd Street, Chicago, United States

Average

(18 reviews)

starts from

US$ 54 per one night

View hotel

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Transport

Metro

Vacation rentals (17)

17 properties found

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5430 Happy Home
5430 Happy Home

Homestay

4.2 mi to the city center
5430 South Dearborn Street, Chicago, United States

Excellent

(521 reviews)

8.2

5430 Happy Home Chicago apartment is located 10 minutes by car from the Guaranteed Rate Field and 3.7 km from the Lakefront Trail. This homestay is situated 11 km from Chicago Union train station and…

starts from

US$ 55 per one night

View hotel
Hollywood Rentals Llc
Hollywood Rentals Llc

Homestay

7.8 mi to the city center
1656 West Hollywood Avenue, Chicago, United States

Average

(340 reviews)

5.4

Located 15 km from Chicago Union railway station, Hollywood Rentals Llc Chicago apartment is merely a 9-minute walk from the Swedish American Museum.

starts from

US$ 33 per one night

View hotel
Kenwood Apartments, Downtown Hyde Park
Kenwood Apartments, Downtown Hyde Park

Homestay

6 mi to the city center
6156 South Kenwood Avenue, Chicago, United States

Good

(89 reviews)

6.2

To enjoy your vacation in Chicago, stay at Kenwood Apartments, Downtown Hyde Park Chicago, which is approximately 2 km from Treasure Island Foods and just 12 minutes' walk from the Rockefeller…

starts from

US$ 87 per one night

View hotel
Hyde Park Modern Private Room - Near Univ Of Chicago
Hyde Park Modern Private Room - Near Univ Of Chicago

Homestay

4.5 mi to the city center
4808 South Drexel Boulevard Unit #E, Chicago, United States

Excellent

(33 reviews)

8.2

Hyde Park Modern Private Room - Near Univ Of Chicago is situated a 6-minute walk from Gallery Guichard and 15 km from Chicago Midway International airport. This homestay is situated 11 km from…

starts from

US$ 103 per one night

View hotel
A Secluded Bedroom With A Private Full Bathroom
A Secluded Bedroom With A Private Full Bathroom

Homestay

5.5 mi to the city center
Hyde Park

Excellent

(22 reviews)

9

To enjoy your vacation in Chicago, stay at the 1-room A Secluded Bedroom With A Private Full Bathroom Chicago apartment, which is 850 metres from the private research University of Chicago and nearly…

starts from

US$ 150 per one night

View hotel
A Hidden Gem, Approx 15 Mins To Downtown Chicago!
A Hidden Gem, Approx 15 Mins To Downtown Chicago!

Homestay

5.7 mi to the city center
1037 North Laramie Avenue, Chicago, United States

Excellent

(21 reviews)

8.6

Situated around a 10-minute ride from the Ridgeland Common Ice Arena, the 1-room A Hidden Gem, Approx 15 Mins To Downtown Chicago! Apartment also boasts easy access to Chicago Union train station…

starts from

US$ 88 per one night

View hotel
Cosy Room Near Medical District With Private Balcony
Cosy Room Near Medical District With Private Balcony

Homestay

2.3 mi to the city center
2820 West Arthington Street, Chicago, United States

Good

(15 reviews)

8

Cosy Room Near Medical District With Private Balcony Chicago is located 6 km from the super-tall skyscraper "Willis Tower" and 16 minutes' walk from the Douglas Park. The homestay is situated within…

starts from

US$ 49 per one night

View hotel
Afrique Francaise De Woodlawn 2
Afrique Francaise De Woodlawn 2

Homestay

5.7 mi to the city center
6554 South Rhodes Avenue 2, Chicago, United States

Good

(17 reviews)

7.6

The 100 m² Afrique Francaise De Woodlawn 2 Apartment Chicago is situated 6 minutes' walk from first house of prayer and 15 km from Chicago Midway International airport. The homestay is situated 14 km…

starts from

US$ 85 per one night

View hotel
Spacious Room By Medical District & Uic
Spacious Room By Medical District & Uic

Homestay

2.3 mi to the city center
2820 West Arthington Street, Chicago, United States

Good

(8 reviews)

7.4

starts from

US$ 60 per one night

View hotel
Best Place To Stay - Close To Downtown! - Free Parking!
Best Place To Stay - Close To Downtown! - Free Parking!

Homestay

3.1 mi to the city center
918 W 53Rd St, Chicago, United States

Good

(11 reviews)

7.2

starts from

US$ 45 per one night

View hotel
Amazing Place To Stay Near Downtown Chicago!
Amazing Place To Stay Near Downtown Chicago!

Homestay

3.4 mi to the city center
918 West 53Rd Street, Chicago, United States

Good

(9 reviews)

7.6

Amazing Place To Stay Near Downtown Chicago! apartment is situated a 6-minute walk from Pillar Of Truth Evanglistic Church Of God In Christ and 5 km from Chicago Midway International airport. Wi-Fi…

starts from

US$ 150 per one night

View hotel
Fully Furnished Bedroom Near Medical District And Uic
Fully Furnished Bedroom Near Medical District And Uic

Homestay

2.3 mi to the city center
2820 West Arthington Street, Chicago, United States

Good

(16 reviews)

7.8

Situated around a 25-minute walk from the United Center, the 2-room Fully Furnished Bedroom Near Medical District And Uic Chicago apartment provides guests with Wi-Fi for either business or leisure.

starts from

US$ 50 per one night

View hotel
The Lyons' Den
The Lyons' Den

Homestay

5.8 mi to the city center
1831 West Belle Plaine Avenue, Chicago, United States

Excellent

(25 reviews)

9.8

To enjoy your vacation in Chicago, stay at the 15 m² The Lyons' Den Apartment Chicago, which is around 6 km from the 35-acre beautifully landscaped Lincoln Park Zoo and approximately a 25-minute walk…

starts from

US$ 129 per one night

View hotel
Native Garden At Chicago'S Edge With Free Parking
Native Garden At Chicago'S Edge With Free Parking

Homestay

11.6 mi to the city center
5600 North Oketo Avenue, Chicago, United States

Excellent

(6 reviews)

10

View hotel
Close To Downtown - Free Parking
Close To Downtown - Free Parking

Homestay

2.9 mi to the city center
944 West 52Nd Street, Chicago, United States

Average

(10 reviews)

5.6

starts from

US$ 34 per one night

View hotel
Beautiful Home Near Downtwon - Free Parking!
Beautiful Home Near Downtwon - Free Parking!

Homestay

2.9 mi to the city center
939 West 51St Place, Chicago, United States

Good

(12 reviews)

7.2

The 7-room Beautiful Home Near Downtwon - Free Parking! Chicago apartment is located within a 9-km distance of Chicago Union train station and in close proximity to House of Prayer for All People.

starts from

US$ 52 per one night

View hotel
Wonderful Home Close To Downtown Chicago - Free Parking
Wonderful Home Close To Downtown Chicago - Free Parking

Homestay

3.3 mi to the city center
944 West 52Nd Street, Chicago, United States

Average

(18 reviews)

5

starts from

US$ 54 per one night

View hotel

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