Vacation rentals in Chicago

with the largest selection, best availability, and unbeatable prices

United States

Illinois

Chicago

1-20 of 184 places to stay

Cozy Woodlawn Retreat 1
Cozy Woodlawn Retreat 1

Apartment

5.3 mi to the city center
6115 South Rhodes Avenue 1, Chicago, United States

Excellent

(7 reviews)

9.2

View hotel
Luxe Loft Vibe With King Suite - 4Br 3Ba
Luxe Loft Vibe With King Suite - 4Br 3Ba

Apartment

6.5 mi to the city center
1530 E 65Th Pl 1, Chicago, United States

Excellent

(10 reviews)

9.4

To enjoy your vacation in Chicago, stay at the spacious 3-bedroom Luxe Loft Vibe With King Suite - 4Br 3Ba Chicago, which is 2.1 km from the Sprawling hands-on Museum of Science and Industry and…

starts from

US$ 485 per one night

View hotel
South Loop 3 Bedroom Apt
South Loop 3 Bedroom Apt

Apartment

1.1 mi to the city center
South Loop

Good

(10 reviews)

8

South Loop 3 Bedroom Apt Chicago is located just 1.8 km from the Art Institute of Chicago and 25 minutes' walk from Millennium Public Park. This apartment is situated 20 minutes' stroll from Chicago…

View hotel
Quiet 1Br, Eat-In Kitchen, Close To Midway
Quiet 1Br, Eat-In Kitchen, Close To Midway

Apartment

3.5 mi to the city center
2949 West 56Th Street 2, Chicago, United States

Good

(18 reviews)

7.6

To enjoy your vacation in Chicago, stay at the spacious 70 m² Quiet 1Br, Eat-In Kitchen, Close To Midway Chicago apartment, which is 2.6 km from the ethnic Balzekas Museum of Lithuanian Culture and…

starts from

US$ 121 per one night

View hotel
South Loop Rooftop With In And Out Parking 2
South Loop Rooftop With In And Out Parking 2

Apartment

2297 ft to the city center
South Loop

Excellent

(6 reviews)

9.2

starts from

US$ 982 per one night

View hotel
Livn Millennium Park Downtown Chicago Prem Studio
Livn Millennium Park Downtown Chicago Prem Studio

Apartment

4265 ft to the city center
19 South Wabash Avenue, Chicago, United States

Excellent

(8 reviews)

9

View hotel
Perfect Location Across From Park & Train Station
Perfect Location Across From Park & Train Station

Holiday home

3.7 mi to the city center
244 North Hamlin Avenue, Chicago, United States

Excellent

(10 reviews)

8.8

The 4-bedroom Perfect Location Across From Park & Train Station Villa Chicago offers swift access to various city sites, such as New Morning Star MB Church, situated approximately 5 minutes' walk…

starts from

US$ 485 per one night

View hotel
First Floor Condo In Chicago
First Floor Condo In Chicago

Apartment

3 mi to the city center
14 North Francisco Avenue Apt 1, Chicago, United States

Excellent

(19 reviews)

9.8

Situated within 6 km of the Skydeck Chicago, First Floor Condo In Chicago also boasts easy access to Chicago Union train station which is about a 10-minute ride away.

starts from

US$ 360 per one night

View hotel
Beautiful Unit Chi In Prime River North - Top Floor
Beautiful Unit Chi In Prime River North - Top Floor

Apartment

1.6 mi to the city center
870 North Orleans Street, Chicago, United States

Excellent

(9 reviews)

9.4

The 139 m² Beautiful Unit Chi In Prime River North - Top Floor Chicago apartment is situated a mere 5 minutes' walk from Saint Matthew United Methodist Church and 20 km from Chicago Midway…

starts from

US$ 1132 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
New 3Bed 2Bath Condo With Parking By United Center
New 3Bed 2Bath Condo With Parking By United Center

Apartment

2.2 mi to the city center
2110 West Washington Boulevard, Chicago, United States

Good

(8 reviews)

7.8

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

(22 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$ 184 per one night

View hotel
Premier Penthouses And Apartment With Captivating Views Of Millennium Park
Premier Penthouses And Apartment With Captivating Views Of Millennium Park

Apartment

4921 ft to the city center
60 East Randolph Street, Chicago, United States

Excellent

(9 reviews)

9

Premier Penthouses And Apartment With Captivating Views Of Millennium Park Chicago is within 25 minutes' walk of the non-profit organisation "Chicago Children's Museum" and boasts spa facilities such…

starts from

US$ 4738 per one night

View hotel
The Picasso On Lincoln Park
The Picasso On Lincoln Park

Apartment

2.8 mi to the city center
1856 North Lincoln Avenue Unit #3, Chicago, United States

Excellent

(7 reviews)

9.4

To enjoy your vacation in Chicago, stay at The Picasso On Lincoln Park Apartment Chicago, which is 4.2 km from the half-mile-long Navy Pier and approximately a 10-minute ride from Millennium Public…

starts from

US$ 325 per one night

View hotel
Brand New 2Br Chicago City Escape
Brand New 2Br Chicago City Escape

Apartment

4.3 mi to the city center
2340 N. California Ave., Chicago, Il, Chicago, United States

Excellent

(7 reviews)

9.8

starts from

US$ 331 per one night

View hotel
Urban Coach Casa - Medical District- 10 To Downtown
Urban Coach Casa - Medical District- 10 To Downtown

Apartment

1.4 mi to the city center
2846 West 21St Street Coach House 1, Chicago, United States

Excellent

(8 reviews)

8.4

The 1-room Urban Coach Casa - Medical District- 10 To Downtown Apartment Chicago is situated just 5 minutes' walk from Our Lady of Tepeyac Parish and 5 km from Chicago Midway International airport.

starts from

US$ 200 per one night

View hotel
South Loop Rooftop With In And Out Parking 3
South Loop Rooftop With In And Out Parking 3

Apartment

2297 ft to the city center
South Loop

Excellent

(5 reviews)

9.2

View hotel
Livn West Loop Chicago 2 Bedroom City View
Livn West Loop Chicago 2 Bedroom City View

Apartment

Map
555 West Jackson Boulevard, Chicago, United States

Excellent

(10 reviews)

9.6

View hotel
Livn West Loop Chicago King Studio
Livn West Loop Chicago King Studio

Apartment

Map
555 West Jackson Boulevard, Chicago, United States

Excellent

(5 reviews)

8.4

View hotel
Spacious And Luxurious 3Br Near Mccormick Place And Soldier Field With Optional Parking - Sleeps 10
Spacious And Luxurious 3Br Near Mccormick Place And Soldier Field With Optional Parking - Sleeps 10

Apartment

1.7 mi to the city center
South Loop

Excellent

(5 reviews)

9

starts from

US$ 783 per one night

View hotel

Cozy Woodlawn Retreat 1

Apartment

5.3 mi to the city center

6115 South Rhodes Avenue 1, Chicago, United States

Excellent

(7 reviews)

9.2

View hotel

Luxe Loft Vibe With King Suite - 4Br 3Ba

Apartment

6.5 mi to the city center

1530 E 65Th Pl 1, Chicago, United States

Excellent

(10 reviews)

9.4

To enjoy your vacation in Chicago, stay at the spacious 3-bedroom Luxe Loft Vibe With King Suite - 4Br 3Ba Chicago, which is 2.1 km from the Sprawling hands-on Museum of Science and Industry and…

starts from

US$ 485 per one night

View hotel

South Loop 3 Bedroom Apt

Apartment

1.1 mi to the city center

South Loop

Good

(10 reviews)

South Loop 3 Bedroom Apt Chicago is located just 1.8 km from the Art Institute of Chicago and 25 minutes' walk from Millennium Public Park. This apartment is situated 20 minutes' stroll from Chicago…

View hotel

Quiet 1Br, Eat-In Kitchen, Close To Midway

Apartment

3.5 mi to the city center

2949 West 56Th Street 2, Chicago, United States

Good

(18 reviews)

7.6

To enjoy your vacation in Chicago, stay at the spacious 70 m² Quiet 1Br, Eat-In Kitchen, Close To Midway Chicago apartment, which is 2.6 km from the ethnic Balzekas Museum of Lithuanian Culture and…

starts from

US$ 121 per one night

View hotel

South Loop Rooftop With In And Out Parking 2

Apartment

2297 ft to the city center

South Loop

Excellent

(6 reviews)

9.2

starts from

US$ 982 per one night

View hotel

Livn Millennium Park Downtown Chicago Prem Studio

Apartment

4265 ft to the city center

19 South Wabash Avenue, Chicago, United States

Excellent

(8 reviews)

View hotel

Perfect Location Across From Park & Train Station

Holiday home

3.7 mi to the city center

244 North Hamlin Avenue, Chicago, United States

Excellent

(10 reviews)

8.8

The 4-bedroom Perfect Location Across From Park & Train Station Villa Chicago offers swift access to various city sites, such as New Morning Star MB Church, situated approximately 5 minutes' walk…

starts from

US$ 485 per one night

View hotel

First Floor Condo In Chicago

Apartment

3 mi to the city center

14 North Francisco Avenue Apt 1, Chicago, United States

Excellent

(19 reviews)

9.8

Situated within 6 km of the Skydeck Chicago, First Floor Condo In Chicago also boasts easy access to Chicago Union train station which is about a 10-minute ride away.

starts from

US$ 360 per one night

View hotel

Beautiful Unit Chi In Prime River North - Top Floor

Apartment

1.6 mi to the city center

870 North Orleans Street, Chicago, United States

Excellent

(9 reviews)

9.4

The 139 m² Beautiful Unit Chi In Prime River North - Top Floor Chicago apartment is situated a mere 5 minutes' walk from Saint Matthew United Methodist Church and 20 km from Chicago Midway…

starts from

US$ 1132 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

New 3Bed 2Bath Condo With Parking By United Center

Apartment

2.2 mi to the city center

2110 West Washington Boulevard, Chicago, United States

Good

(8 reviews)

7.8

View hotel

The Lyons' Den

Homestay

5.8 mi to the city center

1831 West Belle Plaine Avenue, Chicago, United States

Excellent

(22 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$ 184 per one night

View hotel

Premier Penthouses And Apartment With Captivating Views Of Millennium Park

Apartment

4921 ft to the city center

60 East Randolph Street, Chicago, United States

Excellent

(9 reviews)

Premier Penthouses And Apartment With Captivating Views Of Millennium Park Chicago is within 25 minutes' walk of the non-profit organisation "Chicago Children's Museum" and boasts spa facilities such…

starts from

US$ 4738 per one night

View hotel

The Picasso On Lincoln Park

Apartment

2.8 mi to the city center

1856 North Lincoln Avenue Unit #3, Chicago, United States

Excellent

(7 reviews)

9.4

To enjoy your vacation in Chicago, stay at The Picasso On Lincoln Park Apartment Chicago, which is 4.2 km from the half-mile-long Navy Pier and approximately a 10-minute ride from Millennium Public…

starts from

US$ 325 per one night

View hotel

Brand New 2Br Chicago City Escape

Apartment

4.3 mi to the city center

2340 N. California Ave., Chicago, Il, Chicago, United States

Excellent

(7 reviews)

9.8

starts from

US$ 331 per one night

View hotel

Urban Coach Casa - Medical District- 10 To Downtown

Apartment

1.4 mi to the city center

2846 West 21St Street Coach House 1, Chicago, United States

Excellent

(8 reviews)

8.4

The 1-room Urban Coach Casa - Medical District- 10 To Downtown Apartment Chicago is situated just 5 minutes' walk from Our Lady of Tepeyac Parish and 5 km from Chicago Midway International airport.

starts from

US$ 200 per one night

View hotel

South Loop Rooftop With In And Out Parking 3

Apartment

2297 ft to the city center

South Loop

Excellent

(5 reviews)

9.2

View hotel

Livn West Loop Chicago 2 Bedroom City View

Apartment

Map

555 West Jackson Boulevard, Chicago, United States

Excellent

(10 reviews)

9.6

View hotel

Livn West Loop Chicago King Studio

Apartment

Map

555 West Jackson Boulevard, Chicago, United States

Excellent

(5 reviews)

8.4

View hotel

Spacious And Luxurious 3Br Near Mccormick Place And Soldier Field With Optional Parking - Sleeps 10

Apartment

1.7 mi to the city center

South Loop

Excellent

(5 reviews)

starts from

US$ 783 per one night

View hotel

[ { "HotelID": 23457685, "Latitude": 41.783501, "Longitude": -87.61183 }, { "HotelID": 24404727, "Latitude": 41.776208, "Longitude": -87.58759 , "Price": 485 }, { "HotelID": 24366574, "Latitude": 41.865272, "Longitude": -87.626196 }, { "HotelID": 23417218, "Latitude": 41.791674, "Longitude": -87.698204 , "Price": 121 }, { "HotelID": 24282552, "Latitude": 41.873745, "Longitude": -87.631569 , "Price": 982 }, { "HotelID": 25210009, "Latitude": 41.881582, "Longitude": -87.625772 }, { "HotelID": 23487191, "Latitude": 41.884339, "Longitude": -87.721135 , "Price": 485 }, { "HotelID": 21257299, "Latitude": 41.881575, "Longitude": -87.698968 , "Price": 360 }, { "HotelID": 23657328, "Latitude": 41.898612, "Longitude": -87.637488 , "Price": 1132 }, { "HotelID": 22860190, "Latitude": 41.870323, "Longitude": -87.696929 , "Price": 50 }, { "HotelID": 24116107, "Latitude": 41.883317, "Longitude": -87.679657 }, { "HotelID": 24526837, "Latitude": 41.955825, "Longitude": -87.675439 , "Price": 184 }, { "HotelID": 23038893, "Latitude": 41.884624, "Longitude": -87.625857 , "Price": 4738 }, { "HotelID": 22928895, "Latitude": 41.916177, "Longitude": -87.636082 , "Price": 325 }, { "HotelID": 23902178, "Latitude": 41.921405, "Longitude": -87.697043 , "Price": 331 }, { "HotelID": 23629487, "Latitude": 41.853998, "Longitude": -87.697399 , "Price": 200 }, { "HotelID": 24283640, "Latitude": 41.873745, "Longitude": -87.631569 }, { "HotelID": 25316549, "Latitude": 41.87783, "Longitude": -87.641949 }, { "HotelID": 25316544, "Latitude": 41.87783, "Longitude": -87.641949 }, { "HotelID": 15395716, "Latitude": 41.85468, "Longitude": -87.624345 , "Price": 783 } ]

Transport

Metro

Hotels (124) Vacation rentals (184)

184 properties found

Show on map

Sort by:

Cozy Woodlawn Retreat 1
Cozy Woodlawn Retreat 1

Apartment

5.3 mi to the city center
6115 South Rhodes Avenue 1, Chicago, United States

Excellent

(7 reviews)

9.2

View hotel
Luxe Loft Vibe With King Suite - 4Br 3Ba
Luxe Loft Vibe With King Suite - 4Br 3Ba

Apartment

6.5 mi to the city center
1530 E 65Th Pl 1, Chicago, United States

Excellent

(10 reviews)

9.4

To enjoy your vacation in Chicago, stay at the spacious 3-bedroom Luxe Loft Vibe With King Suite - 4Br 3Ba Chicago, which is 2.1 km from the Sprawling hands-on Museum of Science and Industry and…

starts from

US$ 485 per one night

View hotel
South Loop 3 Bedroom Apt
South Loop 3 Bedroom Apt

Apartment

1.1 mi to the city center
South Loop

Good

(10 reviews)

8

South Loop 3 Bedroom Apt Chicago is located just 1.8 km from the Art Institute of Chicago and 25 minutes' walk from Millennium Public Park. This apartment is situated 20 minutes' stroll from Chicago…

View hotel
Quiet 1Br, Eat-In Kitchen, Close To Midway
Quiet 1Br, Eat-In Kitchen, Close To Midway

Apartment

3.5 mi to the city center
2949 West 56Th Street 2, Chicago, United States

Good

(18 reviews)

7.6

To enjoy your vacation in Chicago, stay at the spacious 70 m² Quiet 1Br, Eat-In Kitchen, Close To Midway Chicago apartment, which is 2.6 km from the ethnic Balzekas Museum of Lithuanian Culture and…

starts from

US$ 121 per one night

View hotel
South Loop Rooftop With In And Out Parking 2
South Loop Rooftop With In And Out Parking 2

Apartment

2297 ft to the city center
South Loop

Excellent

(6 reviews)

9.2

starts from

US$ 982 per one night

View hotel
Livn Millennium Park Downtown Chicago Prem Studio
Livn Millennium Park Downtown Chicago Prem Studio

Apartment

4265 ft to the city center
19 South Wabash Avenue, Chicago, United States

Excellent

(8 reviews)

9

View hotel
Perfect Location Across From Park & Train Station
Perfect Location Across From Park & Train Station

Holiday home

3.7 mi to the city center
244 North Hamlin Avenue, Chicago, United States

Excellent

(10 reviews)

8.8

The 4-bedroom Perfect Location Across From Park & Train Station Villa Chicago offers swift access to various city sites, such as New Morning Star MB Church, situated approximately 5 minutes' walk…

starts from

US$ 485 per one night

View hotel
First Floor Condo In Chicago
First Floor Condo In Chicago

Apartment

3 mi to the city center
14 North Francisco Avenue Apt 1, Chicago, United States

Excellent

(19 reviews)

9.8

Situated within 6 km of the Skydeck Chicago, First Floor Condo In Chicago also boasts easy access to Chicago Union train station which is about a 10-minute ride away.

starts from

US$ 360 per one night

View hotel
Beautiful Unit Chi In Prime River North - Top Floor
Beautiful Unit Chi In Prime River North - Top Floor

Apartment

1.6 mi to the city center
870 North Orleans Street, Chicago, United States

Excellent

(9 reviews)

9.4

The 139 m² Beautiful Unit Chi In Prime River North - Top Floor Chicago apartment is situated a mere 5 minutes' walk from Saint Matthew United Methodist Church and 20 km from Chicago Midway…

starts from

US$ 1132 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
New 3Bed 2Bath Condo With Parking By United Center
New 3Bed 2Bath Condo With Parking By United Center

Apartment

2.2 mi to the city center
2110 West Washington Boulevard, Chicago, United States

Good

(8 reviews)

7.8

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

(22 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$ 184 per one night

View hotel
Premier Penthouses And Apartment With Captivating Views Of Millennium Park
Premier Penthouses And Apartment With Captivating Views Of Millennium Park

Apartment

4921 ft to the city center
60 East Randolph Street, Chicago, United States

Excellent

(9 reviews)

9

Premier Penthouses And Apartment With Captivating Views Of Millennium Park Chicago is within 25 minutes' walk of the non-profit organisation "Chicago Children's Museum" and boasts spa facilities such…

starts from

US$ 4738 per one night

View hotel
The Picasso On Lincoln Park
The Picasso On Lincoln Park

Apartment

2.8 mi to the city center
1856 North Lincoln Avenue Unit #3, Chicago, United States

Excellent

(7 reviews)

9.4

To enjoy your vacation in Chicago, stay at The Picasso On Lincoln Park Apartment Chicago, which is 4.2 km from the half-mile-long Navy Pier and approximately a 10-minute ride from Millennium Public…

starts from

US$ 325 per one night

View hotel
Brand New 2Br Chicago City Escape
Brand New 2Br Chicago City Escape

Apartment

4.3 mi to the city center
2340 N. California Ave., Chicago, Il, Chicago, United States

Excellent

(7 reviews)

9.8

starts from

US$ 331 per one night

View hotel
Urban Coach Casa - Medical District- 10 To Downtown
Urban Coach Casa - Medical District- 10 To Downtown

Apartment

1.4 mi to the city center
2846 West 21St Street Coach House 1, Chicago, United States

Excellent

(8 reviews)

8.4

The 1-room Urban Coach Casa - Medical District- 10 To Downtown Apartment Chicago is situated just 5 minutes' walk from Our Lady of Tepeyac Parish and 5 km from Chicago Midway International airport.

starts from

US$ 200 per one night

View hotel
South Loop Rooftop With In And Out Parking 3
South Loop Rooftop With In And Out Parking 3

Apartment

2297 ft to the city center
South Loop

Excellent

(5 reviews)

9.2

View hotel
Livn West Loop Chicago 2 Bedroom City View
Livn West Loop Chicago 2 Bedroom City View

Apartment

Map
555 West Jackson Boulevard, Chicago, United States

Excellent

(10 reviews)

9.6

View hotel
Livn West Loop Chicago King Studio
Livn West Loop Chicago King Studio

Apartment

Map
555 West Jackson Boulevard, Chicago, United States

Excellent

(5 reviews)

8.4

View hotel
Spacious And Luxurious 3Br Near Mccormick Place And Soldier Field With Optional Parking - Sleeps 10
Spacious And Luxurious 3Br Near Mccormick Place And Soldier Field With Optional Parking - Sleeps 10

Apartment

1.7 mi to the city center
South Loop

Excellent

(5 reviews)

9

starts from

US$ 783 per one night

View hotel

Change your search parameters to find the hotel you want.

Vacation rentals in Chicago

Price in US$:

Hotel name

Hotels by class

Review rating

Attractions

Room facilities

Hotel facilities

Thematic hotels

Districts