Vacation Rentals in Chicago

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2025-09-15
2025-09-16

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2025-09-15
2025-09-16

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

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5-star hotels
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Free Wi-Fi
9.4
Excellent
Urban Coach Casa - Medical District- 10 To Downtown
Urban Coach Casa - Medical District- 10 To Downtown

Urban Coach Casa - Medical District- 10 To Downtown

Excellent
5 reviews
9.4
2846 West 21St Street Coach House 1, Chicago, United States
Superb location
This property boasts superb location. It has a score 8.7 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Free Wi-Fi
Air conditioning
Pets allowed
To enjoy your vacation in Chicago, stay at the spacious 65 m² Urban Coach Casa - Medical District- 10 To Downtown Apartment Chicago, which is within 6 km of Maxwell Street Market and about a 10…
10
Excellent
Walkable 2Br Apartment In Chicago South Loop With Optional Parking And Gym Access Near Mccormick Place, Museum Campus & Lakefront
Walkable 2Br Apartment In Chicago South Loop With Optional Parking And Gym Access Near Mccormick Place, Museum Campus & Lakefront

Walkable 2Br Apartment In Chicago South Loop With Optional Parking And Gym Access Near Mccormick Place, Museum Campus & Lakefront

Excellent
2 reviews
10
2036 South Michigan Avenue Unit 505, 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!
Free Wi-Fi
Fitness centre
Cots
Air conditioning
Pets allowed
The 2-room Mccormick 2Br/2Ba Family Unit For Up To 6 Guests With Optional Parking & Gym Apartment includes a patio and is located 13 minutes on foot from Chicago Chinatown. Guests staying at this…
10
Excellent
Club Salon Sleeps 10-20 Free Parking & Tv
Club Salon Sleeps 10-20 Free Parking & Tv

Club Salon Sleeps 10-20 Free Parking & Tv

Excellent
1 review
10
3152 North Pine Grove 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!
Free Wi-Fi
Beach access
Tennis court
Golf course
Fishing
Cycling
Cots
Baby pushchair
Air conditioning
Pets allowed
Staying at the spacious Club Salon Sleeps 10-20 Free Parking & Tv Apartment, guests can relax on a sunny patio approximately 25 minutes' walk from Margaret Donahue Park. Wi-Fi and free private…
9
Excellent
Business Ready 2Br Apartment In South Loop With Skyline View, Optional Parking & Gym Access Close To Mccormick, Downtown & Cta
Business Ready 2Br Apartment In South Loop With Skyline View, Optional Parking & Gym Access Close To Mccormick, Downtown & Cta

Business Ready 2Br Apartment In South Loop With Skyline View, Optional Parking & Gym Access Close To Mccormick, Downtown & Cta

Excellent
1 review
9
2036 South Michigan Avenue Unit 512, 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!
Free Wi-Fi
Fitness centre
Cots
Air conditioning
Pets allowed
The spacious 2-bedroom Mccormick 2Br/2Ba Family Unit For Up To 6 Guests With Skyline View, Optional Parking & Gym Access Apartment is located merely 1.1 km from Chicago Chinatown and offers Wi-Fi for…
9.2
Excellent
Boutique Garden House Chicago 3-Story Sleeps 12
Boutique Garden House Chicago 3-Story Sleeps 12

Boutique Garden House Chicago 3-Story Sleeps 12

Excellent
3 reviews
9.2
7131 South Michigan Avenue, Chicago, United States
Superb location
This property boasts superb location. It has a score 8.3 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Free Wi-Fi
Air conditioning
No pets allowed
Situated around 400 metres from First Progressive Church of Christ, the 4-bedroom Boutique Garden House Chicago 3-Story Sleeps 12 offers quick access to numerous city landmarks nearby.
9
Excellent
Modern & Spacious 3Br Apt With In-Unit Laundry - Bstone 2
Modern & Spacious 3Br Apt With In-Unit Laundry - Bstone 2

Modern & Spacious 3Br Apt With In-Unit Laundry - Bstone 2

Excellent
1 review
9
5310 South Blackstone 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!
Free Wi-Fi
Air conditioning
Pets allowed
Modern & Spacious 3Br Apt With In-Unit Laundry - Bstone 2 is also located merely 0.7 km from Treasure Island Foods.
9
Excellent
Luxury 6Br Suite With Pool Table Sleeps 12 Perfect For Group Stay Near Mccormick Place, Grant Park And Soldier Field
Luxury 6Br Suite With Pool Table Sleeps 12 Perfect For Group Stay Near Mccormick Place, Grant Park And Soldier Field

Luxury 6Br Suite With Pool Table Sleeps 12 Perfect For Group Stay Near Mccormick Place, Grant Park And Soldier Field

Excellent
1 review
9
2036 South Michigan Avenue 105, 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!
Free Wi-Fi
Fitness centre
Cots
Air conditioning
Pets allowed
To enjoy your vacation in Chicago, stay at the spacious 3-bedroom Luxury 6Br Suite With Pool Table Sleeps 12 Perfect For Group Stay Near Mccormick Place, Grant Park And Soldier Field Chicago, which…
10
Excellent
Spacious 6Br Luxury Suite Perfect For Groups Near Mccormick Place And Soldier Field
Spacious 6Br Luxury Suite Perfect For Groups Near Mccormick Place And Soldier Field

Spacious 6Br Luxury Suite Perfect For Groups Near Mccormick Place And Soldier Field

Excellent
2 reviews
10
2036 South Michigan Avenue Unit 110, 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!
Free Wi-Fi
Fitness centre
Cots
Air conditioning
Pets allowed
The 172 m² Spacious 6Br Luxury Suite Perfect For Groups Near Mccormick Place And Soldier Field Chicago offers proximity to such tourist attractions as Wintrust Arena, situated approximately a 5…
8
Good
Fully Equipped 2Br Apartment In South Loop With Optional Parking And Gym Access Near Mccormick Place & Lakefront Attractions
Fully Equipped 2Br Apartment In South Loop With Optional Parking And Gym Access Near Mccormick Place & Lakefront Attractions

Fully Equipped 2Br Apartment In South Loop With Optional Parking And Gym Access Near Mccormick Place & Lakefront Attractions

Good
1 review
8
2036 South Michigan Avenue Unit 511, 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!
Free Wi-Fi
Fitness centre
Cots
Air conditioning
Pets allowed
Offering a lift, a snack and drink vending machine, the spacious 88 m² Mccormick 2Br/2Ba For Up To 6 Guests With Skyline View, Optional Parking & Gym Access Apartment lies 3.3 km from Chicago…
10
Excellent
Group Friendly Spacious 3Br Suite With Optional Parking And Gym Access Sleeps 10 Guest Near Mccormick Place And Soldier Field
Group Friendly Spacious 3Br Suite With Optional Parking And Gym Access Sleeps 10 Guest Near Mccormick Place And Soldier Field

Group Friendly Spacious 3Br Suite With Optional Parking And Gym Access Sleeps 10 Guest Near Mccormick Place And Soldier Field

Excellent
1 review
10
2036 South Michigan Avenue Unit 201, 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!
Free Wi-Fi
Fitness centre
Cots
Air conditioning
Pets allowed
Featuring views of the patio, the 111 m² Mccormick Place Spacious Family Heaven 3B-2B With Optional Parking That Sleeps Up To 10 is located 3.6 km from Millennium Park. Situated right off Wintrust…
9.4
Excellent
Luxurious Lincoln Park Home With Gourmet Kitchen
Luxurious Lincoln Park Home With Gourmet Kitchen

Luxurious Lincoln Park Home With Gourmet Kitchen

Excellent
5 reviews
9.4
650 West Wrightwood Avenue 1, 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!
Free Wi-Fi
Air conditioning
No pets allowed
Located nearly a 20-minute walk from DePaul University, Luxurious Lincoln Park Home With Gourmet Kitchen Chicago apartment is 1.5 km from a top family-friendly place like Lincoln Park Zoo. Situated…
10
Excellent
Mtm Fully Furnished Rental In Old Town - 2 Beds
Mtm Fully Furnished Rental In Old Town - 2 Beds

Mtm Fully Furnished Rental In Old Town - 2 Beds

Excellent
1 review
10
1556 North La Salle Drive, 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 in rooms
Free Wi-Fi
Air conditioning
No pets allowed
Situated around 5 minutes' walk from Pipers Alley Commercial Mall Shopping Center, the 1-bedroom Mtm Fully Furnished Rental In Old Town - 2 Beds offers easy access to numerous tourist spots in the…
8
Good
New Luxurious 5Bd-2Ba Home-Free Wine-2Car Parking
New Luxurious 5Bd-2Ba Home-Free Wine-2Car Parking

New Luxurious 5Bd-2Ba Home-Free Wine-2Car Parking

Good
6 reviews
8
8559 South Dante Avenue, Chicago, United States
Superb location
This property boasts superb location. It has a score 8 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Free Wi-Fi
Air conditioning
Pets allowed
The spacious New Luxurious 5Bd-2Ba Home-Free Wine-2Car Parking Chicago apartment is located approximately 15 minutes' drive from Museum of Science and Industry and 10 minutes by car from Meyering…
10
Excellent
Group-Friendly 6Br Luxury Suite In Prime South Loop Location With Optional Parking And Gym Access Near Mccormick Place, Soldier Field And Grant Park
Group-Friendly 6Br Luxury Suite In Prime South Loop Location With Optional Parking And Gym Access Near Mccormick Place, Soldier Field And Grant Park

Group-Friendly 6Br Luxury Suite In Prime South Loop Location With Optional Parking And Gym Access Near Mccormick Place, Soldier Field And Grant Park

Excellent
1 review
10
2036 South Michigan Avenue Unit 101, 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!
Free Wi-Fi
Fitness centre
Cots
Air conditioning
Pets allowed
Located approximately 10 minutes' drive from Chicago Symphony Center Concert Hall, the spacious 253 m² Mccormick 6B/3Ba Luxury Suite For Groups/12 Guests With Optional Parking provides guests with a…
9.4
Excellent
Foundry Unmatched Skyline Views At Lincoln Park
Foundry Unmatched Skyline Views At Lincoln Park

Foundry Unmatched Skyline Views At Lincoln Park

Excellent
11 reviews
9.4
1475 North Kingsbury Street, 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!
Free Wi-Fi
Seasonal outdoor pool
Air conditioning
Pets allowed
Featuring a seasonal outdoor pool, Coffe Bar + Spa + Lounge + Golf At Lincoln Park-1475-By Cloud9 is 5 minutes' walk from ArcLight Chicago. Guests will enjoy having Wi-Fi, and those with cars will…
8
Good
Afrique Francaise De Woodlawn 2
Afrique Francaise De Woodlawn 2

Afrique Francaise De Woodlawn 2

Good
13 reviews
8
6554 South Rhodes Avenue 2, 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
Express check-in/ -out
Air conditioning
No pets allowed
Johnny Twist Blues Museum is within a 5-minute drive of the spacious 1-bedroom Afrique Francaise de Woodlawn 2 Apartment, while Emmett Till and Mamie Till-Mobley House is situated nearby. The…
9.4
Excellent
Iklektik House // Cardinal
Iklektik House // Cardinal

Iklektik House // Cardinal

Excellent
4 reviews
9.4
2334 West Erie Street 2F, 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!
Free Wi-Fi
Tennis court
Air conditioning
No pets allowed
The 1-room Iklektik House // Cardinal Apartment lies nearly a 10-minute ride from Willis Tower and within 10 minutes' walk of California tube station.
9.2
Excellent
Urbaneden Loft Apartment
Urbaneden Loft Apartment

Urbaneden Loft Apartment

Excellent
6 reviews
9.2
3523 West Chicago Avenue, Chicago, United States
Superb location
This property boasts superb location. It has a score 8 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Free Wi-Fi
Air conditioning
Pets allowed
Located nearly 15 minutes on foot from Garfield Park Conservatory, the spacious Urbaneden Loft Apartment overlooks the garden. In order to explore the local area, this apartment provides rental…
8.4
Excellent
Spacious Room By Medical District & Uic
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!
Free Wi-Fi
Air conditioning
No pets allowed
Overlooking the street, the 2-room Spacious Room By Medical District & Uic is within 15 minutes' drive of Chicago Cultural Center. At this homestay, Wi-Fi and a car park are also provided.
10
Excellent
1Br Modern Luxe Apt With In-Unit Laundry - Lake 204 Rep
1Br Modern Luxe Apt With In-Unit Laundry - Lake 204 Rep

1Br Modern Luxe Apt With In-Unit Laundry - Lake 204 Rep

Excellent
1 review
10
630 West Lake Street, 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!
Free Wi-Fi
Pets allowed
Located approximately 500 metres from Clinton underground station, Modern Luxe West Loop 1Br Apt With In Unit Laundry - Lake 304 also boasts proximity to The Athlete.

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

2025-09-15
2025-09-16

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

Ages of children:
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Specify the age of children
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