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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City centre
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Free Wi-Fi
10
Excellent
Beautiful Home Near Downtwon - Free Parking!
Beautiful Home Near Downtwon - Free Parking!

Beautiful Home Near Downtwon - Free Parking!

Excellent
1 review
10
939 West 51St Place, 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 right around the corner from House of Prayer for All People, the 300 m² Beautiful Home Near Downtwon - Free Parking! Chicago apartment gives quick access to various tourist spots in the…
10
Excellent
Modern 420- Friendly 3Br Unit Near Mccormick Place, University Of Illinois Chicago And Soldier Field
Modern 420- Friendly 3Br Unit Near Mccormick Place, University Of Illinois Chicago And Soldier Field

Modern 420- Friendly 3Br Unit Near Mccormick Place, University Of Illinois Chicago And Soldier Field

Excellent
2 reviews
10
2001 South State Street 2001-3A, 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
Cots
Air conditioning
Pets allowed
The spacious Mccormick 3Bd-2Ba With Optional Parking On State Street offers views of the city and a location around a 25-minute walk from Money Museum at the Federal Reserve Bank. Guests will enjoy…
9
Excellent
Luxurious New Remodeled
Luxurious New Remodeled

Luxurious New Remodeled

Excellent
4 reviews
9
5105 N East River Rd Unit 1G, Chicago, Il 60656, Usa, 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
24-hour reception
Cots
Air conditioning
Pets allowed
The spacious Luxurious New Remodeled is situated around 5 minutes on foot from St. Joseph the Betrothed Ukranian Catholic Church and 10 km from Chicago O'Hare International airport. Wi-Fi is…
8.2
Excellent
Modern And Minimalist Studio Apartment - Bstone 105 And 108 Rep
Modern And Minimalist Studio Apartment - Bstone 105 And 108 Rep

Modern And Minimalist Studio Apartment - Bstone 105 And 108 Rep

Excellent
3 reviews
8.2
5514 South Blackstone 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
Air conditioning
Pets allowed
Modern And Minimalist Studio Apartment - Bstone 105 And 108 Rep is situated a mere 5 minutes' walk from Saint Stephen's Church and 15 km from Midway International airport.
9.4
Excellent
Historic Home With Outdoor Hot Tub Near Downtown In Public Transportation Hub
Historic Home With Outdoor Hot Tub Near Downtown In Public Transportation Hub

Historic Home With Outdoor Hot Tub Near Downtown In Public Transportation Hub

Excellent
8 reviews
9.4
3742 N. Keeler Avenue, Chicago,, Chicago, United States
Exceptional location
This property boasts exceptional location. It has a score 9.9 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Free Wi-Fi
Jacuzzi
Children's play area
Air conditioning
No pets allowed
Situated within a 15-minute drive of Wrigley Field, the 2-bedroom Historic Home With Outdoor Hot Tub Near Downtown In Public Transportation Hub features a terrace with views of the garden. Offering…
9.6
Excellent
4 Bedroom Home In Best Location Parking Fireplace Back Yard Pets Welcome
4 Bedroom Home In Best Location Parking Fireplace Back Yard Pets Welcome

4 Bedroom Home In Best Location Parking Fireplace Back Yard Pets Welcome

Excellent
5 reviews
9.6
329 West Schiller 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
Express check-in/ -out
Beach access
Fitness centre
Tennis court
Golf course
Hiking
Spa lounge
4 Bedroom In Best Location Parking Fireplace Back Yard Home Office Pets Welcome is nestled a stroll from Lincoln Park and offers live performances to make your visit more entertaining. The 4-bedroom…
8.4
Excellent
Cosy Room Near Medical District With Private Balcony
Cosy Room Near Medical District With Private Balcony

Cosy Room Near Medical District With Private Balcony

Excellent
5 reviews
8.4
2820 West Arthington Street, Chicago, United States
Very good location
This property boasts very good location. It has a score 7 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
The 2-room Cosy Room Near Medical District With Private Balcony lies approximately 7 km from The Magnificent Mile and approximately a 10-minute walk from Kedzie-Homan tube station.
10
Excellent
The Wrigleyville Deluxe -Steps From Wrigley Sleeps 10
The Wrigleyville Deluxe -Steps From Wrigley Sleeps 10

The Wrigleyville Deluxe -Steps From Wrigley Sleeps 10

Excellent
2 reviews
10
3618 North Racine 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
Air conditioning
No pets allowed
Lululemon is 6 minutes' stroll from spacious 232 m² The Wrigleyville Deluxe -Steps From Wrigley Sleeps 10, while Music Box Theatre is situated nearby.
9
Excellent
Old Town 3Bd 3Ba Coach House, Garage Parking Incl
Old Town 3Bd 3Ba Coach House, Garage Parking Incl

Old Town 3Bd 3Ba Coach House, Garage Parking Incl

Excellent
1 review
9
1435 N Mohawk Ch, 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
Old Town 3Bd 3Ba Coach House, Garage Parking Incl Home Chicago provides easy access to various city attractions, such as The Noble Horse Theatre, situated a 6-minute walk away.
9.4
Excellent
Mixed Neutral Vibes
Mixed Neutral Vibes

Mixed Neutral Vibes

Excellent
2 reviews
9.4
320 South Richmond 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
Air conditioning
No pets allowed
To enjoy your vacation in Chicago, stay at the spacious 1-bedroom Mixed Neutral Vibes Apartment Chicago, which is 3.7 km from Eckhart Park and about 5 minutes' walk from Our Lady of Sorrows Basilica.
9
Excellent
Skyline 2Br In South Loop With Optional Parking & Gym Access Near Museum Campus And Mccormick Place
Skyline 2Br In South Loop With Optional Parking & Gym Access Near Museum Campus And Mccormick Place

Skyline 2Br In South Loop With Optional Parking & Gym Access Near Museum Campus And Mccormick Place

Excellent
1 review
9
2036 South Michigan Avenue Unit 612, 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
Situated 10 minutes' walk from Cermak-McCormick Place underground station, the spacious 74 m² Mccormick 2Br/2Ba Family Unit For Up To 6 Guests With Skyline View, Optional Parking & Gym Access…
8.4
Excellent
Stylish Urban Retreat 3 Bedroom Newly Remodeled
Stylish Urban Retreat 3 Bedroom Newly Remodeled

Stylish Urban Retreat 3 Bedroom Newly Remodeled

Excellent
23 reviews
8.4
4034 S Prairie Ave Basement North, Chicago, Il 60653, 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!
Free Wi-Fi
Air conditioning
No pets allowed
If you want to stay in the Bronzeville district, the 1-room Stylish Urban Retreat 3 Bedroom Newly Remodeled is a good choice located, 7 km from Willis Tower. Guests will benefit from a car park…
8.6
Excellent
Walk To Train L Near Attractions And Ord L Free Parking L Patio
Walk To Train L Near Attractions And Ord L Free Parking L Patio

Walk To Train L Near Attractions And Ord L Free Parking L Patio

Excellent
3 reviews
8.6
4614 North Kasson 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
Bar/ Lounge area
Air conditioning
No pets allowed
The 1-room Walk To Train L Near Attractions And Ord L Free Parking L Patio Apartment apartment is set within 7 km of the baseball stadium "Wrigley Field" in Chicago.
8.4
Excellent
City Charm 1-Bedroom Oasis - Woodlawn 1E
City Charm 1-Bedroom Oasis - Woodlawn 1E

City Charm 1-Bedroom Oasis - Woodlawn 1E

Excellent
2 reviews
8.4
5445 South Woodlawn 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
Air conditioning
Pets allowed
Situated 6 minutes' walk from Hyde Park Produce Market, City Charm 1-Bedroom Oasis - Woodlawn 1E offers proximity to various nearby tourist attractions.
9.2
Excellent
New Modern 3Br, Gym, Workspace, Quiet Location
New Modern 3Br, Gym, Workspace, Quiet Location

New Modern 3Br, Gym, Workspace, Quiet Location

Excellent
3 reviews
9.2
3656 N Osage Ave Unit 3, Chicago, Il 60634, Usa, 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 in rooms
Free Wi-Fi
24-hour reception
Fitness centre
Jacuzzi
Air conditioning
Pets allowed
The 2-bedroom New Modern 3Br, Gym, Workspace, Quiet Location is located about 10 minutes by car from Harlem-Irving Plaza Shopping Center and provides guests with a hot tub for a more relaxing stay.
9
Excellent
Cozy, Spacious Self-Checkin Apartment In Chicago I Car Rental Available
Cozy, Spacious Self-Checkin Apartment In Chicago I Car Rental Available

Cozy, Spacious Self-Checkin Apartment In Chicago I Car Rental Available

Excellent
4 reviews
9
1336 North Central 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
Air conditioning
No pets allowed
The 1-room Cozy I Spacious Self-Checkin Apartment In Chicago features views of the garden and is situated at a distance of 2.8 km from Ernest Hemingway Birthplace. Wi-Fi and parking are provided for…
8
Good
Spacious 3Br 420 Friendly Apartment Near Mccormick Place, Lakefront And Soldier Field
Spacious 3Br 420 Friendly Apartment Near Mccormick Place, Lakefront And Soldier Field

Spacious 3Br 420 Friendly Apartment Near Mccormick Place, Lakefront And Soldier Field

Good
2 reviews
8
2112 South Michigan Avenue Unit 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
Cots
Air conditioning
Pets allowed
Overlooking the city, the 111 m² Mccormick Place 420 Friendly 3B/2B With Optional Parking For Up To 8 Guests is 2.1 km from Soldier Field. Guests are welcome to use Wi-Fi and a private parking garage…
7.6
Good
Chicago 2Br City Escape With Optional Parking Near Mccormick Place, Navy Pier, Shedd Aquarium, And Millennium Park
Chicago 2Br City Escape With Optional Parking Near Mccormick Place, Navy Pier, Shedd Aquarium, And Millennium Park

Chicago 2Br City Escape With Optional Parking Near Mccormick Place, Navy Pier, Shedd Aquarium, And Millennium Park

Good
3 reviews
7.6
2112 South Michigan Avenue Unit 5, 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
Cots
Air conditioning
Pets allowed
The spacious 2-bedroom Mccormick Place 420 Friendly 2Br/2Ba With Optional Parking For Up To 6 Guests lies 3.4 km from Willis Tower and within 600 metres of Cermak-McCormick Place tube station. Along…
10
Excellent
Chic 2Br 2Ba Condo With Balcony - River North Chicago
Chic 2Br 2Ba Condo With Balcony - River North Chicago

Chic 2Br 2Ba Condo With Balcony - River North Chicago

Excellent
1 review
10
318 West Grand 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 in rooms
Free Wi-Fi
Air conditioning
No pets allowed
The spacious Chic 2BR 2BA Condo with Balcony - River North Chicago includes a patio and is situated merely a 5-minute walk from The Athlete.
8.2
Excellent
Lakefront Rooftop Parking
Lakefront Rooftop Parking

Lakefront Rooftop Parking

Excellent
6 reviews
8.2
7346 South South Shore Drive, 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!
Free Wi-Fi
Beach access
Non-smoking rooms
Air conditioning
No pets allowed
Situated at a distance of 500 metres from Saint Luke's Missionary Baptist Church, the 3-bedroom Rooftop Lakefront Parking offers easy access to numerous tourist spots in the area. Providing guests…

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.

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