Vacation Rentals in Chicago

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2025-12-09
2025-12-10

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2025-12-09
2025-12-10

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

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8.6
Excellent
Prime Location! - Modern 2Br Apts Right Next To Wrigley Field & Transit!
Prime Location! - Modern 2Br Apts Right Next To Wrigley Field & Transit!

Prime Location! - Modern 2Br Apts Right Next To Wrigley Field & Transit!

Excellent
329 reviews
8.6
3558 North Wilton Avenue, Chicago, United States
Excellent location
This property boasts excellent location. It has a score 9.4 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
Nestled approximately a 5-minute walk from Harry Caray Statue by Omri Amrany & Lou Cella, The Double Play, Wrigley Flats - Cubs! - Located Right Next To Wrigley And Transit Apartment offers quick…
5.6
Average
Hollywood Rentals Llc
Hollywood Rentals Llc

Hollywood Rentals Llc

Average
401 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!
Free Wi-Fi
Air conditioning
No pets allowed
Located at a distance of 4.8 km from Wrigley Field, Hollywood Rentals Llc Chicago hotel includes 9 rooms. Also, you can use a private parking lot on site.
8
Good
5430 Happy Home
5430 Happy Home

5430 Happy Home

Good
396 reviews
8
5430 South Dearborn Street, 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
No pets allowed
5430 Happy Home lies just a 13-minute walk from berean baptist church and only a 10-minute walk from Garfield tube station. The homestay boasts a sunny patio and a car park nearby.
8.8
Excellent
Luxery Stay Chicago - Themed Units! Close To Downtown, Mccormick Place & Wintrust Arena
Luxery Stay Chicago - Themed Units! Close To Downtown, Mccormick Place & Wintrust Arena

Luxery Stay Chicago - Themed Units! Close To Downtown, Mccormick Place & Wintrust Arena

Excellent
207 reviews
8.8
125 East 21St Street, Chicago, United States
Exceptional location
This property boasts exceptional location. It has a score 9.5 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Free Wi-Fi
Fitness centre
Cots
Wheelchair access
Air conditioning
Pets allowed
Luxery Stay Chicago - Across From Mccormick Place & Wintrust Arena is located merely 5 minutes' walk from the indoor Wintrust Arena and looks out onto the city. Wi-Fi and parking are among the…
9.2
Excellent
2F Chicago'S Little Italy Near West Loop & Downtown
2F Chicago'S Little Italy Near West Loop & Downtown

2F Chicago'S Little Italy Near West Loop & Downtown

Excellent
193 reviews
9.2
1506 West Polk Street 3F, Chicago, United States
Excellent location
This property boasts excellent location. It has a score 9.4 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Free Wi-Fi
Cots
Air conditioning
No pets allowed
The spacious 2F Chicago'S Little Italy Near West Loop & Downtown Apartment is situated nearly a 5-minute walk from Saint Basil Greek Orthodox Church and 15 km from Midway International airport.
8.6
Excellent
Perfect Place To Enjoy The City Or Just Relax
Perfect Place To Enjoy The City Or Just Relax

Perfect Place To Enjoy The City Or Just Relax

Excellent
161 reviews
8.6
1902 South Sawyer 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!
Free Wi-Fi
Air conditioning
No pets allowed
Perfect Place To Enjoy The City Or Just Relax is located 7 km from the super - tall skyscraper "Willis Tower" and 7 km from Skydeck Chicago. For those travelling by car, this apartment offers parking…
8.6
Excellent
Forrestville Ave Large Suite
Forrestville Ave Large Suite

Forrestville Ave Large Suite

Excellent
109 reviews
8.6
4510 South Forrestville Avenue, 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
Express check-in/ -out
Beach access
Golf course
Air conditioning
No pets allowed
The 130 m² Forrestville Ave Large Suite is situated in the Bronzeville district, within a 7-km distance of the - art Shedd Indoor Aquarium, which is higly recommended for a family visit. The…
The Avondale Guesthouse
The Avondale Guesthouse

The Avondale Guesthouse

2973 North Elston Avenue, Chicago, United States
Excellent location
This property boasts excellent location. It has a score 9.1 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
Cycling
Paid shuttle service
Cots
Air conditioning
No pets allowed
Located 400 metres from Riverview Park, The Avondale Guesthouse offers a terrace with a view over the street. This 6-room villa features opportunities for cycling in the area, at a medium distance…
8
Good
Adorable 2 Bedroom With Free Street Parking
Adorable 2 Bedroom With Free Street Parking

Adorable 2 Bedroom With Free Street Parking

Good
151 reviews
8
1902 South Sawyer 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
No pets allowed
The 93 m² Adorable 2 Bedroom With Free Street Parking offers easy entry to such city sights as Thompson Hopewell Baptist Church, situated 5 minutes' walk away. At this 1-bedroom apartment, Wi-Fi and…
8.6
Excellent
2 Bed Apt W/ Office, Free Parking, Near Wrigley
2 Bed Apt W/ Office, Free Parking, Near Wrigley

2 Bed Apt W/ Office, Free Parking, Near Wrigley

Excellent
65 reviews
8.6
3623 North Ashland Avenue, Chicago, United States
Excellent location
This property boasts excellent location. It has a score 9.4 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
Located 17 minutes on foot from Graceland Cemetery, the 111 m² 2 Bed Apt W/ Office, Free Parking, Near Wrigley Apartment is 4.4 km from a top family-friendly place like Lincoln Park Zoo.
6.4
Good
Drexel Apartments, Downtown Hyde Park
Drexel Apartments, Downtown Hyde Park

Drexel Apartments, Downtown Hyde Park

Good
98 reviews
6.4
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!
Free Wi-Fi
Air conditioning
No pets allowed
Located around a 5-minute walk from Kam Isaiah Israel Congregation Synagogue, Red Robin Rentals - Drexel House gives quick access to various tourist spots in the vicinity.
Wrigleyville Suites
Wrigleyville Suites

Wrigleyville Suites

3727 North Clifton Avenue, Chicago, United States
Superb location
This property boasts superb location. It has a score 8.8 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wrigleyville Suites is also located just 0.6 km from Wrigley Field. The apartment offers a terrace with views of the city.
9.8
Excellent
1F Cozy Home In Little Italy Near Downtown West Loop United Center
1F Cozy Home In Little Italy Near Downtown West Loop United Center

1F Cozy Home In Little Italy Near Downtown West Loop United Center

Excellent
87 reviews
9.8
1506 West Polk Street, Chicago, United States
Exceptional location
This property boasts exceptional location. It has a score 9.8 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Free Wi-Fi
Cots
Air conditioning
No pets allowed
The spacious 1F Cozy Home In Little Italy Near Downtown West Loop United Center is located 6 minutes' stroll from Notre Dame De Chicago Parish and looks out onto the city.
9.6
Excellent
Chicago Charm
Chicago Charm

Chicago Charm

Excellent
68 reviews
9.6
2139 West Granville Avenue, 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!
Wi-Fi in rooms
Free Wi-Fi
Cots
Air conditioning
No pets allowed
Located at a distance of 2.8 km from Loyola Park, the spacious 2-bedroom Chicago Charm Apartment gives access to a number of tourist attractions in the area.
7.6
Good
Style & Serene In Jefferson Park Close To Dwtwn & Ord Unit 1
Style & Serene In Jefferson Park Close To Dwtwn & Ord Unit 1

Style & Serene In Jefferson Park Close To Dwtwn & Ord Unit 1

Good
68 reviews
7.6
5728 West Higgins Avenue 1, Chicago, United States
Superb location
This property boasts superb location. It has a score 8.5 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
The 1-room 15 Min Ohare/Rivers Casino/Downtown & Parking1 is located just 0.9 km from Ed Paschke Art Center and offers Wi-Fi for either business or leisure.
7.8
Good
Red Robin Rentals - Wicker Park
Red Robin Rentals - Wicker Park

Red Robin Rentals - Wicker Park

Good
52 reviews
7.8
1446 North Artesian Avenue, Chicago, United States
Superb location
This property boasts superb location. It has a score 8.9 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Free Wi-Fi
24-hour reception
Express check-in/ -out
Air conditioning
No pets allowed
The spacious 1-bedroom Red Robin Rentals - Wicker Park is located about 6 km from the Oak Magnificent Mile Street and offers Wi-Fi for either business or leisure. The apartment offers a terrace with…
9.6
Excellent
Northside Famlynest Lincoln Sq 4Br 2Ba 2P Rare Find
Northside Famlynest Lincoln Sq 4Br 2Ba 2P Rare Find

Northside Famlynest Lincoln Sq 4Br 2Ba 2P Rare Find

Excellent
43 reviews
9.6
2713 West Balmoral Avenue, Chicago, United States
Superb location
This property boasts superb location. It has a score 8.9 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
Beach access
Tennis court
Cycling
Darts
Badminton
Cots
Children's play area
Game room
Air conditioning
The 2-bedroom Northside Famlynest Lincoln Sq 4Br 2Ba 2P Rare Find Villa boasts a location merely a 6-minute walk from North Shore 7th Day Adventist Church and offers guests to enjoy live performances…
8.8
Excellent
Aurelien Spacious Apartments In The Heart Of Gold Coast
Aurelien Spacious Apartments In The Heart Of Gold Coast

Aurelien Spacious Apartments In The Heart Of Gold Coast

Excellent
56 reviews
8.8
833 North Clark Street, Chicago, United States
Exceptional location
This property boasts exceptional location. It has a score 9.5 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Free Wi-Fi
24-hour reception
Rooftop pool
Seasonal outdoor pool
Fitness centre
Business centre
Cots
Xl Apartments At The Goldcoast- Cloud9-833 offers views of the city and a location a 25-minute stroll from The Art Institute of Chicago. Guests can take advantage of private parking for USD 50 per…
9.6
Excellent
Wrigley Oasis! Steps From The Field! - 3Bd 1Ba
Wrigley Oasis! Steps From The Field! - 3Bd 1Ba

Wrigley Oasis! Steps From The Field! - 3Bd 1Ba

Excellent
36 reviews
9.6
1207 West Eddy Street, 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
Air conditioning
Pets allowed
Wrigley Oasis! Steps From The Field! - 3Bd 1Ba Apartment is located around 25 minutes' walk from Trader Joe's and about 5 minutes by car from Sheil Park Playground. Guests will enjoy having Wi-Fi…
9.6
Excellent
Pulaski Point Properties
Pulaski Point Properties

Pulaski Point Properties

Excellent
69 reviews
9.6
3936 North Pulaski Road, 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
Air conditioning
No pets allowed
Situated a 10-minute drive from The Dill Pickle Food Co-op, Pulaski Point Lofts Apartment provides guests with Wi-Fi for either business or leisure. This apartment is situated nearly a 20-minute ride…

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

2025-12-09
2025-12-10

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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