Chicago holiday rentals

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2025-07-30
2025-07-31

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

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2025-07-30
2025-07-31

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

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Lowest price
City centre
5-star hotels
Highest rating
Free Wi-Fi
9.4
Excellent
The Avondale Guesthouse
The Avondale Guesthouse

The Avondale Guesthouse

Excellent
133 reviews
9.4
2973 North Elston Avenue, 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!
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…
9.8
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
40 reviews
9.8
2713 West Balmoral Avenue, Chicago, United States
Exceptional location
This property boasts exceptional location. It has a score 9.7 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
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…
9.2
Excellent
Stunning Condo #2 - Downtown River North
Stunning Condo #2 - Downtown River North

Stunning Condo #2 - Downtown River North

Excellent
28 reviews
9.2
811 N Sedgwick St, 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
Air conditioning
No pets allowed
The 2-bedroom Stunning Condo #2 - Downtown River North is situated a 6-minute walk from St. Joseph Parish, featuring such comforts as Wi-Fi and a car park.
9
Excellent
Lincoln Park Living - Suite 1
Lincoln Park Living - Suite 1

Lincoln Park Living - Suite 1

Excellent
31 reviews
9
West Diversey Parkway, Chicago, United States
Wi-Fi
Air conditioning
No pets allowed
Situated only 0.8 km from Saint George Greek Orthodox Church, Lincoln Park Living - Suite 1 invites guests to relax at a sunny patio.
8.8
Excellent
Lincoln Park Living - 3 Queen Beds - Sleeps 6
Lincoln Park Living - 3 Queen Beds - Sleeps 6

Lincoln Park Living - 3 Queen Beds - Sleeps 6

Excellent
32 reviews
8.8
1147 West Diversey Parkway, 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
Air conditioning
No pets allowed
Along with Wi-Fi and parking, the 1-bedroom Lincoln Park Living - 3 Queen Beds - Sleeps 6 offers proximity to Willis Tower, located a 15-minute ride away.
9.2
Excellent
Designer Themed 4 Bedroom In Best Location With Patio And Fireplace
Designer Themed 4 Bedroom In Best Location With Patio And Fireplace

Designer Themed 4 Bedroom In Best Location With Patio And Fireplace

Excellent
29 reviews
9.2
329 West Schiller Street Back, Chicago, United States
Excellent location
This property boasts excellent location. It has a score 9.3 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Express check-in/ -out
Beach access
Golf course
Hiking
Business centre
Cots
Located merely a 5-minute stroll from Eva's Cafe, Couture Themed 3 Bedroom In Prime Spot With Patio, Parking, Fireplace, Pets Welcome offers a terrace with a view over the garden. The 3-bedroom villa…
9.4
Excellent
Spacious Row Home Next Transit Near Downtown W Parking
Spacious Row Home Next Transit Near Downtown W Parking

Spacious Row Home Next Transit Near Downtown W Parking

Excellent
15 reviews
9.4
3133 West Fulton Street, Chicago, United States
Superb location
This property boasts superb location. It has a score 8.6 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 a 5-minute walk from 345 Art Gallery, Spacious Row Home Next Transit Near Downtown W Parking entices guests with views of the garden.
8
Good
The Black And White Suite
The Black And White Suite

The Black And White Suite

Good
15 reviews
8
611 East 41St Street, Chicago, United States
Excellent location
This property boasts excellent location. It has a score 9.2 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 approximately 7 km from Skydeck Chicago, 4-bedroom The Black And White Suite provides access to various tourist attractions in the vicinity.
9.4
Excellent
Spacious 5-Br House Near Transit W Parking
Spacious 5-Br House Near Transit W Parking

Spacious 5-Br House Near Transit W Parking

Excellent
14 reviews
9.4
1868 South Millard Avenue, Chicago, United States
Exceptional location
This property boasts exceptional location. It has a score 9.6 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
Pets allowed
Spacious 5-Br House Near Transit W Parking is located within a 10-minute drive of Garfield Park Conservatory and invites guests to enjoy a terrace.
Chic Green L Near Downtown & Il Medical District
Chic Green L Near Downtown & Il Medical District

Chic Green L Near Downtown & Il Medical District

602 South Western 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!
Wi-Fi in rooms
Wi-Fi
Staying at the 1-bedroom Chic Green L Near Downtown & Il Medical District, guests can easily reach Cloud Gate, located about 6 km away.
8.8
Excellent
Suite 2 On Southport 4 Queen Beds
Suite 2 On Southport 4 Queen Beds

Suite 2 On Southport 4 Queen Beds

Excellent
20 reviews
8.8
2501 North Southport Avenue, 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!
Wi-Fi
Air conditioning
No pets allowed
The 2-bedroom Suite 2 On Southport 4 Queen Beds offers quick access to such city attractions as Rotofugi Gallery, located merely a 5-minute walk away.
Breathtaking Downtown Penthouse A - Sleeps 11
Breathtaking Downtown Penthouse A - Sleeps 11

Breathtaking Downtown Penthouse A - Sleeps 11

811 N Sedgwick St, Chicago, United States
Excellent location
This property boasts excellent location. It has a score 9.2 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi in rooms
Wi-Fi
The 3-bedroom Breathtaking Downtown Penthouse A - Sleeps 11 Villa is situated just 400 metres from Holy Family Lutheran Church, featuring such comforts as Wi-Fi and a car park.
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 9.5 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
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…
7.6
Good
Chicago Home With Spacious Yard 14 Mi To Dtwn
Chicago Home With Spacious Yard 14 Mi To Dtwn

Chicago Home With Spacious Yard 14 Mi To Dtwn

Good
12 reviews
7.6
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
No pets allowed
The 2-bedroom Chicago Home With Spacious Yard 14 Mi To Dtwn is located 12 minutes' walk from A. Philip Randolph Pullman Porter Museum, giving access to various tourist spots nearby.
8.8
Excellent
Lincoln Park Living - Suite 2
Lincoln Park Living - Suite 2

Lincoln Park Living - Suite 2

Excellent
15 reviews
8.8
1147 West Diversey Parkway, Chicago, United States
Excellent location
This property boasts excellent location. It has a score 9.2 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Air conditioning
No pets allowed
The 2-bedroom Lincoln Park Living - Suite 2 offers quick access to such city attractions as Rotofugi Gallery, located about a 5-minute walk away.
Magnificent New Home W/8 Beds & Free Parking
Magnificent New Home W/8 Beds & Free Parking

Magnificent New Home W/8 Beds & Free Parking

2019 North Bingham Street, 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!
Wi-Fi
Air conditioning
No pets allowed
The 3-bedroom Magnificent New Home W/8 Beds & Free Parking offers swift access to various city sites, such as the live music venue "Congress Theater", situated 5 minutes' walk away.
8.6
Excellent
Beautiful Remodeled Penthouse Unit In Old Town
Beautiful Remodeled Penthouse Unit In Old Town

Beautiful Remodeled Penthouse Unit In Old Town

Excellent
10 reviews
8.6
1556 North La Salle 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!
Wi-Fi
Air conditioning
No pets allowed
Beautiful Remodeled Penthouse Unit In Old Town Villa provides easy access to various city attractions, such as Couch Tomb, situated only 6 minutes' walk away.
9
Excellent
Beautifully Renovated House 10 Mins From Downtown
Beautifully Renovated House 10 Mins From Downtown

Beautifully Renovated House 10 Mins From Downtown

Excellent
6 reviews
9
4244 South Prairie 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
Express check-in/ -out
Beach access
Water slides
Baby pushchair
Children's pool
Children's play area
Game room
Air conditioning
Overlooking the garden, the 5-bedroom Beautifully Renovated House 10 Mins From Downtown Villa is located nearly a 10-minute ride from educational points of interest such as the leading research…
Beautifully Remodeled Flat Downtown #3N
Beautifully Remodeled Flat Downtown #3N

Beautifully Remodeled Flat Downtown #3N

858 North Orleans Street #3N, Chicago, United States
Pleasant location
This property boasts pleasant location. It has a score 6.7 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi in rooms
Wi-Fi
Beautifully Remodeled Flat Downtown #3N Villa offers quick access to such city attractions as Saint Luke Church of God in Christ, located about a 5-minute walk away.
Chicago Home 6 Bd 4 Ba Home With 2 Car Garage Parking
Chicago Home 6 Bd 4 Ba Home With 2 Car Garage Parking

Chicago Home 6 Bd 4 Ba Home With 2 Car Garage Parking

4718 West Mclean Avenue, Chicago, United States
Superb location
This property boasts superb location. It has a score 8.4 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Chicago Home 6 Bd 4 Ba Home With 2 Car Garage Parking is located 4.1 km from Bread & Wine, giving access to various tourist spots nearby.

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

2025-07-30
2025-07-31

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

Ages of children:
Specify the age of a child
Specify the age of children
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