Chicago holiday rentals

Hotels on map
Search Hotels
2025-04-02
2025-04-03

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
2025-04-02
2025-04-03

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

Filter Results

Hotels by class

Hotel name

Price per night

Accommodation type

Districts

Attractions

Thematic hotels

Review rating

Hotel facilities

Filter
Most popular first
Sorting
  • Most popular first
  • Highest rating first
  • Lowest price first
  • Distance - low to high
Specify your search:
All
Lowest price
City centre
5-star hotels
Highest rating
Free Wi-Fi
9.2
Excellent
The Avondale Guesthouse
The Avondale Guesthouse

The Avondale Guesthouse

Excellent
142 reviews
9.2
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
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
38 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…
8.6
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
26 reviews
8.6
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…
Romantic 3 Bed Home In The Heart Of The Park
Romantic 3 Bed Home In The Heart Of The Park

Romantic 3 Bed Home In The Heart Of The Park

5923 South Indiana 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!
Wi-Fi in rooms
Wi-Fi
2-bedroom Romantic 3 Bed Home In The Heart Of The Park offers quick access to such tourist spots as Greater Metropolitan MB Church, situated around 500 metres away.
9.2
Excellent
Stunning Condo #2 - Downtown River North
Stunning Condo #2 - Downtown River North

Stunning Condo #2 - Downtown River North

Excellent
23 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
20 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.
9.6
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
12 reviews
9.6
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.
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
11 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.
8.4
Excellent
Suite 2 On Southport 4 Queen Beds
Suite 2 On Southport 4 Queen Beds

Suite 2 On Southport 4 Queen Beds

Excellent
15 reviews
8.4
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
7 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…
8.8
Excellent
The Black And White Suite
The Black And White Suite

The Black And White Suite

Excellent
9 reviews
8.8
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
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
14 reviews
9
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.
8.4
Excellent
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

Excellent
10 reviews
8.4
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.
8.4
Excellent
5 Mi To Dtwn Chicago Apartment In Garfield Park!
5 Mi To Dtwn Chicago Apartment In Garfield Park!

5 Mi To Dtwn Chicago Apartment In Garfield Park!

Excellent
2 reviews
8.4
3461 W Adams St, 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
No pets allowed
Located around 7 km from Skydeck Chicago, the 1-bedroom Griffin Mansion With Yard, 5 Mi To Dtwn Chicago! Villa offers a sunny patio with views of the garden. Offering Wi-Fi, the accommodation is just…
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
Luxe 4Br With Hot Tub & Game Room
Luxe 4Br With Hot Tub & Game Room

Luxe 4Br With Hot Tub & Game Room

Excellent
5 reviews
9
1654 West Ohio Street, Chicago, United States
Wi-Fi in rooms
Free Wi-Fi
Cots
Air conditioning
Pets allowed
Positioned 2.9 km from bustling shopping destinations such as The Merchandise Mart Mall, Luxe 4Br With Hot Tub & Game Room offers guests to use parking.
Luxe 5Br 5Ba Single-Family Home With Free Parking & Pet Friendly!
Luxe 5Br 5Ba Single-Family Home With Free Parking & Pet Friendly!

Luxe 5Br 5Ba Single-Family Home With Free Parking & Pet Friendly!

2415 West Belle Plaine 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!
Cots
Situated 3.1 km from the baseball stadium "Wrigley Field", Luxe 5Br 5Ba Single-Family Home With Free Parking & Pet Friendly! entices guests to explore various tourist attractions in the area.
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.
8.8
Excellent
A Terrific House For A Large Group.
A Terrific House For A Large Group.

A Terrific House For A Large Group.

Excellent
6 reviews
8.8
4511 North Melvina 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
Pets allowed
The 2-bedroom A Terrific House For A Large Group. Villa is situated within 300 metres of Montrose Baptist Church, featuring such comforts as Wi-Fi and parking.

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

2025-04-02
2025-04-03

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
Thank you for subscribing
Close