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Holiday apartments in Chicago, IL

Search among 360 available apartments in Chicago from 50+ providers

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16Aug2022Tuesday
17Aug2022Wednesday
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The largest option:
4 adults
View on map1.2 km from City Centre500 m from House of Blues Chicago
This 2-bedroom property next to Cadillac Palace Theatre offers accommodation fitted with a patio as well as an indoor swimming pool.
8.0
Great36 reviews
From   £ 168 /nightSelect
Not available
The largest option:
4 adults
2 bedrooms
3 beds
View on map2.5 km from City Centre100 m from Scales and Tales
Situated in Chicago, a 10-minute drive to McCormick Place, this villa features balcony and a sunny patio.
8.4
Great29 reviews
From   £ 100 /nightSelect
Not available
The largest option:
5 adults
2.2 km from City Centre1.3 km from House of Blues Chicago
Situated 3 km from the centre of Chicago, the apartment with a view over the city offers a terrace.
8.0
Great36 reviews
From   £ 298 /nightSelect
Not available
8 adults
2 bedrooms
2 beds
7.4 km from City Centre700 m from
Nestled in Bronzeville district within 30 minutes' walk of Guaranteed Rate Field, the apartment offers 130 m² of space for up to 4 guests.
8.0
Great9 reviews
From   £ 90 /nightSelect
Not available
Homestay
The largest option:
12 adults
1 bedroom
1 bed
6.2 km from City Centre600 m from
Located 2.5 km from Pete's Fresh Market, this villa offers 9 rooms.
8.2
Great5 reviews
From   £ 126 /nightSelect
Not available
The largest option:
10 adults
3 bedrooms
4 beds
8.0 km from City Centre800 m from
Nestled in Roscoe Village district of the city, the venue is about 20 km from Midway airport.
8.4
Great10 reviews
From   £ 291 /nightSelect
Not available
Apartment
4 adults
1 bedroom
2 beds
10.4 km from City Centre200 m from Aragon Ballroom
The accommodation consists of a shared kitchen, 1 bedrooms and is situated near Montrose Beach.
9.0
Perfect2 reviews
From   £ 171 /nightSelect
Not available
6 adults
3 bedrooms
3 beds
2.2 km from City Centre900 m from Chicago Theater
Located in Chicago, a 20-minute walk from Willis Tower, this accommodation comes with 3 bedrooms and a kitchen.
From   £ 639 /nightSelect
Not available
4 adults
2 bedrooms
3 beds
2.7 km from City Centre800 m from McCormick Place
The 100 m² apartment is situated 150 metres from Willie Dixon's Blues Heaven Foundation and boasts a cable flat-screen and a flat screen TV.
Select
Not available
7 adults
5 bedrooms
5 beds
7.7 km from City Centre600 m from Wrigley Field
The apartment is composed of 5 bedrooms, a private bathroom and a kitchen, within 25 minutes' walk away from Lincoln Park Conservatory.
From   £ 120 /nightSelect
Not available
The largest option:
2 adults
2.9 km from City Centre500 m from Michigan Avenue
Offering a full kitchen with a dishwasher, coffee/tea making equipment and a stove, the venue is located 30 minutes' walking distance from the center of Chicago.
8.6
Great139 reviews
From   £ 103 /nightSelect
Not available
400 m from City Centre300 m from Union Station
A specialty restaurant and 100 rooms are available during the stay in budget hotel, boasting location next to Millennium Park.
9.0
Perfect6 reviews
From   £ 122 /nightSelect
Not available
The largest option:
4 adults
2.2 km from City Centre800 m from Michigan Avenue
This superior hotel is conveniently located in a shopping area, within 400 meters of Chicago-Red subway station.
6.8
Nice44 reviews
From   £ 101 /nightSelect
Not available
2.4 km from City Centre900 m from Michigan Avenue
Offering convenient proximity to Tribune Tower, the hotel is also close to The Art Institute of Chicago.
From   £ 566 /nightSelect
Not available
2.4 km from City Centre800 m from Michigan Avenue
Located within a 20-minute walk of LaSalle "L" (Blue Line) underground station, this apartment features a separate balcony.
From   £ 501 /nightSelect
Not available
4.2 km from City Centre700 m from
Nestled in West Town district of Chicago, the venue is about 15 km from Midway airport.
From   £ 362 /nightSelect
Not available
Apartment
The largest option:
6 adults
2 bedrooms
3 beds
2.5 km from City Centre1.4 km from United Center
Featuring a terrace with tower views, the apartment is placed next to Skydeck Chicago.
8.4
Great5 reviews
From   £ 278 /nightSelect
Not available
3 adults
1.3 km from City Centre300 m from House of Blues Chicago
This 66 m² property in Chicago is situated a short stroll from Willis Tower and a 20-minute walk from LaSalle "L" (Blue Line) underground station.
Select
Not available
1.3 km from City Centre1.1 km from Union Station
The apartment is composed of 1 bedrooms, a private bathroom and a fully furnished kitchen, within 20 minutes' walk away from Grant Park.
9.0
Perfect1 review
From   £ 74 /nightSelect
Not available
7 adults
2 bedrooms
4 beds
7.7 km from City Centre600 m from Wrigley Field
This 2-bedroom apartment can accommodate up to 7 people, within a 20-minute walk from Elks National Memorial.
9.0
Perfect1 review
From   £ 105 /nightSelect
Not available

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360 hotels found

FAQs about accommodation in Chicago

Read the answers to these questions to find your perfect holiday flat in Chicago.

What are the best budget apartments to book in Chicago?

One of the best options is ✪ Cozy 1 Bedroom Close To Downtown ✪ at the cost of 103£ per night. Click Here to find other budget properties.

What are the best pet-friendly apartments in Chicago?

Penthouse Level, Stunning Wrigley Stay, and Webster House are the coolest pet-friendly places to stay with your favoured ones in Chicago. Other suitable overnight accommodations you can check here.

Which Chicago apartments for a short-term stay are favoured amongst business travellers?

If you arrive in Chicago on business, stay at Pilsen Roadhouse at the lowest price of 36£ per night.

What are the top apartments with swimming pools in Chicago?

To enjoy an onsite pool, rent at 3Br Premium Executive Penthouse W/ Pool & Parking, Global Luxury Suites In Downtown, or Skyline Luxury Apartments By C9. Find other popular apartments Here.

What are the most popular apartments in Chicago for couples?

These properties are suitable for a couple romantic trip: Spacious 3Br-2Ba Designer Suite In Near Mccormick Place and Studio In The City, Walk To Shops Free Parking.

How much does it cost to rent 1-bedroom, 2-bedroom, 3-bedroom apartments in Chicago?

A 1-bedroom apartment for rent costs 22£ per night for instance, check Low Cost Housing In. A 2-bedroom apartment for rent is 36£ per night try this popular option — Vintage Uki Village Charmer - Quiet + Cozy 2 Bdr based on HotelMix.co.uk prices. A 3-bedroom house for rent costs 86£ per night for instance, check Updated Wicker Park 3Br With W&D By Zencity.

What are the best apartments near Skydeck Chicago?

You might consider staying at Oakwood 200 Squared located within a 10-minute walk of Skydeck Chicago, or at Suite Home - Eugenie Terrace Two-Bedroom Apartment within 0.4 km from Willis Tower.

What apartments close to Washington/Wells metro station would you recommend?

You might stay at Pittsfield Apartments And Suites located within 5 minutes’ walk of Washington/Wells underground station, or at Modern Mccormick Center 2 Bedroom within 0.1 km from Roosevelt metro station.

What are the best Chicago apartments featuring free parking?

According to HotelMix.co.uk travel statistics, the most popular serviced accommodation with private parking is Uptown Gem. 9.0/10.

Guest reviews of hotels in Chicago