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257 holiday apartment rentals in Chicago, Illinois

Search the best hotels and places to stay in Chicago

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8 adults
4 bedrooms
4 beds
View on map3.5 km from City Centre1.6 km from Water Tower Place
While John Hancock Center is located nearby, the surrounding area includes Clark/Division tube station within 700 metres from the property.
From   £ 718 /nightSelect
Not available
View on map900 m from City Centre300 m from Chicago Riverwalk
A specialty restaurant and 100 rooms are available during the stay in budget hotel, boasting location next to Millennium Park.
8.8
Great7 reviews
From   £ 114 /nightSelect
Not available
1.9 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   £ 94 /nightSelect
Not available
1000 m from City Centre200 m from Chicago Theater
Situated in Downtown Chicago district, the property comprises a granite kitchen and 2 bedrooms.
7.4
Very good3 reviews
From   £ 97 /nightSelect
Not available
The largest option:
6 adults
3 bedrooms
3 beds
700 m from City Centre300 m from Chicago Theater
The hotel offers easy access to The Loop, boasting 80 rooms in the heart of Chicago.
7.8
Very good30 reviews
From   £ 149 /nightSelect
Not available
The largest option:
4 adults
1000 m from City Centre300 m from Chicago Riverwalk
This 2-bedroom property next to Cadillac Palace Theatre offers accommodation fitted with a patio as well as an indoor swimming pool.
8.0
Great12 reviews
From   £ 156 /nightSelect
Not available
2 adults
1 bedroom
1 bed
5.6 km from City Centre500 m from 35th-Bronzeville-IIT
The apartment with a communal kitchen and an individual balcony is ideally set in Bronzeville district, close to 35-Bronzeville-IIT metro station and a train station.
7.0
Very good1 review
From   £ 172 /nightSelect
Not available
The largest option:
5 adults
2.2 km from City Centre1.3 km from Chicago Riverwalk
Situated 3 km from the centre of Chicago, the apartment with a view over the city offers a terrace.
7.0
Very good1 review
From   £ 277 /nightSelect
Not available
5 adults
2 bedrooms
3 beds
1.6 km from City Centre600 m from Michigan Avenue
Placed within 20 minutes' walk from LaSalle "L" (Blue Line) metro station, this 123 m² apartment with 2 bedrooms provides a sun terrace.
From   £ 228 /nightSelect
Not available
The largest option:
3 adults
15.7 km from City Centre400 m from Jarvis
Nestled in Rogers Park district of Chicago, the venue is about 25 km from Chicago O'hare International airport.
9.2
Perfect3 reviews
From   £ 136 /nightSelect
Not available
5 adults
2 bedrooms
3 beds
1.5 km from City Centre800 m from Field Museum of Natural History
This 7-room apartment enjoys a convenient location in South Loop district of Chicago.
7.2
Very good3 reviews
From   £ 165 /nightSelect
Not available
The largest option:
4 adults
2 bedrooms
3 beds
3.2 km from City Centre2.0 km from UIC Pavilion
Situated in Chicago, a 10-minute drive to McCormick Place, this villa features balcony and a sunny patio.
8.4
Great8 reviews
From   £ 93 /nightSelect
Not available
4 adults
2 bedrooms
2 beds
4.2 km from City Centre300 m from Division
The contemporary apartment, set in West Town district, offers a dishwasher, coffee/tea making equipment and glassware for guests' convenience.
From   £ 117 /nightSelect
Not available
The largest option:
4 adults
700 m from City Centre500 m from Willis Tower
Located within a short distance of Grant Park, this venue offers pet-friendly accommodation with 52 stylish rooms.
From   £ 138 /nightSelect
Not available
6 adults
2 bedrooms
3 beds
5.7 km from City Centre600 m from Chicago White Sox
Offering direct access to Skydeck Chicago, the property consists of a fully furnished kitchen, 2 bedrooms and a marble bathroom.
7.0
Very good1 review
From   £ 127 /nightSelect
Not available
8 adults
3 bedrooms
5 beds
4.8 km from City Centre400 m from Ukrainian Catholic University
Situated 5 km from the centre of Chicago, the apartment with a view over the city offers a patio.
From   £ 248 /nightSelect
Not available
4 adults
1 bedroom
2 beds
6.2 km from City Centre600 m from Institute Museum
Featuring a kitchen, the venue is only 2.6 km from Wrigley Field.
From   £ 201 /nightSelect
Not available
4 adults
2 bedrooms
4 beds
1.5 km from City Centre700 m from Field Museum of Natural History
Boasting a patio, this 2-bedroom apartment is located a short distance from Gold Star Families Park & Memorial and Willis Tower.
From   £ 200 /nightSelect
Not available
Apartment
The largest option:
3 adults
1 bedroom
2 beds
1000 m from City Centre300 m from Chicago Riverwalk
Located within 1 km from Crown Fountain, the apartment provides a kitchen, an indoor pool and a terrace.
7.0
Very good2 reviews
From   £ 58 /nightSelect
Not available
The largest option:
6 adults
3 bedrooms
3 beds
7.2 km from City Centre900 m from Wrigley Field
Within easy reach of Lincoln Square, this hotel comprises 6 rooms with private bathrooms.
7.6
Very good3 reviews
From   £ 138 /nightSelect
Not available

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257 hotels found

FAQs about accommodation in Chicago

FAQs is a list of frequently asked questions about accommodation in Chicago.

What are the top-rated apartments for rent in Hyde Park district?
Our guests like to stay in top-rated apartments in such districts of Chicago as — O'Hare, Lincoln Park and South Loop.
What are the best cheap apartments to stay in Chicago?
You might choose Near South Side Apartment at the cost of 127£ per night. See more budget accommodation here.
What are the finest Chicago apartments to stay with pets?
According to our guest reviews: 2142 West Walton Apartment is the best pet-friendly accommodation to stay in Chicago.
What are good apartments for a short-term stay on business in Chicago?
If you arrive in Chicago on business, consider staying at Uchicago, Lake, Sci Museum With Gym, W&D By Zencity from 120£ or Best Deal 2Br Apt For Short & Long Term Stay R2 from 130£ per night.
What are the top-ranked apartments with pools in Chicago?
To enjoy an onsite swimming pool, stay at Uchicago, Shops, Lake With Gym, W&D By Zencity, Envitae Luxury Sky Loft Indoor Pool & Gym, or Envitae 2Br Corner Glass Penthouse W Balcony. Click here for more apartments in Chicago.
What are the top apartments in Chicago for couples?
For a romantic stay in Chicago, consider booking Sonder Roosevelt Suites in Bronzeville district.
What are the top luxury apartments in Chicago?
You might choose from these luxury accommodations:
Ich Suites and Reserve Rentals South Loop. Click here to see other luxury properties.
How much does it cost to rent 1-bedroom, 2-bedroom, 3-bedroom apartments in Chicago?
A 1-bedroom apartment for rent costs 50£ per night for instance, check Stylish Condo Walk To Beach Near Wrigley Cubs K4. A 2-bedroom apartment for rent is 31£ per night try this popular option — Steps To Shops, Eats, Easy Access, W&D By Zencity based on HotelMix.co.uk prices. A 3-bedroom house for rent costs 34£ per night for instance, check Spacious And Airy Apartment For Big Groups!.
How much would an apartment in Chicago cost for a night?
The average nightly prices for Chicago apartments start from:
287£ for West Loop Lofts, and 51£ for Skydeck Experience At Indiana Place.
What apartments close to LaSalle "L" metro station would you recommend?
You might stay at Cool 2Br In The Chicago Loop By Sonder located within 5 minutes’ walk of LaSalle "L" underground station, or at Charming 3Br In The Chicago Loop By Sonder within 0.3 km from LaSalle "L" metro station.
What are the best Chicago apartments with free parking?
If you want to park your car on site, consider staying at Bohemian House Near Downtown Chicago, which price starts from 76£.
What are the best Chicago apartments featuring free wifi?
To enjoy fast and free wireless, stay at Furnished Suites In South Loop Chicago, which price starts from 165£.