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262 holiday apartment rentals in Chicago, Illinois

Search the best hotels and places to stay in Chicago

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Apartments ×
The largest option:
4 adults
View on map1.9 km from City Centre800 m from Michigan Avenue
Located near Navy Pier, this pet-friendly hotel features an American breakfast.
6.8
Nice44 reviews
From   C$ 163 /nightSelect
Not available
The largest option:
2 adults
View on map2.4 km from City Centre400 m from Michigan Avenue
Since 1924 the apartment welcomes guests in a shopping area, just steps from Lake Michigan.
8.6
Great139 reviews
From   C$ 167 /nightSelect
Not available
The largest option:
6 adults
3 bedrooms
3 beds
700 m from City Centre300 m from Chicago Theater
The hotel offers a central accommodation with 80 rooms in the shopping area of Chicago.
7.8
Very good30 reviews
From   C$ 260 /nightSelect
Not available
3 adults
1000 m from City Centre300 m from Cadillac Palace Theatre
Set within 600 meters of Blue Chicago, this property provides a kitchen, a balcony and an indoor swimming pool.
Select
Not available
1000 m from City Centre200 m from Chicago Theater
Located in Chicago, a 15-minute walk from Magnificent Mile, this accommodation comes with 2 bedrooms and a granite kitchen.
7.4
Very good3 reviews
From   C$ 169 /nightSelect
Not available
The largest option:
4 adults
1000 m from City Centre300 m from Cadillac Palace Theatre
Only a 20-minute walk from LaSalle "L" (Blue Line) metro station, the apartment with a swimming pool can be a good choice for your stay in the downtown part of Chicago.
8.0
Great12 reviews
From   C$ 272 /nightSelect
Not available
2 adults
1 bedroom
1 bed
5.6 km from City Centre1.2 km from US Cellular Field
Set in Chicago, this 6-room property is an ideal base for visits to Shedd Aquarium.
7.0
Very good1 review
From   C$ 300 /nightSelect
Not available
The largest option:
4 adults
2 bedrooms
3 beds
3.2 km from City Centre100 m from Scales and Tales
Situated a 10-minute drive to McCormick Place, this villa features the balcony and a terrace.
8.4
Great8 reviews
From   C$ 162 /nightSelect
Not available
The largest option:
3 adults
1 bedroom
2 beds
2.9 km from City Centre100 m from Chicago Station (Blue Line)
Nestled in West Town district of the city, the venue is about 15 km from Midway airport.
7.2
Very good3 reviews
From   C$ 106 /nightSelect
Not available
The largest option:
2 adults
1 bedroom
1 bed
1.2 km from City Centre1000 m from Soldier Field
Nestled in South Loop district of Chicago, the venue is about 15 km from Midway airport.
From   C$ 123 /nightSelect
Not available
The largest option:
5 adults
2.2 km from City Centre1.4 km from Michigan Avenue
Situated in Chicago, within a 15-minute walk from Water Tower Chicago, this apartment features a terrace with a shower and a seating area.
7.0
Very good1 review
From   C$ 483 /nightSelect
Not available
The largest option:
4 adults
2 bedrooms
2 beds
2.0 km from City Centre900 m from Soldier Field
Set at a short distance from Shedd Aquarium, it is budget accommodation to stay in South Loop district of the city.
From   C$ 344 /nightSelect
Not available
The largest option:
6 adults
2 bedrooms
3 beds
6.1 km from City Centre600 m from Institute Museum
Set at a short distance from Water Tower Chicago, it is budget accommodation to stay in Lincoln Park district of the city.
From   C$ 265 /nightSelect
Not available
6 adults
2 bedrooms
3 beds
1.3 km from City Centre900 m from Soldier Field
Located in Chicago, and a short stroll from Field Museum of Natural History, this venue includes a kitchen with a microwave oven, a dishwasher and a toaster, as well as 2 bathrooms.
7.0
Very good1 review
From   C$ 946 /nightSelect
Not available
2 adults
1 bedroom
1 bed
7.2 km from City Centre1.2 km from Wrigley Field
Located in Chicago, and a short stroll from Lake View Presbyterian Church, this venue includes a fully equipped kitchen with a microwave oven, dishwasher and a toaster, as well as 1 bathrooms.
From   C$ 238 /nightSelect
Not available
7 adults
2 bedrooms
3 beds
12.5 km from City Centre400 m from Thorndale
This property near St. Ita Roman Catholic church consists of 2 bedrooms, 1 bathrooms and a kitchen for up to 7 guests.
7.6
Very good3 reviews
From   C$ 139 /nightSelect
Not available
3 adults
1 bedroom
1 bed
6.4 km from City Centre1.6 km from US Cellular Field
Nestled in Bronzeville district of the city, the venue is about 15 km from Midway airport.
From   C$ 89 /nightSelect
Not available
6 adults
2 bedrooms
2 beds
2.5 km from City Centre900 m from McCormick Place
Located in Chicago, a 15-minute walk from Field Museum of Natural History, this accommodation comes with 2 bedrooms and a kitchen.
From   C$ 421 /nightSelect
Not available
6 adults
2 bedrooms
3 beds
6.2 km from City Centre300 m from California Station (Pink Line)
Being located 1.2 km from North Lawndale College Prep, this apartment features 2 air-conditioned bedrooms and a fully equipped kitchen.
From   C$ 131 /nightSelect
Not available
6 adults
3 bedrooms
3 beds
4.9 km from City Centre800 m from Damen (Blue Line)
Located approximately 10 minutes' walk from Damen underground station, this accommodation consists of 3 bedrooms, 2 bathrooms and a fully-fitted kitchen.
From   C$ 561 /nightSelect
Not available

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262 hotels found

FAQs about accommodation in Chicago

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

What are the finest apartments for rent in Lincoln Park district?
Our guests usually stay in high-rated apartments in such districts as — Chicago Loop, Hyde Park and O'Hare.
What are the best budget apartments to stay in Chicago?
One of the best options is Near South Side Apartment at the cost of 220C$ per night. Click here to find other budget properties.
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.
Which Chicago apartments for a short-term stay are popular among business travellers?
If you arrive in Chicago on business, stay at Uchicago, Lake, Sci Museum With Gym, W&D By Zencity at the lowest price of 53C$ per night.
What are the best apartments with pools in Chicago?
To swim and relax around the pool, stay at Envitae 2Br Corner Glass Penthouse W Balcony, situated in Downtown Chicago district.
What are the most popular apartments in Chicago for couples?
For a romantic stay in Chicago, consider booking Mccormick Place Guest House in Bronzeville district.
How much does it cost to rent 1-bedroom, 2-bedroom, 3-bedroom apartments in Chicago?
A 1-bedroom apartment for rent costs 86C$ per night for instance, check Stylish Condo Walk To Beach Near Wrigley Cubs K4. A 2-bedroom apartment for rent is 53C$ per night try this popular option — Steps To Shops, Eats, Easy Access, W&D By Zencity based on iBooked.ca prices. A 3-bedroom house for rent costs 58C$ per night for instance, check Spacious And Airy Apartment For Big Groups!.
How much would an apartment in Chicago cost per night?
The average nightly prices for apartments in Chicago are:
356C$ for New Spacious 3Br Apartment Near Mccormick Place; and 89C$ for Skydeck Experience At Indiana Place.
What are the top-ranked apartments next to Skydeck Chicago?
The top choices to stay near Skydeck Chicago are Global Luxury Suites In Downtown Chicago and Modern Loop Apartments, located within about 0.5 km away.
What are the top apartments next to LaSalle "L" metro station?
The best options to stay close to LaSalle "L" underground station are Central 3Br In The Chicago Loop By Sonder and Cool 2Br In The Chicago Loop By Sonder, situated within about 0.3 km away.
What are the best Chicago apartments providing free parking?
If you want to park your car on site, consider staying at Lowest Rates! Spacious Duplex With Free Parking!, which price starts from 284C$.
What are the best apartments providing free wifi?
To enjoy fast and free wireless, stay at Sonder Wrigley Field, which price starts from 803C$.