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Vacation apartments in Chicago, IL

Search among 392 available apartments in Chicago from 50+ providers

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07Oct2022Friday
08Oct2022Saturday
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Apartments ×
The largest option:
4 adults
View on map1300 yd from City Center500 yd from House of Blues Chicago
Placed close to Cadillac Palace Theatre, this 2-bedroom apartment with an indoor swimming pool and a steam room and a Jacuzzi will make your stay unforgettable.
8.2
Great39 reviews
From   US$ 205 /nightSelect
Not available
Homestay
The largest option:
12 adults
1 bedroom
1 bed
View on map3.9 mi from City Center600 yd from
Located 1 miles from Solid Rock MB Church, this villa offers 9 rooms.
8.4
Great5 reviews
From   US$ 154 /nightSelect
Not available
The largest option:
4 adults
2 bedrooms
3 beds
1.6 mi from City Center100 yd from Scales and Tales
Situated in Chicago, a 10-minute drive to McCormick Place, this villa features a nice balcony and a terrace.
8.4
Great35 reviews
From   US$ 115 /nightSelect
Not available
The largest option:
5 adults
1.4 mi from City Center1400 yd from House of Blues Chicago
Located within a 5-minute walk of Chicago-Brown underground station, this apartment features a sunny balcony.
8.0
Great36 reviews
From   US$ 364 /nightSelect
Not available
7 adults
5 bedrooms
5 beds
4.8 mi from City Center600 yd from Wrigley Field
The accommodation consists of a kitchen, 5 bedrooms and is situated near Briar Street Theatre.
From   US$ 147 /nightSelect
Not available
8 adults
2 bedrooms
2 beds
4.6 mi from City Center700 yd from
This 2-bedroom apartment can accommodate up to 4 people, within a 30-minute walk from Guaranteed Rate Field.
8.0
Great12 reviews
From   US$ 110 /nightSelect
Not available
5 adults
3 bedrooms
3 beds
4.8 mi from City Center600 yd from Wrigley Field
This property near Lakeview Baseball Club consists of 3 bedrooms, 1 bathrooms and a fully equipped kitchen for up to 5 guests.
From   US$ 162 /nightSelect
Not available
4 adults
2 bedrooms
3 beds
4.8 mi from City Center600 yd from Wrigley Field
Situated in Lakeview district, the property comprises a kitchen and 2 bedrooms.
From   US$ 289 /nightSelect
Not available
4 adults
3 bedrooms
3 beds
4.9 mi from City Center400 yd from Wrigley Field
Set 3.8 miles from Water Tower Chicago, this apartment has a kitchen and 1 bathrooms.
From   US$ 201 /nightSelect
Not available
7 adults
2 bedrooms
4 beds
4.8 mi from City Center600 yd from Wrigley Field
Situated in Lakeview district, the property comprises a kitchen and 2 bedrooms.
9.0
Perfect1 review
From   US$ 128 /nightSelect
Not available
The largest option:
10 adults
3 bedrooms
4 beds
5.0 mi from City Center900 yd from
Nestled in Roscoe Village district of Chicago, the venue is about 20 km from Midway airport.
8.4
Great11 reviews
From   US$ 420 /nightSelect
Not available
4 adults
2 bedrooms
3 beds
3.5 mi from City Center900 yd from
Located approximately 10 minutes' walk from Western subway station, this accommodation consists of 2 bedrooms, 1 bathrooms and a kitchen.
9.0
Perfect2 reviews
From   US$ 124 /nightSelect
Not available
The largest option:
2 adults
1 bedroom
1 bed
2.4 mi from City Center100 yd from
Offering a mini-kitchen equipped with a microwave, a dishwasher and a fridge, this villa is set near Wrigley Building.
From   US$ 52 /nightSelect
Not available
The largest option:
4 adults
1 bedroom
2 beds
3.8 mi from City Center200 yd from
Set 3.5 miles from All Saints - St Anthony, this apartment has a fully-fitted kitchen and 1 bathrooms.
7.4
Very good1 review
From   US$ 115 /nightSelect
Not available
Apartment
4 adults
1 bedroom
2 beds
6.5 mi from City Center200 yd from Aragon Ballroom
Being located 6 miles from Chicago Museum of Contemporary Art, this apartment features 1 separate bedrooms and a shared kitchen.
9.0
Perfect2 reviews
From   US$ 209 /nightSelect
Not available
8 adults
3 bedrooms
3 beds
1.7 mi from City Center900 yd from McCormick Place
This apartment comes with 3 separate bedrooms along with an private bathroom and is situated near Nine Dragon Wall.
From   US$ 258 /nightSelect
Not available
3 adults
1 bedroom
1 bed
4.7 mi from City Center1100 yd from Wrigley Field
Nestled in Lakeview district of the city, the venue is about 20 km from Midway airport.
From   US$ 136 /nightSelect
Not available
8 adults
3 bedrooms
4 beds
1.4 mi from City Center1100 yd from Chicago Theater
This Apartment, offering 3 bedrooms and 3 bathrooms with a tub, bath sheets and towels, is located in Chicago Loop district.
From   US$ 1 523 /nightSelect
Not available
3 adults
1 bedroom
1 bed
6.3 mi from City Center1.1 mi from University of Chicago
Set 9 km from Shedd Aquarium, this apartment has a kitchen and 1 bathrooms.
From   US$ 127 /nightSelect
Not available
7 adults
3 bedrooms
3 beds
1.5 mi from City Center500 yd from Michigan Avenue
The accommodation consists of a fully-fitted kitchen, 2 bedrooms and is situated near Skydeck Chicago - Willis Tower.
From   US$ 511 /nightSelect
Not available

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FAQs about accommodation in Chicago

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

What are some of the best cheap apartments to stay in Chicago?

You might stay at Pilsen Roadhouse from 122US$ per night. Check other budget properties Here.

What are the finest Chicago apartments to stay with pets?

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

Which Chicago apartments for a short-term stay are favored amongst business travelers?

If you travel on business in Chicago, consider staying at Historic Hp 2Br With Fast Transit To Uchicago & Dt By Zencity or Debonair Hp 1Br With Fast Transit To Uchicago & Dt By Zencity that feature concierge service and aerobics classes.

What are the top-ranked apartments with pools in Chicago?

To enjoy an onsite pool, rent Oakwood 200 Squared, Global Luxury Suites In Downtown, or 3Br Premium Executive Penthouse W/ Pool & Parking. Find other popular apartments Here.

What are the most favored Chicago apartments for couples?

For a romantic stay in Chicago, consider booking Refreshed Hp 1Br With Fast Transit To Uchicago & Dt By Zencity in Hyde Park district.

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

A 1-bedroom apartment for rent costs 29US$ per night for instance, check Low Cost Housing In. A 2-bedroom apartment for rent is 48US$ per night try this popular option — Vintage Uki Village Charmer - Quiet + Cozy 2 Bdr based on Booked.net prices. A 3-bedroom house for rent costs 116US$ per night for instance, check Updated Wicker Park 3Br With W&D By Zencity.

How much would an apartment in Chicago cost for tonight?

The average nightly prices for Chicago apartments start from:
185US$ Webster House; and 289US$ Penthouse Level, Stunning Wrigley Stay.

What are the best apartments near Skydeck Chicago?

If you want to rent rooms near Skydeck Chicago, you may like Suite Home - Eugenie Terrace Two-Bedroom Apartment and Oakwood 200 Squared.

What apartments close to Washington/Wabash subway station would you recommend?

The best options to stay near Washington/Wabash subway station are Pittsfield Apartments And Suites and Cool 2Br In The Loop By Sonder, located within about 5 minutes’ walk away.

What are the best Chicago apartments providing free parking?

If you want to park your car on site, consider staying at ✪ Cozy 1 Bedroom Close To Downtown ✪, which price starts from 139US$.

What are the best apartments providing free wifi?

To enjoy fast and free wireless, stay at Skyline Luxury Apartments By C9, which price starts from 439US$.

Guest reviews of hotels in Chicago