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Vacation rentals in Theatre District, Chicago

Carefully selected & verified rentals in Chicago, United States

Check-in
18Aug
Check-out
19Aug
Rooms and Guests2 Guests, 1 Room
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1-20 out of 76
Sort by:high popularity
  • Price: low to high
  • Price: high to low
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Linea Luxury Living With Indoor Pool And Rooftop Views In The Loop
Linea Luxury Living With Indoor Pool And Rooftop Views In The Loop
Map1300 yd from City Centre400 yd from Chicago Riverwalk
FromUS$ 418 /nightSelect
Experience Downtown Chicago At Millennium - Luxury Apartments In The Loop
Experience Downtown Chicago At Millennium - Luxury Apartments In The Loop
Map1000 yd from City Centre300 yd from CIBC Theatre
FromUS$ 259 /nightSelect
River North Rooftop With In And Out Parking 1
River North Rooftop With In And Out Parking 1
Map1.2 mi from City Centre700 yd from House of Blues Chicago
FromUS$ 552 /nightSelect
Livn Millennium Park Downtown Chicago Studio
Livn Millennium Park Downtown Chicago Studio
Map1400 yd from City Centre300 yd from Cloud Gate
FromUS$ 230 /nightSelect
South Loop Rooftop With In And Out Parking 3
South Loop Rooftop With In And Out Parking 3
Map800 yd from City Centre800 yd from Willis Tower
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River North Private Balcony With In And Out Parking
River North Private Balcony With In And Out Parking
Map1.2 mi from City Centre700 yd from House of Blues Chicago
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Livn Millennium Park Downtown Chicago 1 Br
Livn Millennium Park Downtown Chicago 1 Br
Map1400 yd from City Centre300 yd from Cloud Gate
FromUS$ 177 /nightSelect
Livn Millennium Park Downtown Chicago 2Br
Livn Millennium Park Downtown Chicago 2Br
Map1400 yd from City Centre300 yd from Cloud Gate
FromUS$ 676 /nightSelect
Livn Millennium Park Downtown Chicago Superior 1Br
Livn Millennium Park Downtown Chicago Superior 1Br
Map1400 yd from City Centre300 yd from Cloud Gate
Select
River North Rooftop With In And Out Parking 3
River North Rooftop With In And Out Parking 3
Map1.2 mi from City Centre700 yd from House of Blues Chicago
FromUS$ 238 /nightSelect
Livn Millennium Park Downtown Chicago Superior 2 Br
Livn Millennium Park Downtown Chicago Superior 2 Br
Map1400 yd from City Centre300 yd from Cloud Gate
FromUS$ 555 /nightSelect
Livn Millennium Park Downtown Chicago Prem Studio
Livn Millennium Park Downtown Chicago Prem Studio
Map1400 yd from City Centre300 yd from Cloud Gate
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Blueground River North Gym Pool Doorman Wd Chi-1093
Blueground River North Gym Pool Doorman Wd Chi-1093
Map1.2 mi from City Centre400 yd from House of Blues Chicago
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Blueground The Loop Pool Wd Nr Park Chi-1189
Blueground The Loop Pool Wd Nr Park Chi-1189
Map1800 yd from City Centre300 yd from Chicago Theater
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Downtown Chicago Stay With Free In & Out Parking 3
Downtown Chicago Stay With Free In & Out Parking 3
Map1300 yd from City Centre400 yd from Art Institute of Chicago
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Downtown Chicago Stay With Free In & Out Parking 6
Downtown Chicago Stay With Free In & Out Parking 6
Map1300 yd from City Centre400 yd from Art Institute of Chicago
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Downtown Chicago Stay With Free In & Out Parking 5
Downtown Chicago Stay With Free In & Out Parking 5
Map1300 yd from City Centre400 yd from Art Institute of Chicago
Select
Downtown Chicago Stay With Free In & Out Parking 1
Downtown Chicago Stay With Free In & Out Parking 1
Map1300 yd from City Centre400 yd from Art Institute of Chicago
Select
Downtown Chicago Stay With Free In & Out Parking 4
Downtown Chicago Stay With Free In & Out Parking 4
Map1300 yd from City Centre400 yd from Art Institute of Chicago
Select
Blueground River North Pool Gym Nr Mile Chi-1144
Blueground River North Pool Gym Nr Mile Chi-1144
Map1.2 mi from City Centre400 yd from House of Blues Chicago
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Flexible Price Range for Vacation Homes in Chicago

From cozy retreats to luxury villas – Find the ideal stay for every budget

⬆️ The highest price
USD 4 738
⬇️ The lowest price
USD 177
💸 Average price for
Apartments
USD 809

Top vacation homes in Chicago

Based on guest reviews from the past 12 months

Luxury Living In The Loop:
Views Of Millennium Park:
Convenience And Comfort:
Modern Amenities By The River:
Charming Lakeside Getaway:
Rooftop Relaxation:
Active Lifestyle Options:

FAQs about Chicago rentals

Get answers to common questions and plan your adventure smoothly

Which hotels offer great views in the Theatre District?
Hotels like Millennium - Luxury Apartments In The Loop and Loop 1Br W Gym Roof Deck Nr Millennium Park Chi-961 offer captivating views of the city, making them ideal for those seeking scenic experiences.
What are some budget-friendly hotel options in the Theatre District?
Affordable options like Loop 1Br W Gym Pool Wd Nr Financial District Chi-222 typically range from $150 to $200 USD per night, ensuring comfort on a budget.
Which hotels are closest to popular landmarks in the Theatre District?
Hotels such as Loop 1Br W Gym Pool Lounge 1 Block From L Chi-605 are located within a 500-meter radius of key attractions like the Chicago Theatre, making them ideal for theatergoers.

Vacation Rentals Overview in Chicago's Theatre District

This guide provides key information about 38 vacation rentals in Chicago's Theatre District, highlighting price ranges and proximity to attractions to assist travelers in making informed decisions.

Typical nightly rates range from $150 to $350.

There are 38 vacation rentals available.

Peak travel seasons are April to June and September to October.

Local taxes and fees can add about 15% to total costs.

Many rentals are within 0.5 miles of the Chicago Theater and Millennium Park.

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