Women In Travel - Vacation Rentals in Chicago Theatre

Chicago Quick Stay From US $130
         

6.3 (47 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Internet
4BR Old Town Chicago Loft | Walk to Wells St From US $992
         

10.0 (121 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
The Sono Chicago From US $272
         

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10.0 (517 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
Designer Home in Ukrainian Village - Chicago From US $230
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Internet
3 BD condo near to downtown, Gold Coast and Michigan Avenue. From US $284
         

The Publishing House B&B From US $273
         

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9.8 (206 Reviews)
Bed & Breakfast
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Mccomick Place/China town getaway From US $338
         

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New
Apartment
  • Parking
  • Pet Friendly
  • Child Friendly
52nd Floor MagMile Penthouse Views Fireplace Pool From US $517
         

10.0 (411 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Villa D' Citta From US $336
         

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9.4 (120 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Designated Smoking Area
51st Floor MagMile Penthouse Views Balcony Pool From US $497
         

10.0 (229 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
55th Floor Penthouse with Award-Winning Views From US $1,705
         

10.0 (310 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
53 Floor MagMile Penthouse Views, Balcony, Pool From US $639
         

10.0 (245 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
2-Story Penthouse Views, Fireplace, Pool, Gym From US $1,243
         

10.0 (213 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
2-Story Penthouse -Views, Fireplace, Pool, Gym From US $1,199
         

10.0 (201 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Magic Factory Loft 2West From US $647
         

10.0 (199 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Magic Factory Loft 3East 4 Bd/4 Ba Families Groups From US $1,152
         

10.0 (106 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Private Historic Coach House Wicker Park From US $442
         

10.0 (71 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
52nd Floor Penthouse with Skyline Views and Pool From US $450
         

10.0 (66 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Spacious 4-Level/4-Bedroom Townhouse in West Loop From US $1,236
         

Luxury House in the heart of Old Town with Parking From US $1,567
         

10.0 (57 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Brilliant Downtown Chicago 3-Bedroom Condominium From US $793
         

10.0 (53 Reviews)
Condo
  • Air Conditioner
  • TV
  • Balcony/Terrace
Pro Tip: Womenintravel makes it easy to compare the best listings on Womenintravel homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Womenintravel homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Chicago Theatre.

Weather in Chicago Theatre

View the weather forecast for Chicago Theatre before booking your Chicago Theatre Vacation Rentals to confirm your best time to go.

December - February
High 52°F       Low 19°F
March - May
High 73°F       Low 33°F
June - August
High 86°F       Low 57°F
September - November
High 81°F       Low 31°F

Chicago Theatre Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Chicago Theatre?
How many vacation rentals are available in Chicago Theatre?

Currently, the total number of properties listed in 2026 is over 4235 in the Chicago Theatre area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Chicago Theatre.