Hotel Cancun Rosa - Vacation Rentals in Chicago Theatre

Modern 3BR City Retreat - Near Old Town From US $351
         

9.8 (11 Reviews)
Hotel
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Sophisticated 4BR Suite - Modern and Luxurious From US $373
         

10.0 (1 Review)
Hotel
  • Air Conditioner
  • Accessibility
  • Security/Safety
ENVITAE Hotel | 2 Bedroom Luxury Apartments From US $399
         

10.0 (4 Reviews)
Hotel
  • Air Conditioner
  • Wheelchair Accessible
  • Accessibility
4BR City Retreat, Great for Business & Family From US $437
         

9.8 (6 Reviews)
Hotel
  • Air Conditioner
  • TV
  • Wheelchair Accessible
2BR City Escape Bright Sleek Spacious From US $295
         

10.0 (1 Review)
Hotel
  • Air Conditioner
  • TV
  • Balcony/Terrace
The Peninsula Chicago From US $803
         

|
9.8 (1006 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Spacious 4BR Near Fulton Market & Riverwalk From US $812
         

9.6 (4 Reviews)
Hotel
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Level Chicago Old Town From US $270
         

|
10.0 (1 Review)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
The Langham, Chicago From US $743
         

|
9.8 (1003 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Sophisticated 4BR Suite - Walk to Shops, Dining & Transit From US $408
         

9.4 (10 Reviews)
Hotel
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Chic 4-Bedroom with Skyline Views, Firepit and Gym From US $350
         

9.2 (5 Reviews)
Hotel
  • Air Conditioner
  • TV
  • Wheelchair Accessible
2 Spacious Units Close to Navy Pier! Parking From US $536
         

Pro Tip: Hotelcancunrosa makes it easy to compare the best listings on Hotelcancunrosa homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Hotelcancunrosa 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?

There are a lot of options in Chicago Theatre. If you plan on staying in the Chicago Theatre area, consider making a reservation for a few nights at one of these properties as these have been rated 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 724 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.