Search Condos Rentals in Historic Route 66 from CA $3,108

Change your mind

Book hotels with free cancellation

Treat yourself

Be picky

Search almost a million properties worldwide

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Browse Select Historic Route 66 Condo Rentals

"Clean and cozy . Great communication . Not the best neighborhood but felt secure with passcode locks ! Would stay again "

"The property is half a block from Wrigley, the owners are easy to communicate with and extremely accommodating. One of the best places I've stayed, would recommend to anyone."

"A perfect place to stay. The rooftop bar has the BEST views of the city, especially around sunset. I would definitely stay here again! "

"Very nice condo in a quiet neighborhood close to everything."

"awesome location, great hostess!"

"My wife and I reserved this condo for the July 4th weekend. It was only the 2 of us getting together for a cousin retreat with all my family. Overall the unit was great, all amenities were offered and solid communication with the owner/host. It's at a great location. This is where the problem is: My wife and I just came back from spending over 12 hours at the Colorado River with family on July 4th. We came back ready to shower and get cleaned up at 7:30pm until we get a knock on the door, less...

CA $3,473 total

includes taxes & fees

Aug 18 - Aug 19

Save an average of 15% on thousands of hotels when you're signed in

Top Historic Route 66 Hotel Reviews

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent

"I stayed in a room on the 26th floor and the view of the city was breathtaking. The cleaning staff was so nice and greeted us each morning of our stay when we were on our way out. The staff at the front were also very nice and welcoming. Would definitely stay here again if I’m ever in town!"