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Check prices for these dates

In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct
In three months
14 Nov - 16 Nov

Featured Condo Rentals in Historic Route 66

Our top choices for Historic Route 66 condo rentals

Experience Chicago living near United Center
Fridge, microwave, oven, stovetop

Experience Chicago living near United Center

9.0 out of 10, Wonderful, (17)
"Clean and cozy . Great communication . Not the best neighborhood but felt secure with passcode locks ! Would stay again "
Experience Chicago living near United Center
Pat's Way Away/Quiet & Private Desert Oasis 🌴 short term available
Fridge, microwave, oven, stovetop

Pat's Way Away/Quiet & Private Desert Oasis 🌴 short term available

10.0 out of 10, Exceptional, (24)
"Very nice condo in a quiet neighborhood close to everything."
Pat's Way Away/Quiet & Private Desert Oasis 🌴 short term available
Wrigleyville Condo, Sleeps 10, 1/2 block from Wrigley Field
Smart TV, fireplace, printers

Wrigleyville Condo, Sleeps 10, 1/2 block from Wrigley Field

10.0 out of 10, Exceptional, (104)
"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."
Wrigleyville Condo, Sleeps 10, 1/2 block from Wrigley Field
Your Riverfront Relaxing Vacation Home
Beach

Your Riverfront Relaxing Vacation Home

9.8 out of 10, Exceptional, (64)
"awesome location, great hostess!"
Your Riverfront Relaxing Vacation Home
NEW LUXURY PENTHOUSE CONDO
Terrace/patio

NEW LUXURY PENTHOUSE CONDO

10.0 out of 10, Exceptional, (188)
"A perfect place to stay. The rooftop bar has the BEST views of the city, especially around sunset. I would definitely stay here again! "
NEW LUXURY PENTHOUSE CONDO
Relax on this beautiful River Front Get Away! Centrally located Unique Property
Property grounds

Relax on this beautiful River Front Get Away! Centrally located Unique Property

3.0 star property
6.0 out of 10, (1)
"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...
Relax on this beautiful River Front Get Away! Centrally located Unique Property
Cozy retreat at Saint Louis Downtown!
Private kitchen

Cozy retreat at Saint Louis Downtown!

2.0 star property
The price is AU$3,990
includes taxes & fees
31 Aug - 1 Sept
Cozy retreat at Saint Louis Downtown!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Historic Route 66 Hotel Reviews

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

10/10 Excellent
"Great"
Lemont 2-night trip
Posted 8 hours ago
Embassy Suites by Hilton Chicago Downtown River North