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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Condo Rentals in Historic Route 66

Experience Chicago living near United Center
Enjoy cooking in this well-equipped kitchen with a central island, white cabinetry, and granite countertop.

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
Wrigleyville Condo, Sleeps 10, 1/2 block from Wrigley Field
Relax in this stylish living room with a cozy fireplace, comfortable sofa, and fully equipped kitchen.

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

10.0 out of 10, Exceptional, (103)
"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
NEW LUXURY PENTHOUSE CONDO
Relax in a stylish seating area with a wicker sofa, armchair, and coffee table, surrounded by lush greenery and a brick wall.

NEW LUXURY PENTHOUSE CONDO

10.0 out of 10, Exceptional, (185)
"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
Pat's Way Away/Quiet & Private Desert Oasis 🌴 short term available
Kitchen features white cabinetry, black countertop, and a black and white patterned backsplash.

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
Your Riverfront Relaxing Vacation Home
Enjoy a serene lakeside setting with a clear view of the water, perfect for relaxation or outdoor activities.

Your Riverfront Relaxing Vacation Home

9.8 out of 10, Exceptional, (64)
"awesome location, great hostess!"
Your Riverfront Relaxing Vacation Home
Relax on this beautiful River Front Get Away! Centrally located Unique Property
Enjoy a tranquil riverside retreat with a balcony offering outdoor seating.

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!
Modern kitchen with refrigerator, oven, and dishwasher, featuring a round dining table and two chairs.

Cozy retreat at Saint Louis Downtown!

2.0 star property
The price is NZ$4,246
includes taxes & fees
11 Aug - 12 Aug
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

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

10/10 Excellent
"Cheryl was terrific at the reception desk!"
Deborah 2-night trip
Posted 18 hours ago
The Whitehall Hotel, BW Premier Collection