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Compare 22 Condo Rentals in Historic Route 66 with updated reviews, rates, and availability.

Chic Suite/Mins to L Train /Laundry/Free Parking

9.6 out of 10, Exceptional, (36)
"I texted the host a question and he almost immediately got back to me and talked me through the entire check-in process, and he didn’t hang up until he was sure we were able to get in! This was my first out-of-state trip with my boyfriend, so it was an enormous relief to have such a dedicated host to help us out! Additionally, the interior was tidy and very pleasantly decorated!"
The price is AED 294
AED 686 total
includes taxes & fees
9 Mar - 10 Mar
Chic Suite/Mins to L Train /Laundry/Free Parking

NEW LUXURY PENTHOUSE CONDO

10.0 out of 10, Exceptional, (168)
"My friends and I have driven down to Chicago every year now for around 4 years and we've stayed at different places each time. This place was the best one we've stayed at yet! Highly stocked and well-organized kitchen as well. Would highly recommend."
NEW LUXURY PENTHOUSE CONDO

Visitors Love the Location, I Love the View!

10.0 out of 10, Exceptional, (399)
"Great stay. Beautiful view!"
Visitors Love the Location, I Love the View!

Last Minute Cancellation! Mar 6th-15th! One Mile to Plaza & Skiing is Great!

10.0 out of 10, Exceptional, (255)
"The South Capitol Condo was great. Perfect space and location. Everything was clean and nicely labeled. We loved the 2 bedroom layout and the condo compound had 2 parking spaces. Diane communicated with me the entire time leading up to our stay and was very helpful. We would stay there again in a minute. "
Last Minute Cancellation! Mar 6th-15th! One Mile to Plaza & Skiing is Great!

Walk to Plaza From 2/2 Adobe bungalow

9.8 out of 10, Exceptional, (75)
"We absolutely adored this home. It was beautifully decorated, the beds were comfortable and the kitchen well supplied. "
Walk to Plaza From 2/2 Adobe bungalow

NEW LUXURY CONDO WITH PATIO DECK

10.0 out of 10, Exceptional, (156)
"We love this well stocked condo. The location, off street parking and amenities make it a great home away from home for us. "
NEW LUXURY CONDO WITH PATIO DECK

Left Frame Lofts 210, Where history meets Luxury

9.6 out of 10, Exceptional, (26)
"Great property and experience "
The price is AED 584
AED 1,206 total
includes taxes & fees
7 Mar - 8 Mar
Left Frame Lofts 210, Where history meets Luxury

Perfect location for everything Santa Fe has to offer! Cool air conditioning

9.8 out of 10, Exceptional, (218)
"We really enjoyed our stay at this condo. The check-in process was super easy. The location was very convenient and the host did a great job of responding and accommodating requests.The only thing that could’ve made it better would be pillows that are a little less full, they were a little on the thick side, and a better nonstick pan for cooking. But those are very minor and we would not hesitate to stay there again!"
Perfect location for everything Santa Fe has to offer! Cool air conditioning

2 Bedroom Condo On The Banks Of Oak Creek

9.2 out of 10, Wonderful, (198)
"Loved this little cabin, the fireplaces in living and master were great with the cold weather! Cabin is like in pictures. Didn’t use upstairs bedrooms but would be great for small family. Only negative was there was no kitchen towels/washcloths but made due with other bathrooms towels to dry etc.Will return again!"
2 Bedroom Condo On The Banks Of Oak Creek

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

10.0 out of 10, Exceptional, (88)
"Property perfectly located near Wrigley Field, superbly clean and appointed."
Wrigleyville Condo, Sleeps 10, 1/2 block from Wrigley Field

Wyndham Flagstaff- 1 Bedroom Condo

10.0 out of 10, Exceptional, (9)
"Nice property. We stayed 11 days. Place had everything one would need to relax, which was our goal and what we did. Property is getting little tired. Carpeting in main room is dirty and should be replaced. If we owned the property, we would put in hard wood floors that could be kept clean. Also, the crank out window in the main room needs new hardware. When we arrived on January 24, it was open about 4" making the hearing system run nearly non stop. We were able to get the window closed...
Wyndham Flagstaff- 1 Bedroom Condo

Charming Santa Fe condo

10.0 out of 10, Exceptional, (141)
"Loved this condo! Beautifully decorated and so many thoughtful details to make it feel like home. This is by far, the best VRBO we have ever rented. Great location, Carol was very responsive. Highly recommend!"
Charming Santa Fe condo

Heart of Santa Fe - Charming 1 Bd/1 Bth Condo Casita with Private Courtyard!

9.8 out of 10, Exceptional, (53)
"Clean and cozy"
Heart of Santa Fe - Charming 1 Bd/1 Bth Condo Casita with Private Courtyard!

Experience Chicago living near United Center

9.4 out of 10, Exceptional, (13)
"Everything was as advertised. Neighbors with dogs barking in the night and car honking/other outside elements can be disruptive if you're a light sleeper. Very quick and fast communication with host even at 2am. Would recommend."
Experience Chicago living near United Center

Stunning 3 BR in prime Chicago location

9.8 out of 10, Exceptional, (88)
"A clean, spacious, affordable option in a perfect location in Lincoln Park. Plan to return in the future."
Stunning 3 BR in prime Chicago location

Pet-Friendly Urban Chicago Vacation Rental Condo

9.2 out of 10, Wonderful, (14)
"Great place to stay. Close to everything. Nice and clean "
Pet-Friendly Urban Chicago Vacation Rental Condo

3 #3A - 3 Bedroom Condo w Parking - Chinatown, McCormick Place, Wintrust Arena

9.6 out of 10, Exceptional, (22)
"Pics didn’t really line up with the place, but that’s okay. Area was pretty safe, easy to drive around. Hard to get ahold of owners at times, but besides that, it was a good time."
3 #3A - 3 Bedroom Condo w Parking - Chinatown, McCormick Place, Wintrust Arena

Classic Lincoln Park 2 bedroom condo- parking included

9.8 out of 10, Exceptional, (63)
"The condo was well equipped including dishwasher and washing machine. Location was convenient to Fullerton bus and Metra line to Evanston. We enjoyed our stay!"
Classic Lincoln Park 2 bedroom condo- parking included

Placid home with new fireplace, full kitchen, gas grill, patio, & washer/dryer

9.4 out of 10, Exceptional, (21)
"It was nice to relax after a long day of moving kids into college."
Placid home with new fireplace, full kitchen, gas grill, patio, & washer/dryer

Chic Urban Retreat Near Wrigley Field w/Parking

10.0 out of 10, Exceptional, (10)
"The property was nice. It had everything we needed, close to a store, restaurants and the train. "
The price is AED 367
AED 1,419 total
includes taxes & fees
9 Mar - 10 Mar
Chic Urban Retreat Near Wrigley Field w/Parking
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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Other property types in Historic Route 66

Junipine Resort

3.5 star property
9.2 out of 10, Wonderful, (1997)
"It was a condo with a lot of room inside only stayed one night but if we would have stayed longer this place would’ve been perfect. Will definitely come back if we visit the area again "
The price is AED 937
AED 1,076 total
includes taxes & fees
9 Mar - 10 Mar
Junipine Resort

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (691)
"The staff were very hospitable and made the stay much enjoyable."
The price is AED 465
AED 654 total
includes taxes & fees
9 Mar - 10 Mar
Sentral Michigan Avenue

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (443)
"Loved the app and process for checking-in and out. The property itself could use some TLC, there were lots of scuff marks and scratches in the walls due to prior tenants. Our unit could have used a painting. There also wasn't a space to get extra toiletries per the app, would take this out if it's not really an option. "
The price is AED 329
AED 387 total
includes taxes & fees
27 Mar - 28 Mar
Sonder South Wabash
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.