Search Condo Rentals in Historic Route 66

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Compare 26 Condo Rentals in Historic Route 66 with updated reviews, rates, and availability.

Stunning 3 BR in prime Chicago location

9.8 out of 10, Exceptional, (88)
"Accurate description of property. Host was very easy to communicate with. Would recommend!"
Stunning 3 BR in prime Chicago location

Visitors Love the Location, I Love the View!

10.0 out of 10, Exceptional, (402)
"Good location to get to Santa Fe tourist spots and also on the highway to easily drive north. We drove to Los Alamos, which was beautiful. Our family also wanted a space that we could stretch out and spend hours reading and eating a cheese board for lunch. Sally was a great communicator and everything was super easy. All around great spot for a family vacation in Santa Fe!"
Visitors Love the Location, I Love the View!

Modern Condo-Obama & University of Chicago Area

9.2 out of 10, Wonderful, (5)
"Good area clean"
Modern Condo-Obama & University of Chicago Area

NEW LUXURY PENTHOUSE CONDO

10.0 out of 10, Exceptional, (170)
"Very clean, property manager was very nice and helpful. Close to everything. Would definitely stay there again. "
NEW LUXURY PENTHOUSE CONDO

Left Frame Lofts 210, Where history meets Luxury

9.6 out of 10, Exceptional, (26)
"A few small issues, but very quick response and was fixed. Very clean place and close to activities. Having a parking garage was nice. The view was amazing and the place very clean. Places to eat and get drinks within walking distance. "
The price is SAR 596
SAR 1,232 total
includes taxes & fees
1 Apr - 2 Apr
Left Frame Lofts 210, Where history meets Luxury

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

Experience Chicago living near United Center -

9.2 out of 10, Wonderful, (24)
"overall place is good, the only bad thing is the location!"
Experience Chicago living near United Center -

Spacious 4BRCondo near Wrigley/Dtwn +FreeParking

9.8 out of 10, Exceptional, (27)
"Specious and comfy. The balcony was not available, but we just needed the place for a few nights. Clean and nicely done"
Spacious 4BRCondo near Wrigley/Dtwn +FreeParking

Classic Lincoln Park 2 bedroom condo- parking included

9.8 out of 10, Exceptional, (64)
"I lived in Chicago for years and this was the first time I brought my son. It was exactly what I was hoping for. Walk up in an old building, restaurant on the bottom floor, transit a quick walk away."
Classic Lincoln Park 2 bedroom condo- parking included

3BR Modern Condo near Wrigley/Dwtn +Free Parking

9.4 out of 10, Exceptional, (26)
"It has been for us the perfect place to visit the city and enjoy an amazing neighborhood. The parking spot makes it even more perfect. Great communication from the property manager on top of that"
3BR Modern Condo near Wrigley/Dwtn +Free Parking

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

9.8 out of 10, Exceptional, (221)
"We had a great stay at this condo. It is furnished well and the perfect spot for a little get away!"
Perfect location for everything Santa Fe has to offer! Cool air conditioning

Charming Santa Fe condo

10.0 out of 10, Exceptional, (142)
"The apartment was very comfortable. We lacked for nothing. Very tastefully decorated in southwest decor right down to the silverware. Extremely satisfied overall!"
Charming Santa Fe condo

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

NEW LUXURY CONDO WITH PATIO DECK

10.0 out of 10, Exceptional, (156)
"This is the perfect place for you to stay when you’re in Chicago. We have stayed here at least four or five times already the place is immaculate. If you need any help someone is there for you ASAP. "
NEW LUXURY CONDO WITH PATIO DECK

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

9.8 out of 10, Exceptional, (54)
"Loved our stay there! The home was perfect and had everything we needed! Perfect communication with property manager. Street is very narrow but manageable! "
Heart of Santa Fe - Charming 1 Bd/1 Bth Condo Casita with Private Courtyard!

Chic Urban Retreat Near Wrigley Field w/Parking

10.0 out of 10, Exceptional, (10)
"This was a great home base for our short family getaway to Chicago. Perfect amount of space for family of 4 to crash at the end of each day touristing around Chicago. Very clean. Great communication from hosts. Loved it."
The price is SAR 563
SAR 1,663 total
includes taxes & fees
1 Apr - 2 Apr
Chic Urban Retreat Near Wrigley Field w/Parking

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

Walking distance to restaurants, shops and Lake Michigan,

9.6 out of 10, Exceptional, (175)
"We were very pleased with the property. Stayed there over the Thanksgiving holiday & weekend while visiting my older daughter. Nice neighborhood & easy location to get to other parts of the city. Everything was as depicted in the description and communication with management was excellent. Would stay here again."
Walking distance to restaurants, shops and Lake Michigan,

Flagstaff Condo < 1 Mi to Golfing & Hiking!

9.8 out of 10, Exceptional, (47)
"Clean and quiet. Felt like home"
Flagstaff Condo < 1 Mi to Golfing & Hiking!

Spacious 3-bedroom, 2-bath condo, free parking/Oak Park

9.0 out of 10, Wonderful, (26)
"Stayed here for my niece's bah mitzvah. There were 6 of us and it was the perfect size."
Spacious 3-bedroom, 2-bath condo, free parking/Oak Park
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

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (706)
"Our family celebrated Christmas at this hotel. It was beautiful and clean. I will definitely stay here again."
The price is SAR 443
SAR 630 total
includes taxes & fees
1 Apr - 2 Apr
Sentral Michigan Avenue

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (453)
"Great stay "
The price is SAR 366
SAR 429 total
includes taxes & fees
20 Apr - 21 Apr
Sonder South Wabash

Junipine Resort

3.5 star property
9.2 out of 10, Wonderful, (2022)
"Beautiful area along Oak Creek. Enjoyed the hiking"
The price is SAR 1,020
SAR 1,172 total
includes taxes & fees
1 Apr - 2 Apr
Junipine Resort
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.