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, (92)
"Very clean, good location. "
Stunning 3 BR in prime Chicago location

Visitors Love the Location, I Love the View!

10.0 out of 10, Exceptional, (405)
"The condo was in a great location. Very comfortable for three people. "
Visitors Love the Location, I Love the View!

NEW LUXURY PENTHOUSE CONDO

10.0 out of 10, Exceptional, (173)
"Just wanted to be specific, there is a jetted jacuzzi, not a hot tub. So if you and your party are planning for a little hot tub time, this isn't it, however the jetted jacuzzi AND the jetted shower are to die for! I had a wonderful time with my friends here, and had the most relaxing weekend. Thank you so much for a beautiful and restful stay in the most luxury penthouse!"
NEW LUXURY PENTHOUSE CONDO

Left Frame Lofts 210, Where history meets Luxury

9.4 out of 10, Exceptional, (30)
"Actually a good place for a quick trip - beds comfortable, space was spacious, nice big windows, quiet for a downtown location. Walking distance to a lot. Good choice for our group. "
The price is SAR 597
SAR 1,229 total
includes taxes & fees
21 Apr - 22 Apr
Left Frame Lofts 210, Where history meets Luxury

Urban Chicago Vacation Rental Condo Near Beach!

9.0 out of 10, Wonderful, (16)
"This apartment was so cute, quiet and a great stay for my family and I. The host was able to accommodate extra blankets and towels for us during our stay. As well with it being a pet friendly property our dog enjoyed his stay and a little bit of the city life. Dinner is walkable as well as access to the main transit system. This is definitely a good spot for a girls trip or even a single that wanted to different kind of stay in Chicago!"
Urban Chicago Vacation Rental Condo Near Beach!

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, (29)
"The property was exactly as pictured and described. The neighborhood is quiet and we enjoyed walking it and exploring the area. Ola was very responsive and helpful with any questions we had. The beds were SO COMFORTABLE!!! All in all, a great time was had and we would definitely rent this property again. "
Spacious 4BRCondo near Wrigley/Dtwn +FreeParking

Classic Lincoln Park 2 bedroom condo- parking included

9.8 out of 10, Exceptional, (65)
"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, (29)
"3 night stay with a family of 5. Was perfect for us! Clean, quiet, and easy to access. Would stay again! "
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, (223)
"My husband & I stayed at Cielo Grande during our recent 3 day visit to SantaFe. We found the unit to be in an excellent location for getting around Santa Fe & nearby NM attractions. Checkin/out was easy. The unit is older but quiet, comfortable & provided us with everything we needed for our short stay. The owner was easy to communicate with & even sent the television cable that we left behind as soon as we notified her. We found the slope to the parking lot to be a bit slippery when it snowed,...
Perfect location for everything Santa Fe has to offer! Cool air conditioning

Charming Santa Fe condo

10.0 out of 10, Exceptional, (144)
"This condo was perfect for our family of four. The decor of the condo was very well decorated. The beds were insanely comfortable. Also, very quiet. You could walk to the center of town (a bit of a hike but doable) but it's like a 5 min drive. Also, close to 599/84 so you can head north into the mountains. Very convenient location. Highly recommend."
Charming Santa Fe condo

Experience Chicago living near United Center

9.6 out of 10, Exceptional, (14)
"Clean and cozy . Great communication . Not the best neighborhood but felt secure with passcode locks ! Would stay again "
Experience Chicago living near United Center

NEW LUXURY CONDO WITH PATIO DECK

10.0 out of 10, Exceptional, (158)
"It was an amazing weekend with family and friends. The space was perfect for the occasion. Enough space for everyone to be comfortable. The open concept was everything!! I’ll definitely rent again!"
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, (55)
"Really appreciated the attention to detail to the local neighborhood. Cozy for just two of us and easy access to main square or plaza. Enjoyed the shopping, history tour by local historian, Ana, and hiking nearby. Everything was there in the casita except shampoo that I needed and couldn’t find. Used the patio a lot. "
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, (13)
"This property is conveniently located in a cute neighborhood and had everything we needed for a weekend near Wrigley Field. The parking spot was a great added bonus and check in/out was seamless. We really enjoyed our stay! "
The price is SAR 563
SAR 1,663 total
includes taxes & fees
19 Apr - 20 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, (90)
"Easy. Didn’t even need to communicate with owner. Went smoothly."
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

Unique to Santa Fe, this industrial condo is 5 mins to Railyard, 7 mins to Plaza

10.0 out of 10, Exceptional, (11)
"Quirky, charming and the perfect space for me and my two best friends!"
Unique to Santa Fe, this industrial condo is 5 mins to Railyard, 7 mins to Plaza
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, (727)
"Great family place to stay. "
The price is SAR 411
SAR 593 total
includes taxes & fees
20 Apr - 21 Apr
Sentral Michigan Avenue

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (472)
"Good place"
The price is SAR 434
SAR 510 total
includes taxes & fees
20 Apr - 21 Apr
Sonder South Wabash

Junipine Resort

3.5 star property
9.2 out of 10, Wonderful, (2040)
"The property location was amazing. The room we stayed in was great!"
The price is SAR 878
SAR 1,009 total
includes taxes & fees
12 May - 13 May
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.