Historic Route 66 Holiday Rentals

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Holiday Rentals in Historic Route 66

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (649)
"Amazing view and the apartment space was perfect. There was some cabinets that were banged up pretty good and the garbage disposal/dishwasher were not working but it was such a beautiful place that it didn't even matter. The valet was super helpful as you have to walk around the block and with alot of luggage it wasn't easy. "
The price is NZ$280
includes taxes & fees
9 Jan - 10 Jan
Sentral Michigan Avenue

Junipine Resort

3.5 star property
9.2 out of 10, Wonderful, (1948)
"Awesome location, helpful staff, nice layout and wverything we needed. It was the best of a VRBO and the services of a hotel. Plus you can walk directly to loads of good trails. We loved pur stay."
The price is NZ$371
includes taxes & fees
9 Jan - 10 Jan
Junipine Resort

Kasa Magnificent Mile Chicago

4.0 star property
9.2 out of 10, Wonderful, (348)
"The property was very clean, it had everything we needed, the communication was excellent prior and during our stay. I will be recommending to others. "
Kasa Magnificent Mile Chicago

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (412)
"Beautiful Hotel with lots of amenities and entertainment in a walking distance "
The price is NZ$208
includes taxes & fees
30 Jan - 31 Jan
Sonder South Wabash

Sonder Market Hall

3.5 star property
8.6 out of 10, Excellent, (238)
"Wonderful experience. Easy in and out access. Very comfortable "
The price is NZ$105
includes taxes & fees
21 Jan - 22 Jan
Sonder Market Hall

Level Chicago – Old Town

4.0 star property
9.0 out of 10, Wonderful, (282)
"Besides hallways being loud and like frat house from 1 to 3am , the police showing up it was very great"
The price is NZ$386
includes taxes & fees
13 Jan - 14 Jan
Level Chicago – Old Town

Sonder The Burnham Apartments

3.5 star property
9.0 out of 10, Wonderful, (128)
"Stain on cover sheet had my own blanket. Very clean room awesome location and secure "
The price is NZ$277
includes taxes & fees
4 Feb - 5 Feb
Sonder The Burnham Apartments

Grand Canyon RV Glamping

1.5 star property
9.0 out of 10, Wonderful, (509)
"Before this current stay, we stayed here back in May. From then to now they’ve made big changes. Same employees but definitely look more professional and cleaned up."
The price is NZ$287
includes taxes & fees
13 Jan - 14 Jan
Grand Canyon RV Glamping

Found Chicago powered by Sonder

3.5 star property
7.6 out of 10, Good, (180)
"Excellent location, amazing price. No nonsense stay, you only get the basics here but very clean and simple. Pros: no carpet in rooms, no extra frilly pillows or curtains, all surfaces look like they can be easily wiped down and disinfected. You can actually open the windows. Self serve toiletry station. Coded locks instead of keys. Great location close to restaurants and bus stops. THE PRICE!!! Cons: non responsive staff in person and online, sometimes no staff at all. No view, stuffy room...
The price is NZ$251
includes taxes & fees
3 Feb - 4 Feb
Found Chicago powered by Sonder

The Neighborhood Hotel-Little Italy

3.5 star property
9.6 out of 10, Exceptional, (116)
"Stayed here for a couple of nights while attending a trade show downtown. Very limited parking on the street so ended up parking in a garage near the hospital (about a 10 min walk away). Hotel was a little difficult to find as it is not highly visible from street. Rooms are excellent. Very clean, modern and spacious. This property does not use cards and communicates via text what your access code will be. I missed this (my fault) but it made for an interesting "check in" by not being able to get...
The Neighborhood Hotel-Little Italy

Kasa River North Chicago

4.0 star property
9.6 out of 10, Exceptional, (115)
"Great communication, very convenient and excellent property amenities. "
The price is NZ$204
includes taxes & fees
9 Jan - 10 Jan
Kasa River North Chicago

Kasa South Loop Chicago

4.0 star property
9.4 out of 10, Exceptional, (250)
"Everything was great from the beginning. From the instructions on where to park and enter to how to exit. "
Kasa South Loop Chicago

The St. Charles Guest House, lovely historic home, fun for families and groups

10.0 out of 10, Exceptional, (120)
"Sisters and sisterinlaws who take trips together had a fabulous time! House is great, clean and decorated nicely. Loved walking to shopping. Loved Lewis & Clark restaurant, Magpies, and Bradden 1818."
The St. Charles Guest House, lovely historic home, fun for families and groups

Village Camp Flagstaff

2.0 star property
9.4 out of 10, Exceptional, (108)
"First time staying here. More than enough room for 4 people. Very clean and unique place to stay. The common area was very inviting and cool to hang out in. Would definitely recommend others to stay here and i will definitely be staying here again myself."
Village Camp Flagstaff

1830's Luxury Brick Cottage, Cozy Fireplace, right off the Cobblestone Streets!

10.0 out of 10, Exceptional, (193)
"Host and house were both great. "
1830's Luxury Brick Cottage, Cozy Fireplace, right off the Cobblestone Streets!

Sonder Jewelers Row

3.5 star property
8.2 out of 10, Very good, (136)
"Sonder check in experience as a first timer was super easy! Great instructions and no issues entering or exiting the property. Property was in great condition with all the amenities you could need. Only downside was the cigar bar downstairs... you could at certain times of day smell the cigar scent in our room upstairs. Not a huge issue, but if you were sensitive to the smell it would not be ideal."
The price is NZ$241
includes taxes & fees
13 Jan - 14 Jan
Sonder Jewelers Row

Inn History Grand Canyon

3.0 star property
9.8 out of 10, Exceptional, (156)
"I love the spot very nice and highly recommend it O"
The price is NZ$312
includes taxes & fees
12 Jan - 13 Jan
Inn History Grand Canyon

MainStay Suites Springfield South - Battlefield Rd

2.0 star property
9.0 out of 10, Wonderful, (33)
"We loved the price and the cleanliness of the room and property. "
The price is NZ$161
includes taxes & fees
14 Jan - 15 Jan
MainStay Suites Springfield South - Battlefield Rd

Fort Marcy Hotel Suites by All Seasons Resort Lodging

3.0 star property
8.8 out of 10, Excellent, (2162)
"Nice place for a short stay. Clean, quiet, great location. Could use a bit of updating and the heater was noisy:) "
The price is NZ$395
includes taxes & fees
9 Jan - 10 Jan
Fort Marcy Hotel Suites by All Seasons Resort Lodging

Sonder The Plymouth

3.5 star property
8.4 out of 10, Very good, (87)
"Loved the location. "
The price is NZ$215
includes taxes & fees
5 Feb - 6 Feb
Sonder The Plymouth
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 types of properties in Historic Route 66 you may be interested in

Club Quarters Hotel, Central Loop, Chicago

4.0 star property
8.6 out of 10, Excellent, (3307)
"Was a good location for an engagement party we attended. "
The price is NZ$198
includes taxes & fees
12 Jan - 13 Jan
Club Quarters Hotel, Central Loop, Chicago

Central Loop Hotel

4.0 star property
8.6 out of 10, Excellent, (1717)
"Club quarters always a great value"
The price is NZ$218
includes taxes & fees
15 Jan - 16 Jan
Central Loop Hotel

Congress Plaza Hotel

3.5 star property
7.8 out of 10, Good, (8371)
"This is the second time booking here and I love it. "
The price is NZ$193
includes taxes & fees
11 Jan - 12 Jan
Congress Plaza Hotel
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.