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, (697)
"Nice "
The price is S$237
includes taxes & fees
13 Mar - 14 Mar
Sentral Michigan Avenue

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (447)
"A great stay! I’d definitely come back."
The price is S$154
includes taxes & fees
13 Mar - 14 Mar
Sonder South Wabash

Junipine Resort

3.5 star property
9.2 out of 10, Wonderful, (2005)
"Units are very large and a lot of space and sleeping arrangements are great. Very nice location. There are no restaurants near by."
The price is S$442
includes taxes & fees
23 Mar - 24 Mar
Junipine Resort

Sonder The Burnham Apartments

3.5 star property
8.8 out of 10, Excellent, (146)
"⭐️⭐️⭐️⭐️⭐️ Had a fantastic stay at Sonder Chicago West Loop during my business trip! The location was perfect for meetings, and I loved having the extra space. The studio felt more like an apartment—super clean, spacious, and well-appointed with stylish decor. The kitchen was fully stocked and well-maintained, making the stay even more comfortable. The reception area was great for getting work done before check-in, and the luggage room lockers were a huge plus. The app-based entry system was...
The price is S$196
includes taxes & fees
1 Apr - 2 Apr
Sonder The Burnham Apartments

Sonder Market Hall

3.5 star property
8.6 out of 10, Excellent, (264)
"Beautiful place very much enjoyed our stay thank you! only recommendation is maybe replace old sheets or bleach them found a few dark patches not sure what it was on the sheets and pillows but the bed was very comfortable "
The price is S$167
includes taxes & fees
6 Apr - 7 Apr
Sonder Market Hall

Level Chicago – Old Town

4.0 star property
9.0 out of 10, Wonderful, (291)
"The Place was Great, Clean, inviting, Hip, Comfortable and relaxing. Will definitely be back and would highly recommend a stay here"
The price is S$306
includes taxes & fees
13 Mar - 14 Mar
Level Chicago – Old Town

Kasa Magnificent Mile Chicago

4.0 star property
9.2 out of 10, Wonderful, (374)
"Very nice "
The price is S$289
includes taxes & fees
13 Mar - 14 Mar
Kasa Magnificent Mile Chicago

Comfort Inn Chicago Wind Creek Casino

2.5 star property
3.8 out of 10, (6)
"False advertising, based off the pictures, the new hotel was an old run down hotel. I called the number and there was not even a greeting. The man that answered just said hello and I was thinking is this the correct number. Finally I said I’m calling a hotel number if this it, then he said oh yes this is hotel. I asked where it was and he said we’re here in the court yard and I looked and said nope, nothing like the pictures so I left and booked with IHG Matteson, IL, new and clean"
The price is S$134
includes taxes & fees
12 Apr - 13 Apr
Comfort Inn Chicago Wind Creek Casino

Kasa South Loop Chicago

4.0 star property
9.4 out of 10, Exceptional, (262)
"realy great place and very close to everything"
Kasa South Loop Chicago

Sonder Jewelers Row

3.5 star property
8.2 out of 10, Very good, (141)
"Loved it Had to leave early but loved "
The price is S$178
includes taxes & fees
27 Mar - 28 Mar
Sonder Jewelers Row

Kasa River North Chicago

4.0 star property
9.6 out of 10, Exceptional, (128)
"We had an overall wodnerful experience. We were celebrating a milestone birthday and was perfect for a group of 4! The room was beautiful and close to everything!! We will definitely come back. "
The price is S$184
includes taxes & fees
20 Mar - 21 Mar
Kasa River North Chicago

Grand Canyon RV Glamping

1.5 star property
9.0 out of 10, Wonderful, (517)
"second time back and we will be coming back again. Great Dane friendly and the staff is friendly also :)"
The price is S$234
includes taxes & fees
13 Mar - 14 Mar
Grand Canyon RV Glamping

The Neighborhood Hotel-Little Italy

3.5 star property
9.8 out of 10, Exceptional, (136)
"This place is amazing. So relaxing and comforting. The host is so accommodating and responsive. Everything was great to the point that I did not even want to leave! I shall be back. "
The Neighborhood Hotel-Little Italy

Arizona Mountain Inn and Cabins

3.0 star property
8.4 out of 10, Very good, (228)
"Was nice and peaceful!"
The price is S$260
includes taxes & fees
16 Mar - 17 Mar
Arizona Mountain Inn and Cabins

Sonder The Plymouth

3.5 star property
8.2 out of 10, Very good, (92)
"This is the best Sonder property we've ever stayed at!! The location is perfect for Chicago. We had a few different questions during our stay and we always received immediate and thorough answers by using the chat button in the app. Would definitely stay here again!"
The price is S$152
includes taxes & fees
1 Apr - 2 Apr
Sonder The Plymouth

Sonder The Opal

3.5 star property
8.4 out of 10, Very good, (30)
"We loved the location in River North with shops around plenty of nice restaurants. Walkable and good buses around. Apartment was very nice, we were 5 adults. A bit noisy because of bar nearby ( it depends of your tolerance to noise. Some of us were disturbed some heard nothing). We enjoyed our stay !"
The price is S$196
includes taxes & fees
24 Mar - 25 Mar
Sonder The Opal

MainStay Suites Springfield South - Battlefield Rd

2.0 star property
8.8 out of 10, Excellent, (47)
"Very clean. Room freshly renovated. Very quiet. Small kitchen with table, small living room. These are duplexes with a little courtyard with tables and chairs. Could be a great home base for an extended stay. Check in easy and girl at the counter very friendly. Lots of shopping centers and restaurants nearby. We would definitely stay here again."
The price is S$134
includes taxes & fees
18 Mar - 19 Mar
MainStay Suites Springfield South - Battlefield Rd

Inn History Grand Canyon

3.0 star property
9.6 out of 10, Exceptional, (165)
"A very high quality enterprise ! Everything from the decor to the Weber bbq’s was A "
The price is S$320
includes taxes & fees
26 Mar - 27 Mar
Inn History Grand Canyon

White House at Grand Central

4.0 star property
8.6 out of 10, Excellent, (98)
"The room was fantastic. While the bedroom part was smaller than usual, having a small kitchen made more size than usual. I really appreciated having that kitchen. I also appreciated that the thermostat was easy to put up and down when needed. There was no elevator and I was on the third floor, which suited me fine but is something to know. The problem is that there's no front desk and check-in is done an odd way. They send codes to get in rather than having someone to handle it when you get...
The price is S$211
includes taxes & fees
19 Mar - 20 Mar
White House at Grand Central

Fort Marcy Hotel Suites by All Seasons Resort Lodging

3.0 star property
8.8 out of 10, Excellent, (2168)
"This little casa was so cute. Completely decorated with Santa Fe charm. Every detail was thought of. I really liked this location and convenience to the mountain and downtown. Would definitely book again. "
The price is S$266
includes taxes & fees
23 Mar - 24 Mar
Fort Marcy Hotel Suites by All Seasons Resort Lodging
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, (3394)
"The room was small, but clean and very reasonably priced. The staff were quite friendly. I was disappointed because I asked for more facial tissues and they were never brought to my room. I also asked for a room with a bathtub and got a shower. Overall the stay was good, especially for the cost"
The price is S$139
includes taxes & fees
25 Mar - 26 Mar
Club Quarters Hotel, Central Loop, Chicago

Central Loop Hotel

4.0 star property
8.6 out of 10, Excellent, (1732)
"Staff was attentive and the room was comfortable. Occasionally heard the people in the room next to me coming but it wasn’t disruptive."
The price is S$139
includes taxes & fees
25 Mar - 26 Mar
Central Loop Hotel

River Hotel

4.0 star property
8.8 out of 10, Excellent, (3875)
"Like it"
The price is S$150
includes taxes & fees
23 Mar - 24 Mar
River 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.