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Check prices for these dates

Tonight
12 Mar - 13 Mar
Tomorrow
13 Mar - 14 Mar
This weekend
14 Mar - 16 Mar
Next weekend
21 Mar - 23 Mar

Top Holiday Rentals in Historic Route 66

Sentral Michigan Avenue
Interior

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (697)
"Nice "
The price is ₹11,047
₹15,528 total
includes taxes & fees
13 Mar - 14 Mar
Sentral Michigan Avenue
Sonder South Wabash
Superior Apartment, 1 Bedroom, Balcony, City View | Living area | 36-inch flat-screen TV with digital channels, TV

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 ₹8,622
₹10,121 total
includes taxes & fees
13 Mar - 14 Mar
Sonder South Wabash
Junipine Resort
Terrace/patio

Junipine Resort

3.5 star property
9.2 out of 10, Wonderful, (2006)
"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 ₹25,207
₹28,963 total
includes taxes & fees
23 Mar - 24 Mar
Junipine Resort
Sonder The Burnham Apartments
Marina

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 ₹10,953
₹12,857 total
includes taxes & fees
1 Apr - 2 Apr
Sonder The Burnham Apartments
Sonder Market Hall
Interior

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 ₹9,307
₹10,925 total
includes taxes & fees
6 Apr - 7 Apr
Sonder Market Hall
Level Chicago – Old Town
Front of property – evening/night

Level Chicago – Old Town

4.0 star property
9.0 out of 10, Wonderful, (291)
"Amazing stay ! Love this property every time I’m in Chicago. "
The price is ₹15,411
₹20,038 total
includes taxes & fees
13 Mar - 14 Mar
Level Chicago – Old Town
Kasa Magnificent Mile Chicago
49-inch Smart TV with digital channels, TV, streaming services

Kasa Magnificent Mile Chicago

4.0 star property
9.2 out of 10, Wonderful, (374)
"Very nice "
The price is ₹8,635
₹18,942 total
includes taxes & fees
13 Mar - 14 Mar
Kasa Magnificent Mile Chicago
Comfort Inn Chicago Wind Creek Casino
Comfort Double Room | Desk, laptop workspace, blackout curtains, free WiFi

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 ₹7,789
₹8,801 total
includes taxes & fees
12 Apr - 13 Apr
Comfort Inn Chicago Wind Creek Casino
Kasa South Loop Chicago
42-inch Smart TV with digital channels, TV, streaming services

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
Free toiletries, hair dryer, towels, soap

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 ₹9,945
₹11,674 total
includes taxes & fees
27 Mar - 28 Mar
Sonder Jewelers Row
Kasa River North Chicago
Exterior

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 ₹10,182
₹11,952 total
includes taxes & fees
20 Mar - 21 Mar
Kasa River North Chicago
The Neighborhood Hotel-Little Italy
50-inch Smart TV with satellite channels

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
Grand Canyon RV Glamping
Superior Loft | Private kitchen | Full-sized fridge, microwave, oven, stovetop

Grand Canyon RV Glamping

1.5 star property
9.0 out of 10, Wonderful, (517)
"Overall, my stay was decent, but the trailer was in dire need of repairs. The floors were stained, things were broken, and the utensils and cookingware provided were old, beat up, and filthy. The cups had a gooey brown residue around the rim, and a coffee cup still had lipstick on it. Yuck!! The floors and carpet in the table area were also covered in food and crumbs. I believe every trailer should be deep cleaned after every guest! Although the staff was friendly and the stay was cozy, I did...
The price is ₹6,987
₹14,922 total
includes taxes & fees
13 Mar - 14 Mar
Grand Canyon RV Glamping
Sonder The Plymouth
City view from property

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 ₹8,514
₹9,994 total
includes taxes & fees
1 Apr - 2 Apr
Sonder The Plymouth
MainStay Suites Springfield South - Battlefield Rd
Lobby

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 ₹7,710
₹8,752 total
includes taxes & fees
20 Mar - 21 Mar
MainStay Suites Springfield South - Battlefield Rd
Arizona Mountain Inn and Cabins
Signature Cabin, Private Bathroom (Cabin #9) | Iron/ironing board, bed sheets

Arizona Mountain Inn and Cabins

3.0 star property
8.4 out of 10, Very good, (228)
"Was nice and peaceful!"
The price is ₹15,351
₹17,067 total
includes taxes & fees
16 Mar - 17 Mar
Arizona Mountain Inn and Cabins
Sonder The Opal
Exterior

Sonder The Opal

3.5 star property
8.4 out of 10, Very good, (30)
"Our stay was amazing. "
The price is ₹10,945
₹12,848 total
includes taxes & fees
24 Mar - 25 Mar
Sonder The Opal
Inn History Grand Canyon
Mini-fridge, microwave, coffee/tea maker, toaster

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 ₹15,246
₹20,961 total
includes taxes & fees
26 Mar - 27 Mar
Inn History Grand Canyon
White House at Grand Central
Comfort Apartment | Individually decorated, individually furnished, desk, laptop workspace

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 ₹7,047
₹13,849 total
includes taxes & fees
17 Mar - 18 Mar
White House at Grand Central
Sonder Greektown
40-inch flat-screen TV with digital channels, TV

Sonder Greektown

3.5 star property
9.0 out of 10, Wonderful, (42)
"I loved how easy it was to find and the instructions to access was easy to follow"
The price is ₹10,374
₹12,178 total
includes taxes & fees
8 Apr - 9 Apr
Sonder Greektown
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
Suite, 1 Queen Bed, Kitchenette | Premium bedding, in-room safe, desk, laptop workspace

Club Quarters Hotel, Central Loop, Chicago

4.0 star property
8.6 out of 10, Excellent, (3394)
"I book this hotel cause I saw it had bar and a restaurant connected to it and for my daughter birthday since I was coming in town from Mississippi. It was right in the middle of everything. Very clean, very professional, very modern and very well maintained and manage. I will be booking again"
The price is ₹7,764
₹9,114 total
includes taxes & fees
25 Mar - 26 Mar
Club Quarters Hotel, Central Loop, Chicago
Central Loop Hotel
Exterior

Central Loop Hotel

4.0 star property
8.6 out of 10, Excellent, (1733)
"Nice staff. Affordable clean and quiet. "
The price is ₹7,764
₹9,114 total
includes taxes & fees
25 Mar - 26 Mar
Central Loop Hotel
River Hotel
View from property

River Hotel

4.0 star property
8.8 out of 10, Excellent, (3875)
"Good place but elevator not working to accommodate the number of guests "
The price is ₹8,373
₹9,829 total
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.