Search Holiday Rentals in Historic Route 66

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Top Holiday Rentals in Historic Route 66

Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (974)
"Loved my stay! Staff was amazing and the apartment had everything to make you feel like home. "
United States
Nicole
The price is ฿4,357
฿6,069 total
includes taxes & fees
10 Nov - 11 Nov
Sentral Michigan Avenue
Kasa Magnificent Mile Chicago
4.0 star property
9.2 out of 10, Wonderful, (605)
"Room was very nice, location was wonderful."
United States
Nicholas
Kasa Magnificent Mile Chicago
Level Chicago – Old Town
4.0 star property
9.0 out of 10, Wonderful, (375)
"Great place to stay. Loved it!"
United States
Peter
The price is ฿6,927
฿8,857 total
includes taxes & fees
1 Dec - 2 Dec
Level Chicago – Old Town
Sonder by Marriott Bonvoy Market Hall Apartments West Loop
3.5 star property
8.0 out of 10, Very good, (399)
"Quite and low key spot"
United States
Shunica
The price is ฿3,277
฿3,847 total
includes taxes & fees
20 Nov - 21 Nov
Sonder by Marriott Bonvoy Market Hall Apartments West Loop
Junipine Resort
3.5 star property
9.2 out of 10, Wonderful, (2217)
"The staff was extremely friendly and the area was beautiful."
United States
Destiney
The price is ฿7,424
฿8,531 total
includes taxes & fees
2 Dec - 3 Dec
Junipine Resort
Sonder by Marriott Bonvoy The Burnham Apartments Loop
3.5 star property
8.8 out of 10, Excellent, (251)
"Great stay. "
United States
Teresa
The price is ฿4,115
฿4,831 total
includes taxes & fees
13 Nov - 14 Nov
Sonder by Marriott Bonvoy The Burnham Apartments Loop
Sonder by Marriott Bonvoy South Wabash Apartments South Loop
3.5 star property
8.6 out of 10, Excellent, (708)
"Location was nice."
United States
Juliet
The price is ฿4,115
฿4,831 total
includes taxes & fees
11 Nov - 12 Nov
Sonder by Marriott Bonvoy South Wabash Apartments South Loop
Kasa South Loop Chicago
4.0 star property
9.4 out of 10, Exceptional, (370)
"An excellent place to stay in Chicago downtown."
United States
ABDULHAFEEZ
Kasa South Loop Chicago
The Neighborhood Hotel-Little Italy
4.0 star property
9.6 out of 10, Exceptional, (217)
"This hotel is a 10 out of 10 for me! The hotel room was clean and the location was great. When I come back next year I’m definitely coming back here "
United States
Amonee
The Neighborhood Hotel-Little Italy
Sonder by Marriott Bonvoy The Opal Apartments River North
3.5 star property
8.4 out of 10, Very good, (56)
"Great location. Apartment had all the amenities needed. Felt safe. Only not so good part was that being in downtown, it wasn't super quiet at times. Would stay here again without a doubt."
United States
Swastika
The price is ฿3,828
฿4,493 total
includes taxes & fees
11 Nov - 12 Nov
Sonder by Marriott Bonvoy The Opal Apartments River North
Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park
3.5 star property
8.2 out of 10, Very good, (187)
"Place was amazing! Very centralized, all sorts of restaurants nearby, and right next to the CTA Trains which is AWESOME!"
United States
Alexander
The price is ฿3,552
฿4,170 total
includes taxes & fees
23 Nov - 24 Nov
Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park
Kasa River North Chicago
4.0 star property
9.4 out of 10, Exceptional, (176)
"Awesome stay "
United States
Sally
Kasa River North Chicago
Wrigleyville Suites
2.0 star property
9.6 out of 10, Exceptional, (26)
"Excellent location and very clean! Would stay again!"
United States
Jacob
The price is ฿4,578
฿5,374 total
includes taxes & fees
9 Nov - 10 Nov
Wrigleyville Suites
The Gem Museum Suites
3.5 star property
9.4 out of 10, Exceptional, (94)
"Great stay. The studio is small but has everything necessary."
United States
Julia
The price is ฿5,919
฿6,776 total
includes taxes & fees
11 Nov - 12 Nov
The Gem Museum Suites
Fort Marcy Hotel Suites by All Seasons Resort Lodging
3.0 star property
8.8 out of 10, Excellent, (2214)
"It was an incredible stay, but for some of the rooms, there are lotta stairs. We loved it, will be back!"
United States
Ethan
The price is ฿3,850
฿6,491 total
includes taxes & fees
24 Nov - 25 Nov
Fort Marcy Hotel Suites by All Seasons Resort Lodging
All Towne Suites
2.0 star property
9.2 out of 10, Wonderful, (306)
"Would definitely stay here again. "
United States
Jerry
The price is ฿2,340
฿2,626 total
includes taxes & fees
8 Nov - 9 Nov
All Towne Suites
Bullhead City Home w/ Private Pool, Hot Tub & View
3.0 star property
Bullhead City Home w/ Private Pool, Hot Tub & View
Grand Canyon RV Glamping
1.5 star property
8.8 out of 10, Excellent, (600)
"This place was amazing. Kids and the dog had a blast "
United States
chris
The price is ฿2,974
฿5,614 total
includes taxes & fees
7 Dec - 8 Dec
Grand Canyon RV Glamping
Comfort Inn Chicago Southland I-80 & I-294 Near Casino
3.0 star property
3.8 out of 10, (65)
"This place looked like a whole in the wall I didn’t even stay the place was so dirty and I could not receive a refund looks disgusting and not even worth a $50 stay at minimum. "
United States
Bria
The price is ฿2,741
฿3,097 total
includes taxes & fees
21 Nov - 22 Nov
Comfort Inn Chicago Southland I-80 & I-294 Near Casino
MainStay Suites Springfield South - Battlefield Rd
2.0 star property
8.8 out of 10, Excellent, (78)
"Clean, friendly"
United States
joe
The price is ฿3,002
฿3,407 total
includes taxes & fees
1 Dec - 2 Dec
MainStay Suites Springfield South - Battlefield Rd
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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Top Historic Route 66 Hotel Reviews

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