Historic Route 66 Holiday Rentals

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Holiday Rentals in Historic Route 66

Our top choices for Historic Route 66 holiday rentals

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (888)
"great food spots all around and beautiful sites to see "
The price is S$255
includes taxes & fees
2 Sept - 3 Sept
Sentral Michigan Avenue

Junipine Resort

3.5 star property
9.2 out of 10, Wonderful, (2172)
"Great place to stay!"
The price is S$419
includes taxes & fees
23 Aug - 24 Aug
Junipine Resort

Kasa Magnificent Mile Chicago

4.0 star property
9.2 out of 10, Wonderful, (478)
"It was a great property to stay at, definitely would book again! "
Kasa Magnificent Mile Chicago

Bullhead City Home w/ Private Pool, Hot Tub & View

3.0 star property
Bullhead City Home w/ Private Pool, Hot Tub & View

Sonder by Marriott Bonvoy Market Hall Apartments West Loop

3.5 star property
8.2 out of 10, Very good, (344)
"Great stay!"
The price is S$178
includes taxes & fees
3 Sept - 4 Sept
Sonder by Marriott Bonvoy Market Hall Apartments West Loop

Level Chicago – Old Town

4.0 star property
9.0 out of 10, Wonderful, (342)
"A lot of good food options walkable distance. "
Level Chicago – Old Town

The Neighborhood Hotel-Little Italy

4.0 star property
9.6 out of 10, Exceptional, (191)
"Property was extremely comfortable in a great area."
The Neighborhood Hotel-Little Italy

Sonder by Marriott Bonvoy South Wabash Apartments South Loop

3.5 star property
8.8 out of 10, Excellent, (625)
"Nice view, and walkable area."
The price is S$165
includes taxes & fees
3 Sept - 4 Sept
Sonder by Marriott Bonvoy South Wabash Apartments South Loop

Sonder by Marriott Bonvoy The Burnham Apartments Loop

3.5 star property
9.0 out of 10, Wonderful, (207)
"Great location, room was very nice. Vent in the bathroom wasn’t working and the walls are paper thin so you can hear other people talking loud. Otherwise a great stay! "
The price is S$225
includes taxes & fees
24 Aug - 25 Aug
Sonder by Marriott Bonvoy The Burnham Apartments Loop

Kasa South Loop Chicago

4.0 star property
9.4 out of 10, Exceptional, (330)
"Great stay"
Kasa South Loop Chicago

All Towne Suites

2.0 star property
9.2 out of 10, Wonderful, (263)
"Friendly staff, clean room, and comfortable bed."
The price is S$130
includes taxes & fees
22 Aug - 23 Aug
All Towne Suites

The Gem Museum Suites

3.5 star property
9.4 out of 10, Exceptional, (83)
"Super nice hotel and staff "
The price is S$298
includes taxes & fees
2 Sept - 3 Sept
The Gem Museum Suites

Fort Marcy Hotel Suites by All Seasons Resort Lodging

3.0 star property
8.8 out of 10, Excellent, (2194)
"Great location to activities in the area. We would stay here again. "
The price is S$258
includes taxes & fees
2 Sept - 3 Sept
Fort Marcy Hotel Suites by All Seasons Resort Lodging

Grand Canyon RV Glamping

1.5 star property
9.0 out of 10, Wonderful, (576)
"Love staying at this property. "
The price is S$140
includes taxes & fees
3 Sept - 4 Sept
Grand Canyon RV Glamping

Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park

3.5 star property
8.2 out of 10, Very good, (176)
"Great location!!!"
The price is S$204
includes taxes & fees
3 Sept - 4 Sept
Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park

Comfort Inn Chicago Southland I-80 & I-294 Near Casino

2.5 star property
3.6 out of 10, (51)
"Property is advertised as a Comfort Inn, but is actually undergoing the transformation of becoming a Comfort Inn. It is still very much so operating as a motel on the south side of Chicago. Be safe. "
The price is S$123
includes taxes & fees
22 Aug - 23 Aug
Comfort Inn Chicago Southland I-80 & I-294 Near Casino

Kasa River North Chicago

4.0 star property
9.6 out of 10, Exceptional, (163)
"Great location and very clean! Will definitely be staying again. "
Kasa River North Chicago

Sonder by Marriott Bonvoy The Opal Apartments River North

3.5 star property
8.4 out of 10, Very good, (47)
"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."
The price is S$191
includes taxes & fees
3 Sept - 4 Sept
Sonder by Marriott Bonvoy The Opal Apartments River North

Wrigleyville Suites

2.0 star property
9.4 out of 10, Exceptional, (15)
"Excellent location and very clean! Would stay again!"
The price is S$260
includes taxes & fees
23 Aug - 24 Aug
Wrigleyville Suites

Sonder by Marriott Bonvoy The Plymouth Apartments Loop

3.5 star property
7.8 out of 10, Good, (131)
"Super convenient location. Lots of parking options and able to walk to all sites in this area."
The price is S$223
includes taxes & fees
17 Sept - 18 Sept
Sonder by Marriott Bonvoy The Plymouth Apartments Loop
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