Historic Route 66 Holiday Rentals

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Check prices for these dates

Tonight
14 Aug - 15 Aug
Tomorrow
15 Aug - 16 Aug
This weekend
15 Aug - 17 Aug
Next weekend
22 Aug - 24 Aug

Holiday Rentals in Historic Route 66

Sentral Michigan Avenue
Interior

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (875)
"Great stay!"
The price is HK$1,328
HK$1,789 total
includes taxes & fees
2 Sept - 3 Sept
Sentral Michigan Avenue
Junipine Resort
Terrace/patio

Junipine Resort

3.5 star property
9.2 out of 10, Wonderful, (2163)
"Staff and natures beauty around hotel! "
The price is HK$2,119
HK$2,435 total
includes taxes & fees
15 Aug - 16 Aug
Junipine Resort
Sonder by Marriott Bonvoy Market Hall Apartments West Loop
1 bedroom, individually decorated, individually furnished, desk

Sonder by Marriott Bonvoy Market Hall Apartments West Loop

3.5 star property
8.2 out of 10, Very good, (340)
"The property canceled on us 4 hours prior to check in"
The price is HK$994
HK$1,167 total
includes taxes & fees
27 Aug - 28 Aug
Sonder by Marriott Bonvoy Market Hall Apartments West Loop
Level Chicago – Old Town
Front of property – evening/night

Level Chicago – Old Town

4.0 star property
9.0 out of 10, Wonderful, (338)
"A lot of good food options walkable distance. "
Level Chicago – Old Town
The Neighborhood Hotel-Little Italy
Front of property

The Neighborhood Hotel-Little Italy

4.0 star property
9.6 out of 10, Exceptional, (188)
"Property was extremely comfortable in a great area."
The Neighborhood Hotel-Little Italy
Kasa Magnificent Mile Chicago
49-inch Smart TV with digital channels, TV, streaming services

Kasa Magnificent Mile Chicago

4.0 star property
9.4 out of 10, Exceptional, (468)
"Great location and great property will stay again "
Kasa Magnificent Mile Chicago
Sonder by Marriott Bonvoy South Wabash Apartments South Loop
36-inch flat-screen TV with digital channels, TV

Sonder by Marriott Bonvoy South Wabash Apartments South Loop

3.5 star property
8.8 out of 10, Excellent, (611)
"I would stay again. "
The price is HK$861
HK$1,010 total
includes taxes & fees
2 Sept - 3 Sept
Sonder by Marriott Bonvoy South Wabash Apartments South Loop
Fort Marcy Hotel Suites by All Seasons Resort Lodging
Property grounds

Fort Marcy Hotel Suites by All Seasons Resort Lodging

3.0 star property
8.8 out of 10, Excellent, (2193)
"Great location to activities in the area. We would stay here again. "
The price is HK$933
HK$1,573 total
includes taxes & fees
24 Aug - 25 Aug
Fort Marcy Hotel Suites by All Seasons Resort Lodging
Kasa South Loop Chicago
Balcony

Kasa South Loop Chicago

4.0 star property
9.4 out of 10, Exceptional, (330)
"Great stay"
Kasa South Loop Chicago
Sonder by Marriott Bonvoy The Burnham Apartments Loop
Lobby

Sonder by Marriott Bonvoy The Burnham Apartments Loop

3.5 star property
9.0 out of 10, Wonderful, (204)
"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 HK$1,170
HK$1,373 total
includes taxes & fees
17 Aug - 18 Aug
Sonder by Marriott Bonvoy The Burnham Apartments Loop
The Gem Museum Suites
Private kitchen

The Gem Museum Suites

3.5 star property
9.4 out of 10, Exceptional, (83)
"Super nice hotel and staff "
The price is HK$1,616
HK$1,851 total
includes taxes & fees
1 Sept - 2 Sept
The Gem Museum Suites
Sonder by Marriott Bonvoy The Plymouth Apartments Loop
Property amenity

Sonder by Marriott Bonvoy The Plymouth Apartments Loop

3.5 star property
7.8 out of 10, Good, (129)
"Super convenient location. Lots of parking options and able to walk to all sites in this area."
The price is HK$1,319
HK$1,548 total
includes taxes & fees
2 Sept - 3 Sept
Sonder by Marriott Bonvoy The Plymouth Apartments Loop
Grand Canyon RV Glamping
Private kitchen

Grand Canyon RV Glamping

1.5 star property
9.0 out of 10, Wonderful, (572)
"Love staying at this property. "
The price is HK$655
HK$772 total
includes taxes & fees
25 Aug - 26 Aug
Grand Canyon RV Glamping
Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park
50-inch flat-screen TV with digital channels, TV

Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park

3.5 star property
8.2 out of 10, Very good, (171)
"Great location. Clean (very clean) and comfortable apartments with everything you need. Cons: soundproofing from the city center is weak, all sounds are heard quite well. In terms of price per room ratio - a super option. I will book next time, and I recommend it to everyone."
The price is HK$1,061
HK$1,245 total
includes taxes & fees
1 Sept - 2 Sept
Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park
Wrigleyville Suites
Living area

Wrigleyville Suites

2.0 star property
9.6 out of 10, Exceptional, (14)
"Excellent location and very clean! Would stay again!"
Wrigleyville Suites
All Towne Suites
Exterior

All Towne Suites

2.0 star property
9.2 out of 10, Wonderful, (257)
"Friendly staff, clean room, and comfortable bed."
The price is HK$636
HK$714 total
includes taxes & fees
18 Aug - 19 Aug
All Towne Suites
Kasa River North Chicago
Business centre

Kasa River North Chicago

4.0 star property
9.6 out of 10, Exceptional, (161)
"Great location and very clean! Will definitely be staying again. "
Kasa River North Chicago
Arizona Mountain Inn and Cabins
Iron/ironing board, bed sheets

Arizona Mountain Inn and Cabins

3.0 star property
8.4 out of 10, Very good, (239)
"Unique property in the woods , staff were great and breakfast was awesome "
The price is HK$1,183
HK$1,316 total
includes taxes & fees
14 Sept - 15 Sept
Arizona Mountain Inn and Cabins
Sonder by Marriott Bonvoy The Opal Apartments River North
1 bedroom, individually furnished, desk, iron/ironing board

Sonder by Marriott Bonvoy The Opal Apartments River North

3.5 star property
8.4 out of 10, Very good, (46)
"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 HK$1,061
HK$1,245 total
includes taxes & fees
3 Sept - 4 Sept
Sonder by Marriott Bonvoy The Opal Apartments River North
Comfort Inn Chicago Southland I-80 & I-294 Near Casino
1 bedroom, desk, laptop workspace, blackout curtains

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 HK$664
HK$750 total
includes taxes & fees
18 Aug - 19 Aug
Comfort Inn Chicago Southland I-80 & I-294 Near Casino
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

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent
"Great and comfortable stay"
Rocco 4-night trip
Posted 7 hours ago
Hilton Chicago/Magnificent Mile Suites