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24 Aug - 25 Aug
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Top Holiday Rentals in Historic Route 66

Our top choices for Historic Route 66 holiday rentals

Sentral Michigan Avenue
Interior

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (890)
"great food spots all around and beautiful sites to see "
The price is ฿4,655
฿6,416 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, (2173)
"Great place to stay!"
The price is ฿10,263
฿11,792 total
includes taxes & fees
5 Sept - 6 Sept
Junipine Resort
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, (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
House (3 Bedrooms) | Interior

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
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, (347)
"Great stay!"
The price is ฿4,181
฿4,908 total
includes taxes & fees
25 Aug - 26 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, (343)
"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, (191)
"Property was extremely comfortable in a great area."
The Neighborhood Hotel-Little Italy
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, (630)
"Nice view, and walkable area."
The price is ฿4,181
฿4,908 total
includes taxes & fees
2 Sept - 3 Sept
Sonder by Marriott Bonvoy South Wabash Apartments South Loop
The Gem Museum Suites
Suite, 2 Bedrooms, Kitchen (Three Beds, Washer/Dryer) | Private kitchen | Full-sized fridge, microwave, stovetop, dishwasher

The Gem Museum Suites

3.5 star property
9.6 out of 10, Exceptional, (84)
"Super nice hotel and staff "
The price is ฿6,504
฿7,446 total
includes taxes & fees
2 Sept - 3 Sept
The Gem Museum Suites
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, (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 ฿4,931
฿5,788 total
includes taxes & fees
14 Sept - 15 Sept
Sonder by Marriott Bonvoy The Burnham Apartments Loop
Kasa South Loop Chicago
Deluxe Apartment, 1 Bedroom, Non Smoking, Balcony (Self Check-in with Virtual Front Desk) | Balcony

Kasa South Loop Chicago

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

All Towne Suites

2.0 star property
9.2 out of 10, Wonderful, (265)
"Love the ambiance, clean, quiet, friendly atmosphere. "
The price is ฿2,917
฿3,273 total
includes taxes & fees
25 Aug - 26 Aug
All Towne Suites
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, (2194)
"Great location to activities in the area. We would stay here again. "
The price is ฿3,916
฿6,577 total
includes taxes & fees
26 Aug - 27 Aug
Fort Marcy Hotel Suites by All Seasons Resort Lodging
Grand Canyon RV Glamping
Superior Loft | Private kitchen | Full-sized fridge, microwave, oven, stovetop

Grand Canyon RV Glamping

1.5 star property
8.8 out of 10, Excellent, (577)
"Love staying at this property. "
The price is ฿2,993
฿3,528 total
includes taxes & fees
7 Sept - 8 Sept
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, (176)
"Great location!!!"
The price is ฿5,153
฿6,049 total
includes taxes & fees
1 Sept - 2 Sept
Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park
Comfort Inn Chicago Southland I-80 & I-294 Near Casino
Comfort Double Room | 1 bedroom, desk, laptop workspace, blackout curtains

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

2.5 star property
3.8 out of 10, (52)
"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 ฿2,742
฿3,098 total
includes taxes & fees
25 Aug - 26 Aug
Comfort Inn Chicago Southland I-80 & I-294 Near Casino
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, (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 ฿4,829
฿5,669 total
includes taxes & fees
1 Sept - 2 Sept
Sonder by Marriott Bonvoy The Opal Apartments River North
Wrigleyville Suites
Living area

Wrigleyville Suites

2.0 star property
9.6 out of 10, Exceptional, (18)
"Excellent location and very clean! Would stay again!"
The price is ฿2,683
฿4,770 total
includes taxes & fees
26 Aug - 27 Aug
Wrigleyville 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, (131)
"Super convenient location. Lots of parking options and able to walk to all sites in this area."
The price is ฿5,153
฿6,049 total
includes taxes & fees
25 Aug - 26 Aug
Sonder by Marriott Bonvoy The Plymouth Apartments Loop
Kasa River North Chicago
Business centre

Kasa River North Chicago

4.0 star property
9.6 out of 10, Exceptional, (164)
"Great location and very clean! Will definitely be staying again. "
Kasa River North Chicago
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

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

10/10 Excellent
"I had a great time. We requested a microwave be brought to our room and it was delivered in a few minutes. The breakfast was reaaly nice. We enjoyed walking in the area around the hotel. It was a great stay. "
Shelly 2-night trip
Posted 1 day ago
The Whitehall Hotel, BW Premier Collection