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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, (900)
"great food spots all around and beautiful sites to see "
The price is ฿4,370
฿6,079 total
includes taxes & fees
3 Sept - 4 Sept
Sentral Michigan Avenue
Junipine Resort
Terrace/patio

Junipine Resort

3.5 star property
9.2 out of 10, Wonderful, (2178)
"Great place to stay!"
The price is ฿9,963
฿11,447 total
includes taxes & fees
20 Sept - 21 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, (490)
"It was a great property to stay at, definitely would book again! "
Kasa Magnificent Mile Chicago
Level Chicago – Old Town
Front of property – evening/night

Level Chicago – Old Town

4.0 star property
9.0 out of 10, Wonderful, (346)
"A lot of good food options walkable distance. "
The price is ฿7,910
฿10,006 total
includes taxes & fees
3 Sept - 4 Sept
Level Chicago – Old Town
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, (352)
"Great stay!"
The price is ฿5,465
฿6,415 total
includes taxes & fees
3 Sept - 4 Sept
Sonder by Marriott Bonvoy Market Hall Apartments West Loop
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, (637)
"Loved this apartment style stay near everything we wanted to visit in Chicago. "
The price is ฿4,818
฿5,656 total
includes taxes & fees
3 Sept - 4 Sept
Sonder by Marriott Bonvoy South Wabash Apartments South Loop
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
The Neighborhood Hotel-Little Italy
Front of property

The Neighborhood Hotel-Little Italy

4.0 star property
9.6 out of 10, Exceptional, (194)
"Property was extremely comfortable in a great area."
The Neighborhood Hotel-Little Italy
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, (209)
"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 ฿6,289
฿7,383 total
includes taxes & fees
21 Sept - 22 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, (336)
"Easy parking. Close to El. Nice condo."
Kasa South Loop Chicago
All Towne Suites
Exterior

All Towne Suites

2.0 star property
9.2 out of 10, Wonderful, (269)
"Love the ambiance, clean, quiet, friendly atmosphere. "
The price is ฿2,588
฿2,905 total
includes taxes & fees
5 Sept - 6 Sept
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, (2196)
"Great location to activities in the area. We would stay here again. "
The price is ฿4,147
฿6,872 total
includes taxes & fees
3 Sept - 4 Sept
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, (580)
"Love staying at this property. "
The price is ฿2,984
฿3,518 total
includes taxes & fees
11 Sept - 12 Sept
Grand Canyon RV Glamping
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, (87)
"Super nice hotel and staff "
The price is ฿6,543
฿7,491 total
includes taxes & fees
23 Sept - 24 Sept
The Gem Museum Suites
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 ฿5,465
฿6,416 total
includes taxes & fees
28 Sept - 29 Sept
Sonder by Marriott Bonvoy The Opal Apartments River North
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, (177)
"Great location!!!"
The price is ฿5,141
฿6,035 total
includes taxes & fees
3 Sept - 4 Sept
Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park
Kasa River North Chicago
Business centre

Kasa River North Chicago

4.0 star property
9.6 out of 10, Exceptional, (166)
"This place has everything for a multi-night stay."
Kasa River North Chicago
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

3.0 star property
3.8 out of 10, (58)
"Good "
The price is ฿2,734
฿3,088 total
includes taxes & fees
4 Sept - 5 Sept
Comfort Inn Chicago Southland I-80 & I-294 Near Casino
Wrigleyville Suites
Living area

Wrigleyville Suites

2.0 star property
9.2 out of 10, Wonderful, (19)
"Excellent location and very clean! Would stay again!"
The price is ฿2,675
฿4,756 total
includes taxes & fees
3 Sept - 4 Sept
Wrigleyville Suites
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, (239)
"Staying in that cabin was great."
The price is ฿5,118
฿5,690 total
includes taxes & fees
1 Oct - 2 Oct
Arizona Mountain Inn and Cabins
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 Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

10/10 Excellent
"I enjoyed my stay here "
Carmen 1-night trip
Posted 10 days ago
The Allegro Royal Sonesta Hotel Chicago Loop

Find out more about Historic Route 66

Find out more about Historic Route 66

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