Historic Route 66 Vacation Rentals

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Check prices for these dates

Tonight
Aug 18 - Aug 19
Tomorrow
Aug 19 - Aug 20
This weekend
Aug 22 - Aug 24
Next weekend
Aug 29 - Aug 31

Vacation Rentals in Historic Route 66

Sentral Michigan Avenue
Interior

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (881)
"Great stay!"
The price is ₩199,513
₩274,985 total
includes taxes & fees
Sep 2 - Sep 3
Sentral Michigan Avenue
Junipine Resort
Terrace/patio

Junipine Resort

3.5 star property
9.2 out of 10, Wonderful, (2167)
"Staff and natures beauty around hotel! "
The price is ₩221,873
₩254,932 total
includes taxes & fees
Aug 24 - Aug 25
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, (343)
"Great stay!"
The price is ₩175,902
₩206,492 total
includes taxes & fees
Sep 1 - Sep 2
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, (339)
"A lot of good food options walkable distance. "
The price is ₩243,311
₩316,623 total
includes taxes & fees
Sep 2 - Sep 3
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, (190)
"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, (472)
"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, (618)
"I would stay again. "
The price is ₩152,291
₩178,773 total
includes taxes & fees
Sep 2 - Sep 3
Sonder by Marriott Bonvoy South Wabash Apartments South Loop
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 ₩211,318
₩248,066 total
includes taxes & fees
Sep 2 - Sep 3
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
The Gem Museum Suites
Suite, 2 Bedrooms, Kitchen (Three Beds, Washer/Dryer) | Private kitchen | Full-size fridge, microwave, stovetop, dishwasher

The Gem Museum Suites

3.5 star property
9.4 out of 10, Exceptional, (83)
"Super nice hotel and staff "
The price is ₩284,998
₩326,262 total
includes taxes & fees
Sep 2 - Sep 3
The Gem Museum 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 ₩165,051
₩278,254 total
includes taxes & fees
Aug 26 - Aug 27
Fort Marcy Hotel Suites by All Seasons Resort Lodging
All Towne Suites
Exterior

All Towne Suites

2.0 star property
9.2 out of 10, Wonderful, (262)
"Friendly staff, clean room, and comfortable bed."
The price is ₩124,999
₩140,280 total
includes taxes & fees
Aug 19 - Aug 20
All Towne Suites
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, (173)
"Great location!!!"
The price is ₩187,707
₩220,350 total
includes taxes & fees
Sep 1 - Sep 2
Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park
Grand Canyon RV Glamping
Superior Loft | Private kitchen | Full-size fridge, microwave, oven, stovetop

Grand Canyon RV Glamping

1.5 star property
8.8 out of 10, Excellent, (573)
"Love staying at this property. "
The price is ₩94,999
₩112,002 total
includes taxes & fees
Aug 19 - Aug 20
Grand Canyon RV Glamping
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!"
The price is ₩114,999
₩204,439 total
includes taxes & fees
Aug 19 - Aug 20
Wrigleyville 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 ₩175,902
₩206,492 total
includes taxes & fees
Sep 1 - Sep 2
Sonder by Marriott Bonvoy The Opal Apartments River North
Comfort Inn Chicago Southland I-80 & I-294 Near Casino
Comfort Double Room | 1 bedroom, desk, laptop workspace, blackout drapes

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 ₩117,500
₩132,751 total
includes taxes & fees
Aug 19 - Aug 20
Comfort Inn Chicago Southland I-80 & I-294 Near Casino
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 ₩233,332
₩273,907 total
includes taxes & fees
Sep 2 - Sep 3
Sonder by Marriott Bonvoy The Plymouth Apartments Loop
Kasa River North Chicago
Business center

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. "
The price is ₩298,748
₩450,155 total
includes taxes & fees
Aug 21 - Aug 22
Kasa River North Chicago
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)
"Unique property in the woods , staff were great and breakfast was awesome "
The price is ₩227,498
₩252,933 total
includes taxes & fees
Aug 19 - Aug 20
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

Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

10/10 Excellent
"Bernell was awesome at check in!! Would definitely recommend this Hotel!!!"
Marco Arturo 1-night trip
Posted 5 hours ago
Crowne Plaza Chicago West Loop by IHG