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, (896)
"great food spots all around and beautiful sites to see "
The price is AU$303
includes taxes & fees
2 Sept - 3 Sept
Sentral Michigan Avenue

Junipine Resort

3.5 star property
9.2 out of 10, Wonderful, (2176)
"Great place to stay!"
The price is AU$543
includes taxes & fees
12 Sept - 13 Sept
Junipine Resort

Kasa Magnificent Mile Chicago

4.0 star property
9.2 out of 10, Wonderful, (486)
"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, (350)
"Great stay!"
The price is AU$232
includes taxes & fees
1 Sept - 2 Sept
Sonder by Marriott Bonvoy Market Hall Apartments West Loop

Level Chicago – Old Town

4.0 star property
9.0 out of 10, Wonderful, (345)
"A lot of good food options walkable distance. "
The price is AU$436
includes taxes & fees
1 Sept - 2 Sept
Level Chicago – Old Town

The Neighborhood Hotel-Little Italy

4.0 star property
9.6 out of 10, Exceptional, (193)
"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, (633)
"Loved this apartment style stay near everything we wanted to visit in Chicago. "
The price is AU$232
includes taxes & fees
2 Sept - 3 Sept
Sonder by Marriott Bonvoy South Wabash Apartments South Loop

The Gem Museum Suites

3.5 star property
9.4 out of 10, Exceptional, (86)
"Super nice hotel and staff "
The price is AU$351
includes taxes & fees
2 Sept - 3 Sept
The Gem Museum Suites

Sonder by Marriott Bonvoy The Burnham Apartments Loop

3.5 star property
9.0 out of 10, Wonderful, (208)
"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 AU$274
includes taxes & fees
14 Sept - 15 Sept
Sonder by Marriott Bonvoy The Burnham Apartments Loop

Kasa South Loop Chicago

4.0 star property
9.4 out of 10, Exceptional, (334)
"Great stay"
Kasa South Loop Chicago

All Towne Suites

2.0 star property
9.2 out of 10, Wonderful, (267)
"Love the ambiance, clean, quiet, friendly atmosphere. "
The price is AU$155
includes taxes & fees
7 Sept - 8 Sept
All Towne Suites

Fort Marcy Hotel Suites by All Seasons Resort Lodging

3.0 star property
8.8 out of 10, Excellent, (2195)
"Great location to activities in the area. We would stay here again. "
The price is AU$320
includes taxes & fees
3 Sept - 4 Sept
Fort Marcy Hotel Suites by All Seasons Resort Lodging

Grand Canyon RV Glamping

1.5 star property
8.8 out of 10, Excellent, (578)
"Love staying at this property. "
The price is AU$167
includes taxes & fees
10 Sept - 11 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, (177)
"Great location!!!"
The price is AU$268
includes taxes & fees
2 Sept - 3 Sept
Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park

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

3.0 star property
3.8 out of 10, (54)
"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 AU$146
includes taxes & fees
9 Sept - 10 Sept
Comfort Inn Chicago Southland I-80 & I-294 Near Casino

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 AU$304
includes taxes & fees
28 Sept - 29 Sept
Sonder by Marriott Bonvoy The Opal Apartments River North

Wrigleyville Suites

2.0 star property
9.2 out of 10, Wonderful, (19)
"Excellent location and very clean! Would stay again!"
Wrigleyville Suites

Sonder by Marriott Bonvoy The Plymouth Apartments Loop

3.5 star property
7.8 out of 10, Good, (132)
"Super convenient location. Lots of parking options and able to walk to all sites in this area."
The price is AU$340
includes taxes & fees
1 Sept - 2 Sept
Sonder by Marriott Bonvoy The Plymouth Apartments Loop

Kasa River North Chicago

4.0 star property
9.6 out of 10, Exceptional, (166)
"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

Find out more about Historic Route 66

Find out more about Historic Route 66

Everything you need to know about Historic Route 66 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Historic Route 66 holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Historic Route 66 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Historic Route 66 holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Historic Route 66. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Historic Route 66 holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Historic Route 66 holiday rentals we have selected for you start as low as AU$146 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Historic Route 66 rentals

At Expedia, we put the best Historic Route 66 holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Historic Route 66 rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Historic Route 66 holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Historic Route 66. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.