Historic Route 66 Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Holiday Rentals in Historic Route 66

Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (967)
"Loved my stay! Staff was amazing and the apartment had everything to make you feel like home. "
United States
Nicole
The price is AU$285
includes taxes & fees
10 Nov - 11 Nov
Sentral Michigan Avenue
Kasa Magnificent Mile Chicago
4.0 star property
9.2 out of 10, Wonderful, (600)
"Everything was amazing and well thought out "
United States
Kevin
Kasa Magnificent Mile Chicago
Level Chicago – Old Town
4.0 star property
9.0 out of 10, Wonderful, (375)
"Great place to stay. Loved it!"
United States
Peter
The price is AU$398
includes taxes & fees
12 Nov - 13 Nov
Level Chicago – Old Town
Sonder by Marriott Bonvoy Market Hall Apartments West Loop
3.5 star property
8.0 out of 10, Very good, (394)
"Quite and low key spot"
United States
Shunica
The price is AU$181
includes taxes & fees
16 Nov - 17 Nov
Sonder by Marriott Bonvoy Market Hall Apartments West Loop
Junipine Resort
3.5 star property
9.2 out of 10, Wonderful, (2211)
"The staff was extremely friendly and the area was beautiful."
United States
Destiney
The price is AU$402
includes taxes & fees
30 Nov - 1 Dec
Junipine Resort
Sonder by Marriott Bonvoy South Wabash Apartments South Loop
3.5 star property
8.6 out of 10, Excellent, (700)
"Location was nice."
United States
Juliet
The price is AU$242
includes taxes & fees
16 Nov - 17 Nov
Sonder by Marriott Bonvoy South Wabash Apartments South Loop
Sonder by Marriott Bonvoy The Burnham Apartments Loop
3.5 star property
8.8 out of 10, Excellent, (247)
"Great stay. "
United States
Teresa
The price is AU$227
includes taxes & fees
30 Nov - 1 Dec
Sonder by Marriott Bonvoy The Burnham Apartments Loop
Kasa South Loop Chicago
4.0 star property
9.4 out of 10, Exceptional, (368)
"An excellent place to stay in Chicago downtown."
United States
ABDULHAFEEZ
Kasa South Loop Chicago
The Neighborhood Hotel-Little Italy
4.0 star property
9.6 out of 10, Exceptional, (214)
"This place was perfect "
United States
Patricia
The Neighborhood Hotel-Little Italy
Sonder by Marriott Bonvoy The Opal Apartments River North
3.5 star property
8.4 out of 10, Very good, (56)
"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."
United States
Swastika
The price is AU$212
includes taxes & fees
16 Nov - 17 Nov
Sonder by Marriott Bonvoy The Opal Apartments River North
Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park
3.5 star property
8.2 out of 10, Very good, (185)
"Place was amazing! Very centralized, all sorts of restaurants nearby, and right next to the CTA Trains which is AWESOME!"
United States
Alexander
The price is AU$196
includes taxes & fees
23 Nov - 24 Nov
Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park
Kasa River North Chicago
4.0 star property
9.6 out of 10, Exceptional, (174)
"Awesome stay "
United States
Sally
Kasa River North Chicago
Wrigleyville Suites
2.0 star property
9.6 out of 10, Exceptional, (25)
"Excellent location and very clean! Would stay again!"
United States
Jacob
The price is AU$145
includes taxes & fees
3 Nov - 4 Nov
Wrigleyville Suites
Fort Marcy Hotel Suites by All Seasons Resort Lodging
3.0 star property
8.8 out of 10, Excellent, (2213)
"It was an incredible stay, but for some of the rooms, there are lotta stairs. We loved it, will be back!"
United States
Ethan
The price is AU$306
includes taxes & fees
3 Nov - 4 Nov
Fort Marcy Hotel Suites by All Seasons Resort Lodging
The Gem Museum Suites
3.5 star property
9.4 out of 10, Exceptional, (94)
"Great stay. The studio is small but has everything necessary."
United States
Julia
The price is AU$293
includes taxes & fees
11 Nov - 12 Nov
The Gem Museum Suites
Bullhead City Home w/ Private Pool, Hot Tub & View
3.0 star property
Bullhead City Home w/ Private Pool, Hot Tub & View
Grand Canyon RV Glamping
1.5 star property
8.8 out of 10, Excellent, (599)
"This place was amazing. Kids and the dog had a blast "
United States
chris
The price is AU$280
includes taxes & fees
1 Dec - 2 Dec
Grand Canyon RV Glamping
All Towne Suites
2.0 star property
9.2 out of 10, Wonderful, (303)
"Would definitely stay here again. "
United States
Jerry
The price is AU$137
includes taxes & fees
2 Nov - 3 Nov
All Towne Suites
Comfort Inn Chicago Southland I-80 & I-294 Near Casino
3.0 star property
3.8 out of 10, (64)
"This place looked like a whole in the wall I didn’t even stay the place was so dirty and I could not receive a refund looks disgusting and not even worth a $50 stay at minimum. "
United States
Bria
The price is AU$146
includes taxes & fees
16 Nov - 17 Nov
Comfort Inn Chicago Southland I-80 & I-294 Near Casino
Arizona Mountain Inn and Cabins
3.0 star property
8.4 out of 10, Very good, (242)
"Very quite and cute bnb. Loved the house a ton and for how old it is it was very clean and tidy. Staff were awesome and am definitely going to be coming back! "
United States
Mason
The price is AU$299
includes taxes & fees
2 Nov - 3 Nov
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Historic Route 66 Hotel Reviews

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$137 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.