Historic Route 66 Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In one month
In two months
In three months

Holiday Rentals in Historic Route 66

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (940)
"The staff was extremely helpful and the rooms are clean with a beautiful view of downtown and the lake. I will definitely stay here again. "
The price is NZ$447
includes taxes & fees
5 Oct - 6 Oct
Sentral Michigan Avenue

Kasa Magnificent Mile Chicago

4.0 star property
9.2 out of 10, Wonderful, (537)
"Very great place to stay!"
Kasa Magnificent Mile Chicago

Level Chicago – Old Town

4.0 star property
9.0 out of 10, Wonderful, (358)
"Great place to stay. Loved it!"
Level Chicago – Old Town

Sonder by Marriott Bonvoy Market Hall Apartments West Loop

3.5 star property
8.0 out of 10, Very good, (371)
"Great stay!"
The price is NZ$275
includes taxes & fees
19 Oct - 20 Oct
Sonder by Marriott Bonvoy Market Hall Apartments West Loop

Junipine Resort

3.5 star property
9.2 out of 10, Wonderful, (2197)
"Great place to stay!"
The price is NZ$763
includes taxes & fees
2 Oct - 3 Oct
Junipine Resort

Sonder by Marriott Bonvoy The Burnham Apartments Loop

3.5 star property
8.8 out of 10, Excellent, (231)
"Great location and lovely amenities. "
The price is NZ$379
includes taxes & fees
26 Oct - 27 Oct
Sonder by Marriott Bonvoy The Burnham Apartments Loop

Kasa South Loop Chicago

4.0 star property
9.4 out of 10, Exceptional, (354)
"It was a really nice and secure property. "
Kasa South Loop Chicago

Sonder by Marriott Bonvoy South Wabash Apartments South Loop

3.5 star property
8.6 out of 10, Excellent, (666)
"Dangerous area at times… but not always bad. And a quick walk to the safe areas for sure!!! I would definitely stay here again."
The price is NZ$405
includes taxes & fees
1 Oct - 2 Oct
Sonder by Marriott Bonvoy South Wabash Apartments South Loop

The Neighborhood Hotel-Little Italy

4.0 star property
9.6 out of 10, Exceptional, (205)
"This place was perfect "
The Neighborhood Hotel-Little Italy

Grand Canyon RV Glamping

1.5 star property
8.8 out of 10, Excellent, (589)
"I’ve stayed here a few times and will continue to stay here every time I’m in Williams. "
Grand Canyon RV Glamping

Sonder by Marriott Bonvoy The Opal Apartments River North

3.5 star property
8.4 out of 10, Very good, (51)
"Place was in a great location close to good restaurants "
The price is NZ$344
includes taxes & fees
19 Oct - 20 Oct
Sonder by Marriott Bonvoy The Opal Apartments River North

Fort Marcy Hotel Suites by All Seasons Resort Lodging

3.0 star property
8.8 out of 10, Excellent, (2206)
"It was an incredible stay, but for some of the rooms, there are lotta stairs. We loved it, will be back!"
The price is NZ$352
includes taxes & fees
29 Oct - 30 Oct
Fort Marcy Hotel Suites by All Seasons Resort Lodging

Kasa River North Chicago

4.0 star property
9.6 out of 10, Exceptional, (170)
"This place has everything for a multi-night stay."
Kasa River North Chicago

The Gem Museum Suites

3.5 star property
9.4 out of 10, Exceptional, (89)
"Super nice hotel and staff "
The price is NZ$437
includes taxes & fees
30 Sept - 1 Oct
The Gem Museum Suites

All Towne Suites

2.0 star property
9.2 out of 10, Wonderful, (290)
"Would definitely stay here again. "
The price is NZ$156
includes taxes & fees
30 Sept - 1 Oct
All Towne Suites

Wrigleyville Suites

2.0 star property
9.6 out of 10, Exceptional, (19)
"Excellent location and very clean! Would stay again!"
The price is NZ$250
includes taxes & fees
1 Oct - 2 Oct
Wrigleyville Suites

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 Jewelers Row Apartments Millenium Park

3.5 star property
8.2 out of 10, Very good, (180)
"Great location!!!"
The price is NZ$364
includes taxes & fees
1 Oct - 2 Oct
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, (62)
"Good "
The price is NZ$139
includes taxes & fees
30 Sept - 1 Oct
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, (239)
"Staying in that cabin was great."
The price is NZ$322
includes taxes & fees
5 Oct - 6 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.
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

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 favorite 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 depends 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 NZ$139 per night. Entering your travel dates in the search wizard you might find 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.