Holiday Rentals in Historic Route 66

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Holiday Rentals in Historic Route 66

Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, 447 reviews
"Great location and the view was fabulous! We had a very comfortable stay. Communication was excellent."
The price is €213
includes taxes & fees
1 Jul - 2 Jul
Sentral Michigan Avenue
Junipine Resort
3.5 star property
9.2 out of 10, Wonderful, 1,816 reviews
"Exactly what we wanted. Away from bustle of Sedona but just a short drive away. Relaxing and scenic location. "
The price is €239
includes taxes & fees
23 Jun - 24 Jun
Junipine Resort
Sonder Market Hall
3.5 star property
8.4 out of 10, Very good, 100 reviews
"The property was very clean and I loved the fact that it had a kitchen for you to cook. What I did not like was that there was no market close enough to buy groceries. I also didn't like the fact that the TV was not accesible for us, even though, I payed the late fees for a late check out. "
The price is €141
includes taxes & fees
10 Jul - 11 Jul
Sonder Market Hall
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Sonder South Wabash
3.5 star property
8.8 out of 10, Excellent, 319 reviews
"Comfortable to stay"
The price is €173
includes taxes & fees
2 Jul - 3 Jul
Sonder South Wabash
Kasa Magnificent Mile Chicago
4.0 star property
9.2 out of 10, Wonderful, 259 reviews
"Nice, clean place to stay."
Kasa Magnificent Mile Chicago
Level Chicago – Old Town
4.0 star property
8.8 out of 10, Excellent, 219 reviews
"Great room - fabulous fitness center. Easy access to grocery stores to stock fridge. Room is furnished with all amenities. "
The price is €281
includes taxes & fees
30 Jun - 1 Jul
Level Chicago – Old Town
Grand Canyon RV Glamping
1.5 star property
9.0 out of 10, Wonderful, 449 reviews
"location great"
The price is €141
includes taxes & fees
26 Jun - 27 Jun
Grand Canyon RV Glamping
Found Chicago powered by Sonder
3.5 star property
7.6 out of 10, Good, 135 reviews
"I loved my stay at Found Chicago! The logistical communication was easy to understand and implement, and I liked that it was contactless. It was nice to use my PIN code for room entrance instead of keeping track of a key. The WiFi was sufficient for remote meetings on my laptop. And all of the amenities (lobby access, luggage locker, and printer) were convenient and easy to use. I highly recommend this hotel, and I'll plan to stay here again. "
The price is €125
includes taxes & fees
14 Jul - 15 Jul
Found Chicago powered by Sonder
Sonder The Burnham
3.5 star property
9.0 out of 10, Wonderful, 80 reviews
"I like the hotel, I did not realize there was no cleaning services or fresh towels. After 4 days the room needed some freshing and clean wash rags and towels. There was a washing machine but doing laundry on vacation is not for me."
The price is €202
includes taxes & fees
8 Jul - 9 Jul
Sonder The Burnham
The Neighborhood Hotel-Little Italy
2.0 star property
9.8 out of 10, Exceptional, 38 reviews
"Spacious, modern, bright, well stocked with utensils, pots and pans, towels, soaps, coffee etc. Only one elevator for many units and in case of malfunction, problematic. Overall, great concept with electronic access. The apartments/suites are beautifully appointed. "
The Neighborhood Hotel-Little Italy
WoodSpring Suites Chicago Addison
2.5 star property
6.0 out of 10, 191 reviews
"Very nice property "
The price is €89
includes taxes & fees
26 Jun - 27 Jun
WoodSpring Suites Chicago Addison
The St. Charles Guest House, lovely historic home, fun for families and groups
10.0 out of 10, Exceptional, 108 reviews
"Absolutely perfect home for our family getaway (2 adults, 2 kids, 12 and 8). The home is very well appointed and maintained. Fun layout with unique nooks for everyone to enjoy. The owners were very responsive and respectful. Check in and check out could not have been easier. Huge grocery store is a five minute drive. We had been looking for a home base to do tourist things in St. Louis (which it was perfect for, nearly everything we did in St. Louis was an easy 30 minute drive from this...
The St. Charles Guest House, lovely historic home, fun for families and groups
Kasa River North Chicago
4.0 star property
9.6 out of 10, Exceptional, 70 reviews
"Enjoyed our stay at Kasa River North. Walkable distance to the riverwalk. Easy to check-in. Second time staying in Chicago Kasa and didn’t dissapoint! "
The price is €197
includes taxes & fees
30 Jun - 1 Jul
Kasa River North Chicago
Sonder Jewelers Row
3.5 star property
8.2 out of 10, Very good, 111 reviews
"Loved it "
The price is €219
includes taxes & fees
7 Jul - 8 Jul
Sonder Jewelers Row
1830's Luxury Brick Cottage, Cozy Fireplace, right off the Cobblestone Streets!
10.0 out of 10, Exceptional, 185 reviews
"We could walk to the riverfront, walking paths, shops and restaurants!"
1830's Luxury Brick Cottage, Cozy Fireplace, right off the Cobblestone Streets!
MainStay Suites
2.0 star property
7.4 out of 10, Good, 2,129 reviews
"Check in was very easy. The property for the price was very reasonable. Everything was very clean!"
MainStay Suites
Village Camp Flagstaff
2.0 star property
9.2 out of 10, Wonderful, 63 reviews
"The tiny home cabins were adorable and everything we needed for a couple nights traveling across country. Washer and dryer in unit and a little kitchen for making meals. The new pool and playground are awesome, and the view of the mountains in the background were the icing on the cake. Loved it!"
The price is €389
includes taxes & fees
21 Jun - 22 Jun
Village Camp Flagstaff
Fort Marcy Hotel Suites by All Seasons Resort Lodging
3.0 star property
8.8 out of 10, Excellent, 2,129 reviews
"Clean and comfortable "
The price is €241
includes taxes & fees
20 Jun - 21 Jun
Fort Marcy Hotel Suites by All Seasons Resort Lodging
White House at Grand Central
3.0 star property
9.0 out of 10, Wonderful, 74 reviews
"It was an interesting old building."
The price is €188
includes taxes & fees
2 Jul - 3 Jul
White House at Grand Central
Kasa South Loop Chicago
4.0 star property
9.2 out of 10, Wonderful, 166 reviews
"Highly recommend! Amazing view of the city and the lake, clean and quiet yet close to everything. Thoughtfully furnished with nice surprises like power strips, white noise machine in bedroom, electric kettle etc. It was ideal and we’d stay there again. "
Kasa South Loop Chicago
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See all available properties in Historic Route 66
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.

Other types of properties in Historic Route 66 you may be interested in

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
8.6 out of 10, Excellent, 3,082 reviews
"Great location to walk or catch the train."
The price is €123
includes taxes & fees
3 Jul - 4 Jul
Club Quarters Hotel, Central Loop, Chicago
Central Loop Hotel
4.0 star property
8.6 out of 10, Excellent, 1,601 reviews
"Perfect room for an overnight stay and close to work and the train station"
The price is €123
includes taxes & fees
1 Jul - 2 Jul
Central Loop Hotel
Congress Plaza Hotel
3.5 star property
7.6 out of 10, Good, 7,007 reviews
"Everything was great except for the breakfast at the restaurant...the waiter appeared to need some training and food off menu was very expensive."
The price is €149
includes taxes & fees
1 Jul - 2 Jul
Congress Plaza Hotel
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.

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, apart-hotels, 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 €70 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. 

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