Historic Route 66 Holiday Rentals

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Our top choices for Historic Route 66 holiday rentals

Terrace #1 | 2 BR/1BA |Great hiking weather | Flagstaff

Terrace #1 | 2 BR/1BA |Great hiking weather | Flagstaff
Downtown Flagstaff
9.2 out of 10, Wonderful, (5 reviews)
"Everything was very good, great location near the city center, and everything was very clean."
United States
Eduard
The price is NZ$881
includes taxes & fees
2 Mar - 3 Mar
Terrace #1 | 2 BR/1BA |Great hiking weather | Flagstaff

Terrace Main | 5BR/3BA | Great hiking weather | Flagstaff

Terrace Main | 5BR/3BA | Great hiking weather | Flagstaff
Downtown Flagstaff
The price is NZ$1,747
includes taxes & fees
19 Feb - 20 Feb
Terrace Main | 5BR/3BA | Great hiking weather | Flagstaff

Grand Canyon RV Glamping

Grand Canyon RV Glamping
1.5 star property
Williams
8.8 out of 10, Excellent, (612 reviews)
"Good experience "
United States
Praveen
Grand Canyon RV Glamping

Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,074 reviews)
"Best full kitchen multi-room family lodging"
United States
Lee
The price is NZ$261
includes taxes & fees
24 Feb - 25 Feb
Sentral Michigan Avenue

Chic Studio in the Heart of the Gold Coast

Chic Studio in the Heart of the Gold Coast
Downtown Chicago
10.0 out of 10, Exceptional, (5 reviews)
"The communication was really effective and made for a smooth check in and check out process. Host was friendly and made great recommendations, 10/10 would stay again!"
United States
Seynabou
The price is NZ$270
includes taxes & fees
16 Feb - 17 Feb
Chic Studio in the Heart of the Gold Coast

Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (426 reviews)
"Clean, nice amenities and great staff."
United States
Sydnee
The price is NZ$1,821
includes taxes & fees
14 Feb - 15 Feb
Level Chicago – Old Town

West Loop Living – Bright 1BR

West Loop Living – Bright 1BR
Downtown Chicago
10.0 out of 10, Exceptional, (7 reviews)
"Well-outfitted, nice apartment. Nearby (walkable) Jewel-Osco grocery, restaurants, and pay-parking. Moderate noise from nearby Chicago "L" Green Line."
United States
Jeffrey
The price is NZ$290
includes taxes & fees
16 Feb - 17 Feb
West Loop Living – Bright 1BR

Inn History Grand Canyon

Inn History Grand Canyon
3.0 star property
Williams
9.6 out of 10, Exceptional, (228 reviews)
"Room was great. We wanna come back for a longer stay."
United States
Scott
The price is NZ$274
includes taxes & fees
15 Feb - 16 Feb
Inn History Grand Canyon

Kasa River North Chicago

Kasa River North Chicago
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (183 reviews)
"Awesome stay "
United States
Sally
Kasa River North Chicago

Modern Comfort: 1BR Unit w/ Laundry

Modern Comfort: 1BR Unit w/ Laundry
Downtown Chicago
9.2 out of 10, Wonderful, (15 reviews)
"Great host comfortable bed close to restaurants and parks"
United States
Alana C.
The price is NZ$290
includes taxes & fees
15 Feb - 16 Feb
Modern Comfort: 1BR Unit w/ Laundry

Junipine Resort

Junipine Resort
3.5 star property
Sedona
9.2 out of 10, Wonderful, (2,286 reviews)
"Nice place to stay"
United States
Dawn
The price is NZ$379
includes taxes & fees
1 Mar - 2 Mar
Junipine Resort

All Towne Suites

All Towne Suites
2.0 star property
St. Robert
9.2 out of 10, Wonderful, (336 reviews)
"Friendly staff, full kitchen in room"
United States
James
All Towne Suites

Candlewyck Cove Resort

Candlewyck Cove Resort
3.5 star property
Grove
9.2 out of 10, Wonderful, (310 reviews)
"Great place to stay love it"
United States
Herbert
Candlewyck Cove Resort

MainStay Suites Springfield South - Battlefield Rd

MainStay Suites Springfield South - Battlefield Rd
2.0 star property
Bradford Park
8.8 out of 10, Excellent, (90 reviews)
"Huge room and comfortable. Perfect for a family of 5. Also very clean "
United States
Ryan
The price is NZ$167
includes taxes & fees
23 Feb - 24 Feb
MainStay Suites Springfield South - Battlefield Rd

Cozy Studio Cottage on "The Hill," walkably close to everything! The Zoo, Park!!

Cozy Studio Cottage on "The Hill," walkably close to everything! The Zoo, Park!!
The Hill
9.6 out of 10, Exceptional, (165 reviews)
"Easy access and great location. Place was kept very clean. "
United States
Andrew P.
The price is NZ$238
includes taxes & fees
17 Feb - 18 Feb
Cozy Studio Cottage on "The Hill," walkably close to everything! The Zoo, Park!!

New 1 bedroom cottage right off Route 66.

New 1 bedroom cottage right off Route 66.
Galena
10.0 out of 10, Exceptional, (29 reviews)
"Very clean and roomy new cottage, king bed, fun Rte 66 decor, equipped kitchen, easy parking, one block off main st, excellent Mexican restaurant a block away."
United States
Sheila
The price is NZ$264
includes taxes & fees
16 Feb - 17 Feb
New 1 bedroom cottage right off Route 66.

Crossroads Studio: Steps Away from Historic Rt. 66 and Carthage Square

Crossroads Studio: Steps Away from Historic Rt. 66 and Carthage Square
Carthage
10.0 out of 10, Exceptional, (73 reviews)
"Great hosts "
United States
Leanna Z.
The price is NZ$245
includes taxes & fees
14 Feb - 15 Feb
Crossroads Studio: Steps Away from Historic Rt. 66 and Carthage Square

TJ’s Country Getaway- Dog Friendly

TJ’s Country Getaway- Dog Friendly
Union
10.0 out of 10, Exceptional, (45 reviews)
"Wonderful property, clean and very quiet!"
United States
Lindsay J.
The price is NZ$238
includes taxes & fees
5 Mar - 6 Mar
TJ’s Country Getaway- Dog Friendly

Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (693 reviews)
"Big, luxury, easy parking "
United States
Chanel
Kasa Magnificent Mile 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

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$167 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.