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Historic Route 66 Vacation Rentals

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Historic Route 66 vacation rentals

Cabin | WiFi (free)

1. Dwell Lake Havasu

Dwell Lake Havasu
3.0 star property
Topock
10.0 out of 10, Exceptional, (1 review)
"We liked it was pet friendly and the pool was very nice"
United States
Sarah
$220 nightly
The price is $233
Sep 17 - Sep 18
Total with taxes and fees
Dwell Lake Havasu
Smart TV

2. Terrace #1 | 2 BR/1BA | Spend Spring in Flagstaff!

Terrace #1 | 2 BR/1BA | Spend Spring in Flagstaff!
Downtown Flagstaff
9.6 out of 10, Exceptional, (7 reviews)
"Everything was very good, great location near the city center, and everything was very clean."
United States
Eduard
$489 nightly
The price is $539
Sep 21 - Sep 22
Total with taxes and fees
Terrace #1 | 2 BR/1BA | Spend Spring in Flagstaff!
Smart TV

3. Terrace Main | 5BR/3BA | Spend Spring in Flagstaff!

Terrace Main | 5BR/3BA | Spend Spring in Flagstaff!
Downtown Flagstaff
8.0 out of 10, Very good, (1 review)
"The house was ok. There was an issue with the outlets not working in one room, the dishwasher was not secured and would fall forward when the trays were pulled out, and one of the pans in the kitchen needs to be replaced. Other than that, it was fine."
United States
Patty W.
$968 nightly
The price is $1,066
Sep 21 - Sep 22
Total with taxes and fees
Terrace Main | 5BR/3BA | Spend Spring in Flagstaff!
Front of property

4. Grand Canyon RV Glamping

Grand Canyon RV Glamping
3.0 star property
Williams
8.8 out of 10, Excellent, (685 reviews)
"Nice, simple, cheap way to stay."
United States
William
$119 nightly
The price is $140
Sep 27 - Sep 28
Total with taxes and fees
Grand Canyon RV Glamping
Lake

5. Kasa Lake Shore Chicago

Kasa Lake Shore Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (31 reviews)
"Location is perfect to visit Chicago for the weekend. The unit is clean and size is perfect for the family."
United States
Xiaoyu
$245 nightly
The price is $291
Sep 20 - Sep 21
Total with taxes and fees
Kasa Lake Shore Chicago
Exterior

6. Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,322 reviews)
"clean property, amazing staff, in-unit laundry machines, awesome location"
United States
Allison
$211 nightly
The price is $248
Sep 27 - Sep 28
Total with taxes and fees
Sentral Michigan Avenue
Full-size fridge, microwave, oven, stovetop

7. Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (524 reviews)
"Location and facility was very nice"
United States
Brian
$364 nightly
The price is $428
Sep 27 - Sep 28
Total with taxes and fees
Level Chicago – Old Town
Interior

8. 4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line

4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line
Near North Side
9.4 out of 10, Exceptional, (25 reviews)
"Very clean, very quite loved having 3 bathrooms, had everything you’d need for your stay"
Canada
LM
$607 nightly
The price is $749
Sep 17 - Sep 18
Total with taxes and fees
4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line
TV, offices

9. LIVN West Loop Chicago 2 BR City View

LIVN West Loop Chicago 2 BR City View
Downtown Chicago
9.4 out of 10, Exceptional, (12 reviews)
"Great property"
United States
duane
$269 nightly
The price is $318
Sep 21 - Sep 22
Total with taxes and fees
LIVN West Loop Chicago 2 BR City View
Exterior

10. Spacious 4BR Central Apartment w/ Skyline Views

Spacious 4BR Central Apartment w/ Skyline Views
Near North Side
10.0 out of 10, Exceptional, (33 reviews)
"Property was comfortable and clean. Perfect for our night stay and we could all hang out together. Thank you!"
United States
Marceen N.
$370 nightly
The price is $457
Sep 29 - Sep 30
Total with taxes and fees
Spacious 4BR Central Apartment w/ Skyline Views
Lobby sitting area

11. All Towne Suites

All Towne Suites
2.0 star property
St. Robert
9.2 out of 10, Wonderful, (416 reviews)
"Staff very friendly, inviting hotel.....room was exceptional ....clean and comfortable"
United States
Ronald
$76 nightly
The price is $85
Oct 16 - Oct 17
Total with taxes and fees
All Towne Suites
50-inch TV with digital channels, streaming services

12. Reese Tower

Reese Tower
2.5 star property
South Tulsa
8.4 out of 10, Very good, (73 reviews)
"Nice place"
United States
Michael
$90 nightly
The price is $105
Sep 21 - Sep 22
Total with taxes and fees
Reese Tower
Lobby

13. MainStay Suites Springfield South - Battlefield Rd

MainStay Suites Springfield South - Battlefield Rd
2.0 star property
Bradford Park
8.8 out of 10, Excellent, (180 reviews)
"This place was awesome, especially for the fair price. It was immaculate, well-equipped, A/C kept it nice and cool. The room even smelled clean- not like heavy perfumed cleaners like some other hotels/motels. Staff was very friendly. I would absolutely stay again."
United States
Katie
$93 nightly
The price is $105
Oct 16 - Oct 17
Total with taxes and fees
MainStay Suites Springfield South - Battlefield Rd
Front of property

14. Inn History Grand Canyon

Inn History Grand Canyon
3.0 star property
Williams
9.8 out of 10, Exceptional, (259 reviews)
"Very clean , nice cabins, with wifi and"
United States
Leonardo
$208 nightly
The price is $222
Sep 20 - Sep 21
Total with taxes and fees
Inn History Grand Canyon
Exterior

15. Mountain View Luxury Cabin

Mountain View Luxury Cabin
3.0 star property
Williams
9.2 out of 10, Wonderful, (15 reviews)
"Clean room, friendly staff, beautiful property and excellent location! "
United States
Joseph De La
$94 nightly
The price is $108
Sep 17 - Sep 18
Total with taxes and fees
Mountain View Luxury Cabin
Luxury Cabin, Non Smoking, Mountain View | Exterior

16. Luxury Cabin with Mountain View 4A

Luxury Cabin with Mountain View 4A
2.0 star property
Williams
9.0 out of 10, Wonderful, (6 reviews)
"Everything was so clean and neat, cabin was really nice. Peaceful and quiet, nice mountain view. Front desk really nice."
United States
Monica
$92 nightly
The price is $108
Sep 17 - Sep 18
Total with taxes and fees
Luxury Cabin with Mountain View 4A
Terrace/patio

17. Junipine Resort

Junipine Resort
3.5 star property
Sedona
9.4 out of 10, Exceptional, (2,506 reviews)
"Great stay."
Australia
Monica
$195 nightly
The price is $208
Sep 20 - Sep 21
Total with taxes and fees
Junipine Resort
Luxury Cabin, 1 King Bed, Non Smoking | Exterior

18. Luxury Cabin with Forest View 7B

Luxury Cabin with Forest View 7B
2.0 star property
Williams
9.0 out of 10, Wonderful, (7 reviews)
"Everything was good until the morning of check out. The room cleaner showed up before we had even checked out."
United States
Andrew
$74 nightly
The price is $87
Sep 28 - Sep 29
Total with taxes and fees
Luxury Cabin with Forest View 7B
Terrace/patio

19. Dickey House, Carriage Suite

Dickey House, Carriage Suite
Marshfield
9.6 out of 10, Exceptional, (23 reviews)
"Awesome stay and everything was clean and organized! Great communication with host. "
United States
Junior
$121 nightly
The price is $129
Sep 21 - Sep 22
Total with taxes and fees
Dickey House, Carriage Suite
Coffee/tea maker, fridge, microwave, oven

20. Serenity's Sanctuary in this quiet, peaceful 2 bdr 1 bath bungalow. Pet friendly

Serenity's Sanctuary in this quiet, peaceful 2 bdr 1 bath bungalow. Pet friendly
Cushing
9.8 out of 10, Exceptional, (86 reviews)
"Was a great stay"
United States
Susie K.
$110 nightly
The price is $118
Oct 1 - Oct 2
Total with taxes and fees
Serenity's Sanctuary in this quiet, peaceful 2 bdr 1 bath bungalow. Pet friendly
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

The L Motel - Downtown Flagstaff

The L Motel - Downtown Flagstaff

8/10 Good
"The rooms are excellent. The location is unmatched. The staff are friendly and helpful. It has everything you need, and nothing more. However, the ice machine was broken."
Marcus 1-night trip
Posted 20 hours ago
The L Motel - Downtown Flagstaff

Find out more about Historic Route 66

Everything you need to know about Historic Route 66 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Historic Route 66 vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Historic Route 66 vacation 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 low season months. For more hustle and bustle, you may prefer to visit Historic Route 66 in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $233 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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 vacation 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 vacation.

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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