A mural on a building with a man holding a machine and a sign that says "THIS LAND IS YOUR LAND".

Holiday Homes in Historic Route 66

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Historic Route 66 holiday homes

A living room with a stone fireplace, leather sofa, glass coffee table, and a mounted TV.

1. 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
Terrace #1 | 2 BR/1BA | Spend Spring in Flagstaff!
A living room with a stone fireplace, leather sofa, glass coffee table, and a mounted TV.

2. 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.
Terrace Main | 5BR/3BA | Spend Spring in Flagstaff!
A garden with a bench, various plants, and a house in the background.

3. Home is on the original 1926-1930 Route 66 alignment

Home is on the original 1926-1930 Route 66 alignment
Girard
9.8 out of 10, Exceptional, (110 reviews)
"absolutely delightful, love it every time, will be back"
United States
connie b.
The price is AU$256
includes taxes & fees
2 Oct - 3 Oct
Home is on the original 1926-1930 Route 66 alignment
A bedroom with a large bed, two bedside lamps, a ceiling fan, and a nightstand with a framed picture.

4. Private Master Suite/Private Entrance

Private Master Suite/Private Entrance
Piedmont
9.6 out of 10, Exceptional, (32 reviews)
"Great place, the bed was comfortable, the water was hit in the shower and close to my job and near by places! I'll definitely stay again if its available"
United States
Jeff T.
The price is AU$128
includes taxes & fees
27 Sept - 28 Sept
Private Master Suite/Private Entrance

5. Charming 2-bedroom house with WiFi and AC in Carthage

Charming 2-bedroom house with WiFi and AC in Carthage
Carthage
9.2 out of 10, Wonderful, (23 reviews)
"Awesome place. Great stay. "
United States
John P.
The price is AU$217
includes taxes & fees
29 Sept - 30 Sept
Charming 2-bedroom house with WiFi and AC in Carthage

6. Charming 2-bedroom house with AC, WiFi in welcoming Oatman

Charming 2-bedroom house with AC, WiFi in welcoming Oatman
Oatman
9.0 out of 10, Wonderful, (32 reviews)
"Great place"
United States
Wade
The price is AU$280
includes taxes & fees
27 Sept - 28 Sept
Charming 2-bedroom house with AC, WiFi in welcoming Oatman
A cozy living room with a green and white patterned sofa, a wooden coffee table, and a round wall shelf with plants.

7. Ivy Jungalow | Bright, Clean, & near Downtown

Ivy Jungalow | Bright, Clean, & near Downtown
Joplin
9.8 out of 10, Exceptional, (79 reviews)
"Such a wonderful stay, looking forward to next time"
United States
Joshua S.
The price is AU$253
includes taxes & fees
7 Oct - 8 Oct
Ivy Jungalow | Bright, Clean, & near Downtown
A living room with a sofa, chairs, a coffee table, and a television.

8. Boho Chic Close to Downtown and Gathering Place

Boho Chic Close to Downtown and Gathering Place
Brookside
10.0 out of 10, Exceptional, (131 reviews)
"Yes great place!"
United States
Alan B.
The price is AU$367
includes taxes & fees
28 Sept - 29 Sept
Boho Chic Close to Downtown and Gathering Place
A kitchen with a stainless steel refrigerator, a built-in oven, a microwave, and a sink with a modern faucet.

9. 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, (89 reviews)
"Stayed one night for a visit to OSU. Great place, clean, tidy and just what we needed."
United States
Robert
The price is AU$169
includes taxes & fees
3 Oct - 4 Oct
Serenity's Sanctuary in this quiet, peaceful 2 bdr 1 bath bungalow. Pet friendly
A living room with a brown leather sofa, a wooden dining table with a blue table runner, a ceiling fan, a TV on the wall, and a kitchen area with blue cabinets.

10. Tinker AFB OKC I-40 Maverick Themed Getaway!

Tinker AFB OKC I-40 Maverick Themed Getaway!
Midwest City
10.0 out of 10, Exceptional, (31 reviews)
"We had a wonderful stay for a shopping trip."
United States
Erica A.
The price is AU$186
includes taxes & fees
29 Sept - 30 Sept
Tinker AFB OKC I-40 Maverick Themed Getaway!
A kitchen with wooden cabinets, a stove, microwave, and a dining table with chairs.

11. Lyle &Taylor Present -Slice of Home on the Road

Lyle &Taylor Present -Slice of Home on the Road
Bourbonnais
9.8 out of 10, Exceptional, (59 reviews)
"Great property to stay at The bedroom remote turns on the living room tv as well"
United States
Paul
The price is AU$219
includes taxes & fees
28 Sept - 29 Sept
Lyle &Taylor Present -Slice of Home on the Road
A backyard with a curved concrete path, a stone building, and a fenced area with outdoor seating.

12. Secluded Studio-Style 1-Bed/1-Bath Poolhouse in Southern Hills/Tulsa w/ Pool

Secluded Studio-Style 1-Bed/1-Bath Poolhouse in Southern Hills/Tulsa w/ Pool
South Tulsa
10.0 out of 10, Exceptional, (49 reviews)
"Very beautiful place with great host! "
United States
Mark M.
The price is AU$228
includes taxes & fees
27 Sept - 28 Sept
Secluded Studio-Style 1-Bed/1-Bath Poolhouse in Southern Hills/Tulsa w/ Pool
A covered patio with a wooden deck, a ceiling fan, and a door with a window on each side.

13. Missouri’s 1st Sinclair Service Station

Missouri’s 1st Sinclair Service Station
Walnut Grove
9.8 out of 10, Exceptional, (20 reviews)
"Very clean, well decorated, great access. Really enjoyed our stay."
United States
Joanna
The price is AU$188
includes taxes & fees
28 Sept - 29 Sept
Missouri’s 1st Sinclair Service Station
A modern kitchen with a central island, built-in cabinets, a stainless steel sink, and a wooden ceiling.

14. Cheerful quaint home in prime Tulsa area.

Cheerful quaint home in prime Tulsa area.
Tulsa
9.6 out of 10, Exceptional, (59 reviews)
"Central location was a plus. Smooth Check-In and Out."
United States
Donald
The price is AU$270
includes taxes & fees
27 Sept - 28 Sept
Cheerful quaint home in prime Tulsa area.
A modern kitchen with wooden cabinets, stainless steel appliances, and a central island.

15. Greenway Beauty

Greenway Beauty
Springfield
9.8 out of 10, Exceptional, (101 reviews)
"Excellent place to stay! "
United States
Randall C.
The price is AU$276
includes taxes & fees
29 Sept - 30 Sept
Greenway Beauty
A wooden deck with a view of a park featuring trees and a grassy area.

16. Countryside Private Guest Room

Countryside Private Guest Room
Freeburg
9.8 out of 10, Exceptional, (29 reviews)
"Awesome place to stay really nice host would highly recommend!!!!"
United States
Cayson P.
The price is AU$140
includes taxes & fees
7 Oct - 8 Oct
Countryside Private Guest Room
A bedroom with a bed, a ceiling fan, a wall-mounted mirror, a framed picture, and a bedside table with a lamp.

17. Stylish 2BR/1BA Oasis- Mins to Downtown Hub

Stylish 2BR/1BA Oasis- Mins to Downtown Hub
Tulsa
9.8 out of 10, Exceptional, (30 reviews)
"Easy check in, very clean, great highway access. "
United States
Renee W.
The price is AU$169
includes taxes & fees
30 Sept - 1 Oct
Stylish 2BR/1BA Oasis- Mins to Downtown Hub
A covered patio with string lights, a seating area, and a small table.

18. TJ’s Country Getaway- Dog Friendly

TJ’s Country Getaway- Dog Friendly
Union
10.0 out of 10, Exceptional, (51 reviews)
"This was such a cozy and comfortable property. The host provided everything we needed and she was so welcoming. We will stay here again!"
United States
Angela S.
The price is AU$226
includes taxes & fees
30 Sept - 1 Oct
TJ’s Country Getaway- Dog Friendly
A spacious hotel room with a large bed, a seating area, a kitchenette, and a dining area.

19. Crossroads Loft: Steps from Rt. 66 & Carthage Square

Crossroads Loft: Steps from Rt. 66 & Carthage Square
Carthage
10.0 out of 10, Exceptional, (115 reviews)
"Amazing space, we enjoyed our stay."
United States
Angela C.
The price is AU$369
includes taxes & fees
18 Oct - 19 Oct
Crossroads Loft: Steps from Rt. 66 & Carthage Square
A dining table set with plates, glasses, and a decorative centerpiece.

20. Cozy House On The HILL Military Family Favorite

Cozy House On The HILL Military Family Favorite
Waynesville
10.0 out of 10, Exceptional, (64 reviews)
"Lovely and relaxing place to stay. Easy walking distance o downtown and park"
United States
Shelley
The price is AU$295
includes taxes & fees
25 Sept - 26 Sept
Cozy House On The HILL Military Family Favorite
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

Days Inn by Wyndham St. Robert Waynesville/Ft. Leonard Wood

Days Inn by Wyndham St. Robert Waynesville/Ft. Leonard Wood

10/10 Excellent
"Staff very friendly and helpful. Room was neat and tidy, beds were crisp and clean. Bathroom was clean. One soap dispenser had apparently been overlooked and had no soap. That was it. All else was excellent. We felt very safe there and we would stay again and recommend to others."
Phillip 1-night trip
Posted 1 day ago
Days Inn by Wyndham St. Robert Waynesville/Ft. Leonard Wood

Find out more about Historic Route 66

Historic Route 66 Holiday Homes information

Number of reviews
967
Accommodation
0 Holiday Homes
Lowest Price
AU$128
Highest Price
AU$369