Holiday Homes in Historic Route 66

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

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
9 Jan - 11 Jan
In two weeks
16 Jan - 18 Jan
In one month
30 Jan - 1 Feb
In two months
27 Feb - 1 Mar

Our top choices for Historic Route 66 holiday homes

Property grounds
Terrace #1 | 2 BR/1BA | Spend January in Flagstaff

Terrace #1 | 2 BR/1BA | Spend January in Flagstaff

Terrace #1 | 2 BR/1BA | Spend January in Flagstaff
Downtown Flagstaff
9.0 out of 10, Wonderful, (4)
"Nice place right near town, very convenient "
United States
Dan R.
The price is NZ$1,196
includes taxes & fees
30 Dec - 31 Dec
Terrace #1 | 2 BR/1BA | Spend January in Flagstaff
Smart TV
Terrace Main | 5BR/3BA |Spend January in Flagstaff

Terrace Main | 5BR/3BA |Spend January in Flagstaff

Terrace Main | 5BR/3BA |Spend January in Flagstaff
Downtown Flagstaff
The price is NZ$2,365
includes taxes & fees
2 Jan - 3 Jan 2026
Terrace Main | 5BR/3BA |Spend January in Flagstaff
Terrace/patio
Home is on the original 1926-1930 Route 66 alignment

Home is on the original 1926-1930 Route 66 alignment

Home is on the original 1926-1930 Route 66 alignment
Girard
10.0 out of 10, Exceptional, (97)
"We love staying in this house. This is our 3rd stay and it never disappoints! Perfect location in town close to our favorite ice cream shop. Highly recommend. "
United States
Cindy T.
The price is NZ$294
includes taxes & fees
3 Jan - 4 Jan 2026
Home is on the original 1926-1930 Route 66 alignment
Fridge, microwave, oven, stovetop
Lyle &Taylor Present -Slice of Home on the Road

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, (43)
"Very spacious & very clean. Loved the stayed."
United States
Rafael N.
The price is NZ$261
includes taxes & fees
4 Jan - 5 Jan 2026
Lyle &Taylor Present -Slice of Home on the Road
Property grounds
The ClubHouse

The ClubHouse

The ClubHouse
Springfield
10.0 out of 10, Exceptional, (77)
"Stayed here multiple times, consistently clean and comfortable! Many nice extra touches!"
United States
Jamie B.
The price is NZ$484
includes taxes & fees
30 Dec - 31 Dec
The ClubHouse
Property grounds
Secluded Studio-Style 1-Bed/1-Bath Poolhouse in Southern Hills/Tulsa

Secluded Studio-Style 1-Bed/1-Bath Poolhouse in Southern Hills/Tulsa

Secluded Studio-Style 1-Bed/1-Bath Poolhouse in Southern Hills/Tulsa
South Tulsa
10.0 out of 10, Exceptional, (30)
"The property was cozy and it's very clean"
United States
Jennifer L.
The price is NZ$285
includes taxes & fees
1 Jan - 2 Jan 2026
Secluded Studio-Style 1-Bed/1-Bath Poolhouse in Southern Hills/Tulsa
Smart TV, fireplace, DVD player
The Cowskin Bunkhouse - Lakeview Getaway - perfect for fishermen/small families!

The Cowskin Bunkhouse - Lakeview Getaway - perfect for fishermen/small families!

The Cowskin Bunkhouse - Lakeview Getaway - perfect for fishermen/small families!
Grove
10.0 out of 10, Exceptional, (16)
"Wonderful place to stay! Very clean, cute and cozy! We will definitely be back!"
United States
Christie M.
The price is NZ$229
includes taxes & fees
30 Dec - 31 Dec
The Cowskin Bunkhouse - Lakeview Getaway - perfect for fishermen/small families!
Interior
Escape to Wonderland

Escape to Wonderland

Escape to Wonderland
Central Oklahoma City
10.0 out of 10, Exceptional, (102)
"Great stay, property was very clean, fun, functional, and detail-oriented. My 7 year old daughter and I enjoyed our stay very much."
United States
Sara M.
The price is NZ$368
includes taxes & fees
30 Dec - 31 Dec
Escape to Wonderland
Exterior
Cozy Joplin home, near medical school

Cozy Joplin home, near medical school

Cozy Joplin home, near medical school
Joplin
10.0 out of 10, Exceptional, (125)
"It was a great little house close to everything. Super clean and felt very inviting as soon as you walked in the door. We’ll definitely be staying there again."
United States
Lisa C.
The price is NZ$274
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy Joplin home, near medical school
Fridge, microwave, oven, stovetop
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!!

Cozy Studio Cottage on "The Hill," walkably close to everything! The Zoo, Park!!
The Hill
9.8 out of 10, Exceptional, (160)
"Very clean, check in was easy, great neighborhood with lots of food close. "
United States
Laura H.
The price is NZ$246
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy Studio Cottage on "The Hill," walkably close to everything! The Zoo, Park!!
Fridge, microwave, oven, stovetop
McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton

McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton

McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton
Jerseyville
10.0 out of 10, Exceptional, (21)
"Nicely appointed space, comfy beds, convenient location."
United States
Mike & JoAnn H.
The price is NZ$373
includes taxes & fees
30 Dec - 31 Dec
McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton
Fridge, microwave, oven, stovetop
Get Cozy in the Country - The Cottage on Luca Hill

Get Cozy in the Country - The Cottage on Luca Hill

Get Cozy in the Country - The Cottage on Luca Hill
2.0 star property
Saint James
10.0 out of 10, Exceptional, (18)
"Nice clean property wirh a good location for us!"
United States
John P.
The price is NZ$321
includes taxes & fees
30 Dec - 31 Dec
Get Cozy in the Country - The Cottage on Luca Hill
Exterior detail
The Southwest Place 2203

The Southwest Place 2203

The Southwest Place 2203
Ozark
9.8 out of 10, Exceptional, (69)
"Great stay! Clean, comfortable and homey! Host was so kind!! Great value!"
United States
Devona D.
The price is NZ$283
includes taxes & fees
7 Jan - 8 Jan 2026
The Southwest Place 2203
Exterior
TJ’s Country Getaway- Dog Friendly

TJ’s Country Getaway- Dog Friendly

TJ’s Country Getaway- Dog Friendly
Union
10.0 out of 10, Exceptional, (45)
"My dog and I stayed for the week while attending our National Specialty at Purina Farms. I would definitely stay here again. Safe, quiet, peaceful and tons of amenities. 10/10!"
United States
Laura S.
The price is NZ$234
includes taxes & fees
4 Jan - 5 Jan 2026
TJ’s Country Getaway- Dog Friendly
Interior
Hot Tub! String Lights! Putting Green! Near by: TU, Expo Sq, RTE. 66, BOK

Hot Tub! String Lights! Putting Green! Near by: TU, Expo Sq, RTE. 66, BOK

Hot Tub! String Lights! Putting Green! Near by: TU, Expo Sq, RTE. 66, BOK
2.0 star property
Fair Park
9.8 out of 10, Exceptional, (29)
"The cutest little place to stay in Tulsa! Loved the backyard and all the seating areas!! Will stay again!"
United States
Amy M.
The price is NZ$437
includes taxes & fees
5 Jan - 6 Jan 2026
Hot Tub! String Lights! Putting Green! Near by: TU, Expo Sq, RTE. 66, BOK
Property grounds
Sunrise Bluff Lakefront - in family-friendly area w/ great view of Grand Lake

Sunrise Bluff Lakefront - in family-friendly area w/ great view of Grand Lake

Sunrise Bluff Lakefront - in family-friendly area w/ great view of Grand Lake
Grove
9.4 out of 10, Exceptional, (46)
"My drivers loved the property"
United States
Stacey
The price is NZ$423
includes taxes & fees
30 Dec - 31 Dec
Sunrise Bluff Lakefront - in family-friendly area w/ great view of Grand Lake
Property grounds
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

Serenity's Sanctuary in this quiet, peaceful 2 bdr 1 bath bungalow. Pet friendly
Cushing
9.8 out of 10, Exceptional, (61)
"The entire space was super clean. Check in and check out was very easy and the host was very quick to rest to messages. I would highly recommend. "
United States
Justin
The price is NZ$186
includes taxes & fees
1 Jan - 2 Jan 2026
Serenity's Sanctuary in this quiet, peaceful 2 bdr 1 bath bungalow. Pet friendly
Exterior
Countryside Private Guest Room

Countryside Private Guest Room

Countryside Private Guest Room
Freeburg
10.0 out of 10, Exceptional, (17)
"Wonderful property with a wonderful host!"
United States
gerry e.
The price is NZ$159
includes taxes & fees
30 Dec - 31 Dec
Countryside Private Guest Room
Fridge, microwave, oven, stovetop
Cheerful quaint home in prime Tulsa area.

Cheerful quaint home in prime Tulsa area.

Cheerful quaint home in prime Tulsa area.
Tulsa
9.8 out of 10, Exceptional, (41)
"Clean, well decorated, good neighborhood"
United States
Colton P.
The price is NZ$343
includes taxes & fees
4 Jan - 5 Jan 2026
Cheerful quaint home in prime Tulsa area.
Smart TV, stereo
Xscapecation Oasis

Xscapecation Oasis

Xscapecation Oasis
Tulsa
10.0 out of 10, Exceptional, (23)
"Wonderful place to stay! Great location and wonderful host!"
United States
Mary P.
The price is NZ$218
includes taxes & fees
19 Jan - 20 Jan 2026
Xscapecation Oasis
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Historic Route 66 Hotel Reviews

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

10/10 Excellent
"Great stay!"
Todd 3-night trip
Posted 11 hours ago
Embassy Suites by Hilton Chicago Downtown River North

Find out more about Historic Route 66

Historic Route 66 Holiday Homes information

Number of reviews
1,016
Accommodation
78 Holiday Homes
Lowest Price
NZ$159
Highest Price
NZ$2,365