Search Vacation Homes in Historic Route 66

  • 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

In two weeks
Jun 19 - Jun 21
In two months
Jul 31 - Aug 2
In three months
Aug 28 - Aug 30
In four months
Sep 25 - Sep 27

Our top choices for Historic Route 66 vacation homes

Fridge, microwave, oven, stovetop

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, (74 reviews)
"This place was perfect! Very clean with everything you could possibly need! Host answered me back immediately!! Great value too"
United States
Holly
The price is ￥14,426
￥18,975 total
includes taxes & fees
Jun 22 - Jun 23
Serenity's Sanctuary in this quiet, peaceful 2 bdr 1 bath bungalow. Pet friendly
Terrace/patio

Missouri’s 1st Sinclair Service Station

Missouri’s 1st Sinclair Service Station
Walnut Grove
10.0 out of 10, Exceptional, (13 reviews)
"The room was very clean with nice touches included. The bed was very comfortable, as well. Nice experience. "
United States
Jane
The price is ￥13,537
￥22,136 total
includes taxes & fees
Jun 14 - Jun 15
Missouri’s 1st Sinclair Service Station
Outdoor dining

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

Charming 2-bedroom house with AC, WiFi in welcoming Oatman
Oatman
9.4 out of 10, Exceptional, (23 reviews)
"Perfect located in the heart of Oatman, clean, well equiped, easy."
United States
stephane
The price is ￥20,197
￥31,278 total
includes taxes & fees
Jun 8 - Jun 9
Charming 2-bedroom house with AC, WiFi in welcoming Oatman
Exterior

Red Hills of Home entire house

Red Hills of Home entire house
Hydro
10.0 out of 10, Exceptional, (19 reviews)
"Great place to stay, would recommend to others."
New Zealand
Jodie Lee S.
The price is ￥13,601
￥22,650 total
includes taxes & fees
Jun 22 - Jun 23
Red Hills of Home entire house
Dining

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, (52 reviews)
"Very comfortable place and plenty of oven/refrigerator space to get our Thanksgiving food prepared! "
United States
Terri L.
The price is ￥16,561
￥24,336 total
includes taxes & fees
Jun 10 - Jun 11
Lyle &Taylor Present -Slice of Home on the Road
Property grounds

ENVITAE Hotel, 4BR Luxury Modern Apartments

ENVITAE Hotel, 4BR Luxury Modern Apartments
Near North Side
10.0 out of 10, Exceptional, (11 reviews)
The price is ￥94,892
￥172,086 total
includes taxes & fees
Jun 25 - Jun 26
ENVITAE Hotel, 4BR Luxury Modern Apartments
Smart TV

Ivy Jungalow | Bright, Clean, & near Downtown

Ivy Jungalow | Bright, Clean, & near Downtown
Joplin
9.8 out of 10, Exceptional, (72 reviews)
"Such a cute place, amazing stay!"
United States
Adam K.
The price is ￥12,961
￥27,808 total
includes taxes & fees
Jun 7 - Jun 8
Ivy Jungalow | Bright, Clean, & near Downtown
Interior

Feel at Home in this Peaceful Joplin Getaway, near medical school

Feel at Home in this Peaceful Joplin Getaway, near medical school
Joplin
10.0 out of 10, Exceptional, (133 reviews)
"We really enjoyed the stay! The house reminded me of childhood homes and had neat touches. Really pleasant experience. "
United States
Jill Y.
The price is ￥12,823
￥28,475 total
includes taxes & fees
Jun 8 - Jun 9
Feel at Home in this Peaceful Joplin Getaway, near medical school
Smart TV

COZY FAMILY SIZED 3 BEDROOM NEAR MIDWEST CITY REGIONAL PARK,TINKER AIRFORCE BASE

COZY FAMILY SIZED 3 BEDROOM NEAR MIDWEST CITY REGIONAL PARK,TINKER AIRFORCE BASE
Midwest City
10.0 out of 10, Exceptional, (57 reviews)
"Great space for our family gathering"
United States
Anne H.
The price is ￥17,137
￥44,286 total
includes taxes & fees
Jun 14 - Jun 15
COZY FAMILY SIZED 3 BEDROOM NEAR MIDWEST CITY REGIONAL PARK,TINKER AIRFORCE BASE
TV, streaming services

The Oriole: Cozy 2 Bed Home Mins Off Interstate

The Oriole: Cozy 2 Bed Home Mins Off Interstate
Joplin
9.2 out of 10, Wonderful, (52 reviews)
"Beds were very comfortable. "
United States
Caprice D.
The price is ￥14,979
￥27,307 total
includes taxes & fees
Jun 7 - Jun 8
The Oriole: Cozy 2 Bed Home Mins Off Interstate
Interior

Modern Bungalow Home with Mid-Century Flair

Modern Bungalow Home with Mid-Century Flair
Springfield
8.4 out of 10, Very Good, (57 reviews)
"Lovely home, great communication from the host, close to downtown and Lincoln sites."
United States
Kay P.
The price is ￥17,311
￥36,352 total
includes taxes & fees
Jun 17 - Jun 18
Modern Bungalow Home with Mid-Century Flair
Smart TV, books, offices

*Entire Home-Cherry St.-Dining-Shopping-Nightlife*

*Entire Home-Cherry St.-Dining-Shopping-Nightlife*
Cherry Street
9.0 out of 10, Wonderful, (54 reviews)
"Everything was perfect! Wish now that we'd booked a longer stay. "
United States
Linda
The price is ￥14,098
￥29,785 total
includes taxes & fees
Jun 9 - Jun 10
*Entire Home-Cherry St.-Dining-Shopping-Nightlife*
1 bedroom, desk, free WiFi, bed sheets

Private Master Suite/Private Entrance

Private Master Suite/Private Entrance
Piedmont
9.6 out of 10, Exceptional, (28 reviews)
"Clean all around"
United States
Bryson
The price is ￥6,480
￥16,537 total
includes taxes & fees
Jun 7 - Jun 8
Private Master Suite/Private Entrance
Property grounds

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, (104 reviews)
"Thank you again for a super easy and wonderful stay!"
United States
Courtney S.
The price is ￥12,182
￥28,370 total
includes taxes & fees
Jun 8 - Jun 9
Home is on the original 1926-1930 Route 66 alignment
Dining

Cozy House On The HILL Military Family Favorite

Cozy House On The HILL Military Family Favorite
Waynesville
10.0 out of 10, Exceptional, (54 reviews)
"Lovely and relaxing place to stay. Easy walking distance o downtown and park"
United States
Shelley
The price is ￥16,590
￥30,697 total
includes taxes & fees
Jun 8 - Jun 9
Cozy House On The HILL Military Family Favorite
Property grounds

Countryside Private Guest Room

Countryside Private Guest Room
Freeburg
10.0 out of 10, Exceptional, (23 reviews)
"Awesome place to stay really nice host would highly recommend!!!!"
United States
Cayson P.
The price is ￥10,801
￥14,840 total
includes taxes & fees
Jun 18 - Jun 19
Countryside Private Guest Room
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!
Grove
9.8 out of 10, Exceptional, (20 reviews)
"Had a great time and definitely will recommend to freinds."
United States
Steven St
The price is ￥12,961
￥25,463 total
includes taxes & fees
Jun 8 - Jun 9
The Cowskin Bunkhouse - Lakeview Getaway - perfect for fishermen/small families!
3 bedrooms, desk, travel crib, WiFi

Simply Sweet 3 Bedroom Home - near MS&T & Fort Leonard Wood

Simply Sweet 3 Bedroom Home - near MS&T & Fort Leonard Wood
Rolla
9.6 out of 10, Exceptional, (42 reviews)
"Loved it, close to all the fun stuff but far enough away from the noise!"
United States
Kylie
The price is ￥13,601
￥35,532 total
includes taxes & fees
Jun 8 - Jun 9
Simply Sweet 3 Bedroom Home - near MS&T & Fort Leonard Wood
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
South Tulsa
10.0 out of 10, Exceptional, (39 reviews)
"Wonderful place to stay! Lots of space to lounge about and various activities to take advantage of. Hosts were very helpful and friendly and available to answer questions. "
United States
Marrissa V.
The price is ￥20,521
￥28,075 total
includes taxes & fees
Jun 10 - Jun 11
Secluded Studio-Style 1-Bed/1-Bath Poolhouse in Southern Hills/Tulsa
Exterior

Our 80-Acre Farm, Lake, Nature Trail, Bonfires, Starry Nights 2 Miles Grafton

Our 80-Acre Farm, Lake, Nature Trail, Bonfires, Starry Nights 2 Miles Grafton
Grafton
10.0 out of 10, Exceptional, (139 reviews)
"Beautiful & relaxing setting"
United States
Randy/Bev H.
The price is ￥25,202
￥47,263 total
includes taxes & fees
Jun 10 - Jun 11
Our 80-Acre Farm, Lake, Nature Trail, Bonfires, Starry Nights 2 Miles Grafton
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

Congress Plaza Hotel

Congress Plaza Hotel

6/10 Okay
"Location was good to train station and grand park but biggest issue we had is no water pressure and it was at best lukewarm. This makes me now want to always check first before booking anything how their water service is. It was terrible and when I checked previous reviews it was one of biggest complaints. For this reason alone we won’t me back since after checking out downtown and traveling on the L to games and different places from south side to north side Chicago, you want to be able to have a decent shower and unwind."
harshee 3-night trip
Posted 2 hours ago
Congress Plaza Hotel

Find out more about Historic Route 66

Historic Route 66 Vacation Homes information

Number of reviews
1,055
Accommodation
98 Vacation Homes
Lowest Price
￥14,840
Highest Price
￥172,086