Search Vacation Homes in Historic Route 66

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Oct 10 - Oct 12
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Oct 24 - Oct 26
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Nov 21 - Nov 23
In three months
Dec 19 - Dec 21

Vacation Homes in Historic Route 66

Charming Hideaway in Downtown Flagstaff
Terrace/patio

Charming Hideaway in Downtown Flagstaff

9.6 out of 10, Exceptional, (409)
"Excellent location to local attractions."
Charming Hideaway in Downtown Flagstaff
HUGE 1700 sqft 3bd West Loop Penthouse w/ Balcony
Property grounds

HUGE 1700 sqft 3bd West Loop Penthouse w/ Balcony

9.2 out of 10, Wonderful, (53)
"The building is from the 19th century which made it a really unique experience. The hosts were amazing and quick to respond. We went to check out the Linkin Park concert in the United Center and it was a 5min walk from the property. "
HUGE 1700 sqft 3bd West Loop Penthouse w/ Balcony
St. Charles 1860's Gem - Sleeps 6!
Fridge, microwave, oven, stovetop

St. Charles 1860's Gem - Sleeps 6!

9.8 out of 10, Exceptional, (122)
"Perfect place to stay while we were in town for a show! "
The price is ￥18,686
￥38,269 total
includes taxes & fees
Sep 28 - Sep 29
St. Charles 1860's Gem - Sleeps 6!
LUXE 3 BR, 2 BA + Hot Tub
Private kitchen

LUXE 3 BR, 2 BA + Hot Tub

8.8 out of 10, Excellent, (33)
"The house had a lot of gnats and we were bit up"
The price is ￥20,181
￥47,017 total
includes taxes & fees
Sep 29 - Sep 30
LUXE 3 BR, 2 BA + Hot Tub
Convenience 2 Bedroom House to Explore All of St Louis
Fridge, microwave, stovetop, coffee/tea maker

Convenience 2 Bedroom House to Explore All of St Louis

9.8 out of 10, Exceptional, (30)
"One night stay. Location convenient to downtown Clayton. "
The price is ￥16,581
￥37,904 total
includes taxes & fees
Sep 28 - Sep 29
Convenience 2 Bedroom House to Explore All of St Louis
Cozy 3-bedroom house in family-oriented Melrose Park.
Property grounds

Cozy 3-bedroom house in family-oriented Melrose Park.

10.0 out of 10, Exceptional, (23)
"Excellent place to stay and host provided great communication. The house is very nice and we also enjoyed the fire pit and hot tub, too! We highly recommend staying at this house and we will be back soon!"
Cozy 3-bedroom house in family-oriented Melrose Park.
Centrally located in the Tower Grove East neighborhood!
Interior

Centrally located in the Tower Grove East neighborhood!

9.8 out of 10, Exceptional, (127)
"Great stay, comfortable furnishings, quiet street. "
The price is ￥11,062
￥25,054 total
includes taxes & fees
Sep 29 - Sep 30
Centrally located in the Tower Grove East neighborhood!
2BR Traveler`s Favorite • Modern and Clean
Fridge, microwave, oven, stovetop

2BR Traveler`s Favorite • Modern and Clean

10.0 out of 10, Exceptional, (2)
"Clean, comfortable, and secure"
The price is ￥8,790
￥53,130 total
includes taxes & fees
Oct 7 - Oct 8
2BR Traveler`s Favorite • Modern and Clean
Madison House 1 -Walk to Main St
2 bedrooms, desk, iron/ironing board, travel crib

Madison House 1 -Walk to Main St

8.8 out of 10, Excellent, (13)
"Comfortable place to stay easy to find location close to everything in St Charles"
The price is ￥13,305
￥35,349 total
includes taxes & fees
Sep 28 - Sep 29
Madison House 1 -Walk to Main St
Cozy Tiny House - 1BR1BT - 15 Mins from Chicago Downtown
Terrace/patio

Cozy Tiny House - 1BR1BT - 15 Mins from Chicago Downtown

2.0 star property
9.0 out of 10, Wonderful, (9)
"Great"
Cozy Tiny House - 1BR1BT - 15 Mins from Chicago Downtown
AC & GAME ROOM! Pondy Hills Flagstaff Getaway
Fridge, microwave, oven, stovetop

AC & GAME ROOM! Pondy Hills Flagstaff Getaway

9.6 out of 10, Exceptional, (27)
"Great place to stay, close to stores. Er really enjoyed our stay. Playroom was great for the kids! Beautiful home thank you!"
The price is ￥40,026
￥79,855 total
includes taxes & fees
Sep 28 - Sep 29
AC & GAME ROOM! Pondy Hills Flagstaff Getaway
Wrigley Field/Lakeview -Entire Home- Large Groups!
Fridge, microwave, oven, stovetop

Wrigley Field/Lakeview -Entire Home- Large Groups!

10.0 out of 10, Exceptional, (83)
"We had a fantastic experience staying here. The layout was spacious and worked perfectly for our group of 10 adults—plenty of room for everyone to relax and spread out. The home was clean, well-kept, and exactly as described. Check-in and check-out were a breeze, and the neighborhood was quiet and welcoming with easy access to public transportation, which made getting around simple. Overall, a 10/10 stay—we really enjoyed our time and would definitely book again!"
Wrigley Field/Lakeview -Entire Home- Large Groups!
Casa Buena Vista: Outdoor Hot Tub - Walk to Plaza
Property grounds

Casa Buena Vista: Outdoor Hot Tub - Walk to Plaza

9.8 out of 10, Exceptional, (352)
"It was very convenient. It iwas very spacious, beautiful, and had everything we needed!"
Casa Buena Vista: Outdoor Hot Tub - Walk to Plaza
Lincoln Park Single Family Home (4bdrm 3.5 bth)-2 Car Garage 4200sqft Sleeps 24
Beach nearby

Lincoln Park Single Family Home (4bdrm 3.5 bth)-2 Car Garage 4200sqft Sleeps 24

9.8 out of 10, Exceptional, (176)
"Great place for our large group. Lots of room for the bridal girls to get ready for the wedding. "
Lincoln Park Single Family Home (4bdrm 3.5 bth)-2 Car Garage 4200sqft Sleeps 24
The Lewis & Clark Hangout
Fridge, microwave, oven, stovetop

The Lewis & Clark Hangout

9.0 out of 10, Wonderful, (18)
"Enjoyed are stay"
The price is ￥23,769
￥58,256 total
includes taxes & fees
Sep 28 - Sep 29
The Lewis & Clark Hangout
Charming 3-Bedroom Home Near River & Family Fun!
Smart TV

Charming 3-Bedroom Home Near River & Family Fun!

2.0 star property
10.0 out of 10, Exceptional, (4)
"Great experience and communication with the property manager. the location was centrally location to food, stores, river, and the lake. the neighborhood was quiet. "
The price is ￥18,836
￥41,817 total
includes taxes & fees
Sep 29 - Sep 30
Charming 3-Bedroom Home Near River & Family Fun!
Sleeps 18 • 8BR • Game Room • Gym • Theater
8 bedrooms, desk, iron/ironing board, travel crib

Sleeps 18 • 8BR • Game Room • Gym • Theater

5.4 out of 10, (3)
"Great space for large groups. Park across the street is a great "feature"."
The price is ￥18,522
￥129,829 total
includes taxes & fees
Sep 29 - Sep 30
Sleeps 18 • 8BR • Game Room • Gym • Theater
Private Pool, Hot Tub & Outdoor Grill in OKC
Fridge, microwave, oven, stovetop

Private Pool, Hot Tub & Outdoor Grill in OKC

9.2 out of 10, Wonderful, (156)
"House was perfect for a "Girls Getaway" of 3 generations. Pool and hot tub were wonderful and we ended up spending most of our time there. Beds were comfortable. Kitchen had everything we needed. Prompt communication with hosts. Couldn't ask for more. Definitely recommend. "
The price is ￥15,846
￥43,561 total
includes taxes & fees
Sep 29 - Sep 30
Private Pool, Hot Tub & Outdoor Grill in OKC
Amazing 3-bedroom house with WiFi and AC in awesome Chicago
3 bedrooms, iron/ironing board, WiFi, bed sheets

Amazing 3-bedroom house with WiFi and AC in awesome Chicago

10.0 out of 10, Exceptional, (1)
Amazing 3-bedroom house with WiFi and AC in awesome Chicago
Cielo Grande
Condo, Multiple Beds, Balcony, Mountain View (#305 - Pet Friendly) | Private kitchen | Fridge, microwave, oven, stovetop

Cielo Grande

3.0 star property
9.2 out of 10, Wonderful, (18)
"Great place for families."
Cielo Grande
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 Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

10/10 Excellent
"Clean room, free wine bottle and water bottles were provided daily. Great location! Everything within 15-20 minute walk. Omar, the bartender was excellent and super friendly! Had great suggestions on where to go to eat and entertainment and made great drinks! I would stay there again and great price too! "
ALEJANDRA 4-night trip
Posted 6 hours ago
The Allegro Royal Sonesta Hotel Chicago Loop

Find out more about Historic Route 66

Find out more about Historic Route 66

Historic Route 66 Vacation Homes information

Number of reviews
1,512
Accommodation
93 Vacation Homes
Lowest Price
￥25,054
Highest Price
￥129,829

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Explore a world of travel with Expedia