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Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sept - 27 Sept
In four months
23 Oct - 25 Oct

Our top choices for Historic Route 66 cottages

Terrace/patio

Kayaks*Forest View*Firepit*King*Lakefront*Gameroom

Kayaks*Forest View*Firepit*King*Lakefront*Gameroom
Grove
10.0 out of 10, Exceptional, (42 reviews)
"Amazing property we will definitely be back!!!"
United States
Glynn S.
The price is €248
includes taxes & fees
13 Jul - 14 Jul
Kayaks*Forest View*Firepit*King*Lakefront*Gameroom
Exterior

Dragonfly Meadows Guesthouse

Dragonfly Meadows Guesthouse
Stoutland
10.0 out of 10, Exceptional, (23 reviews)
"This was a very relaxing and beautiful place to stay!"
United States
Denise
Dragonfly Meadows Guesthouse
Property grounds

Cottage in the country, ideal for families.

Cottage in the country, ideal for families.
Aurora
9.8 out of 10, Exceptional, (10 reviews)
"Cute house"
United States
Toni H.
The price is €169
includes taxes & fees
30 Jul - 31 Jul
Cottage in the country, ideal for families.
House (1 Bedroom) | Interior

Lakefront Cabin: Boat Dock, Pool & Hot Tub

Lakefront Cabin: Boat Dock, Pool & Hot Tub
3.0 star property
Grove
10.0 out of 10, Exceptional, (2 reviews)
"The property was nice and we enjoyed our stay! We will go back❤️"
United States
Shana
The price is €217
includes taxes & fees
5 Jul - 6 Jul
Lakefront Cabin: Boat Dock, Pool & Hot Tub
Exterior

Cozy Cottage on Historic Route 66, minutes away from Wineries & Restaurants.

Cozy Cottage on Historic Route 66, minutes away from Wineries & Restaurants.
Saint James
10.0 out of 10, Exceptional, (68 reviews)
"Great stay!"
United States
Adria N.
The price is €168
includes taxes & fees
6 Jul - 7 Jul
Cozy Cottage on Historic Route 66, minutes away from Wineries & Restaurants.
Exterior

GrandLake*Kayak*Forest View*Firepit*King*Lakefront

GrandLake*Kayak*Forest View*Firepit*King*Lakefront
Grove
10.0 out of 10, Exceptional, (38 reviews)
"Clean and comfortable stay"
United States
Scott D.
The price is €248
includes taxes & fees
13 Jul - 14 Jul
GrandLake*Kayak*Forest View*Firepit*King*Lakefront
Exterior

New 1 bedroom cottage right off Route 66.

New 1 bedroom cottage right off Route 66.
Galena
10.0 out of 10, Exceptional, (42 reviews)
"This is a great place to stay and everything was perfect from booking to check out "
United States
Greg K.
The price is €144
includes taxes & fees
11 Jul - 12 Jul
New 1 bedroom cottage right off Route 66.
Property grounds

Castaway at CrossTimbers Marina

Castaway at CrossTimbers Marina
Sperry
8.8 out of 10, Excellent, (46 reviews)
"Beautiful view and cozy room! Plan to return!"
United States
Johannah
The price is €143
includes taxes & fees
1 Jul - 2 Jul
Castaway at CrossTimbers Marina
Exterior

Away from the bustle of the city, close to the lake, perfect for families

Away from the bustle of the city, close to the lake, perfect for families
Oologah
9.8 out of 10, Exceptional, (24 reviews)
"It was peaceful and quiet perfect for me and my family to have a few days together an relax"
United States
Zulma W.
The price is €236
includes taxes & fees
6 Jul - 7 Jul
Away from the bustle of the city, close to the lake, perfect for families
Exterior

Cozy 2BR Home | Sleeps 4 | Pet-Friendly w/ Garage

Cozy 2BR Home | Sleeps 4 | Pet-Friendly w/ Garage
Saint James
9.8 out of 10, Exceptional, (13 reviews)
"Nice space. Comfortable. Floors could have been cleaner and fans. Garage is a plus. Communication with host very good. Central air works good. Shower has good pressure."
United States
Sam and Kay
Cozy 2BR Home | Sleeps 4 | Pet-Friendly w/ Garage
Exterior

GrandLake*Kayak*Forest View*Firepit*King*Lakefront

GrandLake*Kayak*Forest View*Firepit*King*Lakefront
Grove
10.0 out of 10, Exceptional, (10 reviews)
"Easy check in. Very clean with great amenities. We enjoyed this visit and will likely return. "
United States
Myrna A.
The price is €248
includes taxes & fees
13 Jul - 14 Jul
GrandLake*Kayak*Forest View*Firepit*King*Lakefront
Exterior

Fireside Retreat

Fireside Retreat
Afton
10.0 out of 10, Exceptional, (13 reviews)
"What a great little place to get away! Great host and amenities. Far enough from everything to be peaceful yet close enough to everything you need. We will be back in the future. "
United States
Todd W.
The price is €187
includes taxes & fees
2 Jul - 3 Jul
Fireside Retreat
Exterior

Charming Thomas cottage for 2 with large carport

Charming Thomas cottage for 2 with large carport
Thomas
10.0 out of 10, Exceptional, (4 reviews)
"so clean and cozy. host was very nice and prompt with any questions."
United States
Susan E.
The price is €125
includes taxes & fees
5 Jul - 6 Jul
Charming Thomas cottage for 2 with large carport
House (3 Bedrooms) | Front of property

Private Patio + Yard: Home By Tinker & Hospitals!

Private Patio + Yard: Home By Tinker & Hospitals!
3.5 star property
Oklahoma City
8.0 out of 10, Very good, (2 reviews)
"Nice"
United States
Marcus
The price is €196
includes taxes & fees
7 Jul - 8 Jul
Private Patio + Yard: Home By Tinker & Hospitals!
Property grounds

Cozy two bedroom home by historic Rt. 66, pet friendy too!

Cozy two bedroom home by historic Rt. 66, pet friendy too!
Wilmington
9.4 out of 10, Exceptional, (28 reviews)
"We had a great stay! The house was nice and cozy, very clean, and in a great location. The host was easy to communicate with and very responsive throughout our stay. Would definitely recommend!"
United States
Toney N.
The price is €280
includes taxes & fees
3 Jul - 4 Jul
Cozy two bedroom home by historic Rt. 66, pet friendy too!
Property grounds

Shoreside at CrossTimbers Marina

Shoreside at CrossTimbers Marina
Sperry
9.8 out of 10, Exceptional, (66 reviews)
"Wonderful stay for our quick getaway. If you want to get away inexpensively this is the place for you. Walking distance to a great restaurant with extremely friendly employees. "
United States
Jeff L.
The price is €155
includes taxes & fees
1 Jul - 2 Jul
Shoreside at CrossTimbers Marina
Exterior

6 mins to DT St. Louis and Arch view. Complimentary water,wine & breakfast

6 mins to DT St. Louis and Arch view. Complimentary water,wine & breakfast
Caseyville
9.4 out of 10, Exceptional, (25 reviews)
"Nice quiet stay. Host was quick to respond & accommodate everything. Highly recommend!"
United States
Heather
The price is €183
includes taxes & fees
6 Jul - 7 Jul
6 mins to DT St. Louis and Arch view. Complimentary water,wine & breakfast
Interior

Charming 3-bedroom cottage with WiFi and AC in delightful downtown Guthrie

Charming 3-bedroom cottage with WiFi and AC in delightful downtown Guthrie
Guthrie
10.0 out of 10, Exceptional, (8 reviews)
"This was a perfect place for me to stay on my visit to Guthrie. The house was clean, comfortable, and in a great location. Would definitely stay again!"
United States
Luann H.
The price is €235
includes taxes & fees
1 Jul - 2 Jul
Charming 3-bedroom cottage with WiFi and AC in delightful downtown Guthrie
Exterior detail

The Bonny Bungalow

The Bonny Bungalow
Waynesville
9.0 out of 10, Wonderful, (9 reviews)
"The host was great and provided everything she could think we needed, including quality shampoo/ conditioner, breakfast options, and makeup remover. We really enjoyed our stay. "
United States
Mason M.
The Bonny Bungalow
Exterior

Charming 1-bedroom cottage with WiFi and AC near Monkey Island and Grand Lake

Charming 1-bedroom cottage with WiFi and AC near Monkey Island and Grand Lake
Afton
10.0 out of 10, Exceptional, (10 reviews)
"Nice quiet little spot, very well recommended!"
United States
Bob S.
The price is €198
includes taxes & fees
31 Jul - 1 Aug
Charming 1-bedroom cottage with WiFi and AC near Monkey Island and Grand Lake
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

8/10 Good
"Very worn out property but still mostly clean."
Richard 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 Cottages information

Number of reviews
421
Accommodation
7 Cottages
Lowest Price
€118
Highest Price
€280