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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Historic Route 66 cottages

A single-story house with a covered porch, a front door with a red doorbell, and a number '205' on the front.

1. 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 AED 324
AED 509 total
includes taxes & fees
3 Oct - 4 Oct
Charming Thomas cottage for 2 with large carport
A single-story house with a garage, surrounded by a grassy lawn and trees.

2. Recently Remodeled Route 66 Retreat! Claremore Gem

Recently Remodeled Route 66 Retreat! Claremore Gem
3.0 star property
Claremore
The price is AED 404
AED 1,112 total
includes taxes & fees
4 Oct - 5 Oct
Recently Remodeled Route 66 Retreat! Claremore Gem
A living room with a sofa set, a coffee table, a fireplace, and a TV mounted on a wooden wall.

3. Quaint 2 bedroom cottage in the pines

Quaint 2 bedroom cottage in the pines
Fort Valley
10.0 out of 10, Exceptional, (5 reviews)
"This place was a great cozy stay my kids and wife loved it"
United States
Carlos
Quaint 2 bedroom cottage in the pines
A small wooden cabin with a porch, a satellite dish, and a gravel driveway.

4. Dragonfly Meadows Guesthouse

Dragonfly Meadows Guesthouse
Stoutland
10.0 out of 10, Exceptional, (27 reviews)
"This was a very relaxing and beautiful place to stay!"
United States
Denise
The price is AED 380
AED 477 total
includes taxes & fees
5 Oct - 6 Oct
Dragonfly Meadows Guesthouse
A single-story house with a gabled roof, a front porch with two chairs, and a small front yard.

5. New 1 bedroom cottage right off Route 66.

New 1 bedroom cottage right off Route 66.
Galena
10.0 out of 10, Exceptional, (53 reviews)
"Great place to stay in Galena."
United States
JJ J.
The price is AED 364
AED 587 total
includes taxes & fees
3 Oct - 4 Oct
New 1 bedroom cottage right off Route 66.
A small, single-story building with a dark exterior and a white door, surrounded by a gravel driveway and sparse vegetation.

6. Fireside Retreat

Fireside Retreat
Afton
9.8 out of 10, Exceptional, (17 reviews)
"Super easy to work with the host. Very nice, functional space! Will absolutely stay again!"
United States
Andrea H.
The price is AED 426
AED 771 total
includes taxes & fees
3 Oct - 4 Oct
Fireside Retreat
A small, green wooden cabin with a snow-covered roof, surrounded by trees.

7. Secluded cottage on 8 acres at Bell Cow Lake. Come let your cares slip away!

Secluded cottage on 8 acres at Bell Cow Lake. Come let your cares slip away!
Chandler
10.0 out of 10, Exceptional, (5 reviews)
"My daughter stayed in the cottage whe. She attended a wedding at the nearby Rusty Mallard. She thoroughly enjoyed her stay. The host was very responsive."
United States
Gabriela
The price is AED 375
AED 527 total
includes taxes & fees
30 Oct - 31 Oct
Secluded cottage on 8 acres at Bell Cow Lake. Come let your cares slip away!
An aerial view of a rural property with two houses, a dirt road, and a lake in the background.

8. 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, (14 reviews)
"What a fantastic place, everything was great, we will be coming back to sunset hideaway for sure. Thank you for a wonderful stay. "
United States
Marty H.
The price is AED 426
AED 771 total
includes taxes & fees
3 Oct - 4 Oct
Charming 1-bedroom cottage with WiFi and AC near Monkey Island and Grand Lake
A covered porch with a view of a lake and distant land.

9. Castaway at CrossTimbers Marina

Castaway at CrossTimbers Marina
Sperry
9.0 out of 10, Wonderful, (50 reviews)
"Beautiful view and cozy room! Plan to return!"
United States
Johannah
The price is AED 420
AED 538 total
includes taxes & fees
15 Oct - 16 Oct
Castaway at CrossTimbers Marina
A covered porch with a table and chairs, overlooking a body of water and trees.

10. Eagles Nest at CrossTimbers Marina

Eagles Nest at CrossTimbers Marina
Sperry
8.2 out of 10, Very good, (27 reviews)
"Cute little cottage on the lake. It was very clean, and check-in was a breeze. Great communication with the host about the process and answering questions."
United States
Angela W.
The price is AED 505
AED 632 total
includes taxes & fees
26 Oct - 27 Oct
Eagles Nest at CrossTimbers Marina
A wooden deck with a wooden chair and a stone fireplace.

11. Lake Views & Fall Colors | Cozy Cottage + Kayaks

Lake Views & Fall Colors | Cozy Cottage + Kayaks
Jay
9.8 out of 10, Exceptional, (45 reviews)
"Great place and responsive host. Owner allowed us to do a late check out which we really appreciated. Would definitely stay again!"
United States
Jon J.
The price is AED 431
AED 1,047 total
includes taxes & fees
4 Oct - 5 Oct
Lake Views & Fall Colors | Cozy Cottage + Kayaks
A single-story house with a front porch, a stone foundation, and a red staircase.

12. Remodeled Tulsa House w/ Yard ~ 4 Mi to Downtown!

Remodeled Tulsa House w/ Yard ~ 4 Mi to Downtown!
3.0 star property
Tulsa
8.0 out of 10, Very good, (2 reviews)
"Very nice house and was very clean. Just remolded and was a good stay for sure."
United States
Alex
The price is AED 349
AED 930 total
includes taxes & fees
4 Oct - 5 Oct
Remodeled Tulsa House w/ Yard ~ 4 Mi to Downtown!
A garden pathway with a wooden fence, potted plants, and a small tree.

13. Historic Guesthouse in Central Oklahoma City

Historic Guesthouse in Central Oklahoma City
Central Oklahoma City
10.0 out of 10, Exceptional, (1 review)
"Very clean and was a very welcoming."
United States
Scott E.
The price is AED 331
AED 788 total
includes taxes & fees
3 Oct - 4 Oct
Historic Guesthouse in Central Oklahoma City
A cozy porch with a white bench and a pink table, stone walls, and a view of a grassy field.

14. Granny's House by Coleman Vault

Granny's House by Coleman Vault
Marionville
9.8 out of 10, Exceptional, (10 reviews)
"Very comfortable home in a quiet part of town. Very clean and roomy. We enjoyed our quick stay!"
United States
Patty O.
The price is AED 433
AED 742 total
includes taxes & fees
4 Oct - 5 Oct
Granny's House by Coleman Vault
A small, single-story building with a wooden deck and a staircase leading to a door.

15. R&R Retreat w/Lake Access. Grand Lake Grove, OK

R&R Retreat w/Lake Access. Grand Lake Grove, OK
Wyandotte
9.0 out of 10, Wonderful, (4 reviews)
"This place was super cute. Barb was great with communication when I had any questions. And it was literally a 2 minute walk to a public beach was awesome for swimming. The home had all the little things we needed would love stay again"
United States
Alena B.
The price is AED 347
AED 440 total
includes taxes & fees
12 Oct - 13 Oct
R&R Retreat w/Lake Access. Grand Lake Grove, OK
A covered outdoor area with a view of a large body of water, a white railing, and a round table.

16. Shoreside at CrossTimbers Marina

Shoreside at CrossTimbers Marina
Sperry
9.8 out of 10, Exceptional, (70 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 AED 466
AED 590 total
includes taxes & fees
15 Oct - 16 Oct
Shoreside at CrossTimbers Marina
A modern house with a deck, large windows, and a pathway leading to the entrance.

17. Wooded Oasis.Free Bottle of Wine+Breakfast+Golf

Wooded Oasis.Free Bottle of Wine+Breakfast+Golf
Caseyville
9.4 out of 10, Exceptional, (35 reviews)
"Our Caseyville IL stay was very nice, the location close to Cahokia Unesco site and St. Louis made it perfect for the two of us."
United States
amy m.
The price is AED 456
AED 768 total
includes taxes & fees
6 Oct - 7 Oct
Wooded Oasis.Free Bottle of Wine+Breakfast+Golf
A kitchen with dark cabinets, a white dishwasher, and a tiled backsplash.

18. 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
9.8 out of 10, Exceptional, (10 reviews)
"The host was very helpful during our stay! Nice property for a weekend stay."
United States
Nancy H.
The price is AED 298
AED 984 total
includes taxes & fees
4 Oct - 5 Oct
Charming 3-bedroom cottage with WiFi and AC in delightful downtown Guthrie
A single-story house with a front porch, a front door, and a small front yard.

19. Charming Cozy Cottage with a Brand New Bathroom!

Charming Cozy Cottage with a Brand New Bathroom!
Lebanon
9.2 out of 10, Wonderful, (5 reviews)
"Place was great and very pet friendly! Beds were comfy! We had dinner at Mel's on the Madison and the food was outstanding!"
United States
Fred L.
The price is AED 374
AED 812 total
includes taxes & fees
15 Oct - 16 Oct
Charming Cozy Cottage with a Brand New Bathroom!
A wooden deck with two Adirondack chairs, surrounded by lush greenery and trees.

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

Kayaks*Forest View*Firepit*King*Lakefront*Gameroom
Grove
10.0 out of 10, Exceptional, (46 reviews)
"Amazing property we will definitely be back!!!"
United States
Glynn S.
The price is AED 428
AED 825 total
includes taxes & fees
6 Oct - 7 Oct
Kayaks*Forest View*Firepit*King*Lakefront*Gameroom
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
"Property was fine. Looks shabby outside. Room was clean. A little Worn but fine."
Jennifer 3-night trip
Posted 5 days ago
Days Inn by Wyndham St. Robert Waynesville/Ft. Leonard Wood