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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 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
6 Oct - 7 Oct
Charming Thomas cottage for 2 with large carport
A small, green wooden cabin with a snow-covered roof, surrounded by trees.

2. 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!
A single-story house with a gabled roof, a front porch with two chairs, and a small front yard.

3. 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
25 Oct - 26 Oct
New 1 bedroom cottage right off Route 66.
A single-story house with a garage, surrounded by a grassy lawn and trees.

4. 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
6 Oct - 7 Oct
Recently Remodeled Route 66 Retreat! Claremore Gem
A wooden deck with a view of a large body of water, a boat, and distant land.

5. Back of the Moon at CrossTimbers Marina

Back of the Moon at CrossTimbers Marina
Sperry
8.8 out of 10, Excellent, (12 reviews)
"Great location and super staff"
United States
Joshlyn H.
The price is AED 801
AED 990 total
includes taxes & fees
6 Oct - 7 Oct
Back of the Moon at CrossTimbers Marina
A single-story house with a porch, a mailbox, and a gravel driveway.

6. The Green Acres Cottage - Charming 2 Bedroom near S&T and Acorn Trail in Rolla.

The Green Acres Cottage - Charming 2 Bedroom near S&T and Acorn Trail in Rolla.
Rolla
9.8 out of 10, Exceptional, (6 reviews)
"Convinient place to stay while we moved our son into the dorm."
United States
Sarah T.
The price is AED 455
AED 925 total
includes taxes & fees
12 Oct - 13 Oct
The Green Acres Cottage - Charming 2 Bedroom near S&T and Acorn Trail in Rolla.
A small wooden cabin with a porch, a satellite dish, and a gravel driveway.

7. 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
6 Oct - 7 Oct
Dragonfly Meadows Guesthouse
A living room with a sofa set, a coffee table, a fireplace, and a TV mounted on a wooden wall.

8. 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
The price is AED 577
AED 1,061 total
includes taxes & fees
3 Nov - 4 Nov
Quaint 2 bedroom cottage in the pines
A two-story house with a wooden deck, a gravel driveway, and a red car parked in the driveway.

9. 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, (83 reviews)
"Great little place! Clean and comfortable."
United States
Mark
The price is AED 430
AED 539 total
includes taxes & fees
22 Oct - 23 Oct
Cozy Cottage on Historic Route 66, minutes away from Wineries & Restaurants.
A covered outdoor area with a view of a large body of water, a white railing, and a round table.

10. 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 429
AED 548 total
includes taxes & fees
6 Oct - 7 Oct
Shoreside at CrossTimbers Marina
An aerial view of a rural property with two houses, a dirt road, and a lake in the background.

11. 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
6 Oct - 7 Oct
Charming 1-bedroom cottage with WiFi and AC near Monkey Island and Grand Lake
A small, single-story building with a dark exterior and a white door, surrounded by a gravel driveway and sparse vegetation.

12. 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
8 Oct - 9 Oct
Fireside Retreat
A wooden deck with chairs and a sign reading "LAKE".

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

GrandLake*Kayak*Forest View*Firepit*King*Lakefront
Grove
10.0 out of 10, Exceptional, (40 reviews)
"Enjoyed the stay! Cute, clean, and close to the water!"
United States
Katie B.
The price is AED 487
AED 899 total
includes taxes & fees
3 Nov - 4 Nov
GrandLake*Kayak*Forest View*Firepit*King*Lakefront
A multi-story building with a balcony and outdoor seating area.

14. 2 Mi to Dtwn Flagstaff: Home w/ Balcony!

2 Mi to Dtwn Flagstaff: Home w/ Balcony!
3.0 star property
Flagstaff
The price is AED 349
AED 1,139 total
includes taxes & fees
19 Oct - 20 Oct
2 Mi to Dtwn Flagstaff: Home w/ Balcony!
A yellow single-story house with a white door and windows, a stone chimney, and a stone pathway leading to the front door.

15. Charming Blake Cottage | Augusta Wine Country

Charming Blake Cottage | Augusta Wine Country
Augusta
8.8 out of 10, Excellent, (14 reviews)
"Cozy cottage with private outdoor space Easy access to downtown Clean with very comfy beds"
United States
Denice B.
The price is AED 397
AED 1,229 total
includes taxes & fees
8 Oct - 9 Oct
Charming Blake Cottage | Augusta Wine Country
A wooden deck with two Adirondack chairs, surrounded by lush greenery and trees.

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

Kayaks*Forest View*Firepit*King*Lakefront*Gameroom
Grove
10.0 out of 10, Exceptional, (47 reviews)
"Amazing property we will definitely be back!!!"
United States
Glynn S.
The price is AED 467
AED 873 total
includes taxes & fees
13 Oct - 14 Oct
Kayaks*Forest View*Firepit*King*Lakefront*Gameroom
A modern house with a glass extension, surrounded by a natural landscape with trees and rocks.

17. 1Br Hidden Gem overlooking Wetland Dog Friendly

1Br Hidden Gem overlooking Wetland Dog Friendly
Flagstaff
9.4 out of 10, Exceptional, (21 reviews)
"this is a great getaway in Flagstaff area."
United States
Daniel M.
1Br Hidden Gem overlooking Wetland Dog Friendly
A kitchen with white cabinets, a granite countertop, a coffee maker, a microwave, and two potted plants.

18. The Bonny Bungalow

The Bonny Bungalow
Waynesville
9.0 out of 10, Wonderful, (9 reviews)
"Great home close to Fort Learnard Wood. House was perfect and clean, and the bed was super comfortable. Check In was simple and the area was safe. We enjoyed to small home, and it was absolutely perfect for what we needed."
United States
Julian D.
The price is AED 327
AED 751 total
includes taxes & fees
12 Oct - 13 Oct
The Bonny Bungalow
A covered porch with a view of a lake and distant land.

19. 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 wooden deck with chairs and a sign reading "LAKE".

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

GrandLake*Kayak*Forest View*Firepit*King*Lakefront
Grove
10.0 out of 10, Exceptional, (10 reviews)
"I have stade here a couple times its a great place to stay and clean and great prices looking foeword to staying there agine .."
United States
Anthony M.
The price is AED 467
AED 873 total
includes taxes & fees
13 Oct - 14 Oct
GrandLake*Kayak*Forest View*Firepit*King*Lakefront
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
"No breakfast"
Kimberly 1-night trip
Posted 15 hours ago
Days Inn by Wyndham St. Robert Waynesville/Ft. Leonard Wood