Holiday Homes in Historic Route 66

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
1 Aug - 3 Aug
In two weeks
8 Aug - 10 Aug
In one month
22 Aug - 24 Aug
In two months
19 Sept - 21 Sept

Featured Holiday Homes in Historic Route 66

Cherry Hill Retreat - Pool & Cabana
Fridge, microwave, oven, stovetop

Cherry Hill Retreat - Pool & Cabana

9.8 out of 10, Exceptional, (123)
"We had the best time!! Definitely recommend staying here!! We had 10 people and we never felt crowded and we all had a good time!! "
Cherry Hill Retreat - Pool & Cabana
Centrally located in the Tower Grove East neighborhood!
Interior

Centrally located in the Tower Grove East neighborhood!

9.8 out of 10, Exceptional, (116)
"Thoroughly enjoyed staying here. My sister and I were in town for an event and staying here made it even more fun!"
The price is NZ$272
includes taxes & fees
3 Aug - 4 Aug
Centrally located in the Tower Grove East neighborhood!
Great 3 bedroom rental unit near Logan Square
Fridge, microwave, oven, stovetop

Great 3 bedroom rental unit near Logan Square

9.6 out of 10, Exceptional, (48)
"This is a really cute property close to a lot of neighborhood restaurants and bars. The host is really nice and even moved his car for us so we could have his spot when we arrived. We would definitely stay here again. "
Great 3 bedroom rental unit near Logan Square
4BR Retreat w/ Theater, Game Room & Backyard
Dining

4BR Retreat w/ Theater, Game Room & Backyard

10.0 out of 10, Exceptional, (4)
"Great place"
The price is NZ$1,065
includes taxes & fees
20 Aug - 21 Aug
4BR Retreat w/ Theater, Game Room & Backyard
Breath taking Lake Front View
Terrace/patio

Breath taking Lake Front View

9.4 out of 10, Exceptional, (8)
The price is NZ$297
includes taxes & fees
11 Aug - 12 Aug
Breath taking Lake Front View
Serenity's Sanctuary in this quiet, peaceful 2 bdr 1 bath bungalow. Pet friendly
Property grounds

Serenity's Sanctuary in this quiet, peaceful 2 bdr 1 bath bungalow. Pet friendly

9.8 out of 10, Exceptional, (46)
"It was cozy and had a few fun quirks. I loved the homey feel definitely planning another visit"
The price is NZ$196
includes taxes & fees
7 Aug - 8 Aug
Serenity's Sanctuary in this quiet, peaceful 2 bdr 1 bath bungalow. Pet friendly
Cheerful 4 bedroom smart home w/ indoor fireplace
Fridge, microwave, oven, stovetop

Cheerful 4 bedroom smart home w/ indoor fireplace

7.8 out of 10, Good, (13)
"Loved the place and host was super helpful when needed! "
Cheerful 4 bedroom smart home w/ indoor fireplace
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, (18)
"Clean and in a nice neighborhood "
Cozy 3-bedroom house in family-oriented Melrose Park.
Luxury Home Away From Your Home
Fridge, microwave, oven, stovetop

Luxury Home Away From Your Home

9.0 out of 10, Wonderful, (124)
"Property manager was very responsive and the communication was clear and helpful. The house was very clean. Although the neighborhood was very concerning, dirty with a lot of people standing on the block, no one was threatening and nothing happened during our stay. Parking on street was safe. "
Luxury Home Away From Your Home
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, (154)
"Lisa was very responsive and super friendly! The property is very well maintained and clean!! We enjoyed the hot tub! This would be an awesome rental in the summer when the pool is able to be used! Overall 5 stars! "
The price is NZ$600
includes taxes & fees
25 Aug - 26 Aug
Private Pool, Hot Tub & Outdoor Grill in OKC
Inviting, well equipped, sleeps 8 + comfortably w/ access to Edmond/OKC in mins.
Exterior

Inviting, well equipped, sleeps 8 + comfortably w/ access to Edmond/OKC in mins.

10.0 out of 10, Exceptional, (81)
"A wonderful stay as always at this property. Best house, best location, best host "
Inviting, well equipped, sleeps 8 + comfortably w/ access to Edmond/OKC in mins.
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, (344)
"This is the 2nd time staying here and will be coming back. "
Casa Buena Vista: Outdoor Hot Tub - Walk to Plaza
The "Delightful Gathering"
Terrace/patio

The "Delightful Gathering"

9.4 out of 10, Exceptional, (49)
"Was great. Not too far from event and was easy to navigate to and from our event. "
The price is NZ$394
includes taxes & fees
3 Aug - 4 Aug
The "Delightful Gathering"
SUMMER SALE! Ultimate Group Gathering - 6bd 5bth in Flagstaff on National Forest
Interior

SUMMER SALE! Ultimate Group Gathering - 6bd 5bth in Flagstaff on National Forest

9.8 out of 10, Exceptional, (197)
"The property was as advertised. Excellent location and desirable amenities. My only complaint would be the closing cleaning requests and picture requests from host that should be a part of the cleaning fee. Guests are on vacation and NOT be held to cleaning and putting away dishes, laundry, cleaning grills and providing proof thereof. "
SUMMER SALE! Ultimate Group Gathering - 6bd 5bth in Flagstaff on National Forest
Beautiful, Rehabbed Unit in Shaw Community 4228a
Fridge, microwave, oven, stovetop

Beautiful, Rehabbed Unit in Shaw Community 4228a

7.2 out of 10, Good, (15)
"Very clean Spacious Beds were comfy "
The price is NZ$444
includes taxes & fees
5 Aug - 6 Aug
Beautiful, Rehabbed Unit in Shaw Community 4228a
Single level large family home in the heart of SF.
Terrace/patio

Single level large family home in the heart of SF.

10.0 out of 10, Exceptional, (116)
"Great property- wonderful location - Brad was so lovely to work with!"
The price is NZ$1,703
includes taxes & fees
3 Aug - 4 Aug
Single level large family home in the heart of SF.
Casa Feliz is minutes from Colorado River, Oatman, Casinos, Laughlin.
Outdoor dining

Casa Feliz is minutes from Colorado River, Oatman, Casinos, Laughlin.

9.8 out of 10, Exceptional, (18)
"very nice"
The price is NZ$463
includes taxes & fees
27 July - 28 July
Casa Feliz is minutes from Colorado River, Oatman, Casinos, Laughlin.
Efficient and Modern home, Sleeps 8.
Fridge, microwave, oven, stovetop

Efficient and Modern home, Sleeps 8.

2.0 star property
8.8 out of 10, Excellent, (18)
"Great house!"
The price is NZ$636
includes taxes & fees
27 July - 28 July
Efficient and Modern home, Sleeps 8.
Amazing Soulard STL Unit, 713a
Fridge, microwave, oven, stovetop

Amazing Soulard STL Unit, 713a

2.0 star property
8.2 out of 10, Very good, (22)
"Property was clean and had everything we needed for our stay. Close to dining options and farmers market!"
The price is NZ$481
includes taxes & fees
5 Aug - 6 Aug
Amazing Soulard STL Unit, 713a
HOT TUB! Fishermans lake house retreat
Outdoor spa tub

HOT TUB! Fishermans lake house retreat

8.0 out of 10, Very good, (8)
The price is NZ$431
includes taxes & fees
27 July - 28 July
HOT TUB! Fishermans lake house retreat
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.
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

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

10/10 Excellent
"The front desk staff was stellar! I cannot remember her name but she was training a new woman. She was amazing. They both were. She answered ALL of my many questions with grace and kindness. She was professional and helpful with recommendations for city dining as well. Thank you! I will be visiting again! "
Kristin 1-night trip
Posted 6 hours ago
Hotel Felix River North/Magnificent Mile