A historic building with a prominent tower, surrounded by a well-maintained lawn and American flags.

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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 Bourbon vacation homes

A spacious living area with a leather sofa, a cowhide rug, and a staircase leading to an upper level.

1. Unique Tiny Home! Lakefront ~ BBQ Grill ~ Couple's Retreat

Unique Tiny Home! Lakefront ~ BBQ Grill ~ Couple's Retreat
Bourbon
10.0 out of 10, Exceptional, (4 reviews)
"Very charming lil cabin! It was perfect for a solo trip. I’d love to come back with my husband for a romantic weekend getaway."
United States
Wendy L.
The price is AED 439
AED 1,323 total
includes taxes & fees
18 Oct - 19 Oct
Unique Tiny Home! Lakefront ~ BBQ Grill ~ Couple's Retreat
A kitchen with a brick wall, wooden ceiling beams, a large island with stools, and a dining table with chairs.

2. Twin Bricks Railhouse near Route 66

Twin Bricks Railhouse near Route 66
Bourbon
10.0 out of 10, Exceptional, (3 reviews)
"Everything was as advertised, great place to stay. I would book again."
United States
Vicki W.
Twin Bricks Railhouse near Route 66
A modern living room with a pool view, large windows, and a dining area.

3. Club Boulders by Pinemark® Heated Pool+Hot Tub

Club Boulders by Pinemark® Heated Pool+Hot Tub
Bourbon
10.0 out of 10, Exceptional, (3 reviews)
"Every detail was thought of at this property, had a great little getaway!"
United States
Jen S.
The price is AED 1,936
AED 2,366 total
includes taxes & fees
7 Oct - 8 Oct
Club Boulders by Pinemark® Heated Pool+Hot Tub
A wooden cabin with a balcony, a wooden deck, and a tree with red leaves.

4. Heart of The Meramec River Cabin with SXS trails and River Access, Pets Welcome

Heart of The Meramec River Cabin with SXS trails and River Access, Pets Welcome
Bourbon
The price is AED 1,667
AED 2,542 total
includes taxes & fees
8 Oct - 9 Oct
Heart of The Meramec River Cabin with SXS trails and River Access, Pets Welcome
An aerial view of a property with two main buildings, a paved driveway, and surrounding greenery.

5. Meramec Hideaway Riverside private vacation home

Meramec Hideaway Riverside private vacation home
Bourbon
9.8 out of 10, Exceptional, (8 reviews)
"We had a good experience with our family."
United States
Robert D.
Meramec Hideaway Riverside private vacation home
A cabin interior with a green door, wooden walls, a window, a wooden bench, and a trash can.

6. Sunset Ridge perfect vacation home near Meramec River

Sunset Ridge perfect vacation home near Meramec River
Leasburg
9.4 out of 10, Exceptional, (8 reviews)
"Will stay again"
United States
Joan J.
The price is AED 988
AED 1,732 total
includes taxes & fees
7 Oct - 8 Oct
Sunset Ridge perfect vacation home near Meramec River
A cabin interior with a green door, wooden walls, a window, a wooden bench, and a trash can.

7. Sportsman's Meadow vacation home near Meramec River

Sportsman's Meadow vacation home near Meramec River
Leasburg
8.8 out of 10, Excellent, (6 reviews)
"A great place to stay for a family reunion!"
United States
Sarah T.
Sportsman's Meadow vacation home near Meramec River
A dining area with a wooden table and chairs, a kitchen with wooden cabinets and a microwave, and a ceiling fan.

8. Leasburg Lakehouse vacation home & private stocked lake near Meramec River.

Leasburg Lakehouse vacation home & private stocked lake near Meramec River.
Leasburg
9.0 out of 10, Wonderful, (16 reviews)
"Great place to stay. Clean, quiet, good activities for all ages on site. Would definitely return for another stay. "
United States
Sandra M.
The price is AED 1,392
AED 2,367 total
includes taxes & fees
7 Oct - 8 Oct
Leasburg Lakehouse vacation home & private stocked lake near Meramec River.
A multi-level room with a staircase, a chandelier, and a bed with pillows.

9. Riverbend Getaway 134-Luxury & Comfort sleep 20+ nearby-swim, float, hike, relax

Riverbend Getaway 134-Luxury & Comfort sleep 20+ nearby-swim, float, hike, relax
Leasburg
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful, spacious, plenty of towels and blankets."
United States
Kayla W.
The price is AED 1,837
AED 2,461 total
includes taxes & fees
7 Oct - 8 Oct
Riverbend Getaway 134-Luxury & Comfort sleep 20+ nearby-swim, float, hike, relax
A kitchen with white cabinets, a microwave, a refrigerator, and a wooden dining table.

10. Cozy 2-bedroom house in Cuba, MO.

Cozy 2-bedroom house in Cuba, MO.
Cuba
9.8 out of 10, Exceptional, (7 reviews)
"Nice spot by Route 66"
United States
Ann W.
The price is AED 378
AED 529 total
includes taxes & fees
27 Oct - 28 Oct
Cozy 2-bedroom house in Cuba, MO.
A mobile home with a patio area, outdoor seating, and potted plants.

11. #1 Cabin at Red Oak Valley

#1 Cabin at Red Oak Valley
Canaan Township
10.0 out of 10, Exceptional, (2 reviews)
"Fabulous"
United States
Moira M.
#1 Cabin at Red Oak Valley
A kitchen with a microwave, stove, and refrigerator. There is a dining area with a table and chairs.

12. Large home, Pet friendly

Large home, Pet friendly
Union
9.8 out of 10, Exceptional, (41 reviews)
"This is the second time we have stayed at this home. Great place. Thank you for the hospitality."
United States
Nadine I.
The price is AED 661
AED 1,485 total
includes taxes & fees
8 Oct - 9 Oct
Large home, Pet friendly
A house with a gravel driveway, a horse in the background, and a barbecue grill on the porch.

13. Crooked Creek Ranch Farmhouse

Crooked Creek Ranch Farmhouse
Steelville
10.0 out of 10, Exceptional, (53 reviews)
"Great place! Plenty of areas for hiking and outdoor adventures!"
United States
Jean M.
The price is AED 477
AED 896 total
includes taxes & fees
7 Oct - 8 Oct
Crooked Creek Ranch Farmhouse
A spacious living area with a sofa, blue armchairs, a coffee table, and a rug.

14. The Concord: A charming 2-bed 2-bath pet friendly house in historic Saint James

The Concord: A charming 2-bed 2-bath pet friendly house in historic Saint James
Saint James
10.0 out of 10, Exceptional, (42 reviews)
"Beautifully appointed and great location for exploring the area!"
United States
Laura P.
The price is AED 403
AED 502 total
includes taxes & fees
7 Oct - 8 Oct
The Concord: A charming 2-bed 2-bath pet friendly house in historic Saint James
A modern kitchen with dark cabinetry, a stainless steel sink, a microwave, and a stove.

15. Spacious 3BR near downtown St. James

Spacious 3BR near downtown St. James
Saint James
9.6 out of 10, Exceptional, (35 reviews)
"Clean place, location was great!"
United States
Eileen G.
The price is AED 419
AED 998 total
includes taxes & fees
12 Oct - 13 Oct
Spacious 3BR near downtown St. James
A living room with a sofa, armchair, coffee table, and a rug.

16. Pet-friendly 2BR with fenced yard

Pet-friendly 2BR with fenced yard
Saint James
9.8 out of 10, Exceptional, (28 reviews)
"Great stay, great accommodations, very clean place to stay. "
United States
Jake B.
The price is AED 378
AED 948 total
includes taxes & fees
7 Oct - 8 Oct
Pet-friendly 2BR with fenced yard
A spacious living room with a ceiling fan, a herringbone-patterned floor, and a large window with sheer curtains.

17. Vineyard Ridge Farmhouse • 3BR • 2BA • Vineyard View • Fire pit •

Vineyard Ridge Farmhouse • 3BR • 2BA • Vineyard View • Fire pit •
Saint James
10.0 out of 10, Exceptional, (47 reviews)
"We enjoyed a great stay!"
United States
Heather A.
The price is AED 412
AED 844 total
includes taxes & fees
7 Oct - 8 Oct
Vineyard Ridge Farmhouse • 3BR • 2BA • Vineyard View • Fire pit •
A modern kitchen with grey cabinets, a central island, and a dining area with brown chairs.

18. Get Cozy in the Country - The Cottage on Luca Hill

Get Cozy in the Country - The Cottage on Luca Hill
Saint James
9.6 out of 10, Exceptional, (35 reviews)
"My wife and I stayed here for our anniversary. It was so clean and was exactly what we needed."
United States
John R.
The price is AED 441
AED 765 total
includes taxes & fees
12 Oct - 13 Oct
Get Cozy in the Country - The Cottage on Luca Hill
A room with a wooden wall panel, a flat-screen TV mounted above a wooden console, a white lantern, and a remote control on the console.

19. Delightful 3-bedroom house with AC in charming Davisville many close attractions

Delightful 3-bedroom house with AC in charming Davisville many close attractions
Davisville
8.0 out of 10, Very good, (1 review)
"Very clean, great rural view, plenty of towels and things for a group. Fun stay."
United States
Karigan C.
The price is AED 433
AED 861 total
includes taxes & fees
19 Oct - 20 Oct
Delightful 3-bedroom house with AC in charming Davisville many close attractions
A spacious living area with a sectional sofa, a ceiling fan, and a view into the kitchen and dining area.

20. Spacious Franklin County Retreat on 80 Acres!

Spacious Franklin County Retreat on 80 Acres!
Luebbering
9.8 out of 10, Exceptional, (9 reviews)
"Very spacious nice property. Family had a great time."
United States
kenneth
The price is AED 1,407
AED 4,027 total
includes taxes & fees
7 Oct - 8 Oct
Spacious Franklin County Retreat on 80 Acres!
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 Bourbon Hotel Reviews

Super 8 by Wyndham St. Clair MO

Super 8 by Wyndham St. Clair MO

8/10 Good
"Wonderful place to stay the night. Plenty of parking with security lighting. Rooms were clean. Beds were medium firm. Coffee available but no breakfast. Its business friendly. Just a great place to stay."
Larry 1-night trip
Posted 12 hours ago
Super 8 by Wyndham St. Clair MO