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

Holiday Homes in Bourbon

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Our top choices for Bourbon holiday homes

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 AU$500
includes taxes & fees
15 Nov - 16 Nov
Unique Tiny Home! Lakefront ~ BBQ Grill ~ Couple's Retreat

2. 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 AU$770
includes taxes & fees
17 Nov - 18 Nov
Heart of The Meramec River Cabin with SXS trails and River Access, Pets Welcome

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 AU$895
includes taxes & fees
19 Nov - 20 Nov
Club Boulders by Pinemark® Heated Pool+Hot Tub

4. 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 AU$812
includes taxes & fees
17 Nov - 18 Nov
Riverbend Getaway 134-Luxury & Comfort sleep 20+ nearby-swim, float, hike, relax

5. Riverbend Getaway-Adventure awaits- minutes to swim, float, fish, hike and relax

Riverbend Getaway-Adventure awaits- minutes to swim, float, fish, hike and relax
Leasburg
8.8 out of 10, Excellent, (5 reviews)
"We had a great stay and have recommended to family/friends. This is a beautiful property and a home with lots of character."
United States
Eli B.
The price is AU$814
includes taxes & fees
15 Nov - 16 Nov
Riverbend Getaway-Adventure awaits- minutes to swim, float, fish, hike and relax

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

Cozy 2-bedroom house in Cuba, MO.
Cuba
9.6 out of 10, Exceptional, (9 reviews)
"Nice spot by Route 66"
United States
Ann W.
The price is AU$205
includes taxes & fees
1 Dec - 2 Dec
Cozy 2-bedroom house in Cuba, MO.

7. #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.
The price is AU$300
includes taxes & fees
16 Nov - 17 Nov
#1 Cabin at Red Oak Valley

8. Serene, Modern, Cottage, access to a 60 Acre Lake

Serene, Modern, Cottage, access to a 60 Acre Lake
Potosi
8.6 out of 10, Excellent, (14 reviews)
"Stayed here last year for an event we were attending. Very clean and the host was great!"
United States
Patricia D.
The price is AU$294
includes taxes & fees
15 Nov - 16 Nov
Serene, Modern, Cottage, access to a 60 Acre Lake

9. 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, (54 reviews)
"The place is very roomy & decor really cute. Everything was very clean. Loni was a big help with the GPS directions being weird."
United States
Ellen
The price is AU$315
includes taxes & fees
15 Nov - 16 Nov
The Concord: A charming 2-bed 2-bath pet friendly house in historic Saint James

10. Spacious 3BR near downtown St. James

Spacious 3BR near downtown St. James
Saint James
9.6 out of 10, Exceptional, (35 reviews)
"Lots of space in a convenient location."
United States
Billy A.
The price is AU$410
includes taxes & fees
15 Nov - 16 Nov
Spacious 3BR near downtown St. James

11. Crooked Creek Ranch Farmhouse

Crooked Creek Ranch Farmhouse
Steelville
10.0 out of 10, Exceptional, (54 reviews)
"We love this peaceful location and really enjoyed the horses and the creek on property! We explored Cuba Steeleville, St. James and a little bit of Route 66. Great little spot."
United States
Irene L.
The price is AU$398
includes taxes & fees
29 Nov - 30 Nov
Crooked Creek Ranch Farmhouse

12. Amazing lakeview Spring Lake Tree House #2 "LoveLight" w/ hot tub

Amazing lakeview Spring Lake Tree House #2 "LoveLight" w/ hot tub
Potosi
10.0 out of 10, Exceptional, (7 reviews)
"It was really awesome and very relaxing "
United States
Dominic P.
The price is AU$525
includes taxes & fees
17 Nov - 18 Nov
Amazing lakeview Spring Lake Tree House #2 "LoveLight" w/ hot tub

13. Pet-friendly 2BR with fenced yard

Pet-friendly 2BR with fenced yard
Saint James
9.6 out of 10, Exceptional, (30 reviews)
"Cozy house for the family and pets to stay in. St. James was a fun stay with the small town vibes. Happy with the stay and would stay again."
United States
Richie M.
The price is AU$392
includes taxes & fees
17 Nov - 18 Nov
Pet-friendly 2BR with fenced yard

14. 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, (39 reviews)
"Good location , clean home, all the items provided that are needed for a short term stay."
United States
K K.
The price is AU$333
includes taxes & fees
17 Nov - 18 Nov
Get Cozy in the Country - The Cottage on Luca Hill

15. "Eagle's Nest" Tree House #5 w/ 2-person hot tub

"Eagle's Nest" Tree House #5 w/ 2-person hot tub
Potosi
10.0 out of 10, Exceptional, (9 reviews)
"Nice place to stay for a local wedding! Everything as described, would come back for a weekend getaway."
United States
Sarah C.
The price is AU$471
includes taxes & fees
19 Nov - 20 Nov
"Eagle's Nest" Tree House #5 w/ 2-person hot tub

16. 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, (52 reviews)
"We enjoyed a great stay!"
United States
Heather A.
The price is AU$335
includes taxes & fees
16 Nov - 17 Nov
Vineyard Ridge Farmhouse • 3BR • 2BA • Vineyard View • Fire pit •

17. 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
8.8 out of 10, Excellent, (3 reviews)
"Very clean, great rural view, plenty of towels and things for a group. Fun stay."
United States
Karigan C.
The price is AU$337
includes taxes & fees
1 Dec - 2 Dec
Delightful 3-bedroom house with AC in charming Davisville many close attractions

18. High Hope Tree House #1 @Spring Lake Ranch

High Hope Tree House #1 @Spring Lake Ranch
Potosi
9.6 out of 10, Exceptional, (25 reviews)
"We really enjoyed our stay here and will be back. The land was beautiful, the treehouse confortable, the hot tub relaxing, and we liked having walking trails so easily available. "
United States
Robin M.
The price is AU$409
includes taxes & fees
16 Nov - 17 Nov
High Hope Tree House #1 @Spring Lake Ranch

19. Lost Hill Lake Sunshine Skoolie, The Sunshine Skoolie - Lost Hill Lake

Lost Hill Lake Sunshine Skoolie, The Sunshine Skoolie - Lost Hill Lake
Saint Clair
The price is AU$496
includes taxes & fees
16 Nov - 17 Nov
Lost Hill Lake Sunshine Skoolie, The Sunshine Skoolie - Lost Hill Lake

20. Beautiful Tree House with amazing lake views Chateau #3

Beautiful Tree House with amazing lake views Chateau #3
Potosi
9.2 out of 10, Wonderful, (5 reviews)
"Great place! I’d highly recommend!"
United States
John B.
Beautiful Tree House with amazing lake views Chateau #3
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

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Bourbon Holiday Homes information

Number of reviews
323
Accommodation
78 Holiday Homes
Lowest Price
AU$205
Highest Price
AU$895