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
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Bourbon vacation homes

A serene lakeside scene with a calm body of water reflecting the sky, surrounded by lush greenery and trees.

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 ￥18,880
￥56,853 total
includes taxes & fees
Oct 12 - Oct 13
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.
The price is ￥45,662
￥56,855 total
includes taxes & fees
Oct 11 - Oct 12
Twin Bricks Railhouse near Route 66
A wooden room with a bed featuring a detailed mechanical design bedspread and matching pillows.

3. Bourbon Railroad Cabin with Meramec River Access

Bourbon Railroad Cabin with Meramec River Access
Liberty Township
Bourbon Railroad Cabin with Meramec River Access
A modern living room with a pool view, large windows, and a dining area.

4. 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.
Club Boulders by Pinemark® Heated Pool+Hot Tub
A wooden cabin with a balcony, a wooden deck, and a tree with red leaves.

5. 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 ￥71,693
￥109,327 total
includes taxes & fees
Oct 12 - Oct 13
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.

6. 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.
The price is ￥52,772
￥88,734 total
includes taxes & fees
Oct 10 - Oct 11
Meramec Hideaway Riverside private vacation home
A cabin interior with a green door, wooden walls, a window, a wooden bench, and a trash can.

7. 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 ￥42,502
￥74,491 total
includes taxes & fees
Oct 10 - Oct 11
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.

8. 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.
The price is ￥38,868
￥66,655 total
includes taxes & fees
Oct 10 - Oct 11
Sportsman's Meadow vacation home near Meramec River
A kitchen with white cabinets, a microwave, a refrigerator, and a wooden dining table.

9. 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 ￥16,274
￥22,750 total
includes taxes & fees
Oct 27 - Oct 28
Cozy 2-bedroom house in Cuba, MO.
A multi-level room with a staircase, a chandelier, and a bed with pillows.

10. 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 ￥79,000
￥105,879 total
includes taxes & fees
Oct 10 - Oct 11
Riverbend Getaway 134-Luxury & Comfort sleep 20+ nearby-swim, float, hike, relax
A spacious living area with a sofa, blue armchairs, a coffee table, and a rug.

11. 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, (43 reviews)
"Beautifully appointed and great location for exploring the area!"
United States
Laura P.
The price is ￥18,131
￥22,443 total
includes taxes & fees
Oct 13 - Oct 14
The Concord: A charming 2-bed 2-bath pet friendly house in historic Saint James
A mobile home with a patio area, outdoor seating, and potted plants.

12. #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 ￥28,422
￥33,314 total
includes taxes & fees
Oct 12 - Oct 13
#1 Cabin at Red Oak Valley
A modern kitchen with grey cabinets, a central island, and a dining area with brown chairs.

13. 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 ￥18,948
￥32,908 total
includes taxes & fees
Oct 22 - Oct 23
Get Cozy in the Country - The Cottage on Luca Hill
A house with a gravel driveway, a horse in the background, and a barbecue grill on the porch.

14. Crooked Creek Ranch Farmhouse

Crooked Creek Ranch Farmhouse
Steelville
10.0 out of 10, Exceptional, (54 reviews)
"Great place! Plenty of areas for hiking and outdoor adventures!"
United States
Jean M.
The price is ￥20,540
￥38,544 total
includes taxes & fees
Oct 11 - Oct 12
Crooked Creek Ranch Farmhouse
A living room with a sofa, armchair, coffee table, and a rug.

15. 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 ￥16,264
￥41,078 total
includes taxes & fees
Oct 21 - Oct 22
Pet-friendly 2BR with fenced yard
A kitchen with a microwave, stove, and refrigerator. There is a dining area with a table and chairs.

16. 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 ￥28,422
￥64,150 total
includes taxes & fees
Oct 12 - Oct 13
Large home, Pet friendly
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 ￥17,996
￥37,688 total
includes taxes & fees
Oct 12 - Oct 13
Vineyard Ridge Farmhouse • 3BR • 2BA • Vineyard View • Fire pit •
A modern kitchen with dark cabinetry, a stainless steel sink, a microwave, and a stove.

18. 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 ￥18,001
￥42,889 total
includes taxes & fees
Oct 18 - Oct 19
Spacious 3BR near downtown St. James
A modern living room with a grey sofa, a wooden coffee table, and a flat-screen TV mounted on the wall.

19. The James Stay on Historic Route 66 • minutes away from Wineries & Restaurants

The James Stay on Historic Route 66 • minutes away from Wineries & Restaurants
Saint James
9.8 out of 10, Exceptional, (63 reviews)
"Great location right off the interstate. Nice fenced yard to let kids and/or pets play in. Great working AC and comfortable beds and sofas."
United States
Charles M. McClurg
The price is ￥19,908
￥24,730 total
includes taxes & fees
Oct 13 - Oct 14
The James Stay on Historic Route 66 • minutes away from Wineries & Restaurants
A wooden deck with a table and chairs, overlooking a body of water and trees.

20. 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 ￥42,286
￥58,834 total
includes taxes & fees
Nov 9 - Nov 10
Lost Hill Lake Sunshine Skoolie, The Sunshine Skoolie - Lost Hill Lake
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

Motel 6 Sullivan, MO

Motel 6 Sullivan, MO

10/10 Excellent
"It was clean and a decent room for the price. We had no issues."
Patrick 1-night trip
Posted 9 hours ago
Motel 6 Sullivan, MO

Find out more about Bourbon

Bourbon Vacation Homes information

Number of reviews
311
Accommodation
77 Vacation Homes
Lowest Price
￥22,443
Highest Price
￥109,327