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

Holiday Homes in Bourbon

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Check prices for these dates

In two weeks
7 Aug - 9 Aug
In two months
18 Sept - 20 Sept
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for Bourbon holiday homes

Living area

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

Twin Bricks Railhouse near Route 66

Twin Bricks Railhouse near Route 66
Bourbon
10.0 out of 10, Exceptional, (1 review)
"Everything was as advertised, great place to stay. I would book again."
United States
Vicki W.
Twin Bricks Railhouse near Route 66
Exterior

Meramec Hideaway Riverside private vacation home

Meramec Hideaway Riverside private vacation home
Bourbon
9.8 out of 10, Exceptional, (7 reviews)
"We had a good experience with our family."
United States
Robert D.
The price is €500
includes taxes & fees
28 Jul - 29 Jul
Meramec Hideaway Riverside private vacation home
Interior

Club Boulders by Pinemark® Pool+Pickleball+HotTub

Club Boulders by Pinemark® Pool+Pickleball+HotTub
Bourbon
Club Boulders by Pinemark® Pool+Pickleball+HotTub
Smart TV

2-bedroom house in StJames, minutes from Hwy 44 w/ grill on back deck, smart TV.

2-bedroom house in StJames, minutes from Hwy 44 w/ grill on back deck, smart TV.
Saint James
The price is €164
includes taxes & fees
25 Aug - 26 Aug
2-bedroom house in StJames, minutes from Hwy 44 w/ grill on back deck, smart TV.
Coffee/tea maker, fridge, microwave, oven

Cozy 2-bedroom house in Cuba, MO.

Cozy 2-bedroom house in Cuba, MO.
Cuba
9.8 out of 10, Exceptional, (6 reviews)
"Absolutely recommend 👌 "
United States
Melisa
The price is €178
includes taxes & fees
23 Aug - 24 Aug
Cozy 2-bedroom house in Cuba, MO.
Interior

Sunset Ridge perfect vacation home near Meramec River

Sunset Ridge perfect vacation home near Meramec River
Leasburg
10.0 out of 10, Exceptional, (6 reviews)
"Will stay again"
United States
Joan J.
The price is €427
includes taxes & fees
28 Jul - 29 Jul
Sunset Ridge perfect vacation home near Meramec River
Smart TV

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, (32 reviews)
"We didn't have much time to stay in the Concord during our 1 night stay but it was comfortable, clean and had all we needed."
United States
Steve R.
The price is €164
includes taxes & fees
3 Aug - 4 Aug
The Concord: A charming 2-bed 2-bath pet friendly house in historic Saint James
Interior

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 €374
includes taxes & fees
28 Jul - 29 Jul
Sportsman's Meadow vacation home near Meramec River
Property grounds

Crooked Creek Ranch Farmhouse

Crooked Creek Ranch Farmhouse
Steelville
10.0 out of 10, Exceptional, (50 reviews)
"Great place! Plenty of areas for hiking and outdoor adventures!"
United States
Jean M.
The price is €218
includes taxes & fees
28 Jul - 29 Jul
Crooked Creek Ranch Farmhouse
Terrace/patio

#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 €191
includes taxes & fees
25 Aug - 26 Aug
#1 Cabin at Red Oak Valley
Exterior

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, (13 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 €579
includes taxes & fees
23 Aug - 24 Aug
Leasburg Lakehouse vacation home & private stocked lake near Meramec River.
Smart TV, offices

Cozy 2BR Retreat | Fenced Yard | Pet-Friendly

Cozy 2BR Retreat | Fenced Yard | Pet-Friendly
Saint James
9.8 out of 10, Exceptional, (24 reviews)
"Great stay, great accommodations, very clean place to stay. "
United States
Jake B.
The price is €219
includes taxes & fees
9 Aug - 10 Aug
Cozy 2BR Retreat | Fenced Yard | Pet-Friendly
Smart TV

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, (44 reviews)
"We enjoyed a great stay!"
United States
Heather A.
The price is €260
includes taxes & fees
25 Aug - 26 Aug
Vineyard Ridge Farmhouse • 3BR • 2BA • Vineyard View • Fire pit •
Interior

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 €589
includes taxes & fees
28 Jul - 29 Jul
Riverbend Getaway 134-Luxury & Comfort sleep 20+ nearby-swim, float, hike, relax
Coffee/tea maker, fridge, microwave, oven

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, (29 reviews)
"They were wonderful. It’s such a cozy place. We were busy the whole trip and I was dying to just get to come back and hangout at the cabin."
United States
Erika
The price is €223
includes taxes & fees
25 Aug - 26 Aug
Get Cozy in the Country - The Cottage on Luca Hill
Smart TV

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
9.6 out of 10, Exceptional, (50 reviews)
"Great place to stay. "
United States
Fishing with Carson D.
The price is €146
includes taxes & fees
4 Aug - 5 Aug
The James Stay on Historic Route 66 • minutes away from Wineries & Restaurants
Coffee/tea maker, fridge, microwave, oven

Spacious 3BR Retreat | Sleeps 6 | Near Downtown

Spacious 3BR Retreat | Sleeps 6 | Near Downtown
Saint James
9.8 out of 10, Exceptional, (30 reviews)
"Clean place, location was great!"
United States
Eileen G.
The price is €222
includes taxes & fees
25 Aug - 26 Aug
Spacious 3BR Retreat | Sleeps 6 | Near Downtown
Interior

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 €222
includes taxes & fees
25 Aug - 26 Aug
Delightful 3-bedroom house with AC in charming Davisville many close attractions
Coffee/tea maker, fridge, microwave, oven

Large home, Pet friendly

Large home, Pet friendly
Union
9.6 out of 10, Exceptional, (40 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 €399
includes taxes & fees
9 Aug - 10 Aug
Large home, Pet friendly
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
"Best place for the price in Sullivan. Amazing staff, clean room, comfortable bed and ricks famous burgers right next door. Will definitely stay here again."
Stacey 1-night trip
Posted 2 hours ago
Motel 6 Sullivan, MO

Find out more about Bourbon

Bourbon Holiday Homes information

Number of reviews
348
Accommodation
80 Holiday Homes
Lowest Price
€146
Highest Price
€589