Bourbon Vacation Rentals
Get more for your budget and save up to 50% off select Secret Bargain hotels
Get even more value with CheapTickets Price Guarantee!
Change your flight without a fee on select flights
Vacation Rentals in Bourbon

The Concord: A charming 2-bed 2-bath pet friendly house in historic Saint James
Saint James MO
$149 nightly
The price is $151 total per night
$151 total
Dec 14 - Dec 15
Total with taxes and fees
Located in St. James, this vacation home is within a 10-minute drive of Rosati Winery Museum and Heinrichshaus Vineyard And Winery.
Kitchen
Washer

The James Stay on Historic Route 66, minutes away from Wineries & Restaurants
Saint James MO
$170 nightly
The price is $170 total per night
$170 total
Dec 17 - Dec 18
Total with taxes and fees
With a stay at this vacation home in St. James, you'll be within a 5-minute drive of Meramec Vineyards and St. James Winery.
Kitchen
Washer

A nice view of the woods awaits you from the countryside kitchen window and deck
Sullivan MO
When you a stay at this vacation home in Sullivan, you'll be on a river, within a 5-minute walk of Meramec River and Meramec State Park.
Kitchen
Washer

Townside Blue House
Saint James MO
$169 nightly
The price is $176 total per night
$176 total
Dec 14 - Dec 15
Total with taxes and fees
Located in St. James, this vacation home is within a 5-minute drive of Meramec Vineyards and St. James Winery.
Kitchen
Washer

Luxury Home in Woods w/ Easy Access to Large Private Gravel Bar on Meramec River
Steelville MO
Located in Steelville, this vacation home is on the waterfront, within a 15-minute drive of Meramec River and Mark Twain National Forest.
Kitchen
Washer

Vineyard Ridge Farmhouse
Saint James MO
$252 nightly
The price is $252 total per night
$252 total
Jan 7 - Jan 8, 2026
Total with taxes and fees
When you stay at this vacation home in St. James, you'll be within a 10-minute drive of Rosati Winery Museum and Heinrichshaus Vineyard And Winery.
Kitchen
Washer

Charming house near Maramec Spring Park, Steelville/St. James
Steelville MO
Located in Steelville, this vacation home is a 1-minute drive from Woodson K. Woods Memorial Conservation Area and 6 minutes from Maramec Spring Park.
Kitchen
Washer

2BR | Pet-Friendly | Fenced Yard | Near Wineries
Saint James MO
$217 nightly
The price is $229 total per night
$229 total
Jan 7 - Jan 8, 2026
Total with taxes and fees
With a stay at this vacation home in St. James, you'll be within a 5-minute drive of St. James Winery and Meramec Vineyards.
Kitchen
Washer

Located In The Foothills Of The Ozarks, Enjoy A Peaceful Setting At The Lodge.
Cherryville MO
When you stay at this vacation home in Cherryville, you'll be steps from Mark Twain National Forest.
Kitchen
Dryer

Mid Century Modern Home w/ Private Pool & Lake on 50 Acres
Union MO
Located in Union, this vacation home is on the waterfront, within a 10-minute drive of Webb Center and Clark-Vitt Park.
Pool
Kitchen
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.
Bourbon Vacation Rentals essential information
Accommodation | 64 Vacation Rentals |
|---|---|
Lowest Price | $151 |
Highest Price | $252 |
Popular accommodation | The Concord: A charming 2-bed 2-bath pet friendly house in historic Saint James , The James Stay on Historic Route 66, minutes away from Wineries & Restaurants, A nice view of the woods awaits you from the countryside kitchen window and deck, Townside Blue House , Luxury Home in Woods w/ Easy Access to Large Private Gravel Bar on Meramec River, Vineyard Ridge Farmhouse , Charming house near Maramec Spring Park, Steelville/St. James, 2BR | Pet-Friendly | Fenced Yard | Near Wineries, Located In The Foothills Of The Ozarks, Enjoy A Peaceful Setting At The Lodge., Mid Century Modern Home w/ Private Pool & Lake on 50 Acres, High Hope Tree House #1 @Spring Lake Ranch, Townside White House |


