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

Seclusion in a beautiful setting where your dog can run free!

With a stay at this vacation home in Owensville, you'll be on the waterfront, and 15.8 mi (25.4 km) from Heinrichshaus Vineyard And Winery and 17.4 mi (28 km) from Crawford County Historical Museum.

Pet friendly

Outdoor Space

Mid Century Modern Home w/ Private Pool & Lake on 50 Acres

$795

per night

May 30 - May 31

When you stay at this vacation home in Union, you'll be on the waterfront and 11 minutes by car from St. Jordan Creek Winery.

Pool

Pet friendly

Sportsman's Meadow vacation home near Meramec River

$246

per night

May 19 - May 20

Located in Leasburg, this vacation home is in a rural location, within a 15-minute drive of Onondaga Cave State Park and Onondaga Cave.

Pet friendly

Outdoor Space

Sunset Ridge perfect vacation home near Meramec River

$269

per night

May 20 - May 21

Located in Leasburg, this vacation home is in a rural location, within a 15-minute drive of Crawford County Historical Museum and Onondaga Cave State Park.

Pet friendly

Outdoor Space

Charming St James Home Near Maramec Spring Park!

Located in St. James, this vacation home is within a 5-minute drive of St. James Winery and Meramec Vineyards.

Pet friendly

Fireplace

Welcome to the "Finch House" 3 BR | 2 BA | Full KT

$98

per night

May 21 - May 22

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.

Outdoor Space

Air conditioning

A nice view of the woods awaits you from the countryside kitchen window and deck

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.

Fireplace

Free WiFi

Crooked Creek Ranch

$130

per night

May 19 - May 20

When you stay at this vacation home in Steelville, you'll be on the waterfront and 13 minutes by car from Meramec River.

Free WiFi

Outdoor Space

Secluded farmhouse retreat - Meramec river access!

When you stay at this vacation home in Steelville, you'll be within a 5-minute drive of Peaceful Bend Vineyard.

Outdoor Space

Air conditioning

Meramec Hideaway Riverside private vacation home

$334

per night

May 20 - May 21

When you stay at this vacation home in Bourbon, you'll be on a river and within a 5-minute drive of Meramec River.

Pet friendly

Outdoor Space

Minutes from Mt trails & River - 3 Bedroom House - Sleeps 7

Located in Steelville, this vacation home is a 5-minute drive from Meramec River and 8 minutes from Mark Twain National Forest.

Pet friendly

Free WiFi

The Farmhouse at Red Oak Valley

With a stay at this vacation home in Owensville, you'll be 13 mi (21 km) from Wenwood Farm Winery and 18.9 mi (30.5 km) from Crawford County Historical Museum.

Don't see what you're looking for?

See all available properties in Bourbon

View all properties

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.