Book Holiday Homes in Bourbon

Start date: Check-in selected.
To Date
End date: Check-out

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Bourbon

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 MO
The price is AU$270 per night from 1 Mar to 2 Mar
AU$270
1 Mar - 2 Mar
includes taxes & fees
Located in St. James, this vacation home is within a 10-minute drive of Rosati Winery Museum and Heinrichshaus Vineyard And Winery.
Opens in a new windowThe 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

The James Stay on Historic Route 66, minutes away from Wineries & Restaurants

Saint James MO
The price is AU$245 per night from 16 Feb to 17 Feb
AU$245
16 Feb - 17 Feb
includes taxes & 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.
Opens in a new windowThe 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

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

Sullivan MO
When you 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.
Opens in a new windowA nice view of the woods awaits you from the countryside kitchen window and deck
Save an average of 15% on thousands of hotels when you're signed in
Townside Blue House

Townside Blue House

Saint James MO
The price is AU$253 per night from 12 Feb to 13 Feb
AU$253
12 Feb - 13 Feb
includes taxes & fees
Located in St. James, this vacation home is within a 5-minute drive of Meramec Vineyards and St. James Winery.
Opens in a new windowTownside Blue House
Luxury Home in Woods w/ Easy Access to Large Private Gravel Bar on Meramec River

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.
Opens in a new windowLuxury Home in Woods w/ Easy Access to Large Private Gravel Bar on Meramec River
Vineyard Ridge Farmhouse

Vineyard Ridge Farmhouse

Saint James MO
The price is AU$319 per night from 12 Feb to 13 Feb
AU$319
12 Feb - 13 Feb
includes taxes & 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.
Opens in a new windowVineyard Ridge Farmhouse
 Charming house near Maramec Spring Park, Steelville/St. James

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.
Opens in a new window Charming house near Maramec Spring Park, Steelville/St. James
2BR | Pet-Friendly | Fenced Yard | Near Wineries

2BR | Pet-Friendly | Fenced Yard | Near Wineries

Saint James MO
The price is AU$337 per night from 12 Feb to 13 Feb
AU$337
12 Feb - 13 Feb
includes taxes & 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.
Opens in a new window2BR | Pet-Friendly | Fenced Yard | Near Wineries
Located In The Foothills Of The Ozarks, Enjoy A Peaceful Setting At The Lodge.

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.
Opens in a new windowLocated In The Foothills Of The Ozarks, Enjoy A Peaceful Setting At The Lodge.
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.

Bourbon Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Bourbon vacation homes are the perfect way for you to wing it.

Holiday houses in Bourbon let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Bourbon in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Bourbon adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Bourbon with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Bourbon vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Bourbon Holiday Homes essential information

Accommodation
64 Holiday Homes
Lowest Price
AU$245
Highest Price
AU$337
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.

Top trending hotels in Bourbon

Country Cabin with Jacuzzi Tub Near Blue Springs Ranch

Country Cabin with Jacuzzi Tub Near Blue Springs Ranch

Bourbon MO
When you stay at this cabin in Bourbon, you'll be on a river and within a 5-minute drive of Meramec River.
Opens in a new windowCountry Cabin with Jacuzzi Tub Near Blue Springs Ranch
Authentic Cedar Cabin-Dogwood Cabin-with Pool near Blue Springs Ranch

Authentic Cedar Cabin-Dogwood Cabin-with Pool near Blue Springs Ranch

Bourbon MO
When you stay at this cabin in Bourbon, you'll be on the waterfront and within a 5-minute drive of Meramec River.
Opens in a new windowAuthentic Cedar Cabin-Dogwood Cabin-with Pool near Blue Springs Ranch
Real Log Cabin with Seasonal Pool and Hot Tub near Blue Springs Ranch

Real Log Cabin with Seasonal Pool and Hot Tub near Blue Springs Ranch

Bourbon MO
When you stay at this cabin in Bourbon, you'll be on a river and within a 5-minute drive of Meramec River.
Opens in a new windowReal Log Cabin with Seasonal Pool and Hot Tub near Blue Springs Ranch
Save an average of 15% on thousands of hotels when you're signed in
Old Stone Cottage Retreat in the Heart of Missouri

Old Stone Cottage Retreat in the Heart of Missouri

2 out of 5
Bourbon Missouri
With a stay at this vacation home in Bourbon, you'll be within a 10-minute drive of Meramec River and Sullivan Country Club.
Opens in a new windowOld Stone Cottage Retreat in the Heart of Missouri
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.