Book Holiday Homes in Bourbon

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Featured Holiday Homes in Bourbon

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
The price is AU$286 per night from 9 Nov to 10 Nov
AU$286
9 Nov - 10 Nov
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
Townside White House

Townside White House

Saint James
The price is AU$280 per night from 6 Nov to 7 Nov
AU$280
6 Nov - 7 Nov
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 windowTownside White House
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
The price is AU$354 per night from 9 Nov to 10 Nov
AU$354
9 Nov - 10 Nov
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
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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
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.
Opens in a new windowA nice view of the woods awaits you from the countryside kitchen window and deck
Townside Blue House

Townside Blue House

Saint James
The price is AU$272 per night from 6 Nov to 7 Nov
AU$272
6 Nov - 7 Nov
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
 Charming house near Maramec Spring Park, Steelville/St. James

Charming house near Maramec Spring Park, Steelville/St. James

Steelville
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
Charming St James Home Near Maramec Spring Park!

Charming St James Home Near Maramec Spring Park!

St James
Located in St. James, this vacation home is in a rural location, within a 5-minute drive of St. James Winery and Meramec Vineyards.
Opens in a new windowCharming St James Home Near Maramec Spring Park!
Mid Century Modern Home w/ Private Pool & Lake on 50 Acres

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

Union
Located in Union, this vacation home is on the waterfront, within a 10-minute drive of Webb Center and Clark-Vitt Park.
Opens in a new windowMid Century Modern Home w/ Private Pool & Lake on 50 Acres
2BR | Pet-Friendly | Fenced Yard | Near Wineries

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

Saint James
The price is AU$364 per night from 6 Nov to 7 Nov
AU$364
6 Nov - 7 Nov
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
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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
67 Holiday Homes
Lowest Price
AU$224
Highest Price
AU$623
Popular accommodation
The James Stay on Historic Route 66, minutes away from Wineries & Restaurants, Townside White House, The Concord: A charming 2-bed 2-bath pet friendly house in historic Saint James , A nice view of the woods awaits you from the countryside kitchen window and deck, Townside Blue House , Charming house near Maramec Spring Park, Steelville/St. James, Charming St James Home Near Maramec Spring Park!, Mid Century Modern Home w/ Private Pool & Lake on 50 Acres, 2BR | Pet-Friendly | Fenced Yard | Near Wineries

Top trending hotels in Bourbon

Escape to PARADISE on 10 sprawling acres in which to do anything you please!

Escape to PARADISE on 10 sprawling acres in which to do anything you please!

Leasburg
The price is AU$515 per night from 9 Nov to 10 Nov
AU$515
9 Nov - 10 Nov
includes taxes & fees
Located in Bourbon, this cabin is on a river, within a 15-minute drive of Onondaga Cave State Park and Onondaga Cave.
Opens in a new windowEscape to PARADISE on 10 sprawling acres in which to do anything you please!
Country Cabin with Jacuzzi Tub Near Blue Springs Ranch

Country Cabin with Jacuzzi Tub Near Blue Springs Ranch

Bourbon
The price is AU$338 per night from 6 Nov to 7 Nov
AU$338
6 Nov - 7 Nov
includes taxes & fees
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
RGM Farms Guesthouse, rustic yet comfy with kitchenette.

RGM Farms Guesthouse, rustic yet comfy with kitchenette.

Bourbon
The price is AU$224 per night from 30 Nov to 1 Dec
AU$224
30 Nov - 1 Dec
includes taxes & fees
Located in Bourbon, this cabin is in a rural location, within a 15-minute drive of The Ozark Source and Meramec State Park.
Opens in a new windowRGM Farms Guesthouse, rustic yet comfy with kitchenette.
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Fall Nights, Firepit, 10 Acres - Perfect Getaway

Fall Nights, Firepit, 10 Acres - Perfect Getaway

Bourbon
The price is AU$623 per night from 6 Nov to 7 Nov
AU$623
6 Nov - 7 Nov
includes taxes & fees
With a stay at this cabin in Bourbon, you'll be 5.6 mi (9 km) from Onondaga Cave State Park and 6.2 mi (10 km) from Onondaga Cave.
Opens in a new windowFall Nights, Firepit, 10 Acres - Perfect Getaway
Don't see what you're looking for?
See all available properties in Bourbon
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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.