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 MO
The price is AU$292 per night from 13 Apr to 14 Apr
AU$292
13 Apr - 14 Apr
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 Blue House

Townside Blue House

Saint James MO
The price is AU$267 per night from 5 Apr to 6 Apr
AU$267
5 Apr - 6 Apr
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
Townside White House

Townside White House

Saint James MO
The price is AU$283 per night from 4 May to 5 May
AU$283
4 May - 5 May
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
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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
Mid Century Modern Home w/ Private Pool & Lake on 50 Acres

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

Union MO
The price is AU$1,826 per night from 13 Apr to 14 Apr
AU$1,826
13 Apr - 14 Apr
includes taxes & fees
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
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$289 per night from 6 Apr to 7 Apr
AU$289
6 Apr - 7 Apr
includes taxes & fees
Located in St. James, this vacation home is within a 10-minute drive of Rosati Winery Museum and Meramec Vineyards.
Opens in a new windowThe Concord: A charming 2-bed 2-bath pet friendly house in historic Saint James
Get Cozy in the Country - The Cottage on Luca Hill

Get Cozy in the Country - The Cottage on Luca Hill

Saint James MO
The price is AU$283 per night from 5 Apr to 6 Apr
AU$283
5 Apr - 6 Apr
includes taxes & fees
Located in St. James, this vacation home is in a rural location, a 4-minute drive from Great Circle and 8 minutes from Meramec Vineyards.
Opens in a new windowGet Cozy in the Country - The Cottage on Luca Hill
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
Secluded farmhouse retreat - Meramec river access!

Secluded farmhouse retreat - Meramec river access!

Steelville MO
Located in Steelville, this vacation home is in a rural location, within a 15-minute drive of Peaceful Bend Vineyard and Riverview Roadside Park.
Opens in a new windowSecluded farmhouse retreat - Meramec river access!
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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
62 Holiday Homes
Lowest Price
AU$218
Highest Price
AU$1,826
Popular accommodation
The James Stay on Historic Route 66 • minutes away from Wineries & Restaurants, Townside Blue House , Townside White House, Luxury Home in Woods w/ Easy Access to Large Private Gravel Bar on Meramec River, Mid Century Modern Home w/ Private Pool & Lake on 50 Acres, The Concord: A charming 2-bed 2-bath pet friendly house in historic Saint James , Get Cozy in the Country - The Cottage on Luca Hill, A nice view of the woods awaits you from the countryside kitchen window and deck, Secluded farmhouse retreat - Meramec river access!

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 short 3-minute drive from 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 short 4-minute drive from Meramec River.
Opens in a new windowAuthentic Cedar Cabin-Dogwood Cabin-with Pool near Blue Springs Ranch
RGM Farms Guesthouse, rural tranquil setting for family & friends to enjoy.

RGM Farms Guesthouse, rural tranquil setting for family & friends to enjoy.

Bourbon MO
The price is AU$218 per night from 25 Apr to 26 Apr
AU$218
25 Apr - 26 Apr
includes taxes & fees
Located in Bourbon, this cabin is in a rural location, within a 15-minute drive of Meramec State Park and Sullivan Country Club.
Opens in a new windowRGM Farms Guesthouse, rural tranquil setting for family & friends to enjoy.
Save an average of 15% on thousands of hotels when you're signed in
Spring Break Escape | Log Cabin on 10 Acres | Fire Pit & Pets Welcome

Spring Break Escape | Log Cabin on 10 Acres | Fire Pit & Pets Welcome

Bourbon MO
The price is AU$612 per night from 5 Apr to 6 Apr
AU$612
5 Apr - 6 Apr
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 windowSpring Break Escape | Log Cabin on 10 Acres | Fire Pit & Pets Welcome
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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.