Book Holiday Homes in Bourbon

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Featured Holiday Homes in Bourbon

Cozy Steelville Retreat: River + Trail Access!

Cozy Steelville Retreat: River + Trail Access!

Steelville
Located in Steelville, this vacation home is on the waterfront, a 1-minute drive from Meramec River and 7 minutes from Woodson K. Woods Memorial Conservation ...
Cozy Steelville Retreat: River + Trail Access!
Vineyard Ridge Farmhouse

Vineyard Ridge Farmhouse

Saint James
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.
Vineyard Ridge Farmhouse
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
Located in St. James, this vacation home is within a 10-minute drive of Rosati Winery Museum and Heinrichshaus Vineyard And Winery.
The Concord: A charming 2-bed 2-bath pet friendly house in historic Saint James
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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
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.
The James Stay on Historic Route 66, minutes away from Wineries & Restaurants
Secluded farmhouse retreat - Meramec river access!

Secluded farmhouse retreat - Meramec river access!

Steelville
Located in Steelville, this vacation home is in a rural location, within a 15-minute drive of Peaceful Bend Vineyard and Riverview Roadside Park.
Secluded farmhouse retreat - Meramec river access!
Minutes from Mt trails & River - 3 Bedroom House - Sleeps 7

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

Steelville
With a stay at this vacation home in Steelville, you'll be within a 5-minute drive of Meramec River and Collins Spring.
Minutes from Mt trails & River - 3 Bedroom House - Sleeps 7
 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.
Charming house near Maramec Spring Park, Steelville/St. James
1910 on Route 66 is a Charming historic 2 bedroom 2 bath home, close to downtown

1910 on Route 66 is a Charming historic 2 bedroom 2 bath home, close to downtown

2 out of 5
Saint James
A stay at this vacation home places you in the heart of St. James, within a 5-minute drive of Meramec Vineyards and St. James Winery.
1910 on Route 66 is a Charming historic 2 bedroom 2 bath home, close to downtown
Sunset Ridge perfect vacation home near Meramec River

Sunset Ridge perfect vacation home near Meramec River

Leasburg
Located in Leasburg, this vacation home is in a rural location, within a 10-minute drive of The Ozark Source and Britton's Memory Park.
Sunset Ridge perfect vacation home near Meramec River
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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
Highest Price
Popular accommodation
Cozy Steelville Retreat: River + Trail Access!, Vineyard Ridge Farmhouse , 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, Secluded farmhouse retreat - Meramec river access!, Minutes from Mt trails & River - 3 Bedroom House - Sleeps 7, Charming house near Maramec Spring Park, Steelville/St. James, 1910 on Route 66 is a Charming historic 2 bedroom 2 bath home, close to downtown, Sunset Ridge perfect vacation home near Meramec River

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
Located in Bourbon, this cabin is on a river, within a 15-minute drive of Onondaga Cave State Park and Onondaga Cave.
Escape 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
When you stay at this cabin in Bourbon, you'll be on a river and within a 5-minute drive of Meramec River.
Country Cabin with Jacuzzi Tub Near Blue Springs Ranch
Spacious Ozarks Family Home - Private Pool & Grill

Spacious Ozarks Family Home - Private Pool & Grill

Leasburg
Located in Bourbon, this cabin is within a 15-minute drive of Onondaga Cave State Park and Onondaga Cave.
Spacious Ozarks Family Home - Private Pool & Grill
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Authentic Cedar Cabin-Dogwood Cabin-with Pool near Blue Springs Ranch

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

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

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^Subject to availability and chosen travel dates.