Book Holiday Homes in Bourbon

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Featured Holiday Homes in Bourbon

Vineyard Ridge Farmhouse

Vineyard Ridge Farmhouse

Saint James
The price is AU$373 per night from 11 May to 12 May
AU$373
includes taxes & fees
11 May - 12 May
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 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$301 per night from 22 May to 23 May
AU$301
includes taxes & fees
22 May - 23 May
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
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$336 per night from 22 May to 23 May
AU$336
includes taxes & fees
22 May - 23 May
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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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
Located in Steelville, this vacation home is on the waterfront, within a 15-minute drive of Meramec River and Mark Twain National Forest.
Luxury Home in Woods w/ Easy Access to Large Private Gravel Bar on Meramec River
Spacious 3BR/2BA | Backyard & BBQ | Near Wineries

Spacious 3BR/2BA | Backyard & BBQ | Near Wineries

Saint James
The price is AU$337 per night from 22 May to 23 May
AU$337
includes taxes & fees
22 May - 23 May
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.
Spacious 3BR/2BA | Backyard & BBQ | Near Wineries
Serene, Modern, Cottage, access to a 60 Acre Lake

Serene, Modern, Cottage, access to a 60 Acre Lake

Potosi
When you stay at this vacation home in Potosi, you'll be 9 minutes by foot from Mark Twain National Forest.
Serene, Modern, Cottage, access to a 60 Acre Lake
Sunset Ridge perfect vacation home near Meramec River

Sunset Ridge perfect vacation home near Meramec River

Leasburg
The price is AU$761 per night from 22 May to 23 May
AU$761
includes taxes & fees
22 May - 23 May
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
2BR | Pet-Friendly | Fenced Yard | Near Wineries

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

Saint James
The price is AU$303 per night from 22 May to 23 May
AU$303
includes taxes & fees
22 May - 23 May
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.
2BR | Pet-Friendly | Fenced Yard | Near Wineries
Family getaway beautiful wraparound porch sleeps 13+ near hiking and state parks

Family getaway beautiful wraparound porch sleeps 13+ near hiking and state parks

Caledonia
Located in Caledonia, this vacation home is within a 15-minute drive of Big River and Elephant Rocks State Park.
Family getaway beautiful wraparound porch sleeps 13+ near hiking and state parks
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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
65 Holiday Homes
Lowest Price
AU$301
Highest Price
AU$761
Popular accommodation
Vineyard Ridge Farmhouse , The James Stay on Historic Route 66, minutes away from Wineries & Restaurants, The Concord: A charming 2-bed 2-bath pet friendly house in historic Saint James , Luxury Home in Woods w/ Easy Access to Large Private Gravel Bar on Meramec River, Spacious 3BR/2BA | Backyard & BBQ | Near Wineries, Serene, Modern, Cottage, access to a 60 Acre Lake , Sunset Ridge perfect vacation home near Meramec River, 2BR | Pet-Friendly | Fenced Yard | Near Wineries, Family getaway beautiful wraparound porch sleeps 13+ near hiking and state parks

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 Huzzah Conservation Area.
Escape to PARADISE on 10 sprawling acres in which to do anything you please!
Pet-friendly Cabin on 10 acres w/ Outdoor Firepit

Pet-friendly Cabin on 10 acres w/ Outdoor Firepit

Bourbon
With a stay at this cabin in Bourbon, you'll be 5.6 mi (9 km) from Onondaga Cave State Park and 6.5 mi (10.5 km) from Huzzah Conservation Area.
Pet-friendly Cabin on 10 acres w/ Outdoor Firepit
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 Huzzah Conservation Area.
Spacious Ozarks Family Home - Private Pool & Grill
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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
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.

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^Subject to availability and chosen travel dates.