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!
Townside Blue House

Townside Blue House

Saint James
Located in St. James, this vacation home is within a 5-minute drive of Meramec Vineyards and St. James Winery.
Townside Blue House
NEW!! Get Cozy in the Country - The Cottage on Luca Hill

NEW!! Get Cozy in the Country - The Cottage on Luca Hill

2 out of 5
Saint James
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.
NEW!! Get Cozy in the Country - The Cottage on Luca Hill
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Vineyard Ridge Farmhouse

Vineyard Ridge Farmhouse

Saint James
The price is AU$368 per night from 8 Jun to 9 Jun
AU$368
includes taxes & fees
8 June - 9 June
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$299 per night from 8 Jun to 9 Jun
AU$299
includes taxes & fees
8 June - 9 June
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
Spacious 3BR/2BA | Backyard & BBQ | Near Wineries

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

Saint James
The price is AU$441 per night from 8 Jun to 9 Jun
AU$441
includes taxes & fees
8 June - 9 June
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
Spacious but cozy farmstead lodge has stone fireplace and sleeping for 9 to 10

Spacious but cozy farmstead lodge has stone fireplace and sleeping for 9 to 10

St James
Located in St. James, this vacation home is a 4-minute drive from Maramec Spring Park and 5 minutes from Meramec River.
Spacious but cozy farmstead lodge has stone fireplace and sleeping for 9 to 10
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!
3 Bed, 2 Bath Full Home - Dog Friendly, Purina, Six Flags

3 Bed, 2 Bath Full Home - Dog Friendly, Purina, Six Flags

Union
Located in Union, this vacation home is on a river, within a 15-minute drive of Indian Harvest and Great American Flea Market in Union.
3 Bed, 2 Bath Full Home - Dog Friendly, Purina, Six Flags
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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$259
Highest Price
AU$804
Popular accommodation
Cozy Steelville Retreat: River + Trail Access!, Townside Blue House , NEW!! Get Cozy in the Country - The Cottage on Luca Hill, Vineyard Ridge Farmhouse , The James Stay on Historic Route 66, minutes away from Wineries & Restaurants, Spacious 3BR/2BA | Backyard & BBQ | Near Wineries, Spacious but cozy farmstead lodge has stone fireplace and sleeping for 9 to 10, Secluded farmhouse retreat - Meramec river access!, 3 Bed, 2 Bath Full Home - Dog Friendly, Purina, Six Flags

Top trending hotels in Bourbon

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
Pet-friendly Cabin on 10 acres w/ Outdoor Firepit

Pet-friendly Cabin on 10 acres w/ Outdoor Firepit

Bourbon
The price is AU$804 per night from 24 Jun to 25 Jun
AU$804
includes taxes & fees
24 June - 25 June
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
RGM Farms Guesthouse, rustic yet comfy with kitchenette.

RGM Farms Guesthouse, rustic yet comfy with kitchenette.

Bourbon
The price is AU$259 per night from 8 Jun to 9 Jun
AU$259
includes taxes & fees
8 June - 9 June
With a stay at this cabin, you'll be centrally located in Bourbon, within a 15-minute drive of The Ozark Source and Meramec State Park.
RGM Farms Guesthouse, rustic yet comfy with kitchenette.
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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
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.