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Historic 1909 Gem on the Bourbon Trail w/4 King Beds
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Reviews
9.8 out of 10
Exceptional
4 bedrooms4 bathroomsSleeps 8
Popular amenities
Rooms & beds
4 bedrooms (sleeps 8)
Bedroom 1
1 King Bed
Bedroom 2
1 King Bed
Bedroom 3
1 King Bed
Bedroom 4
1 King Bed
4 bathrooms
Bathroom 1
Bathroom 2
Bathroom 3
Bathroom 4
Spaces
Deck or patio
Kitchen
About this property
Historic 1909 Gem on the Bourbon Trail w/4 King Beds
Step inside The Copper & Oak and discover a perfectly restored 1909 home designed for gathering, relaxing, and exploring the best of Kentucky’s Bourbon Trail. Right in the heart of historic downtown Shelbyville — the ideal midpoint between Louisville, Frankfort, and Bardstown — this upscale 4-bedroom, 4-bath getaway blends classic charm with modern comfort.
The home is split into two beautifully appointed units, each offering its own living room, fully stocked kitchen, smart TV, and cozy dining/workspace. A hidden speakeasy-style Murphy door connects the spaces, giving groups the flexibility to spread out while still enjoying time together.
Throughout the home, you’ll find warm décor, plush furnishings, and local artwork, including pieces by the 148th Kentucky Derby artist. Every king bedroom is designed for rest and retreat, and all four bathrooms feature stylish tiled showers — with two ensuite for added privacy.
Start your day with coffee from either Keurig setup, cook meals in the well-equipped kitchens, or gather for games of shuffleboard, cards, and board games after touring distilleries or horse farms. In the evenings, fire up the grill on the covered patio and enjoy a laid-back Kentucky night.
With private off-street parking and a walkable location near coffee shops, restaurants, and boutiques, The Copper & Oak is a welcoming, comfortable base for your Bluegrass adventure. Make yourself at home and enjoy an unforgettable stay along the Bourbon Trail.
*** Places to Go ***
** 10–15 Minutes **
- Bulleit Distilling Co. – Shelbyville
- Jeptha Creed Distillery – Shelbyville
** 30–40 Minutes **
- Lawrenceburg / Versailles / Frankfort / Louisville
- Four Roses Distillery – Lawrenceburg
- Wild Turkey Distillery – Lawrenceburg
- Woodford Reserve – Versailles
- Buffalo Trace – Frankfort
- Castle & Key Distillery – Millville/Frankfort
- Whiskey Thief Distilling Co. – Frankfort
- Louisville Urban Bourbon Experience
** 35–40 minutes **
- Angel’s Envy
- Old Forester Distilling Co.
- Evan Williams Experience
- Rabbit Hole Distillery
- Michter’s Fort Nelson
** 50–60 Minutes **
- Bardstown / Clermont
- Jim Beam American Outpost – Clermont
- Bardstown Bourbon Company – Bardstown
- Heaven Hill Bourbon Experience – Bardstown
The home is split into two beautifully appointed units, each offering its own living room, fully stocked kitchen, smart TV, and cozy dining/workspace. A hidden speakeasy-style Murphy door connects the spaces, giving groups the flexibility to spread out while still enjoying time together.
Throughout the home, you’ll find warm décor, plush furnishings, and local artwork, including pieces by the 148th Kentucky Derby artist. Every king bedroom is designed for rest and retreat, and all four bathrooms feature stylish tiled showers — with two ensuite for added privacy.
Start your day with coffee from either Keurig setup, cook meals in the well-equipped kitchens, or gather for games of shuffleboard, cards, and board games after touring distilleries or horse farms. In the evenings, fire up the grill on the covered patio and enjoy a laid-back Kentucky night.
With private off-street parking and a walkable location near coffee shops, restaurants, and boutiques, The Copper & Oak is a welcoming, comfortable base for your Bluegrass adventure. Make yourself at home and enjoy an unforgettable stay along the Bourbon Trail.
*** Places to Go ***
** 10–15 Minutes **
- Bulleit Distilling Co. – Shelbyville
- Jeptha Creed Distillery – Shelbyville
** 30–40 Minutes **
- Lawrenceburg / Versailles / Frankfort / Louisville
- Four Roses Distillery – Lawrenceburg
- Wild Turkey Distillery – Lawrenceburg
- Woodford Reserve – Versailles
- Buffalo Trace – Frankfort
- Castle & Key Distillery – Millville/Frankfort
- Whiskey Thief Distilling Co. – Frankfort
- Louisville Urban Bourbon Experience
** 35–40 minutes **
- Angel’s Envy
- Old Forester Distilling Co.
- Evan Williams Experience
- Rabbit Hole Distillery
- Michter’s Fort Nelson
** 50–60 Minutes **
- Bardstown / Clermont
- Jim Beam American Outpost – Clermont
- Bardstown Bourbon Company – Bardstown
- Heaven Hill Bourbon Experience – Bardstown
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- Kitchen
- Free Wi-Fi
- Air-conditioning
- Outdoor space
10.0 out of 10, Exceptional, (58 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets allowed: dogs (limit 2 total)
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there are no carbon monoxide detectors or gas appliances on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
We should mention
This property does not have any lifts
About the area
Shelbyville
Shelbyville is home to this holiday home. Taylorsville Lake State Park and Beckley Creek Park reflect the area's natural beauty and area attractions include Yew Dell Botanical Gardens and IceLand Sports Complex.
Shelbyville, KY
What's nearby
- Shelby County Community Theatre - 5 min walk - 0.4 km
- UofL Health - Shelbyville Hospital - 14 min walk - 1.2 km
- Clear Creek Tennis Center - 3 min drive - 2.4 km
- Kentucky Exposition Center - 34 min drive - 60.5 km
- Churchill Downs - 39 min drive - 64.6 km
Getting around
Restaurants
- McDonald's - 2 min drive
- Milano Italian Restaurant - 2 min drive
- Ken-Tex Bar-B-Q - 4 min drive
- Peppers Mexican Grill - 17 min walk
- Dairy Queen - 19 min walk
Frequently asked questions
Reviews
9.8
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window10/10
Cleanliness
10/10
Check-in
9.8/10
Communication
9.4/10
Location
10/10
Listing accuracy
Reviews
Verified
15 Feb, 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 3 nights in Feb 2026
Verified
10/10 Excellent
Michael D.
26 Oct, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Michael D.
Stayed 4 nights in Sep 2025
Verified
10/10 Excellent
Sharon M.
17 Sept, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Sharon M.
Stayed 5 nights in Sep 2025
Verified
10/10 Excellent
Dan S.
13 Apr, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Bourbon Guys Trip
Dan S.
Stayed 3 nights in Apr 2025
Verified
10/10 Excellent
James H.
26 Aug, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
James H.
Stayed 2 nights in Aug 2025
Verified
10/10 Excellent
Bob F.
20 Aug, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Bob F.
Stayed 4 nights in Aug 2025
Verified
10/10 Excellent
Alex K.
25 Sept, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Clean place, felt like home
Alex K.
Stayed 2 nights in Sep 2024
Verified
10/10 Excellent
Laura L.
9 Apr, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great spot to stay in shelbyville
Laura L.
Stayed 5 nights in Apr 2024
Verified
10/10 Excellent
Pamela B.
16 Jun, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay
Pamela B.
Stayed 4 nights in Jun 2024
Verified
10/10 Excellent
Courtney M.
12 May, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful place to stay
Courtney M.
Stayed 4 nights in May 2024
Verified
10/10 Excellent
Doris T.
11 Aug, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Location
Doris T.
Stayed 6 nights in Aug 2023
Verified
8/10 Good
Charles P.
5 Oct, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Very homey, very warm
Charles P.
Stayed 3 nights in Oct 2024
Verified
10/10 Excellent
Elaine J.
30 Oct, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Bourbon Trail
Elaine J.
Stayed 2 nights in Oct 2023
Verified
10/10 Excellent
Penny J.
5 May, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful home
Penny J.
Stayed 3 nights in May 2024
Verified
10/10 Excellent
Catherine R.
10 Dec, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Family Weekend
Catherine R.
Stayed 2 nights in Dec 2023
Verified
10/10 Excellent
Ollie W.
26 Mar, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Bourbon Trail Experience
Ollie W.
Stayed 3 nights in Mar 2025
Verified
10/10 Excellent
Sharla W.
28 Aug, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Location
Sharla W.
Stayed 3 nights in Aug 2024
Verified
10/10 Excellent
John K.
30 Mar, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Bourbon Tour
John K.
Stayed 2 nights in Mar 2025
Verified
10/10 Excellent
Dan F.
20 Mar, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Bourbon Trail Stay
Dan F.
Stayed 3 nights in Mar 2024
Verified
10/10 Excellent
Renee R.
7 Oct, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful home
Renee R.
Stayed 5 nights in Sep 2023
Verified
10/10 Excellent
Kelcey S.
22 Sept, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Bourbon Tour Stay
Kelcey S.
Stayed 3 nights in Sep 2023
Verified
10/10 Excellent
Hillary C.
19 Nov, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great bourbon trail weekend stay with friends
Hillary C.
Stayed 2 nights in Nov 2024
Verified
8/10 Good
Danielle H.
11 Jul, 2023
Liked: Cleanliness, check-in, communication, listing accuracy
Bourbon Trail
Danielle H.
Stayed 3 nights in Jul 2023
Verified
10/10 Excellent
David L.
5 Mar, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful weekend in Kentucky
David L.
Stayed 3 nights in Mar 2024
Verified
10/10 Excellent
Susan O.
18 Jul, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful!
Susan O.
Stayed 2 nights in Jul 2024
About the host
Hosted by Clay
Languages:
English
Premier Host
They consistently provide great experiences for their guests
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