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Historic 1909 Gem on the Bourbon Trail w/4 King Beds

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4 bedrooms, iron/ironing board, free WiFi, bed sheets
Private kitchen
Smart TV
Dining
Property grounds

Reviews

9.8 out of 10
Exceptional

Entire home

4 bedrooms4 bathrooms

Popular amenities

  • Hot tub
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi

Explore the area

View in a map
Shelbyville, KY
  • Place, Shelby County Community Theatre
    ‪5 min walk‬
  • Place, UofL Health - Shelbyville Hospital
    ‪14 min walk‬
  • Place, Clear Creek Tennis Center
    ‪3 min drive‬
  • Airport, Louisville, KY (SDF-Louisville Intl.)
    ‪34 min drive‬

Room options

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Exterior

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  • Parking included
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About the neighborhood

Shelbyville

This vacation home is located within a 15-minute drive of Jeptha Creed Distillery and The Outlet Shoppes of the Bluegrass. The vacation home includes a kitchen, a patio, and a Smart TV.
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What's nearby

  • Shelby County Community Theatre - 5 min walk - 0.3 miles
  • UofL Health - Shelbyville Hospital - 14 min walk - 0.8 miles
  • Clear Creek Tennis Center - 3 min drive - 1.5 miles
  • Kentucky Exposition Center - 34 min drive - 37.6 miles
  • Churchill Downs - 39 min drive - 40.0 miles

Getting around

  • Louisville, KY (LOU-Bowman Field) - 32 min drive

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

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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 vacation home is air-conditioned and features a kitchen, 4 bathrooms, and a patio, and there's space to spread out with 4 bedrooms. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a washing machine and an ironing board.

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Property amenities

Pool/Spa

  • Hot tub

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 4 bathrooms
  • Hair dryer
  • Soap
  • Toilet paper
  • Towels provided

Entertainment

  • Smart TV

Outdoor areas

  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • 2 pets total

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Upper floors accessible by stairs only
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Safety features

  • No carbon monoxide detector or gas appliances (host has indicated there are no carbon monoxide detectors or gas appliances on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 21

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • This property welcomes pets
  • Dogs only
  • 2 total pets
  • Service animals exempt from fees

Children and extra beds

Children allowed: ages 0-17

Events

No events allowed

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
Onsite parties or group events are strictly prohibited
Host has indicated there are no carbon monoxide detectors or gas appliances on the property
Host has indicated 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, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 21

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a private host, not a professional engaged in trade or business.
  • This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a fire extinguisher and a smoke detector.

Additional information about polices, regulations, and more:

  • There are no elevators.

Frequently asked questions

What is there to do close to this vacation home?

This vacation home is located in Shelbyville, close to Jeptha Creed Distillery.

Will I be able to park at Historic 1909 Gem on the Bourbon Trail w/4 King Beds?

No, there isn't parking at this vacation home.

Is this vacation home next to a casino?

No, this vacation home is not connected to a casino.

Will I find an indoor pool at this vacation home?

No, this vacation home doesn't have an indoor pool; however, there is a hot tub.

What do couples enjoy most about Historic 1909 Gem on the Bourbon Trail w/4 King Beds?

Couples staying at this vacation home will appreciate amenities like a kitchen and a smart TV as well as a hot tub.

Does Historic 1909 Gem on the Bourbon Trail w/4 King Beds have a hot tub?

No, this vacation home doesn't have a spa tub.

Does this vacation home provide breakfast?

No, this vacation home doesn't offer breakfast.

Will this vacation home allow pets to stay free of charge?

Although dogs can't stay for free, they are welcome at this vacation home.

Does Historic 1909 Gem on the Bourbon Trail w/4 King Beds have connecting rooms available?

No, there aren't connecting guestrooms at this vacation home.

How far is the airport from this vacation home?

The closest major airport to this vacation home is Louisville, KY (LOU-Bowman Field), which is 26.3 mi away (32 minutes by car). Another top airport is Louisville Intl. Airport (SDF), which is around 28.1 mi away.

Can I book a room with a balcony at Historic 1909 Gem on the Bourbon Trail w/4 King Beds?

Yes, every house at Historic 1909 Gem on the Bourbon Trail w/4 King Beds comes with a patio.

Historic 1909 Gem on the Bourbon Trail w/4 King Beds Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 37 out of 42 reviews
Rating 8 - Good. 5 out of 42 reviews
Rating 6 - Okay. 0 out of 42 reviews
Rating 4 - Poor. 0 out of 42 reviews
Rating 2 - Terrible. 0 out of 42 reviews

10/10

Cleanliness

Reviews

8/10 Good

John H.

Liked: Cleanliness
Host was great at communicating, house had everything we needed, located at a good spot on the bourbon trail.
Stayed 3 nights in Feb 2026

10/10 Excellent

Michael D.

Liked: Cleanliness
It was perfect for a family bourbon tour trip. Shelbyville is a quaint, friendly town and made the trip more enjoyable!
Stayed 4 nights in Sep 2025

10/10 Excellent

Sharon M.

Liked: Cleanliness
Shelbyville is a cute town, and we found it centrally located for what we wanted to do in the area.
Stayed 5 nights in Sep 2025

10/10 Excellent

James H.

Liked: Cleanliness
Great location. Very clean and comfortable. Host always responded quickly if we had any questions!
Stayed 2 nights in Aug 2025

10/10 Excellent

Bob F.

Liked: Cleanliness
We enjoyed our stay at the Shelbyville Vrbo. The home was very charming, and was situated perfectly between the Lexington and Louisville Bourbon Trails.Everything looked exactly like it did in the photos, and we would absolutely come back should we visit again.
Stayed 4 nights in Aug 2025

8/10 Good

Linda H.

Liked: Cleanliness
Stayed 3 nights in Apr 2025

10/10 Excellent

Dan S.

Liked: Cleanliness

Bourbon Guys Trip

Excellent accommodations and great location!
Stayed 3 nights in Apr 2025

10/10 Excellent

Janell P.

Liked: Cleanliness

Great stay

Stayed 4 nights in Apr 2025

10/10 Excellent

John K.

Liked: Cleanliness

Bourbon Tour

Super cute older brick home with amazing updates. This place was absolutely wonderful! It was clean, beautifully decorated, and well stocked with all of the essentials! The hosts are very responsive and check-in / check-out was easy. The house is within walking distance to a coffee shop, ice cream shoppe, restaurants and bars. Highly recommended and we would definitely stay again!
Stayed 2 nights in Mar 2025

10/10 Excellent

Constantina A.

Liked: Cleanliness

Perfect little spot on the bourbon trail!

Just my husband and I on an extended weekend to celebrate our 25th wedding anniversary. We picked this area because of its proximity to the distilleries we wanted to visit. Very pleased with the property. Everything was updated, clean and spacious enough for us to have shared with another couple. We enjoyed playing shuffleboard and Sorry! Neighborhood felt safe and was relatively quiet. Beds were comfortable enough. The cocktail recipe with the Ale8 and bitters was a nice touch! Our only suggestion is to consider adding a whisk in the kitchen & an additional lamp in the corner behind the main door. We enjoyed our stay and the town of Shelbyville. Would stay here again if going to that portion of the bourbon trail! Oh and highly recommend Larrikin and Jeptha Creek distilleries!
Stayed 2 nights in Mar 2025

10/10 Excellent

Ollie W.

Liked: Cleanliness

Bourbon Trail Experience

We stayed three nights and toured several distilleries in the area such as angel’s envy and buffalo trace. Our accommodations were exceptional. The home was well stocked, spacious enough for the four of us and the furnishings were comfortable and modern. The hosts were readily available for any issues or questions. Excellent place to stay!
Stayed 3 nights in Mar 2025

10/10 Excellent

Amy S., Hendersonville

Stayed 4 nights in Dec 2024

10/10 Excellent

Beth G.

Liked: Cleanliness

Our stay was perfect

Everything about our getaway was perfect. We arrived to the house around 9 and the keyless entry was flawless. The house was exactly as the pictures described and was perfect for two couples. The decor of the home was nicely created and felt very homey. We spent most of our time on the Bourbon Trail and loved the location so we could get to where we were going in about 30 to 45 minutes. Buffalo Trace was a daily stop and was a 30 minute drive. We’d definitely recommend this home.
Stayed 4 nights in Dec 2024

10/10 Excellent

Hillary C.

Liked: Cleanliness

Great bourbon trail weekend stay with friends

We all loved the property and had more than enough space for 6 of us to relax after visiting distilleries. Having 2 kitchens and 2 living rooms was perfect when we needed some space or quiet, and there is a good sized tvs in each living room. The bathrooms and kitchens are nicely updated. We walked to dinner in downtown shelbyville - about 4-5 blocks. We would definitely stay there again.
Stayed 2 nights in Nov 2024

10/10 Excellent

Steve R.

Liked: Cleanliness
Stayed 3 nights in Oct 2024

10/10 Excellent

John and Kim O., Hudsonville, Michigan

Liked: Cleanliness

Bourbon Trail

We enjoyed our stay at Erin & Cameron’s house. The set up was perfect for four couples. We had great location for the bourbon trail. The house was exactly as pictured. The speak easy door was very fun! The house fit our weekend theme well. The house was clean and well stocked. The hosts were very responsive when we had a question. Our only complaint was the pizza place behind the house was open late and was a little noisy.
Stayed 3 nights in Oct 2024

8/10 Good

Charles P.

Liked: Cleanliness

Very homey, very warm

This property is very clean, and in very good repair. It has everything we needed to enjoy ourvstay
Stayed 3 nights in Oct 2024

10/10 Excellent

Alex K.

Liked: Cleanliness

Clean place, felt like home

Great location, very clean/ updated house - had everything we needed. Felt like home! Would stay there again!
Stayed 2 nights in Sep 2024

10/10 Excellent

Sharla W.

Liked: Cleanliness

Great Location

If you are looking for a place to stay while checking out the Bourbon Trail, this is an ideal location. Quiet and very clean. Easy access to the different regions of the Bourbon Trail. We highly recommend.
Stayed 3 nights in Aug 2024

10/10 Excellent

Thomas H., Plymouth, MI

Liked: Cleanliness

Everything you'll need

Our stay was fantastic. The house was full of surprises-- two full kitchens, a hidden door (pro tip, a good tug at the bottom might be needed if it's humid) and all the amenities from a pizza cutter to a shuffleboard. Our group had activities planned in both Louisville and Bardstown so being in the middle between those two places worked out well. Our group had a saying by the end of our stay "Oh that's a mile away." And really, everything was. Great local restaurants, fast food (to grab your pre-bourbon tour sausage biscuit, of course), a large Kroger, an urgent care and an ER (yes, we used them). The owners of the house checked in regularly--they were available without being intrusive. A 5 star stay all the way around.
Stayed 3 nights in Jul 2024

10/10 Excellent

Susan O.

Liked: Cleanliness

Beautiful!

We enjoyed our stay and can’t say enough about how clean and comfortable this property was. The owners/managers were very responsive to all of my questions before arrival. The kitchen had everything we needed. All appliances were brand new and spotless! The bathrooms and bedrooms were very clean and comfortable. We will definitely stay here again!
Stayed 2 nights in Jul 2024

10/10 Excellent

Pamela B.

Liked: Cleanliness

Great stay

House was clean, comfortable and perfectly decorated. Close to the bourbon trail. Everyone enjoyed the stay!
Stayed 4 nights in Jun 2024

10/10 Excellent

Verified traveler

Liked: Cleanliness

Ease on the Bourbon Trail

What a beautiful property. Love the dark makeup towels provided and the mixed drink suggestion. The convenience was great. In between Louisville and Lexington. Nice small town to explore. Would definitely go again. Thanks for experience.
Stayed 3 nights in Jun 2024

10/10 Excellent

mary anne a.

Liked: Cleanliness

Nice, clean rental

The Oak is on the bottom floor of a 2 story STR. It was very clean, with a spacious and well-stocked kitchen and dining area. The living room was cozy as were the 2 bedrooms. This is a very old building and we could hear the people above us enjoying themselves when we were in the living room. This property is an easy walk to downtown and restaurants. It is also right next door to a pizza shop and convenience store. We did need to contact management over a few, small issues that were very quickly addressed and corrected.
Stayed 5 nights in May 2024

10/10 Excellent

Verified traveler

Liked: Cleanliness

Fun

…
Stayed 4 nights in May 2024