Entire home

Fun Spacious 5 Bdrm Estate w/Theater, Billiard Parlor, Speakeasy Bar & Poker Rm

Photo gallery for Fun Spacious 5 Bdrm Estate w/Theater, Billiard Parlor, Speakeasy Bar & Poker Rm

A modern kitchen with white cabinets, stainless steel appliances, and a bar area with stools.
A modern bedroom with a bed, a desk, a ceiling fan, and a TV displaying the Netflix logo.
A bar area with a Netflix logo, wooden bar counter, and four stools.
A living room with a sectional sofa, a grey armchair, a fireplace, and a painting on the wall.
A living room with a sectional sofa, a wooden coffee table, and a patterned rug. There is a white fireplace and a large window with curtains.

Reviews

10 out of 10
Exceptional

Highlights

  • Made for relaxation
    Top-rated for comfort — guests feel right at home here.
  • Arcade/game room
    A rare find - fun for all ages with on-site arcade/game room.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
5 bedrooms2+ bathroomsSleeps 10

Popular amenities

  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue grill
  • Porch or lanai

Explore the area

View in a map
Frankfort, KY
  • Place, The Grand Theatre
    ‪2 min walk‬
  • Place, Old State Capitol
    ‪3 min walk‬
  • Place, Kentucky State Capitol
    ‪2 min drive‬
  • Airport, Lexington, KY (LEX-Blue Grass)
    ‪36 min drive‬

Where you'll sleep

5 bedrooms (sleeps 10)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

1 Queen Bed

Bedroom 4

1 King Bed

Bedroom 5

1 King Bed

2 bathrooms, 1 half bathroom

Bathroom 1

Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Bathroom 2

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Bathroom 3

Soap · Toilet

Spaces

Porch or lanai
Kitchen
Number of living rooms
Dining area

About this property

Fun Spacious 5 Bdrm Estate w/Theater, Billiard Parlor, Speakeasy Bar & Poker Rm

Experience luxury and fun at this huge 5-bedroom estate in the heart of downtown Frankfort! Relax with your friends in the parlor or music room. Compete with each other in the billiard parlor or poker den. Host a tasting in the speakeasy bar or catch a ballgame in the theater. Perfect for group getaways, the home offers spacious rooms, a private atmosphere, and endless entertainment. Whether you're enjoying bourbon tastings or relaxing with friends, this unique property provides the ultimate blend of comfort and excitement!

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 13–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 4435248vb
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

About the area

Frankfort

Located in Frankfort, this holiday home is in the city centre. The area's natural beauty can be seen at Cove Spring Park and Buckley Wildlife Sanctuary & Audobon Center, while The Grand Theatre and Liberty Hall are cultural highlights. American Legion Post 34 Fairgrounds and Blue Grass Railroad Museum are also worth visiting.
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Map
Frankfort, KY

What's nearby

  • The Grand Theatre - 2 min walk - 0.2 km
  • Old State Capitol - 3 min walk - 0.3 km
  • Liberty Hall - 3 min walk - 0.3 km
  • Kentucky State Capitol - 2 min drive - 2.1 km
  • Kentucky State University - 4 min drive - 3.1 km

Getting around

  • Lexington, KY (LEX-Blue Grass) - 31 min drive

Restaurants

  • ‪Jimmy John's - ‬4 min drive
  • ‪DaVinci's Pizza - ‬4 min drive
  • ‪Sonic Drive-In - ‬4 min drive
  • ‪House Of Commons Bourbon Library - ‬1 min walk
  • ‪Arby's - ‬4 min drive

Frequently asked questions

Is Fun Spacious 5 Bdrm Estate w/Theater, Billiard Parlor, Speakeasy Bar & Poker Rm pet-friendly?

No, pets are not allowed at this property.

How much is parking at Fun Spacious 5 Bdrm Estate w/Theater, Billiard Parlor, Speakeasy Bar & Poker Rm?

On-site parking is available at the property.

What time is check-in at Fun Spacious 5 Bdrm Estate w/Theater, Billiard Parlor, Speakeasy Bar & Poker Rm?

Check-in begins at 4:00 PM.

What time is check-out at Fun Spacious 5 Bdrm Estate w/Theater, Billiard Parlor, Speakeasy Bar & Poker Rm?

Checkout is at 10:00 AM.

Where is Fun Spacious 5 Bdrm Estate w/Theater, Billiard Parlor, Speakeasy Bar & Poker Rm located?

Located in the heart of Frankfort, this holiday home is steps away from Church of the Ascension, The Grand Theatre and Old State Capitol. Liberty Hall and Capital City Museum are also within 10 minutes.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 20 out of 20 reviews
Rating 8 - Good. 0 out of 20 reviews
Rating 6 - Okay. 0 out of 20 reviews
Rating 4 - Poor. 0 out of 20 reviews
Rating 2 - Terrible. 0 out of 20 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place. We will definitely be back.
Stayed 4 nights in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great visit. Perfect for the Bourbon Trail. Our group of 8 enjoyed all the amenities and appreciated the cleanliness and the location in the middle of Frankfort. Would highly recommend for a group trip.
Stayed 3 nights in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent! Host was very attentive when assistance was needed, easy to work with. We cannot say enough great things about this place! Wonderful mattresses, pillows, soft clean towels. Amazing place!
Stayed 2 nights in Jul 2026
Response from VrboOwner on 16 Aug, 2026
Thanks so much for taking the time to share your experience. I’m glad the mattresses, pillows, and towels hit the mark and that I could help when needed at our house. Would love to welcome you back anytime!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house worked well for our group of 8. We enjoyed the pool table, bar and home gym. The location downtown was wonderful and we were able to walk to the restaurants and bars nearby. I would highly recommend this house for anyone visiting. It was centrally located to visit the various distilleries in the area as well.
Stayed 2 nights in Jul 2026
Response from VrboOwner on 3 Aug, 2026
Thanks, Lisa! I’m glad our house and amenities worked so well for your group and that you enjoyed the downtown location and proximity to distilleries. Your recommendation means a lot, and you’re always welcome back anytime!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place to stay on the bourbon trail. Fun areas to hang out as a group with plenty room to relax.
Stayed 3 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great property and location. Also had great support from host. Would stay here again.
Stayed 3 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This house was amazing! It was in a perfect location and the host was great. I highly recommend this property.
Stayed 2 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Absolutely beautiful historical home with so many details thoughtfully planned to make the stay so comfortable and welcoming.
Stayed 3 nights in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy
This house is amazing!!!! It has everything you need. We will definitely book again.
Stayed 2 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our group of eight were very comfortable in this property. The bar, game rooms, kitchen, bathrooms and bedrooms were all very well stocked and the property was walking distance from everything. I would highly recommend this property!
Stayed 3 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Outstanding house! Well appointed, clean, plenty of space and walkable to Frankfort shops and restaurants. Great communication from the host. We will stay here again the next time we visit. 5-Stars!!!
Stayed 3 nights in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great spot! Lots of fun

Very cool and comfortable, recently renovated old home in a great location. Host is great! Will be back!
Stayed 2 nights in Jun 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This place is EPIC! Amazing and historic, 5 stars for sure!Excellent communication from host. Clean, spacious, and has everything you need plus more! Comfortable bedding and plenty of towels. We came in December and I appreciate the holiday touches in the house. It truly was a great place to relax, socialize, and imbibe in comfort at the end of the day.
Stayed 3 nights in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
From the beginning of our stay our host Shane was incredibly helpful. He provided recommendations on car transport to/from the Derby and the Bourbon trail and offered additional help as needed. The home was perfect for a group of 10 and EVERYTHING is thought of. The movie room, poker room, bar and piano room were all bonus spaces that added to the great experience our group had. Location wise, Frankfort is not a big town, but it's located a very short walk from bars/restaurants and minutes from Buffalo Trace distillery. It's the perfect location to launch your group into Bourbon country and offers a great alternative to Lexington or Louisville.
Stayed 4 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
I've rented houses dozens of times throughout the years and this was easily one of the best.First the house - pictures actually don't do it justice. The house is beautiful, very well maintained, very well stocked. Theme rooms are a lot of fun. Very spacious, tv's everywhere. Our group was in the are to visit the distilleries. This house was equally as much fun.The area around the house was just a blast! There are some of the cutest stores, ice cream shops, historical references. There are several bourbon bars to choose from. You could spend a couple days here easily. Shane was very communicative and responsive. We didn't need anything but he did check in.Last - this was the easiest checkout list we ever had. That part was appreciated!!
Stayed 3 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
What a great home for a group of friends, an extended family gathering, single family unit. Shane is a wonderful host, keeping in contact as needed, and very responsive to communications. The location is fabulous for walking around Frankfort, or the River walk, with several distilleries just a mile or so away, or a short drive away. You can’t go wrong booking this home. Fun decor, comfortable beds, good water pressure, lots of room for gathering as a group or taking a little alone time. Thank you, 324 BourBon St!
Stayed 3 nights in Jan 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Absolutely amazing rental. Everything about this place is first class. Our entire group agreed that we will be renting here again. This is the only VRBO rental we have stayed at since I had my child that I have felt comfortable letting her crawl around and play. The rooms with poker, the pool table, and bar area made for fun hangouts. Upstairs the bedrooms were beautiful and had VERY comfy beds. Most bedrooms were large enough for a pack n play to be set up if you are traveling with kids. HUGE bathroom with all the amenities. They even have fancy soap at all the sinks and in the showers. Also, fantastic location in Frankfort. Coffee shop 1 block down, restaurants within walking distance, and super close to Buffalo Trace Distillery. Everything was super easy with check in and check out. Cannot recommend this place enough!
Stayed 2 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place with plenty of space. Enjoyed the stay. Would recommend.
Stayed 4 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Accurate photos, great location, phenomenal host. All you can ask for.
Stayed 3 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy
Stayed 2 nights in Aug 2026

About the host

Hosted by Shane O'Donley

Host profile image
I've been a host for several years with properties on the Bourbon Trail and Red River Gorge. As not only a short-term rental owner and operator, I'm a licensed realtor who only works with short-term rental investors. This property was the brainchild of me and two of my college fraternity brothers. We incorporated our likenesses into art in a few of the rooms as an homage to their influence on the design and renovations.
We tried to create an experience based on what we enjoy doing while on vacation and hope we hit the mark to ensure our guests have a blast while visiting the Bourbon Capitol of the World :)

Why they chose this property

We selected this location because of its walkability to the tasting rooms and restaurants downtown. We also wanted to renovate an older home to preserve the character of the area. Bourbon Street is the result of a nearly 7 month renovation.

What makes this property unique

No other property is Frankfort has a billiard room, poker room, speakeasy bar and theater in downtown Frankfort. We created this space for the discerning travelers who enjoy hanging out with their friends.

Languages:

English

Premier Host

They consistently provide great experiences for their guests
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