Two Homes, One Timeless Kentucky Retreat.

The Gathering at Old Frankfort is a refined retreat in the heart of Kentucky’s Bourbon Trail. Set on 1.5 scenic acres, this two-home estate sleeps 20 and features designer interiors, chef’s kitchen, two hot tubs, a private movie theater, and elegant spaces for connection and rest. Just minutes from iconic distilleries, it’s where luxury meets laid-back fun. This is your group’s dream retreat — bourbon under the stars, cozy beds, and zero boring moments. Gather, sip, stay, repeat.

🥃 Welcome to The Gathering at Old Frankfort
Gather your crew and experience Kentucky like never before! Nestled on 1.5 scenic acres, The Gathering is a luxury retreat featuring two adjacent homes that together sleep up to 20 guests, with game rooms, a private movie theater, 2 hot tubs, and outdoor spaces built for memory-making… while also featuring ample space for rest in our comfy beds.
Located in the heart of the famous Kentucky Bourbon Trail, you're just minutes from iconic distilleries like Buffalo Trace, Wild Turkey, Castle & Key, and more.
Whether you’re here for a reunion, bachelor/ette party, couples’ weekend, or family getaway, this space is perfectly designed for group connection with plenty of room for privacy.

🏡 The Property
2 Homes (Chalet + Cottage) | Over 6,500 sq ft
7 Bedrooms / 5 Bathrooms | Sleeps 20
Newly Renovated Chef’s Kitchen with fully stocked coffee bar in each home
Fenced-In Patio with 2 Hot Tubs + Fire Table + Dining Table + Grill
2 Game Rooms| Poker, Billiards, Ping Pong, Foosball, Golden Tee & More
Private Movie Theater Room with 98" TV & popcorn station
Spacious Group Dining Room + Wet Bar & Mini Fridge
2 Brand New Tankless Water Heaters in Chalet | Never a cold shower
Washer / Dryer in each home
Dog-Friendly | EV Charger | Ample Parking
Strict cleaning protocol with HEPA filtered vacuums

🛏️ Sleeping Arrangements
🛌 The Chalet (Main House):
Master Suite (Sleeps 2) – King Bed En suite bath, jacuzzi, walk-in closet, TV
Corner Bedroom (Sleeps 2) – King Bed, TV, Hall bath access
Hall Bedroom (Sleeps 2) – King Bed, TV, Hall bath access
2nd Floor Bedroom (Sleeps 6) – 2 Queens, 2 Twins + en suite bath + seating area & TV
Loft Bedroom (Sleeps 4) – 2 Queens, separate lounge / reading area & TV
🛌 The Cottage:
Main Bedroom (Sleeps 2) – King Bed, TV and Deck access
Upstairs Bedroom (Sleeps 4) – 2 Queens

🎉 Entertainment & Outdoor Living
Whether you’re mixing cocktails or hosting a poker game, this property brings the fun.
2 Game Rooms (poker, ping pong, foosball, billiards, arcade)
Movie Theater Room with 98” Smart TV
Fire table, grill & outdoor dining area
2 Hot Tubs — perfect after a day of tastings
Wrap-around porch at the Cottage overlooking peaceful farmland

🐶 We Love Dogs
Bring your pup! For dogs under 50lbs, we provide:
Cozy 40" crate with dog bed
Food & water bowls
Toys & towels
Fully fenced in patio area in backyard
$25/day per pet fee applies; Max 2 dogs and max 50 lbs per dog. Please let us know in advance!

📍 Minutes to Local Attractions
🥃 Bourbon Trail Distilleries
Buffalo Trace: 15 min / 10 miles
Whiskey Thief Distillery (a local fave)- 11 min / 7 miles
Wild Turkey Distillery- 12 min / 8 miles
Larrikin Bourbon Co 12 min / 7 miles
Four Roses Distillery- 14 min / 10 miles
Castle & Key Distillery - 16 min / 13 miles
Woodford Reserve Distillery - 19 min / 15 miles
Bluegrass Distillers at Elkwood Farm - 19 min / 17 miles
Bulleit Distilling Co. 25 min/ 20 miles
Jeptha Creed Distillery - 26 min / 23 miles
Heaven’s Door Distillery - 35 min / 24 miles
Jefferson's Bourbon Distillery - 48 min / 45 miles
Angel's Envy Distillery 49 min / 49 miles
Rabbit Hole Distillery- 50 min / 48 miles
Old Forester Distilling Co- 50 min / 49 miles
Whiskey Row (Louisville)- 50 min / 49 miles
Willett Distillery - 50 min / 47 miles
Preservation Distillery and Farm - 47 min / 48 miles
Heaven Hill- 48 min / 46 miles
Bardstown Bourbon Co. - 49 min / 46 miles
Maker’s Mark - 60 min / 52 miles
Jim Beam- 65 min / 61 miles

🍇 Vineyards
Lovers Leap Winery- 10 min / 5 miles
Rising Sons Home Farm Winery - 6 min / 3 miles
Prodigy Vineyards & Winery - 15 min / 12 miles
Equus Run Vineyards - 22 min / 20 miles
Wildside WInery - 28 min / 20 miles
Castle Hill Winery - 29 min / 23 miles
1922 House Vineyards & Winery - 35 min / 29 miles

🐴 Other Attractions
The Kentucky Castle- 27 min / 21 miles
Keeneland- 30 min / 27 miles
Kentucky Horse Park-30 min / 30 miles
Churchill Downs (Derby)- 55 min / 52 miles
The Ark Encounter - 58 min / 54 miles
Red River Gorge - 90 min / 95 miles

🔐 Guest Access
You’ll receive a custom code for contactless check-in. Entire property is private to your group.

OTHER INFORMATION
🏡 House Rules
1. Guest must be 24 years old to rent.
2. Guest must E-sign our rental agreement
3. MAX Occupancy of 20 guests. No unregistered guests allowed. Should the number of guests exceed this maximum, the reservation is subject to cancellation.
4. No Street parking allowed.
5. No more than 2 dogs under 50 lb each allowed. If you bring a pet without authorization, you will be charged $1,000. Curbing your dog is required.
6. No Smoking on the property. If any of the guests smoke inside the house, you will be subject to a $750.00 Ozone cleaning fee.
7. Parties: Large parties with guests not staying on premises is prohibited and subject to a $600.00 additional cleaning fee.
8. No soiled shoes allowed inside the house. Towels for muddy paws are provided. Do not use white towels for dogs.
9. Disclosures: There are security cameras on the EXTERIOR of the home only for security reasons and to protect our guests and homeowner. In addition, there will be electronic monitoring of excessive noise and smoke.
10. Quiet Hours are from 10:00 pm through 8:00 am.