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Bourbon City Rentals

Bourbon City Rentals

Louisville group stays

Two Louisville homes for groups of 6 to 15

Looking for Louisville vacation rentals for a group of 6 to 15? Bourbon City Rentals has two private homes built for groups: a 6-bedroom New Orleans speakeasy-style home in the historic Highlands that sleeps 15, and a 5-bedroom modern retreat with a pool, gym and sauna that sleeps 12. Perfect for Derby week, a Bourbon Trail weekend or a family reunion.

Two Louisville vacation rentals built for groups

We own and operate both homes, and we know Louisville. Here is how they compare.

The Bonnycastle: 6 bedrooms, 3 baths, sleeps 15. A historic Highlands Victorian with a New Orleans speakeasy feel, two full kitchens, an 8-person hot tub and a fenced yard with a playground.

Parkside Retreat: 5 bedrooms, 4 full baths, sleeps 12. A modern home overlooking The Parklands with a seasonal heated pool, private gym, sauna and EV charging.

Sleeps 15

The Bonnycastle: Louisville rental that sleeps 15 Biggest group

The Bonnycastle, one of our Louisville vacation rentals for large groups, sleeps 15
Sleeps
158 beds
Bedrooms
63 baths
Neighborhood
HighlandsWalk to Bardstown Rd

The Bonnycastle is a historic 6-bedroom, 3-bath Victorian in Louisville’s Highlands, styled like a New Orleans speakeasy and furnished to sleep 15 across 8 beds. Two full kitchens and a big dining and game room make group meals easy. The private fenced backyard has an 8-person hot tub, a fire pit, a gas grill and a playground. Walk to Bardstown Road restaurants and bars; Churchill Downs and downtown are about 10 minutes away.

  • 8-person hot tub
  • 2 kitchens
  • Fenced yard
  • Playground
  • Fire pit
  • Dogs welcome
View The Bonnycastle
Sleeps 12

Parkside Retreat: Louisville rental that sleeps 12 Pool and gym

Parkside Retreat, a Louisville vacation rental with a pool that sleeps 12
Sleeps
123 king, 2 queen
Bedrooms
54 full baths
Neighborhood
ParklandsWalk to Broad Run Park

Parkside Retreat is a modern 5-bedroom home with 4 full bathrooms that sleeps 12, overlooking The Parklands and a short walk to Broad Run Park. Out back: a 60-foot deck, a seasonal pool (open early April to mid or late October, heat $35 per day on request), a fire pit, a grill and a playground. Inside: a 10-foot quartz island, an 85-inch TV, a private gym with a Peloton and a 4-person sauna. Tesla EV charger and a 2-car garage. Dogs are welcome.

  • Seasonal pool
  • Private gym
  • Sauna
  • EV charger
  • 2-car garage
  • Dogs welcome
View Parkside Retreat
Why groups come

Built for the way you travel

Kentucky Derby & Thunder Over Louisville

Room for your whole Derby crew, with Churchill Downs a short drive away. See our Kentucky Derby rentals.

Bourbon Trail weekends: skip the Airbnb hunt

Looking for a Bourbon Trail Airbnb for your group? Both homes make an easy home base for distillery tours with friends, with Evan Williams, Angel’s Envy and Rabbit Hole downtown and the rest of the Kentucky Bourbon Trail a short drive away. Book direct and skip the platform fees. Our Louisville travel guide has the bourbon bars, restaurants and distillery day trips we send our own guests to.

Bourbon & Beyond and Louder Than Life

Festival lodging for the whole group. See our Louisville festival rentals.

Bachelorette weekends & girls trips

Bourbon bars, great restaurants and a house to come back to, with a hot tub at The Bonnycastle.

AAU teams & Kentucky Expo Center events

Teams are welcome. Both homes work well for AAU tournaments, the Farm Machinery Show and other events. See our Kentucky Expo Center rentals.

Family reunions

Full kitchens, shared living space and bedrooms for everyone, with a playground at The Bonnycastle and a pool at Parkside Retreat.

Bringing the dog

Up to 2 dogs under 50 lbs are welcome for $50 per dog per night, with pre-approval. No cats.

Side by side

Compare our two Louisville homes

FeatureThe BonnycastleParkside Retreat
Sleeps1512
Bedrooms65
Beds8 (2 king, 4 queen, 1 full, 1 twin)3 king, 2 queen
Bathrooms34 full
Kitchens21
NeighborhoodHistoric Highlands, walk to Bardstown RoadOverlooks The Parklands, walk to Broad Run Park
Hot tubYes, 8-personNo
PoolNoYes, open early April to mid or late October (heat $35/day on request)
Gym and saunaNoYes
EV chargingNoYes
Big screenSmart TV in dining and game room85-inch TV, 15-foot sectional
PlaygroundYes, in a fenced yardYes
Fire pit and grillYesYes, plus a 60-foot deck
ParkingOff-street, 6 cars6 cars, including a 2-car garage
DogsYes, up to 2 under 50 lbsYes, up to 2 under 50 lbs
Best forDerby, bourbon trips, bachelorettes, big familiesFamilies, teams and groups who want a pool and gym
By group size

Which home fits your group?

Book direct

Plan your group trip to Louisville

Whether it’s Derby week, a bourbon weekend, a bachelorette party or a family reunion, one of our Louisville vacation rentals is built for it. Searching Airbnb or Vrbo for a Louisville group rental? Skip the platform fees and book our homes direct with us.

Good to know

Frequently asked questions

How many people can stay?

The Bonnycastle sleeps 15. Parkside Retreat sleeps 12.

What is the closest airport?

Louisville Muhammad Ali International Airport (SDF) is just a few miles away.

Is there a hot tub?

The Bonnycastle has an 8-person hot tub. Parkside Retreat has a pool, gym and sauna instead.

Is the pool heated?

Parkside Retreat’s pool is open early April to mid or late October. Heat is available on request for $35 per day.

Do you accept sports teams?

Yes. We welcome AAU and youth teams.

What is the minimum stay?

It depends on the season and how far ahead you book. Close-in bookings are usually 3 nights; bookings about a year out are usually 6 or 7.

Can we bring our dog?

Yes, up to 2 dogs under 50 lbs, $50 per dog per night, with pre-approval. No cats.