Kentucky Derby Weekend Rental

The Swepson Guesthouse is perfect for Kentucky Derby Weekend Rental. It is near Churchill Downs. It is the perfect large group rental to host your Derby Week in Louisville as you bet big on The Run For The Roses. The Swepson Guesthouse features five self-contained units (that can also be interconnected), each having their own private bedrooms, kitchens, living spaces, bathrooms and more.

The Kentucky Derby is held at Churchill Downs in Louisville, just less than 4 miles from The Swepson Guesthouse. The Kentucky Derby is steeped in history and tradition, from over the top hats to colorful mens suits. The annual horse race brings in more in-person spectators than most US sporting events. The track attendance exceeds 150,000 people, significantly larger than the Super Bowl or World Series. When choosing your place to stay for this electrifying weekend The Swepson Guesthouse is sure to meet all your needs.

Loft dining table
pattern bedroom wall with black and gold and silver wall

Concierge Services

  • Concierge Services
    • Mid-Stay Cleaning
    • Everyday Cleaning
    • Personal Shopper
  • Food/Non-Alcohol Drinks
    • Fully stocked cabinets and fridges
    • Boxed lunches
    • Charcuterie boards
    • Morning pastries
    • Private chef
  • On-Site Team building
    • Yoga Class
    • Cocktail class
    • Self guided cocktails/bourbon/wine tasting
  • Attractions
    • Churchill Downs Backside tour
    • MegaCaverns Zipline
    • Glass Blowing Class
    • Murder Mystery Party
  • Alcohol
    • Fully Stocked Beer/Wine/Well Liquor
    • Fully Stocked Premium Beer/Wine/Liquor
  • Dinners
    • Reservations at Matt Winn’s
    • Reservations at Jeff Ruby’s
    • Private Chef
  • Bourbon Tours
    • Private Bus Tour
    • Barrel Pick
  • Transportation
    • To and From Airport transportation
    • Full Service Chauffeur
Dwayne Polzer
Dwayne Polzer
Amazing place and hosts. Sectioned "apartments" within for smaller parties or subgroups of larger ones, such as retreats, reunions, or 22 bourbon enthusiasts! Shown is the accommodating 3rd floor open space.
Daniel Shook
Daniel Shook
We had the top two floors of the swepson and it was awesome. Would most definitely stay there again. The 2nd floor had a TON of rooms for all of us staying there. We had 10 guys so this was literally perfect everyone could have their own rooms between the two floors. The upstairs had a great hang out area for all of us with a full kitchen and patio for cigars. Extremely large open space with a huge table in the middle of it. We had a great time, felt safe and it was close to Whiskey Row which was great!
Soyoung Cho
Soyoung Cho
My stay at Swepson Guesthouse at the end of July was nothing short of exceptional. From the moment we arrived, we were greeted with warmth and hospitality that set the tone for a wonderful week-long stay. One of the standout qualities of Swepson Guesthouse is the kindness and welcoming nature of the staff. They made us feel right at home, going out of their way to ensure our comfort and satisfaction throughout our stay. It was evident that they genuinely cared about their guests' experience, which is a rare and refreshing quality to find in accommodations. Another aspect that stood out was their immediate responsiveness. Whether it was a request for additional towels or a recommendation for local dining options, the staff was quick to respond and provide assistance. Their efficiency added an extra layer of convenience to our stay. Swepson Guesthouse's proximity to the airport is a significant advantage, especially for travelers with early morning or late-night flights. The short distance made our arrival and departure hassle-free, and yet, we were pleasantly surprised that there was no noise disturbance from the airport. This allowed us to enjoy a peaceful and restful stay. The spaciousness of the guesthouse was another highlight. Our room was comfortable and provided ample space to relax and unwind after a day of exploring the city. The well-maintained common areas also contributed to the overall feeling of openness and comfort. In conclusion, our week-long stay at Swepson Guesthouse was nothing short of fantastic. The kindness of the staff, their immediate responsiveness, proximity to the airport, and the spacious accommodations made this a memorable experience. I would highly recommend Swepson Guesthouse to anyone visiting the area, whether for a short stopover or an extended stay. It's a true gem that exceeded our expectations in every way.
Christopher Sumski
Christopher Sumski
very clean, spacious, safe! would definitely stay again!
Sydney Shelton
Sydney Shelton
Our basketball team took a retreat, and the Swepson Guesthouse was LUXURIOUS. It was clean and spacious. Coffee makers and coffee pods were supplied in each kitchen. Shampoo, body wash, and conditioner were supplied in each bathroom. There were plenty of dishes and extra supplies, such as trash bags. Swepson Guesthouse is top-of-the-line and perfect for a large group.
Molly Heard
Molly Heard
We had an amazing stay here! It is so spacious and clean! Highly recommend if you are staying in Louisville!
Isabella Pitta
Isabella Pitta
Hey, I came with my women’s basketball team for the weekend for a retreat and the Guest House was absolutely beautiful. The house was very clean and looked exactly like the pictures online! The guest house also included a variety of outdoor seating and fun games. Also the 3rd floor had a great view of the downtown Louisville neighborhood which the house was located in! Overall staying in the Guess House was a 10/10 experience!
ainhoa cea domingo
ainhoa cea domingo
It's a great place to hang out with a group. It fits large groups, has amenities, and was a comfortable place to spend our vacation.