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Luxury Derby Estate Retreat - 20 Acres - 35 Min to Churchill Downs

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A lakeside property with a house, a garage, and a well-maintained lawn. - Luxury Derby Estate Retreat - 20 Acres - 35 Min to Churchill Downs (Otisco)
A living room with a sofa, coffee table, and a rug. - Luxury Derby Estate Retreat - 20 Acres - 35 Min to Churchill Downs (Otisco)
A kitchen with a stainless steel refrigerator, wooden flooring, and a window with a view. - Luxury Derby Estate Retreat - 20 Acres - 35 Min to Churchill Downs (Otisco)
A kitchen island with a sink, a bar stool, and a countertop. - Luxury Derby Estate Retreat - 20 Acres - 35 Min to Churchill Downs (Otisco)
A narrow hallway leading to a bedroom with a bed, a nightstand, and a window. - Luxury Derby Estate Retreat - 20 Acres - 35 Min to Churchill Downs (Otisco)
Luxury Derby Estate Retreat - 20 Acres - 35 Min to Churchill Downs provides laundry facilities and more. Stay connected with in-room WiFi.

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning

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About this property

Luxury Derby Estate Retreat - 20 Acres - 35 Min to Churchill Downs

  • Only One Derby Week Available

    If you're coming to experience the Kentucky Derby, don’t settle for a crowded hotel or a basic rental. This is a private, high-end retreat designed to match the experience.

    Located on a scenic 20-acre estate, this fully renovated guest house offers quick access to Churchill Downs and downtown Louisville, while providing space, privacy, and quiet when you need it most.

    The Experience

    Derby days are high energy. This is where you come back to reset.

    Unwind by the fire pit, take a walk across open land, or enjoy a quiet morning before heading back into the city. You get the best of both worlds without compromise.

    Location

    • 35 minutes to Churchill Downs
    • 29 minutes to downtown Louisville

    Close enough for convenience. Far enough to feel like an escape.

    Property Overview

    • Private guest house on a 20-acre estate
    • Owners reside in the main home on the property
    • Available if needed while respecting your privacy

    Sleeping Arrangements (Sleeps 4–6)

    Upstairs Private Suite
    • King bed
    • Private full bathroom

    Downstairs Bedroom
    • Queen bed
    • Full bathroom (not attached)

    Additional Option
    • Blow-up mattress available upon request
    • Includes full linens and setup
    • $200 for the week

    Interior Features

    • Fully updated kitchen with granite countertops and stainless appliances
    • Comfortable, well-designed living space with scenic views
    • Smart TVs with streaming access
    • High-speed WiFi
    • Coffee bar with locally roasted coffee
    • Washer and dryer in unit

    Outdoor Living

    • Fire pit with seating
    • Walking trails across 20 acres
    • Catch-and-release pond

    Fishing equipment available upon request.

    Parking

    • Space for up to 4 vehicles

    Derby Week Pricing

    $12,500 for the full week (Monday–Sunday)

    • Check-in: Monday at 3:00 PM
    • Check-out: Sunday at 11:00 AM

    Cleaning Fee: $250
    Security Deposit: $1,000 (refundable within the first 24 hours)

    Booking Policy

    • Deposit required to secure reservation
    • Fully refundable within 24 hours of booking
    • Non-refundable after 24 hours due to high demand

    Optional Derby Experience Package — $500

    • Fire pit prepared upon arrival
    • Fishing package included
    • Bourbon welcome gift
    • Light snacks and premium coffee setup

    House Guidelines

    • No parties or large events
    • No smoking indoors ($500 Fee if smoking inside property against guidelines)
    • Maximum occupancy: 6 guests
    • No children under 12
    • Primary renter must be 25+
    *No pets ($500 Fee if pets are on property against guidelines)

    Final Note

    This is a private, well-maintained property designed for guests who value space, comfort, and a higher-end experience during one of the busiest weeks in Louisville.

    There is only one Derby week. When it’s booked, it’s gone.

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About the area

Henryville is home to this apartment. Champions Pointe Golf Club and Covered Bridge Golf Club are worth checking out if an activity is on the agenda, while those looking for area attractions can visit Charlestown Family Activities Park and Scott County Fairgrounds. Visit our Henryville travel guide
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Otisco, IN

What's nearby

  • A small waterfall in a forested area with moss-covered rocks and fallen branches.
    Charlestown State Park
    23 min drive - 20.6 km
  • White Oak Nature Preserve
    16 min drive - 10.8 km
  • Pigeon Roost Memorial
    19 min drive - 18.2 km
  • Champions Pointe Golf Club
    22 min drive - 17.2 km
  • Covered Bridge Golf Club
    25 min drive - 24.6 km

Getting around

  • Louisville International Airport (SDF)
    40 min drive

Restaurants

  • Love's Travel Stop
    16 min drive
  • Circle K
    12 min drive
  • Tequila & Mezcal
    11 min drive
  • Java Station 31
    11 min drive
  • McDonald's
    17 min drive

Frequently asked questions

Is Luxury Derby Estate Retreat - 20 Acres - 35 Min to Churchill Downs pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Luxury Derby Estate Retreat - 20 Acres - 35 Min to Churchill Downs?

Check-in begins at 3:00 PM.

What time is check-out at Luxury Derby Estate Retreat - 20 Acres - 35 Min to Churchill Downs?

Checkout is at 11:00 AM.

Where is Luxury Derby Estate Retreat - 20 Acres - 35 Min to Churchill Downs located?

Situated in Henryville, this apartment building is within 12 miles (20 km) of White Oak Nature Preserve, Charlestown Family Activities Park and Pigeon Roost Memorial. Virginia Pine Chestnut Oak Nature Preserve and Woodford Farms Family Park are also within 12 miles (20 km).

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