Entire home

Winner's Circle Derby Mansion

Photo gallery for Winner's Circle Derby Mansion

A modern kitchen with white cabinetry, stainless steel appliances, and a central island with bar stools.
A two-story brick house with a gabled roof, dormer windows, and a front porch.
A spacious living room with a white sofa, a brown leather armchair, and a glass coffee table. There is a staircase leading to an upper level, and a door leading to another room.
A spacious living room with a fireplace, two sofas, a coffee table, and a ceiling fan.
A dining area with a wooden table, cushioned chairs, a hanging light fixture, and a painting on the wall.

Reviews

10 out of 10
Exceptional

Highlights

  • Ping pong onsite
    A rare find — challenge friends and family to endless matches.
  • Discover nearby landmarks
    Walk to Ohio River Valley
6 bedrooms4+ bathroomsSleeps 12

Popular amenities

  • Toys
  • On-site fitness center
  • Barbecue grill
  • Air conditioning
  • Refrigerator
  • Internet

Explore the area

View in a map
Prospect, KY
  • Place, KFC Yum Center
    ‪24 min drive‬
  • Place, Kentucky International Convention Center
    ‪25 min drive‬
  • Place, Kentucky Exposition Center
    ‪31 min drive‬
  • Airport, Louisville, KY (SDF-Louisville Intl.)
    ‪31 min drive‬

Rooms & beds

6 bedrooms (sleeps 12)

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

Bedroom 4

1 Queen Bed

Bedroom 5

1 Twin Bed

Bedroom 6

1 Queen Bed

Master

1 King Bed

4 bathrooms, 2 half bathrooms

Bathroom 1

Soap · Towels provided · Bathtub or shower · Toilet · Jetted bathtub · Shampoo · Hair dryer

Bathroom 2

Toilet

Bathroom 3

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo

Bathroom 4

Soap · Towels provided · Bathtub or shower · Shampoo · Hair dryer

Bathroom 5

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo

Bathroom 6

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo

Spaces

Kitchen

About this property

Winner's Circle Derby Mansion

Enjoy the Derby trip of a lifetime staying on 1.5 acres of horse farm in a beautiful 7000 square foot home. This home has all the luxuries you want while enjoying the beauty of Kentucky. A dynamite newly renovated kitchen, a fully open concept main floor perfect for entertaining. You won't regret staying here for the truest Kentucky Derby Experience. This home was decorated by one of Louisville's top designers, and is sure to stimulate all five senses. Six bedrooms to sleep many guests, including a resort like master suite which entails a spa tub, separate shower, split vanity, and private access to the deck. This home boasts a 2000 sq. ft. basement with a gym, pool table, entertainment area, extra bedroom and full bath. The yard is fully fenced in and private with a creek for hiking and a walking path.
Our prices include all fees. No hidden fees.

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House Rules

Check in after 3:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children

Children allowed: ages 0-17
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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

Check-out instructions

The host requires you complete the following before checking out:
Load and start the dishwasher
Strip any used beds and gather used towels
Remove leftover food and drinks and take out the trash
Return the keys
Please just load and start dishes, remove and trash and place in outside cans, leave keys on kitchen island, and have beds linens stripped on top of the bed for the cleaners. Have a blast!
Failure to complete these may result in a negative review from the host.

Important information

You need to know

Property # 3355403
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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property

About the neighborhood

Prospect

Prospect is home to this vacation home. Zachary Taylor House and Locust Grove Historic Home are local landmarks, and the area's natural beauty can be seen at E.P. Tom Sawyer State Park and Falls of the Ohio Interpretive State Park. Oldham County Arts Center and Yew Dell Botanical Gardens are also worth visiting.
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Map
Prospect, KY

What's nearby

  • KFC Yum Center - 24 min drive - 32.7 km
  • Kentucky International Convention Center - 25 min drive - 33.4 km
  • Louisville Mega Cavern - 27 min drive - 35.9 km
  • Kentucky Exposition Center - 31 min drive - 40.0 km
  • Churchill Downs - 31 min drive - 39.0 km

Getting around

  • Louisville Intl. Airport (SDF) - 30 min drive

Restaurants

  • ‪McDonald's - ‬16 min drive
  • ‪Starbucks - ‬18 min drive
  • ‪Big Bad Breakfast - ‬16 min drive
  • ‪Fiesta Time - ‬17 min drive
  • ‪Dairy Queen - ‬16 min drive

Frequently asked questions

Is Winner's Circle Derby Mansion pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Winner's Circle Derby Mansion?

As of Oct 12, 2026, prices found for a 1-night stay for 2 adults at Winner's Circle Derby Mansion on Oct 15, 2026 start from $4,813, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Winner's Circle Derby Mansion?

Check-in begins at 3:00 PM.

What time is check-out at Winner's Circle Derby Mansion?

Check-out is at 11:00 AM.

Where is Winner's Circle Derby Mansion located?

Situated in Prospect, this vacation home is 0.8 mi (1.2 km) from Ohio River Valley and within 6 mi (10 km) of Ohio River and Hermitage Farm. Nevel Meade Golf Course and Kennedy Park are also within 6 mi (10 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
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Rating 10 - Excellent. 1 out of 1 reviews
Rating 8 - Good. 0 out of 1 reviews
Rating 6 - Okay. 0 out of 1 reviews
Rating 4 - Poor. 0 out of 1 reviews
Rating 2 - Terrible. 0 out of 1 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

Perfect Debry week

Everything was perfect
Stayed 4 nights in May 2024

About the host

Hosted by Gina Skelton

Host profile image
We are a big family who loves our Lord, outdoors, and all things including travel. We have our hands full but hearts even more so. Chris and I have been married 17 years with 3 kiddos.

Why they chose this property

We live on a beautiful horse farm with a quarry and a club house. Our neighborhood is the very best and we wouldn’t live anywhere else. Our home is on 1.5 acres and completely private backyard, but we have great neighbors with our kids best friends being right next door.

What makes this property unique

We have a large 8000 sq foot home with six beds and baths. Open kitchen and family. Perfect backyard with all the privacy you could ask for. Our home is the perfect country escape. Perfect for the Kentucky Derby for a big group to have a blast.

Languages:

English
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