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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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. Yew Dell Botanical Gardens and IceLand Sports Complex are also worth visiting.
Springhurst Towne Center Shopping Center - 17 min drive - 23.0 km
E.P. Tom Sawyer State Park - 18 min drive - 23.0 km
Getting around
Louisville, KY (LOU-Bowman Field) - 24 min drive
Restaurants
Lorenzo Corner Pizza & Pub - 18 min drive
McDonald's - 16 min drive
Penn Station East Coast Subs - 18 min drive
Malone's - 16 min drive
Burger King - 17 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 Aug 26, 2026, prices found for a 1-night stay for 2 adults at Winner's Circle Derby Mansion on Aug 29, 2026 start from $4,796, 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).
About the host
Hosted by Gina Skelton
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.