Verified
10/10 Excellent
Aaron B.
6 May 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect Debry week
Aaron B.
Stayed 4 nights in May 2024
Entire home
Winner's Circle Derby Mansion
Photo gallery for Winner's Circle Derby Mansion
Reviews
1010 out of 10
Exceptional
6 bedrooms4+ bathroomsSleeps 12
Popular amenities
- Kitchen
- Washing machine
- Dryer
- Free Wi-Fi
- Air-conditioning
- Gym
Explore the area
Prospect, KY
- Hermitage FarmPlace, Hermitage Farm10 min drive
- Kennedy ParkPlace, Kennedy Park12 min drive
- Paddock ShopsPlace, Paddock Shops15 min drive
- Louisville, KY (SDF-Louisville Intl.)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 Single Bed
Bedroom 6
1 King 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.
Add dates for prices
Have a question?
BetaBetaGet instant answers with AI powered search of property information and reviews.
Similar properties
Louisville Kentucky Derby Entertainer's Paradise.
Prospect
Louisville Kentucky Derby Entertainer's Paradise.
Prospect
- Pool
- Spa pool
- Kitchen
- Washing machine
10.0 out of 10, Exceptional, (1 review)
10/10
Exceptional
(1 review)
Captain's Cabin Bed & Breakfast: Bourbon Trail, History & Romance
Louisville
Captain's Cabin Bed & Breakfast: Bourbon Trail, History & Romance
Louisville
- Breakfast included
- Kitchen
- Free Wi-Fi
- Air-conditioning
9.8 out of 10, Exceptional, (144 reviews)
9.8/10
Exceptional
(144 reviews)
Large Updated Modern Home In Great Neighborhood
Lake Forest
Large Updated Modern Home In Great Neighborhood
Lake Forest
- Kitchen
- Washing machine
- Dryer
- Free Wi-Fi
10.0 out of 10, Exceptional, (2 reviews)
10/10
Exceptional
(2 reviews)
Derby / PGA House - 9700 Sq Ft - Perfect for 5 couples!
Louisville
Derby / PGA House - 9700 Sq Ft - Perfect for 5 couples!
Louisville
- Pool
- Spa pool
- Kitchen
- Washing machine
10.0 out of 10, Exceptional, (27 reviews)
10/10
Exceptional
(27 reviews)
Beautiful Louisville Kentucky Derby Home Rental
Prospect
Beautiful Louisville Kentucky Derby Home Rental
Prospect
- Pool
- Spa pool
- Kitchen
- Washing machine
10.0 out of 10, Exceptional, (5 reviews)
10/10
Exceptional
(5 reviews)
Beautiful home with pool & home gym! Just 20 min to KY Derby!!
Pewee Valley
Beautiful home with pool & home gym! Just 20 min to KY Derby!!
Pewee Valley
- Pool
- Spa pool
- Kitchen
- Washing machine
10.0 out of 10, Exceptional, (2 reviews)
10/10
Exceptional
(2 reviews)
Beautiful Hunting Creek Neighborhood Derby Rental, sleeps 12 ppl
Prospect
Beautiful Hunting Creek Neighborhood Derby Rental, sleeps 12 ppl
Prospect
- Kitchen
- Washing machine
- Dryer
- Air-conditioning
10.0 out of 10, Exceptional, (2 reviews)
10/10
Exceptional
(2 reviews)
Derby 6 Bedroom House Rental with Private Pool
Prospect
Derby 6 Bedroom House Rental with Private Pool
Prospect
- Pool
- Kitchen
- Washing machine
- Dryer
10.0 out of 10, Exceptional, (19 reviews)
10/10
Exceptional
(19 reviews)
Historic 4BR in Cherokee Triangle, Walk to Bardstown Rd & Derby Fun
Cherokee Triangle
Historic 4BR in Cherokee Triangle, Walk to Bardstown Rd & Derby Fun
Cherokee Triangle
- Washing machine
- Dryer
- Air-conditioning
- Gym
Park Place Lodge - Stay Play Celebrate - Sleeps 34
Jeffersonville
Park Place Lodge - Stay Play Celebrate - Sleeps 34
Jeffersonville
- Free Wi-Fi
- Air-conditioning
- Games room
- Parking available
10.0 out of 10, Exceptional, (7 reviews)
10/10
Exceptional
(7 reviews)
Entire Louisville Home w/Private Hot Tub - Quiet - Families - Extended Stays
Crestwood
Entire Louisville Home w/Private Hot Tub - Quiet - Families - Extended Stays
Crestwood
- Spa pool
- Kitchen
- Washing machine
- Dryer
9.8 out of 10, Exceptional, (9 reviews)
9.8/10
Exceptional
(9 reviews)
Historic Cottage with modern amenities
louisville
Historic Cottage with modern amenities
louisville
- Kitchen
- Free Wi-Fi
- Air-conditioning
- Outdoor space
9.4 out of 10, Exceptional, (27 reviews)
9.4/10
Exceptional
(27 reviews)
Spectacular Estate for the KY Derby 150 and PGA Championship
Goshen
Spectacular Estate for the KY Derby 150 and PGA Championship
Goshen
- Spa pool
- Kitchen
- Washing machine
- Dryer
10.0 out of 10, Exceptional, (4 reviews)
10/10
Exceptional
(4 reviews)
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!
Louisville
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!
Louisville
- Kitchen
- Washing machine
- Dryer
- Free Wi-Fi
9.8 out of 10, Exceptional, (80 reviews)
9.8/10
Exceptional
(80 reviews)
Celebrity Host Home. Best Derby Location!
Cherokee Triangle
Celebrity Host Home. Best Derby Location!
Cherokee Triangle
- Spa pool
- Kitchen
- Washing machine
- Dryer
10.0 out of 10, Exceptional, (3 reviews)
10/10
Exceptional
(3 reviews)
Kentucky Derby Private Estate : Luxury, Pool, Spa , Large groups
Louisville
Kentucky Derby Private Estate : Luxury, Pool, Spa , Large groups
Louisville
- Pool
- Spa pool
- Kitchen
- Washing machine
Parklike Estate in the Heart of Louisville w/Pool and Gardens -- Family Friendly
Cherokee Seneca
Parklike Estate in the Heart of Louisville w/Pool and Gardens -- Family Friendly
Cherokee Seneca
- Pool
- Kitchen
- Washing machine
- Dryer
10.0 out of 10, Exceptional, (149 reviews)
10/10
Exceptional
(149 reviews)
Bright & Cozy 4BR Retreat! Louisville Getaway
Tyler Park
Bright & Cozy 4BR Retreat! Louisville Getaway
Tyler Park
- Kitchen
- Air-conditioning
Walk to Whiskey Row & KICC | Downtown Group Stay 16+ guests | 7 bedrooms | 15 beds | 7 baths
Downtown Louisville
Walk to Whiskey Row & KICC | Downtown Group Stay 16+ guests | 7 bedrooms | 15 beds | 7 baths
Downtown Louisville
- Kitchen
- Pet-friendly
- Air-conditioning
- Parking available
9.8 out of 10, Exceptional, (29 reviews)
9.8/10
Exceptional
(29 reviews)
Dog-Friendly Home w/ Yard, 6 Mi to Louisville!
New Albany
Dog-Friendly Home w/ Yard, 6 Mi to Louisville!
New Albany
- Kitchen
- Washing machine
- Dryer
- Pet-friendly
10.0 out of 10, Exceptional, (16 reviews)
10/10
Exceptional
(16 reviews)
Sleep24 12Beds 8BR 6BA Swepson Retreat KING
Shelby Park
Sleep24 12Beds 8BR 6BA Swepson Retreat KING
Shelby Park
- Kitchen
- Washing machine
- Dryer
- Air-conditioning
10.0 out of 10, Exceptional, (15 reviews)
10/10
Exceptional
(15 reviews)
The Norton Commons Lavish
Louisville
The Norton Commons Lavish
Louisville
- Spa pool
- Kitchen
- Washing machine
- Dryer
10.0 out of 10, Exceptional, (14 reviews)
10/10
Exceptional
(14 reviews)
Meticulously restored 4 bedroom historic home perfect location.
Poplar Level
Meticulously restored 4 bedroom historic home perfect location.
Poplar Level
- Kitchen
- Washing machine
- Dryer
- Free Wi-Fi
9.6 out of 10, Exceptional, (7 reviews)
9.6/10
Exceptional
(7 reviews)
Blissful Bungalow on National Historic St in New Albany, 1 mile from Ohio River
New Albany
Blissful Bungalow on National Historic St in New Albany, 1 mile from Ohio River
New Albany
- Kitchen
- Pet-friendly
- Free Wi-Fi
- Air-conditioning
9.8 out of 10, Exceptional, (13 reviews)
9.8/10
Exceptional
(13 reviews)
Derby - Bourbon Trail 4BR Pool Table Villa
Shelby Park
Derby - Bourbon Trail 4BR Pool Table Villa
Shelby Park
- Kitchen
- Washing machine
- Dryer
- Pet-friendly
8.6 out of 10, Excellent, (34 reviews)
8.6/10
Excellent
(34 reviews)
Riverfront Home w/Private Dock | Derby, Bourbon
Prospect
Riverfront Home w/Private Dock | Derby, Bourbon
Prospect
- Kitchen
- Washing machine
- Dryer
- Pet-friendly
9.6 out of 10, Exceptional, (25 reviews)
9.6/10
Exceptional
(25 reviews)
Charming 4-bedroom house with WiFi and AC in Louisville.
Northfield
Charming 4-bedroom house with WiFi and AC in Louisville.
Northfield
- Washing machine
- Dryer
- Air-conditioning
Brand New Home with Indoor Golf Simulator! 20 minutes from Kentucky Derby!
Louisville
Brand New Home with Indoor Golf Simulator! 20 minutes from Kentucky Derby!
Louisville
- Kitchen
- Washing machine
- Dryer
- Free Wi-Fi
10.0 out of 10, Exceptional, (4 reviews)
10/10
Exceptional
(4 reviews)
Sleep42 21Beds 15BR 10BA Super Stays Guesthouse
Shelby Park
Sleep42 21Beds 15BR 10BA Super Stays Guesthouse
Shelby Park
- Kitchen
- Washing machine
- Dryer
- Air-conditioning
10.0 out of 10, Exceptional, (5 reviews)
10/10
Exceptional
(5 reviews)
Porch & Pond Views: La Grange Cabin Retreat!
La Grange
Porch & Pond Views: La Grange Cabin Retreat!
La Grange
- Kitchen
- Air-conditioning
- Laundry room
- Parking available
House Rules
Check in after 3:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
Smoking
Smoking is not permitted
Important information
You need to know
Property # 3355403vb
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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
About the area
Prospect
Prospect is home to this holiday 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.
Prospect, KY
What's nearby
- Hermitage Farm - 10 min drive - 8.5 km
- Kennedy Park - 12 min drive - 12.0 km
- Paddock Shops - 15 min drive - 19.6 km
- The Summit Shopping Center - 16 min drive - 19.5 km
- Springhurst Towne Center Shopping Center - 17 min drive - 23.0 km
Getting around
- Louisville, KY (LOU-Bowman Field) - 24 min drive
Restaurants
- Fiesta Time - 17 min drive
- Circle K - 10 min drive
- Big Bad Breakfast - 16 min drive
- McDonald's - 11 min drive
- Gustavo's Mexican Grill - 10 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 10 May 2026, prices found for a 1-night stay for 2 adults at Winner's Circle Derby Mansion on 3 Aug 2026 start from AU$7,701, 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 at Winner's Circle Derby Mansion?
On-site 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?
Checkout is at 11:00 AM.
Where is Winner's Circle Derby Mansion located?
Situated in Prospect, this holiday home is 0.8 mi (1.2 km) from Ohio River Valley and within 6 miles (10 km) of Ohio River and Hermitage Farm. Nevel Meade Golf Course and Kennedy Park are also within 6 miles (10 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new windowRating 10 - Excellent. 1 out of 1 reviews
10 - Excellent
1
Rating 8 - Good. 0 out of 1 reviews
8 - Good
0
Rating 6 - Okay. 0 out of 1 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 1 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 1 reviews
2 - Terrible
0
10/10
Cleanliness
10/10
Check-in
10/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
About the host
Hosted by Gina Skelton
Languages:
English
Tell us how we can improve our siteShare feedback
