Whether you are in town for the Derby or touring the numerous distilleries, we have it all!
This historic house has all the modern amenities that will make your trip to Louisville extra special! We are walking distance to a local natural foods market and all the best cocktails and culinary options that Kentucky has to offer.
The space: SLEEPS SEVEN GUEST COMFORTABLY
King in the Master Suite + Private Bathroom
King in the Guest Bedroom.
Double in the Second Guest Bedroom.
Pull-out Twin Sofa Bed in Basement
Guest access All closets will be locked but each room has Garment Rack.
Part of the basement will be blocked off by a security gate. Please do not try to enter
ST MATTHEWS NEIGHBORHOOD: *** YOU CAN WALK TO EVERYTHING LISTED BELOW ***
PARKS Seneca Park is .8 miles away and a wonderful morning walk or jog
VIETNAMESE/PHO/SUSHI/CUBAN: NAM NAM CAFÉ, DISTRICT 6 , ASAHI, MOJITO IN HAVANA, SENORA AREPA
SALAD: GREEN DISTRICT
OPEN FOR LUNCH: DISTRICT 6, TACO LUCHADOR, DRAKES
BARS SPORTS BARS/OPEN LATE DRAKES – great food, plenty of TVs
SAINTS – our favorite sports bar with pizza + drinks + great service
TIN ROOF – open until 4am and plenty of dancing and live music. Great if you are looking for a late night party spot
GERSTLES – open until 4am and a popular late night casual scene with live music.
THE FOX DEN BILLIARDS – open until 4am and has a lot of billiards tables, we don’t go there a lot but it usually has a crowd late at night
MOJITO IN HAVANA – live Cuban music some nights, delicious specials COCKTAIL
NEVER SAY DIE BAR – our go to place for a unique experience and tasty cocktail
SPEAKEASY: BLACK RABBIT – a little over a mile away. Must make reservation. Found on the left side of Eqqus Jack, look for thebook shelf and knock hard
GROCERY RAINBOW BLOSSOM: – our local grocery with everything you may need + many organic options and fresh juices
PAUL’S– .4 miles away but not as close at Rainbow Blossom but another great option for local + smoothies +sandwiches
CVS WALGREENS
SHOPPING BLUSH BOUTIQUE for the ladies
LIQUOR STORE Top Hat and State Liquor are walking distance
Add dates for prices
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Close to bars for a bachelor or bachelorette party
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Pets
No pets allowed
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Smoking
Smoking is not permitted
Please let us know if you plan on having more than 6 people stay overnight. Additional fees will apply
Only flush toilet paper. Plumbing issues will be the renters responsibility
Important information
You need to know
Property Registration Number 22-01019
Property # 3109818vb
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
Note from host: Close to bars for a bachelor or bachelorette party
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
About the area
Louisville
Located in Louisville, this holiday home is in the city centre. KFC Yum Center and Louisville Slugger Museum are cultural highlights, and some of the area's popular attractions include Louisville Zoo and Kentucky Kingdom. Looking to enjoy an event or a game? See what's going on at L&N Federal Credit Union Stadium or Churchill Downs. Power boating offers a great chance to get out on the surrounding water, or you can seek out an adventure with mountain climbing, horse riding and hiking/biking trails nearby.
Saint Matthews Station Shopping Center - 8 min walk - 0.7 km
Seneca Park - 11 min walk - 0.9 km
Saint Matthews Pavilion Shopping Center - 17 min walk - 1.5 km
Historic Frankfort Avenue - 2 min drive - 2.1 km
Kentucky Exposition Center - 13 min drive - 15.3 km
Getting around
Louisville, KY (LOU-Bowman Field) - 5 min drive
Restaurants
Drake's - 9 min walk
Diamond Pub & Billiards - 6 min walk
Starbucks - 4 min walk
Tin Roof Louisville in St.Matthews - 8 min walk
Saints Bar - 8 min walk
Frequently asked questions
Is This is How We Derby in Historic St. Matthews pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at This is How We Derby in Historic St. Matthews?
As of 10 May 2026, prices found for a 1-night stay for 2 adults at This is How We Derby in Historic St. Matthews on 11 May 2026 start from AU$827, 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 This is How We Derby in Historic St. Matthews?
On-site parking is available at the property.
What time is check-in at This is How We Derby in Historic St. Matthews?
Check-in begins at 11:00 AM.
What time is check-out at This is How We Derby in Historic St. Matthews?
Checkout is at 2:00 PM.
Where is This is How We Derby in Historic St. Matthews located?
Located in Rockcreek Lexington Road, this holiday home is within 1 mile (2 km) of Saint Matthews Pavilion Shopping Center and Historic Frankfort Avenue. Baptist Hospital Louisville and Cherokee Park are also within 2 miles (3 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Fantastic Derby weekend stay! The house was comfortable, well-equipped, and in a great location. Everything was exactly as described, and the host was responsive and helpful. Highly recommend and would happily stay again.
Enjoyed every minute. Hosts were very responsive and super sweet leaving us treats as a greeting gift and several recommendations for bars/restaurants to hit. It was perfect for our Derby weekend with friends, would definitely stay again.
C g.
Stayed 3 nights in May 2024
Response from VrboOwner on 7 May 2024
Thank you for taking such great care of our home! Your group was clean and very respectful of everything inside and out. We really enjoyed hosting you and your guests.
The home was great for Derby weekend. St Matthews had everything to offer within a short walk. Dustin was very responsive and check in and out was simple. I would stay again.