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This is How We Derby in Historic St. Matthews

Photo gallery for This is How We Derby in Historic St. Matthews

A living room with a sofa, a dining area with a table and chairs, and a kitchen with a window.
An outdoor barbecue area with a brick grill, surrounded by potted plants and a garden.
A living room with two leather armchairs, a wooden coffee table, a fur rug, a bookshelf, and a vintage radio.
A modern kitchen with a white countertop, a sink, a stove, and a refrigerator. There are two black barstools at the island.
A living room with a fireplace, a mounted TV, and a ceiling fan.

Reviews

10 out of 10
Exceptional

Highlights

  • No surprises here
    Top-rated for accuracy — guests say it's just as pictured.
  • Firepit available
    One of the few properties with a dedicated outdoor firepit.
  • Culinary delights just around the corner
    Guests love the location for its abundance of dining options.
4 bedrooms2 bathroomsSleeps 6

Popular amenities

  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue grill
  • Fenced yard

Explore the area

View in a map
Louisville, KY
  • Place, Saint Matthews Station Shopping Center
    ‪8 min walk‬
  • Place, Seneca Park
    ‪11 min walk‬
  • Place, Historic Frankfort Avenue
    ‪2 min drive‬
  • Airport, Louisville, KY (SDF-Louisville Intl.)
    ‪13 min drive‬

Rooms & beds

4 bedrooms (sleeps 6)

Basement

1 Single Sofa Bed

Bedroom 2

1 King Bed

Bedroom 3

1 Double Murphy Bed

Primary

1 King Bed

2 bathrooms

Bathroom 1

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

Bathroom 2

Soap · Towels provided · Bathtub · Toilet · Shower only · Shampoo · Hair dryer

Spaces

Deck or patio
Kitchen

About this property

This is How We Derby in Historic St. Matthews

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

RESTAURANTS
COFFEE: STARBUCKS, SUNERGOES, HEINE, ABOL

BBQ: MOMMAS

MEXICAN: TACO CHOZA, TACO LUCHADOR

THAI: SIMPLY THAI, great bar as well

BREAKFAST: BISCUIT BELLY, HIGHLAND MORNING, BRUEGGERS BAGELS

PUB: THE RAVEN

SEAFOOD: FISHERY

PIZZA: DIORIO’S, COALS, SPINELLIS, SAINTS

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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House Rules

Check in after 11:00 AM
Minimum age to rent: 21
Check out before 2:00 PM
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Children

Children allowed: ages 0–17
Do not have a crib available
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Events

No events allowed
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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Louisville

Located in Louisville, this holiday home is in the city centre. KFC Yum Center is a cultural highlight and some of the area's popular attractions include Louisville Slugger Museum 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 cycling, mountain climbing and hiking/biking trails nearby.
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Map
Louisville, KY

What's 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 - 14 min drive - 15.3 km

Getting around

  • Louisville, KY (LOU-Bowman Field) - 5 min drive

Restaurants

  • ‪Texas Roadhouse - ‬4 min drive
  • ‪McDonald's - ‬5 min drive
  • ‪Red Robin - ‬5 min drive
  • ‪Chick-Fil-A - ‬4 min drive
  • ‪McDonald's - ‬8 min drive

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 26 Aug, 2026, prices found for a 1-night stay for 2 adults at This is How We Derby in Historic St. Matthews on 3 Sept, 2026 start from S$3,233, 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 a 10-minute walk of Saint Matthews Station Shopping Center and Seneca Park. Saint Matthews Pavilion Shopping Center and Historic Frankfort Avenue are also within 1 mile (2 km).

About the host

Hosted by Dustin Bohac

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