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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 dining area with a wooden table, black chairs, a chandelier, and a welcome sign.
A brick building with a central entrance, a small porch, and a clear sky.
A room with a bed, a sofa, a chair, and guitars.
A front view of a Whirlpool washing machine with control knobs for soil level, wash temperature, rinse options, and water level.
An outdoor barbecue area with a brick grill, surrounded by potted plants and a garden.

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.
  • Discover nearby landmarks
    Walk to Seneca Park
4 bedrooms2 bathroomsSleeps 6

Popular amenities

  • Patio
  • Barbecue grill
  • Air-conditioning
  • Refrigerator
  • Internet
  • Onsite parking available

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

Historic Louisville Charm | Walkable St. Matthews | Sleeps 6

Experience the best of Louisville from the heart of St. Matthews!

Whether you're visiting for the Kentucky Derby, exploring the Bourbon Trail, attending a local event, or enjoying a weekend getaway, our charming historic home is the perfect place to relax and experience everything Louisville has to offer.

Full of historic character and thoughtfully updated with modern comforts, our home offers a welcoming retreat for up to six guests. Enjoy spacious accommodations, comfortable bedrooms, and an unbeatable location just steps from some of Louisville's favorite restaurants, bars, coffee shops, boutiques, and local markets.

Spend your mornings strolling through the neighborhood, your afternoons exploring bourbon distilleries, and your evenings discovering Louisville's incredible food and nightlife scene.

The Space

Comfortably accommodates 6 guests | 3 Bedrooms | 3 Beds | 1 Pullout Sofa

Our home offers a comfortable mix of historic charm and modern amenities, making it ideal for families, couples, and groups of friends.

Sleeping Arrangements:

Primary Suite: King bed with private en-suite bathroom

Guest Bedroom 1: King bed

Guest Bedroom 2: Full-size (double) bed

Basement: Additional twin size pull-out sofa bed

The home accommodates a maximum of six overnight guests. The basement sofa bed provides an additional sleeping option for guests who prefer separate beds.

Guest Access

Guests will enjoy access to the main living areas, bedrooms, and designated basement spaces.

Please note:

Bedroom closets remain locked for owner storage. Each bedroom is equipped with a garment rack for hanging clothes and storing personal belongings.

A portion of the basement is secured behind a locked security gate and is not accessible to guests.


The Neighborhood | Walkable St. Matthews... One of the best parts of staying here? The location!

St. Matthews is one of Louisville's most beloved neighborhoods, known for its fantastic restaurants, lively bars, locally owned shops, and welcoming atmosphere.

Many of our favorite neighborhood spots are within walking distance, so you can leave the car behind and enjoy the area like a local.

Parks & Outdoor Activities

Seneca Park — Approximately 0.8 Miles. One of Louisville's beautiful parks and a favorite for morning walks, jogging, and enjoying the outdoors.

Coffee & Breakfast

Coffee Shops:

Sunergos Coffee

Heine Brothers' Coffee

Abol Cafe

Starbucks

Breakfast Favorites:

Biscuit Belly

Highland Morning

Bruegger's Bagels

Our Favorite Restaurants

Louisville is known for its incredible food scene, and you'll find plenty of fantastic options right in the neighborhood.

BBQ: Momma's Mustard, Pickles & BBQ

Mexican: Taco Choza, Taco Luchador

Thai: Simply Thai

Pizza: DiOrio's, Coals Artisan Pizza, Saints

Seafood: The Fishery

Vietnamese, Sushi, Cuban & More: Nam Nam Café, District 6, Asahi, Mojito in Havana, Señora Arepa

Fresh & Healthy: Rainbow Grocery has a juice bar


Sports Bars & Local Favorites: Saints Pizza Pub & SkyBar, Drake's

Late-Night & Live Music - open past 2am

Tin Roof, Gerstle's Place, The Fox Den

Groceries & Everyday Essentials

Rainbow Blossom Natural Food Markets, Paul's Fruit Market

Pharmacies: CVS, Walgreens


Make Yourself at Home

From Derby weekends and bourbon adventures to romantic getaways and family visits, our historic St. Matthews home offers the perfect combination of comfort, character, and convenience.

Come experience Louisville like a local, we'd love to host you!

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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 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 cycling, mountain climbing and hiking nearby.
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 International Airport (SDF) - 13 min drive

Restaurants

  • ‪Tin Roof Louisville in St.Matthews - ‬9 min walk
  • ‪Burger King - ‬14 min walk
  • ‪Dutch Bros - ‬11 min walk
  • ‪Burger Girl Diner - ‬14 min walk
  • ‪Drake's - ‬9 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 22 Oct, 2026, prices found for a 1-night stay for 2 adults at This is How We Derby in Historic St. Matthews on 3 Nov, 2026 start from S$1,289, 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 Seneca Park, 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.
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Rating 10 - Excellent. 3 out of 3 reviews
Rating 8 - Good. 0 out of 3 reviews
Rating 6 - Okay. 0 out of 3 reviews
Rating 4 - Poor. 0 out of 3 reviews
Rating 2 - Terrible. 0 out of 3 reviews

9.4/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.4/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 3 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic spot

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.
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.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice Home, Great Location

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.
Stayed 3 nights in May 2023

About the host

Hosted by Dustin Bohac

Host profile image
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