Entire home

***Oak Street Charm*** -EXPO, Downtown, casual luxury in historic Old Louisville

Photo gallery for ***Oak Street Charm*** -EXPO, Downtown, casual luxury in historic Old Louisville

A staircase with wooden steps and white railings, leading to a landing with a white wall and a framed picture.
A modern living room with a sofa, coffee table, and yellow armchair. There is a staircase in the background leading to another level.
A dining area with a brick wall, white furniture, and a colorful rug.
A living room with two yellow armchairs, a fireplace, and a coffee table with books and decorative items.
A spacious living room with a fireplace, a dining area, and a staircase.

Reviews

9.8 out of 10
Exceptional

Highlights

  • Room to spread out
    Enjoy spacious layout that give everyone more room to relax.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Walk to Conrad-Caldwell House Museum

Popular amenities

  • Air-conditioning
  • Refrigerator
  • Internet
  • Onsite parking available
  • Dryer
  • Bathtub

Explore the area

View map
Louisville, KY
  • Place, University of Louisville
    ‪2 min drive‬
  • Place, Louisville Palace
    ‪2 min drive‬
  • Place, Fourth Street Live!
    ‪2 min drive‬
  • Airport, Louisville, KY (SDF-Louisville Intl.)
    ‪6 min drive‬

Rooms & beds

3 bedrooms (sleeps 10)

Bedroom 1

1 King Bed

Bedroom 2

2 Single Bunk Beds

Bedroom 3

1 King Bed and 1 Queen Bed

2 bathrooms, 1 half bathroom

Bathroom 1

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

Bathroom 2

Soap · Towels provided · Toilet · Shampoo

Bathroom 3

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

Spaces

Kitchen

Add dates for prices

Similar properties

About the area

Louisville

Old Louisville, a neighbourhood in Louisville, is home to this holiday home. Louisville Palace and KFC Yum Center are cultural highlights, 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.
Map
Louisville, KY

What's nearby

  • Asia Institute Crane House - 9 min walk - 0.8 km
  • Simmons Bible College - 14 min walk - 1.2 km
  • University of Louisville - 2 min drive - 1.7 km
  • Louisville Palace - 2 min drive - 1.7 km
  • Fourth Street Live! - 2 min drive - 2.0 km

Getting around

  • Louisville International Airport (SDF) - 6 min drive

Restaurants

  • ‪Noble Funk Brewing Company - ‬13 min walk
  • ‪Jubilee Field - ‬18 min walk
  • ‪Dizzy Whizz Drive-In - ‬9 min walk
  • ‪A Taste of China - ‬9 min walk
  • ‪Mag Bar - ‬13 min walk

Frequently asked questions

Is ***Oak Street Charm*** -EXPO, Downtown, casual luxury in historic Old Louisville pet-friendly?

No, pets are not allowed at this property.

How much is parking at ***Oak Street Charm*** -EXPO, Downtown, casual luxury in historic Old Louisville?

On-site parking is available at the property.

What time is check-in at ***Oak Street Charm*** -EXPO, Downtown, casual luxury in historic Old Louisville?

Check-in begins at 4:00 PM.

What time is check-out at ***Oak Street Charm*** -EXPO, Downtown, casual luxury in historic Old Louisville?

Checkout is at 10:00 AM.

Where is ***Oak Street Charm*** -EXPO, Downtown, casual luxury in historic Old Louisville located?

Located in Old Louisville, this holiday home is within 1 mi (2 km) of Asia Institute Crane House and University of Louisville. Kentucky International Convention Center and KFC Yum Center are also within 3 miles (5 km).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 59 out of 63 reviews
Rating 8 - Good. 0 out of 63 reviews
Rating 6 - Okay. 2 out of 63 reviews
Rating 4 - Poor. 1 out of 63 reviews
Rating 2 - Terrible. 1 out of 63 reviews

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

9.2/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
James and team were so good to work with. We even met the owner and he was so wanted a to enjoy the property and all of the amenities. He really takes great care of the place. If you want an historic gem in Louisville this is the place.
Stayed 4 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our host was great Good communication before the trip to describe the property and the sites in the area. The property was perfect fit for our family of 8 visiting.
Stayed 3 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place!
Stayed 5 nights in Sep 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
All was great.
Stayed 4 nights in Jan 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was beautiful/historic. The pocket billiard table provided many evenings of fun after a day of distillery tours! Excellent accommodation for small/large or even multiple families.
Stayed 4 nights in Oct 2025
Response from VrboOwner on 20 Nov 2025
Thank you so much for your wonderful review! We’re thrilled that you enjoyed the historic charm of the house and had fun with the pocket billiard table after your distillery tours. It’s great to hear the home worked so well for your group, whether small, large, or multiple families. It’s truly a unique & special home, and we are proud to represent it! Thank you again for your kind words!!
Verified review

10/10 Excellent

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

Great place to a stay.

We had a terrific time staying at this property. The house was clean, in a great location, owner was amazing. I highly recommend this place.
Stayed 5 nights in Jun 2024
Verified review

10/10 Excellent

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

Enjoyed Our Stay

So cute, clean and comfy!
Stayed 3 nights in Mar 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was perfect for my 40th birthday Bourbon train trip with my friends. Everything was as described and James was very helpful with communicating check-in/out process and recommendations for places to go in Louisville. Definitely recommend to anyone visiting.
Stayed 6 nights in Oct 2025
Response from VrboOwner on 20 Nov 2025
Thank you so much for sharing! We’re thrilled the house was perfect for your 40th birthday Bourbon Trail trip and that everything met your expectations. It was our pleasure to help with check-in/out and offer recommendations—we love making sure our guests have a seamless and fun experience. We truly appreciate your recommendation and would be delighted to host you and your friends again anytime!
Verified review

10/10 Excellent

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

Great location and service

The house was perfect for our trip, and James was great to deal with. Highly recommend staying here!
Stayed 3 nights in Jun 2022
Verified review

10/10 Excellent

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

Oak Street Stay

Great stay at this beautiful old home in Louisville.
Stayed 3 nights in Nov 2024
Verified review

10/10 Excellent

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

Bourbon and Beyond Stay

We spend 3 nights in this large and beautifully kept home. Would definitely stay there again if visiting Louisville.
Stayed 3 nights in Sep 2023
Verified review

10/10 Excellent

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

Enjoyed our stay.

The property is incredibly spacious and comfortable. We would come back.
Stayed 3 nights in May 2023
Verified review

10/10 Excellent

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

Great stay!

Great location, very accommodating host, home exactly as pictured! Short Uber ride to everything we wanted to do. No weird people or neighbors observed so all of us gals felt safe. Would definitely stay again.
Stayed 2 nights in Sep 2024
Verified review

10/10 Excellent

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

Girls Weekend

Seven great friends stayed and had a blast. The sitting are was wonderful! The bedrooms were nicely decorated and the beds were comfortable. Definitely recommend this VRBO
Stayed 2 nights in Feb 2025
Verified review

10/10 Excellent

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

Volleyball trip

Overall everything was great. We’ll be back in April.
Stayed 2 nights in Mar 2025
Verified review

10/10 Excellent

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

Awesome place

Had a very good experience very clean and all. They worked with me on everything. Very responsive. Great place. Great stay.
Stayed 8 nights in Feb 2023
Verified review

10/10 Excellent

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

Amazing Stay!

This house has everything we needed. The host was AWESOME! Any questions were answered very quickly! Five star rating here!
Stayed 4 nights in Oct 2024
Verified review

10/10 Excellent

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

Conference

This property was amazing and very convenient to downtown as well as the Expo Center.
Stayed 3 nights in Sep 2023
Verified review

10/10 Excellent

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

Great stay

We had a great time!! The property was exactly as pictures showed. James was extremely helpful, we arrived late and he made sure everything was smooth for us coming in. There was road work happening(out of his control) but he made it easy for us even as we arrived after midnight. Definitively will stay again
Stayed 3 nights in May 2025
Verified review

10/10 Excellent

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

NCAA Volleyball Trip

The house was in a good location. Very easy to navigate to downtown. Had the weather been warmer I’m sure my group would have been happy to walk to the KFC Yum arena. More than enough beds for my family (5). Host was great at communicating. I would stay here again.
Stayed 5 nights in Dec 2024
Verified review

10/10 Excellent

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

Great stay in Louisville

This was a lovely property, exactly as described in the listing. The home is spacious and had everything we needed for a family of 5. The kitchen was well-appointed and I really appreciated the coffee and snacks left by the host. The location is also excellent, within 15 minutes of just about everything in the city. The host was helpful and responsive. We would absolutely stay again!
Stayed 4 nights in Jun 2024
Verified review

10/10 Excellent

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

Fun Weekend with Friends

House was beatiful with plenty of room. James was awesome and reponded
Stayed 3 nights in Oct 2024
Verified review

10/10 Excellent

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

Bachelorette weekend

We had a fun stay! James was super responsive. The house is roomy and very cute. We would have loved a little more equipment in the kitchen (cooking utensils, plastic baggies, baking pans, etc), but otherwise everything was great for our group!
Stayed 2 nights in Jun 2023
Verified review

10/10 Excellent

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

Louisville

This was our second time staying on this property. We like that the house has plenty of room for all of us. Has amenities available and an extra space for a baby.
Stayed 11 nights in Dec 2023
Verified review

10/10 Excellent

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

Lovely home!

Enjoyed a quick trip to Louisville. This home is better then described. It is lovely and the hosts have thought of everything a guest may need! The area is a bit loud it was the 4th of July week so perhaps it’s quieter at other times. Would highly recommend this home and this host!
Stayed 3 nights in Jul 2023
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