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. - ***Oak Street Charm*** -EXPO, Downtown, casual luxury in historic Old Louisville (Louisville)
A modern living room with a sofa, coffee table, and yellow armchair. There is a staircase in the background leading to another level. - ***Oak Street Charm*** -EXPO, Downtown, casual luxury in historic Old Louisville (Louisville)
A dining area with a brick wall, white furniture, and a colorful rug. - ***Oak Street Charm*** -EXPO, Downtown, casual luxury in historic Old Louisville (Louisville)
A living room with two yellow armchairs, a fireplace, and a coffee table with books and decorative items. - ***Oak Street Charm*** -EXPO, Downtown, casual luxury in historic Old Louisville (Louisville)
A spacious living room with a fireplace, a dining area, and a staircase. - ***Oak Street Charm*** -EXPO, Downtown, casual luxury in historic Old Louisville (Louisville)
Close to Louisville Palace, ***Oak Street Charm*** -EXPO, Downtown, casual luxury in historic Old Louisville provides amenities such as laundry facilities. Guests can connect to in-room WiFi.

Reviews

9.8 out of 10
Exceptional

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning
  • Parking available

Add dates for prices

About this property

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

  • Brand new to VRBO, don't miss out! Old Louisville Glam meets charm & convenience! This Old Louisville historic home offers it all!
    Convenience to I-65 & the EXPO & close to downtown, it's the perfect spot in the heart of the city!
    Ideal for business travelers & families or groups experiencing the fabulous bourbon trail!
    Old Louisville is the largest preservation district featuring Victorian homes - whether Romanesque, Queen Anne, or Italianate is your architecture preference. Old Lou has them all!
    We look forward to your visit!!!

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About the area

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. Visit our Louisville travel guide
View more Holiday homes in Louisville
Map
Louisville, KY

What's nearby

  • A large, historic stone building with multiple towers and a well-maintained garden.
    Conrad-Caldwell House Museum
    18 min walk - 1.0 mile
  • A historic building with a clock tower, featuring a red-tiled roof and stone architecture.
    University of Louisville
    2 min drive - 1.1 miles
  • A city street with a large building labeled "FOURTH STREET" and a neon sign for "JIM BEAM."
    Fourth Street Live!
    2 min drive - 1.3 miles
  • Asia Institute Crane House
    9 min walk - 0.5 miles
  • Louisville Palace
    2 min drive - 1.1 miles

Getting around

  • Louisville International Airport (SDF)
    6 min drive

Restaurants

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

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Reviews

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

9.8

Exceptional

9.8

Cleanliness

9.0

Location
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

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

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

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

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

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

Girls trip

Wonderful stay! We celebrates a birthday, host was very responsive. We had no issues at all. Lots of snacks and coffee provided, waters. Very clean. Listing photos are identical to property. Comfy beds! Amazing, would stay again for sure!
Stayed 2 nights in Apr 2024
Verified review

10/10 Excellent

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

Family gathering

It was Great. The house had alot of character, the brick on some of the interior walls, high ceilings. The downstairs area & bedrooms very spacious. Plenty of room for everyone. Not on top of each other.
Stayed 3 nights in Jul 2023
Verified review

10/10 Excellent

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

Gracious Host, Excellent Accommodations

We enjoyed our 7 day stay at this charming property located in the historic district of Louisville while attending the annual art show. All the accommodations were spot on and, James, our most gracious host, was quick to respond to our questions and needs as well as provide a well supplied pantry of coffee and snacks. Loved the decor, artwork, and spaciousness of clean rooms. Appreciated that there was private parking as streetside is busy. This is a great rental for couples to larger families... a home away from home while enjoying the offerings of Louisville. Thanks to James and Staff...Highly Recommend.
Stayed 7 nights in Oct 2023
Verified review

10/10 Excellent

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

Labor Day Bourbon Tour

The location of this rental was terrific. We were within 10/15 minutes of downtown, where 'Whiskey Row' is located. It made the Ubers cheap and quick. The rental was clean and spacious. We cooked some meals there with no problems/missing items. The pillows were a little flat, but it was no issue considering how tired we all were. The manager was easy to get in contact with and was helpful when we experienced some issues with the website. The area was a little loud at night and shady, but I never felt unsafe.
Stayed 4 nights in Aug 2023
Verified review

10/10 Excellent

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

Concert/Bourbon Weekend Trip

My sisters and I spent a long weekend in Louisville to catch a concert at the Palace and explore the distilleries in Louisville. This house was perfectly located in the historic area, walkable to some great eateries and shops around the area (Toasty's Tavern and Renshoku Ramen) and a very quick uber/drive away from downtown. Parking in the back of the house was gated, with plenty of space if you had more than one car outside the gate. The house itself was exactly as the pictures show. Beautiful historical house that's been well updated. Beds were plenty and super comfortable, and all amenities like shampoo, makeup wipes, extra towels, hair dryers, etc were all provided. Kitchen was stocked with a welcome supply of snacks and coffee. There were four of us for this weekend but this house could have easily housed many more. We'd absolutely recommend for a good jumping off point to explore Louisville.
Stayed 3 nights in Oct 2023
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
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
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

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

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

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

Conference

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