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"Highlands Lookout: Your Gateway to Louisville's Ultimate Adventure!"

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Welcome to the Highlands Lookout
Open plan first floor living room, dining room and kitchen
Granite island and dining room table seats 14 people
Beautifully detailed
First floor 1/2 "bubble" bath

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area
3 bedrooms3+ bathroomsSleeps 82000 sq ft

Popular amenities

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

Explore the area

View in a map
Louisville, KY
  • Place, Cherokee Park
    ‪16 min walk‬
  • Place, Headliners Music Hall
    ‪20 min walk‬
  • Place, Nulu Market Place
    ‪4 min drive‬
  • Airport, Louisville, KY (SDF-Louisville Intl.)
    ‪12 min drive‬

Rooms & beds

3 bedrooms (sleeps 8)

1st Floor Master

1 King Bed

2nd Floor-BR 3

1 Queen Bed

2nd Floor Master

1 King Bed

3 bathrooms, 1 half bathroom

1st Floor "Bubble Bath"

Toilet

1st Floor Master Bath

Toilet · Shower only

2nd Floor Full Bath

Bathtub or shower · Toilet

2nd Floor Master Bath

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Balcony

About this property

"Highlands Lookout: Your Gateway to Louisville's Ultimate Adventure!"

"Welcome to Highlands Lookout: A Modern Retreat for Your Louisville Adventure!

Step into contemporary comfort on Bardstown Road in the lively Highlands of Louisville! Ideal for guys' or girls' weekends, concerts, and conventions, our space boasts new, modern amenities for your ultimate relaxation. Immerse yourself in the vibrant atmosphere of "Keeping It Weird" as you unwind on our balcony or chill out on the lower porch. With a focus on cleanliness and comfort, our retreat is perfect for those seeking a pristine stay. Close to distilleries, bars with rare bourbons, downtown, racetrack, and the airport—Highlands Lookout is your gateway to a thrilling Louisville experience!"

While we don't live on-site, we're locals in the area and know the Highlands like the back of our hands. Our home is your gateway to this vibrant community. Skip the guidebooks—we're here to help with personalized suggestions, from the best dishes at local restaurants (and trust us, there are TONS) to hidden gems in the area. Whether you prefer recommendations or want to explore on your own, we're here to ensure your stay in the Highlands is everything you envision. Welcome to our home!

///ADDITIONAL REQUIREMENTS PRIOR TO CHECK IN///
Our guests are required to complete a separate host rental agreement that will be sent to you after booking. Additionally, a credit card and photo id will be required to authorize a $200 security deposit hold. This hold will be released upon checkout as long as no damages or excess mess is done at the property.

Add dates for prices

Amenities

Kitchen
Washing machine
Dryer
Air conditioning
Outdoor space
Parking available

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House Rules

Check in after 4:00 PM
Minimum age to rent: 22
Check out before 11:00 AM
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Children

Adults only
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

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
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
Property Registration Number STR929688

About the area

Louisville

Located in Louisville, this holiday home is near theme parks and near a water park. 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. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
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Map
Louisville, KY

What's nearby

  • Cave Hill Cemetery - 9 min walk - 0.8 km
  • Cherokee Park - 16 min walk - 1.4 km
  • Headliners Music Hall - 20 min walk - 1.7 km
  • Nulu Market Place - 4 min drive - 2.4 km
  • Historic Frankfort Avenue - 4 min drive - 3.1 km

Getting around

  • Louisville, KY (LOU-Bowman Field) - 10 min drive

Restaurants

  • ‪Chill BAR Highlands - ‬3 min walk
  • ‪McDonald's - ‬6 min walk
  • ‪O'Shea's Irish Pub - ‬4 min walk
  • ‪Flanagan's Ale House - ‬5 min walk
  • ‪Chipotle Mexican Grill - ‬1 min walk

Frequently asked questions

Is "Highlands Lookout: Your Gateway to Louisville's Ultimate Adventure!" pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at "Highlands Lookout: Your Gateway to Louisville's Ultimate Adventure!"?

As of 11 Apr, 2026, prices found for a 1-night stay for 2 adults at "Highlands Lookout: Your Gateway to Louisville's Ultimate Adventure!" on 8 Jul, 2026 start from S$349, 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 "Highlands Lookout: Your Gateway to Louisville's Ultimate Adventure!"?

On-site parking is available at the property.

What time is check-in at "Highlands Lookout: Your Gateway to Louisville's Ultimate Adventure!"?

Check-in begins at 4:00 PM.

What time is check-out at "Highlands Lookout: Your Gateway to Louisville's Ultimate Adventure!"?

Checkout is at 11:00 AM.

Where is "Highlands Lookout: Your Gateway to Louisville's Ultimate Adventure!" located?

Situated in Louisville, this holiday home is within 1 mile (2 km) of Cherokee Park and Headliners Music Hall. Nulu Market Place and Historic Frankfort Avenue 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.
Learn moreOpens in a new window
Rating 10 - Excellent. 32 out of 33 reviews
Rating 8 - Good. 1 out of 33 reviews
Rating 6 - Okay. 0 out of 33 reviews
Rating 4 - Poor. 0 out of 33 reviews
Rating 2 - Terrible. 0 out of 33 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

9.6/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Joe K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our group of 6 adults thoroughly enjoyed our stay. The location is excellent, the home was clean and spacious, and we all enjoyed friendly Pac-Man competitions!I highly recommend this property!
Stayed 2 nights in Oct 2025
Verified

10/10 Excellent

Todd M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect spot with plenty of things in walking distance, not far from downtown louisville
Stayed 3 nights in Nov 2025
Verified

10/10 Excellent

Deb P.

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

WI Travelrs

Had a great time, location was perfect.
Stayed 2 nights in Sep 2023
Verified

10/10 Excellent

Allison T.

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

Great Place

This is the second time staying at this property. It’s well stocked, clean, and located in a great location!
Stayed 2 nights in Apr 2025
Verified

10/10 Excellent

Michael D.

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

Family trip

Great location and nice property. Host made checking in and checking out simple.
Stayed 2 nights in Mar 2023
Verified

10/10 Excellent

Molly E.

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

Great place!

Everything was honestly so easy and perfect. Would very much recommend
Stayed 1 night in Mar 2025
Verified

10/10 Excellent

Roxanna

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

Great property, perfect location

Couldn’t have been happier with the cleanliness.
Stayed 4 nights in Sep 2024
Verified

10/10 Excellent

Connie R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The property was exactly as described! Very well stocked and beautifully decorated and updated! Lots of space, the bedrooms were large, 3 full and another half bath made everything so easy!
Stayed 2 nights in Aug 2025
Verified

10/10 Excellent

Michael C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The property is well located and very modern and comfortable. When I come back to Louisville, I would hope that this property is available. I would definitely return.
Stayed 2 nights in Sep 2025
Verified

10/10 Excellent

Allison T.

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

Fun!!

It was a great place in a great location! We walked almost everywhere. It was such a fun vacation!
Stayed 3 nights in Sep 2023
Verified

10/10 Excellent

Thomas D.

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

Great weekend!

We ventured to Louisville for a family wedding. Had a wonderful stay! We could walk to restaurantS/Bars. Had a great stay. Beds were comfortable and the place was spotless. One of the most well stocked VRBO's that we have stayed in. We will rent here again.
Stayed 4 nights in May 2024
Verified

10/10 Excellent

jon c.

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

Beyond Expectations!

Location, bedrooms and overall entertaining spaces were excellent! Would definitely recommend! 5 out 5!
Stayed 3 nights in May 2023
Verified

10/10 Excellent

Becky B.

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

Wonderful

We had a wonderful stay in Louisville at the Highlands Lookout house. Sally was a such an incredible host. Communication was spot on, parking was perfect and we had 4 cars, the house was spotless, there were special touches throughout, a wonderful front porch to enjoy the night life, walking distance to many bars and restaurants. Would definitely stay here again! Thank you, Sally for a terrific stay.
Stayed 2 nights in May 2024
Verified

10/10 Excellent

Rich W.

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

Golf

Great! Everything we hoped for and many extra amenities. Thanks
Stayed 2 nights in May 2024
Verified

10/10 Excellent

James B.

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

Great House in Highlands

The house is beautiful and well setup for our group of 6. The kitchen is very large and has everything you need. The beds were extremely comfortable. The outdoor balcony on the second floor was great as you can relax and watch the neighborhood at night. Only item is the parking lot as there is a couple of large holes by the street. Definitely would stay here again for sure.
Stayed 4 nights in Apr 2024
Verified

10/10 Excellent

Theron B.

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

Highlands Lookout

The property was located in very close proximity to most of my senior family who lives in Louisville. Sally, the host was wonderful when we arrived. Although we didn't need her during our stay, she let us know that she was or would be available anytime. If available, we will stay at Highlands Lookout every time. Thank you Sally
Stayed 4 nights in Nov 2024
Verified

10/10 Excellent

Diana D.

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

Great location

The house was perfect for our one night stay, wish we had longer to explore the city, and just the surrounding area but as it was we walked to dinner, walked for drinks, aside from the narrow back alley for parking it was perfect. And that was only due to us getting a huge suv for the rest of our trip and being unused to driving in small spaces like that. -
Stayed 1 night in Oct 2022
Verified

10/10 Excellent

Amanda K.

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

Better than expected!!

Lovely house, comfy and very recently updated. Way bigger than the photos show. Nice modern amenities. A cool but very eclectic neighborhood…random zoning and some sketchy people around but they mostly stay to themselves. Loud on the weekends but right in the action! Very well stocked…would stay again!
Stayed 7 nights in Oct 2022
Verified

10/10 Excellent

alannah n.

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

Great stay!

This place is lovely! It was clean and well equipped. Lots of space to hang out inside and out! Perfect location to get the bourbon trail easily!
Stayed 4 nights in Oct 2022
Verified

10/10 Excellent

Lisa O.

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

Ladies Trip

We had a great experience at Highlands Crossing! Sally was a gracious and responsive host & the house was clean and beautiful. We would definitely go back.
Stayed 1 night in Sep 2022
Verified

10/10 Excellent

Terry S.

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

Awesome location!!!

The location was perfect. Right in the middle of the Highlands area that has numerous bars and restaurants. House has obviously been recently renovated and is in perfect condition. No problems getting access to the house. And although there is a bar Highlands Tap Room right next door it was never a problem and was a fun place to have a drink and/or meal. A special shout out to the Bristol Bar & Grille just up the street which had great food.
Stayed 3 nights in Aug 2022
Verified

10/10 Excellent

Jan M.

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

Great House

This house was very nice, clean and welcoming. Easy check in and out. The only thing I would mention to potential guests is the night life over the weekend nights. It was after 3:00 am both nights before the street was quiet, making sleep difficult. This of course is out of the control of the owner. Loved the house otherwise.
Stayed 7 nights in Jul 2022
Verified

10/10 Excellent

Verified traveller

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

Perfect stay. Great alternative to downtown hotels

We had a great stay at this beautiful home. It was perfectly appointed and had everything we needed. Great location, close to downtown, in a cool swanky neighborhood. 5 stars
Stayed 1 night in Jun 2022
Verified

10/10 Excellent

Rozina D.

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

Spotless, spacious house in a great location!

Very impressed with this rental. It's bigger than what you see in the pictures. Spotless! Location is great if you are looking for restaurants and bars within walking distance. We also went on walks in the neighborhood for some quiet. Short drive to distilleries in downton (just make sure their tasting bars are open before you go). We were able to check out late which was a bonus. Highly recommend this place!
Stayed 4 nights in May 2022
Verified

10/10 Excellent

Jennifer E.

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

Great Stay

We were in town for the Kentucky Derby and had six adults in our group. This house was perfect! We would absolutely book this home again! It was clean, spacious, and had all of the amenities that we needed. It’s within walking distance to plenty of good restaurants and fun bars. The parking area is a little tight for a large SUV, but cars smaller than a suburban wouldn’t have a problem. It wasn’t an issue, just took a little creative maneuvering. The street is lively (& occasionally noisy) and there’s a great eclectic vibe in the neighborhood. We loved it! The hosts were extremely friendly and quick to respond to our few questions. 10 out of 10 we’d return!
Stayed 4 nights in May 2022

About the host

Hosted by Sally Clemons

Host profile image

What makes this property unique

Location, location, location.

Languages:

English

Premier Host

They consistently provide great experiences for their guests
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