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

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A modern kitchen with a stainless steel refrigerator, a dining table with chairs, and a round table with a vase of flowers.
Interior
A beige sofa with patterned cushions, a wicker chair, and a wall with wine bottle cutouts.
A grand piano, a blue upholstered chair, and a modern staircase with glass railings and wooden steps.
A modern kitchen with dark wood cabinets, stainless steel appliances, granite countertops, and a built-in dishwasher.

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms4 bathroomsSleeps 82000 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Air conditioning
  • Outdoor Space
  • Parking available

Explore the area

View in a map
Louisville, KY
  • Place, Cave Hill Cemetery
    ‪9 min walk‬
  • Place, Cherokee Park
    ‪17 min walk‬
  • Place, Headliners Music Hall
    ‪20 min walk‬
  • Airport, Louisville, KY (SDF-Louisville Intl.)
    ‪10 min drive‬

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About the neighborhood

Louisville

This vacation home places you within 3 miles (5 km) of popular attractions like Kentucky International Convention Center and KFC Yum Center. The vacation home includes a kitchen, a balcony, and a refrigerator.
View more Vacation Homes in LouisvilleOpens in a new window

What's nearby

  • Cave Hill Cemetery - 9 min walk - 0.5 miles
  • Eastern Cemetery - 9 min walk - 0.5 miles
  • Cherokee Park - 17 min walk - 0.9 miles
  • Headliners Music Hall - 20 min walk - 1.1 miles
  • Nulu Market Place - 2 min drive - 1.5 miles

Getting around

  • Louisville Intl. Airport (SDF) - 12 min drive

Restaurants

  • ‪Raising Cane's Chicken Fingers - ‬8 min walk
  • ‪O'Shea's Irish Pub - ‬4 min walk
  • ‪McDonald's - ‬6 min walk
  • ‪Chill BAR Highlands - ‬3 min walk
  • ‪Big Bar - ‬5 min walk

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

"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.
The vacation home is air-conditioned and features a kitchen, 3.5 bathrooms, and a balcony, and there's space to spread out with 3 bedrooms. Other standard amenities include a washing machine, a coffee maker, and an ironing board.

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Property amenities

Internet

  • Available in the house: WiFi

Parking and transportation

  • Car not required
  • Parking on site

Kitchen

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Bedrooms

  • 3 bedrooms
  • Bed sheets provided

Bathroom

  • 3.5 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Entertainment

  • Smart TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a health/beauty spa
  • Near a hospital
  • Near a zoo
  • Near the marina

Things to do

  • Basketball nearby
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Jet skiing nearby
  • Motor boating nearby
  • Spelunking nearby
  • Swimming nearby
  • Theme park nearby
  • Wildlife walks nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Deadbolt lock
  • Fire extinguisher
  • First aid kit

General

  • Property does not allow children
  • Unit size: 2,000 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • This property doesn't allow pets

Children and extra beds

  • This property doesn't allow children

Events

No events allowed

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
  • Check-in: 4:00 PM
  • Check-out: 11:00 AM
Property Registration Number STR929688

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a private host, not a professional engaged in trade or business.
  • This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock.

Property is also known as

In the Middle of Everything Louisville
In the Middle of Everything Private vacation home
In the Middle of Everything Private vacation home Louisville

Frequently asked questions

What is there to do around this vacation home?

This vacation home is located in Louisville within a short 16-minute walk of Cherokee Park. You'll also find Louisville Palace and Whiskey Row within a short drive.

Is there parking available at "Highlands Lookout: Your Gateway to Louisville's Ultimate Adventure!"?

No, there isn't parking at this vacation home.

Is this vacation home adjacent to a casino?

No, this vacation home is not connected to a casino.

Will I find an indoor pool at this vacation home?

No, there is no indoor pool at this vacation home.

What do couples enjoy most about "Highlands Lookout: Your Gateway to Louisville's Ultimate Adventure!"?

Couples will appreciate amenities at this vacation home, including a kitchen and a smart TV in each house and a kitchen in some.

Are there hot tubs at "Highlands Lookout: Your Gateway to Louisville's Ultimate Adventure!"?

No, there isn't a spa tub at this vacation home.

Does this vacation home provide breakfast?

No, this vacation home doesn't offer breakfast.

Will this vacation home allow pets to stay free of charge?

No, pets aren't allowed at this vacation home.

Are there connecting rooms at "Highlands Lookout: Your Gateway to Louisville's Ultimate Adventure!"?

No, this vacation home doesn't feature connecting guestrooms.

How close is the airport from this vacation home?

The closest major airport to this vacation home is Louisville Intl. Airport (SDF), which is 6.9 mi away (12 minutes by car).

Are there rooms with balconies at "Highlands Lookout: Your Gateway to Louisville's Ultimate Adventure!"?

Yes, every house at "Highlands Lookout: Your Gateway to Louisville's Ultimate Adventure!" comes with a balcony.

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

Reviews

10

Exceptional

Rating 10 - Excellent. 36 out of 38 reviews
Rating 8 - Good. 2 out of 38 reviews
Rating 6 - Okay. 0 out of 38 reviews
Rating 4 - Poor. 0 out of 38 reviews
Rating 2 - Terrible. 0 out of 38 reviews

10/10

Cleanliness

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
I brought several teachers to a conference and the house was perfect for each of us to have a comfortable room and bathroom. Just right for what we needed!
Stayed 3 nights in Jul 2026
Verified review

10/10 Excellent

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 review

10/10 Excellent

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

WI Travelrs

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

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location!
Stayed 2 nights in Jun 2026
Verified review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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

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