Discover Your Perfect Highlands Vacation Homes

Highlands Luxury Rentals

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Highlands Pet Friendly Vacation Rentals

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Highlands Large Vacation Homes

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Why Choose Rent By Owner for your Highlands Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Popular Areas for Highlands Vacation Rentals

Where are the best neighborhoods to stay in Highlands?

When visiting Louisville, Kentucky, exploring the Highlands neighborhood offers a vibrant and welcoming atmosphere perfect for your stay. Known for its charming streets and diverse local scene, the area provides an ideal setting to experience authentic Louisville life. Whether you're seeking a lively, trendy environment or a quiet retreat, the Highlands neighborhood ensures easy access to popular attractions and amenities. Booking a vacation rental here means you’ll enjoy a convenient location with plenty of nearby dining, shopping, and entertainment options, all within a friendly community that captures the true spirit of Louisville.

Jackson

In Jackson, you’ll find a vibrant neighborhood offering a blend of local charm and convenient access to the area's attractions, making it an ideal spot for your stay in Louisville. Enjoy the welcoming atmosphere and easy transportation options that connect you to the best this region has to offer.

View 1796+ Rentals in Jackson

Germantown

Stay in Germantown to experience a dynamic community known for its eclectic vibe and historic character within Louisville. Its diverse dining, shopping, and entertainment options make it a perfect choice for immersing yourself in local culture.

View 37+ Rentals in Germantown

Paristown Pointe

Paristown Pointe is a lively neighborhood with a rich arts scene and vibrant nightlife, placing you at the heart of Louisville’s cultural hub. It’s an excellent base for exploring local events and enjoying authentic regional hospitality.

View 1796+ Rentals in Paristown Pointe

Tyler Park

Nestled near scenic green spaces, Tyler Park offers a peaceful retreat with convenient access to the city’s attractions, making it an appealing area for those seeking both relaxation and exploration during their visit.

View 27+ Rentals in Tyler Park

Cherokee Triangle

Cherokee Triangle features historic architecture and picturesque streets, providing a charming setting for your stay in Louisville. Its proximity to local parks and cultural sites makes it a favored neighborhood for a memorable visit.

View 84+ Rentals in Cherokee Triangle

Best Times to Visit Highlands

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit this destination ensures you can enjoy its unique charm and plan your stay accordingly when the weather and local events align with your preferences.

Peak Season Highlights

spring
Spring (March to May)

During the spring months, this destination experiences pleasant weather, making it an ideal time for outdoor exploration and enjoying the scenic beauty. The mild temperatures create a comfortable atmosphere for your stay in the region.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F
autumn
Fall (September to November)

In fall, the area showcases vibrant foliage and cooler temperatures, attracting visitors seeking picturesque landscapes and outdoor activities. This season is perfect for experiencing the natural charm of the destination.

Average Temperature Daytime: 60°F to 70°F - Nighttime: 40°F to 50°F

Off-Season Highlights

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Summer (June to August)

Summertime brings warmer weather, though it can also bring increased crowds. If you prefer a quieter experience while still enjoying the area's natural beauty, early or late summer might be suitable for your visit.

Average Temperature Daytime: 80°F to 90°F - Nighttime: 60°F to 70°F
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Winter (December to February)

The winter months see the region cool down, offering a peaceful retreat away from peak tourist times. This is an excellent opportunity to enjoy cozy accommodations and the tranquil winter landscape.

Average Temperature Daytime: 40°F to 50°F - Nighttime: 25°F to 35°F

Weekly Weather Forecast for Highlands

How to Book Your Highlands Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Highlands

More Top-Rated Vacation Rentals in Highlands Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy a private outdoor patio or deck ideal for relaxing and entertaining amidst the scenic surroundings.
  • Take advantage of a spacious backyard perfect for outdoor activities or family gatherings in this charming destination.
  • Benefit from access to a community or shared outdoor pool, offering a refreshing way to unwind during your stay.
  • Make the most of well-maintained gardens or landscaped yards that enhance the outdoor ambiance of your accommodation.
  • Utilize outdoor grilling facilities or a barbecue area to prepare meals while enjoying the fresh air.
  • Explore nearby trails or walking paths conveniently accessible from your rental for outdoor adventures.
  • Relax by an outdoor fire pit, creating cozy evenings under the stars in this welcoming region.

Top Attractions Around Highlands

What attractions are nearby?

While staying here, you can enjoy nearby activities such as exploring local parks, visiting cultural attractions, and discovering the vibrant downtown scene that make this region a perfect base for your Kentucky adventure.

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Family Activities

  • Louisville Waterfront Park: Enjoy a day outdoors at this expansive park, perfect for picnics, playgrounds, and family-friendly events within the city.
  • Muhammad Ali Center: Explore the inspiring exhibits celebrating the legendary boxer’s life and the region’s rich history of social justice and sports.
  • Louisville Zoo: Spend fun-filled hours discovering diverse animal exhibits and interactive experiences in the area's popular zoo attraction.
  • Cave Hill Cemetery: Take a leisurely stroll through this historic cemetery featuring beautiful landscapes, notable graves, and scenic views nearby.
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Adult Activities

  • Louisville Slugger Museum & Factory: Discover where baseball history comes alive with tours that showcase the craftsmanship behind iconic Louisville sluggers, right in this destination’s vibrant sports scene.
  • World's Largest Baseball Bat: Take a photo opportunity at the towering former baseball bat sculpture that has become a notable landmark in the area, perfect for capturing memories during your stay.
  • Urban Bourbon Trail: Embark on a flavorful journey through the region's renowned bourbon distilleries and bars, celebrating Kentucky's rich whiskey heritage.
  • Louisville Waterfront Park: Relax or enjoy outdoor activities along the scenic riverfront, offering beautiful views and a peaceful setting easily accessible from local vacation rentals.

Other Places to Stay in Highlands, KY

Kindred Hospital Louisville
Kindred Hospital Louisville Vacation Rentals
More Places to Stay Near Highlands

Highlands Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead for Local Events: Check the area's event calendar to align your stay with festivals or gatherings that showcase Louisville's vibrant culture and enhance your experience.
  • Explore Neighborhoods: Take time to wander around the diverse neighborhoods to discover unique local eateries, shops, and hidden gems that define the region’s character.
  • Utilize Transportation Options: Familiarize yourself with available transit and parking options to easily visit popular attractions in this destination without hassle.
  • Book Accommodation Strategically: Select a well-located vacation rental near key sites in the region to maximize your sightseeing and relaxation opportunities.

Transportation Options

  • Louisville International Airport (SDF): You can conveniently fly into the area through Louisville’s major airport, providing quick access to your vacation rental in Highlands.
  • Public Transit - TARC Buses: The transit authority offers reliable bus services throughout Louisville, making it easy to explore this destination without a car.
  • Rideshare Services: Popular options like Uber and Lyft operate extensively here, offering convenient transportation directly to your Highlands vacation rental.
  • Car Rentals: Several nearby rental agencies allow you to rent a vehicle, giving you the flexibility to explore the region at your own pace.

Local Customs Options

  • Southern Hospitality: Locals here are known for their warm and welcoming demeanor, making your stay in this region truly comfortable.
  • : Tasting traditional dishes is a cherished custom, giving you a flavorful insight into the area's rich culinary heritage.
  • : Engaging with historic horse racing events reflects a deep-rooted passion and history that residents proudly uphold.
  • : Participating in local festivals offers an authentic experience and connects you with the vibrant community spirit of this destination.

Frequently Asked Questions About Highlands?

1. What are the top vacation rentals in Highlands?

There are a lot of options in Highlands. If you plan on staying in the Highlands area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Highlands:

2. Which vacation homes in Highlands are best for families?

If you are looking for a family-friendly vacation home in Highlands, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Highlands:

3. How many Rentbyowner vacation rentals are available in Highlands?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 56 in the Highlands area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Highlands. 

4. What is the cancellation policy for vacation rentals in Highlands, Louisville?

The cancellation policy varies depending on the property listing. You should review the specific cancellation terms outlined in the rental details or contact the property owner directly to confirm.

5. How do I ensure my booking in this destination is secure and legitimate?

All vacation rentals listed here are verified for authenticity and reliability. To ensure a secure booking, complete all transactions through the platform and communicate with property owners using the official messaging system.

6. Are there any additional fees I should be aware of when booking a stay?

Additional fees such as cleaning charges, service fees, or local taxes may apply. These will be detailed in the property listing, so reviewing the total cost breakdown before confirming your reservation is recommended.

7. What amenities are typically included in vacation rentals around here?

Most properties offer essential amenities like Wi-Fi, kitchen facilities, and parking. Specific features vary by rental, so check each listing for detailed information about available amenities.

8. How can I contact the property owner if I have questions before booking?

You can reach out to the owner directly through the messaging feature provided on the platform. This allows you to ask specific questions about the property and clarify any concerns prior to completing your reservation.