Discover Your Perfect Highland Park Vacation Homes

Best Vacation Homes in Highland Park

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10.0 (18 Reviews)
Bed & Breakfast
Louisville Bourbon Inn
  • Air Conditioner
  • Parking
  • Balcony/Terrace
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Highland Park Luxury Rentals

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Highland Park Pet Friendly Vacation Rentals

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Highland Park Large Vacation Homes

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Why Choose Rent By Owner for your Highland Park 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 Highland Park Vacation Rentals

Where are the best neighborhoods to stay in Highland Park?

When exploring Highland Park in Louisville, Kentucky, you’ll discover a vibrant neighborhood known for its charming streets and welcoming atmosphere. This area offers a convenient base for your stay, putting you close to local amenities and attractions that highlight the best of Louisville. Whether you're seeking a peaceful retreat or an active community experience, Highland Park provides an ideal setting for memorable visits. Booking your vacation rentals here ensures a comfortable and reliable stay, allowing you to enjoy everything this delightful neighborhood has to offer with ease and confidence.

Wilder Park

This neighborhood offers a peaceful setting with charming streets, making it an ideal choice for those seeking a quiet retreat within easy reach of the city's attractions. Staying here provides convenient access to outdoor spaces and local amenities, perfect for relaxing getaways.

View 586+ Rentals in Wilder Park

Beechmont

Becoming a popular spot for visitors, this area combines residential comfort with proximity to key city sites, offering a welcoming atmosphere for your stay. It’s an excellent location to explore Louisville while enjoying the serenity of a closely-knit community.

View 307+ Rentals in Beechmont

University

The region surrounding the university campus is perfect for travelers interested in vibrant neighborhoods filled with cultural and educational offerings. Book here for easy access to local landmarks and a lively atmosphere that complements your Louisville experience.

View 1438+ Rentals in University

Best Times to Visit Highland Park

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit here ensures you can enjoy the area’s best weather and local events, making your stay in Highland Park, Louisville, Kentucky, USA, truly memorable.

Peak Season Highlights

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Spring (March to May)

During spring, the area experiences mild temperatures, making it an ideal time to explore the region's natural beauty from your vacation rentals in Highland Park.

Average Temperature Daytime: 60-70°F - Nighttime: 45-55°F
autumn
Fall (September to November)

Autumn brings comfortable weather and vibrant foliage, providing a picturesque setting for your stay at Highland Park's holiday accommodations.

Average Temperature Daytime: 65-75°F - Nighttime: 50-60°F

Off-Season Highlights

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Summer (June to August)

The summer months can be hot and humid, but they offer longer daylight hours that are perfect for outdoor activities near your vacation rentals.

Average Temperature Daytime: 85-90°F - Nighttime: 65-70°F
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Winter (December to February)

While winter tends to be cooler with occasional snowfall, this season offers a quieter atmosphere for those seeking tranquility in nearby vacation rentals.

Average Temperature Daytime: 40-50°F - Nighttime: 30-35°F

Weekly Weather Forecast for Highland Park

How to Book Your Highland Park 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 Highland Park

More Top-Rated Vacation Rentals in Highland Park 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 access to a private outdoor patio or deck, perfect for relaxing or entertaining guests.
  • Take advantage of a well-maintained garden or lush lawn area for outdoor activities and gatherings.
  • Make use of community or shared outdoor spaces that offer scenic views and seating options.
  • Benefit from on-site parking facilities with convenient outdoor parking spaces.
  • Experience the charm of a fire pit or outdoor fireplace for cozy evenings under the stars.
  • Utilize outdoor dining areas equipped with tables and seating for alfresco meals.
  • Find nearby parks or walking trails accessible directly from your rental, ideal for exploration and outdoor recreation.

Top Attractions Around Highland Park

What attractions are nearby?

Here, you can explore a variety of nearby activities that showcase the vibrant culture and outdoor beauty of the region, making your stay truly memorable.

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Family Activities

  • Louisville Mega Cavern: Explore an underground adventure perfect for families, offering zip lines, a tram tour, and a canopy walk within the region’s unique subterranean space.
  • Highland Park Playground: Enjoy quality outdoor time at this family-friendly playground nestled within the area, featuring swings, slides, and open spaces for kids to play freely.
  • Boulevard Brewing Company Tour: Discover engaging, family-appropriate tours that introduce your loved ones to the brewing process while highlighting local highlights of this destination's vibrant community.
  • Lannan Park: Experience a relaxing day at this scenic park with walking trails, picnic areas, and a pond, making it a great spot for family outings in the area.
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Adult Activities

  • Louisville Mega Cavern: Explore this unique underground attraction that offers adventurous activities like zip-lining and obstacle courses right beneath the city.
  • Cherokee Park: Enjoy a relaxing day outdoors with scenic trails, golf courses, and picturesque views in this beloved park known for its natural beauty.
  • Kentucky Science Center: Engage your curiosity at this educational center featuring interactive exhibits and hands-on learning experiences just a short drive away.
  • Old Louisville Historic District: Discover the charm of historic architecture, boutique shops, and local dining options in this vibrant neighborhood nearby.

Other Places to Stay in Highland Park, KY

Kentucky Kingdom
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Highland Park Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining and Shopping: Take advantage of the area’s unique eateries and boutique stores to immerse yourself in the local culture during your stay.
  • Plan Outdoor Activities: Make the most of nearby parks and green spaces to enjoy outdoor recreation that highlights the best of this destination’s natural beauty.
  • Discover Hidden Gems: Ask locals or do a little research to find lesser-known spots that offer authentic experiences away from typical tourist routes.
  • Optimize Your Stay with Strategic Booking: Choose your vacation rentals carefully to ensure proximity to key attractions and convenient access to transportation routes here.

Transportation Options

  • Louisville International Airport: You can conveniently access Highland Park by flying into this major hub, which offers numerous domestic flights and ground transportation options.
  • Public Transit Services: The area is well-connected through local bus routes operated by transit agencies, providing an affordable way to explore Highland Park and its surroundings.
  • Rental Car Services: Several rental companies at the airport and nearby locations allow you to easily arrange a vehicle for flexible travel within Louisville.
  • Taxi and Ride-Sharing Options: Taxis and ride-sharing services like Uber and Lyft are readily available, offering quick and reliable transportation throughout Highland Park and the region.

Local Customs Options

  • Southern Hospitality: You’ll notice a warm and welcoming attitude that reflects the friendly nature of this area, making your stay feel like visiting friends.
  • Local Cuisine Customs: Embrace the region's love for hearty comfort foods and locally inspired dishes that are often shared at community gatherings.
  • Music and Arts Traditions: Experience the appreciation for live music and local art scenes that thrive in the neighborhood, showcasing its rich cultural heritage.
  • Historic Preservation: Respect for maintaining historic architecture and landmarks is evident here, adding charm and character to your surroundings.

Frequently Asked Questions About Highland Park?

1. What are the top vacation rentals in Highland Park?

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

2. How many vacation rentals have private pools in Highland Park?

There are 11 vacation rentals with private pools near Highland Park. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Highland Park are best for families?

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

4. How many Rentbyowner vacation rentals are available in Highland Park?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 608 in the Highland Park 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 Highland Park. 

5. What is the cancellation policy for vacation rentals in Highland Park, Louisville?

Cancellation policies vary by listing, so you should review the specific property's policy on its page or contact the owner directly to understand the terms and any applicable fees.

6. How do I confirm the availability of a vacation rental in Highland Park?

Availability can be checked through the booking platform by selecting your preferred dates. For confirmation, ensure the dates are marked as available and reach out to the property owner if needed.

7. Are there any house rules I should be aware of when staying in Highland Park?

House rules differ between properties, so it's important to read the listing details carefully. Contact the owner if you have specific questions about restrictions or expectations during your stay.

8. What amenities can I expect in vacation rentals here?

Most listings highlight key amenities such as Wi-Fi, parking, and kitchen facilities, but for a complete list, review the detailed description provided on each property’s page or ask the owner directly.

9. How do I contact the property owner if I have questions about my reservation?

You can reach out to the owner through the messaging feature on the booking platform or the contact details provided in the listing to clarify any concerns before confirming your stay.