Discover Your Perfect Rolling Hills Vacation Homes

Rolling Hills Luxury Rentals

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Rolling Hills Pet Friendly Vacation Rentals

10.0 (20 Reviews)
House
Derby City Home Baby Home
  • Air Conditioner
  • Parking
  • Pet Friendly
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9.0 (1007 Reviews)
Hotel
Embassy Suites Louisville East
  • Air Conditioner
  • Parking
  • Pet Friendly
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10.0 (2 Reviews)
Hotel
The Purple Martin - Nest
  • Parking
  • Pet Friendly
  • Security/Safety
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Why Choose Rent By Owner for your Rolling Hills 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.

Best Times to Visit Rolling Hills

When should you plan your Vacation Rentals stay?

Planning your visit to this charming destination involves choosing the right time to experience its unique charm and local events, ensuring your stay in Rolling Hills, Louisville, Kentucky is both enjoyable and memorable.

Peak Season Highlights

spring
Spring (March to May)

During spring, the area experiences pleasant weather that makes it ideal for outdoor activities and exploring local attractions. This is a popular time for visitors seeking comfortable temperatures and blooming scenery.

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

Autumn offers cooler temperatures and vibrant foliage, attracting travelers who want to enjoy the scenic beauty of the region. It’s a favored season for those looking to experience the area’s natural charm with fewer crowds than summer.

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

Off-Season Highlights

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Winter (December to February)

The winter months see fewer visitors due to colder weather, providing a quiet and cozy escape. It’s an excellent opportunity for tranquil getaways and enjoying the region’s serene winter landscape.

Average Temperature Daytime: 40°F to 50°F - Nighttime: 25°F to 35°F
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Summer (June to August)

Summer brings warmer temperatures, making it suitable for outdoor adventures and relaxing in vacation rentals. However, this is also the busiest period, so early bookings are recommended to secure your preferred accommodations.

Average Temperature Daytime: 80°F to 90°F - Nighttime: 60°F to 70°F

Weekly Weather Forecast for Rolling Hills

How to Book Your Rolling Hills 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 Rolling Hills

More Top-Rated Vacation Rentals in Rolling Hills 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 outdoor dining and barbecues with a private grill area in your vacation rental.
  • Relax by a welcoming swimming pool, perfect for unwinding after exploring the region.
  • Take advantage of spacious patios or decks ideal for morning coffee or evening gatherings.
  • Benefit from landscaped gardens or lawn spaces to enjoy casual outdoor activities.
  • Find comfort in outdoor fire pits for cozy evenings under the stars.
  • Utilize outdoor sports facilities such as tennis courts or basketball courts if available.
  • Experience privacy and tranquility with well-fenced yards, perfect for family stays.

Top Attractions Around Rolling Hills

What attractions are nearby?

Within this charming area, you can enjoy a variety of outdoor activities, explore local parks, and experience the vibrant community events that make it an ideal destination for your next getaway.

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Family Activities

  • Louisville Mega Cavern Adventure Tour: Engage your family in an underground adventure by exploring the Louisville Mega Cavern's zip lines and obstacle courses, offering fun and excitement beneath the region's surface.
  • Kentucky Kingdom & Hurricane Bay: Spend a day enjoying roller coasters, water rides, and family-friendly attractions at this popular amusement park located just a short drive from here.
  • The Louisville Zoo: Discover fascinating animals and interactive exhibits at the zoo, making it a perfect outing for families staying in the region to learn and explore together.
  • Navigation through the Louisville Riverwalk: Take a scenic stroll or bike ride along the riverfront, where you can enjoy beautiful views and outdoor activities suitable for all ages in this part of Louisville.
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Adult Activities

  • Golfing at the Louisville Golf Course: Enjoy a round of golf on expertly maintained fairways that showcase the region's scenic beauty and provide a relaxing outdoor activity.
  • Exploring established local wineries: Discover nearby wineries where you can indulge in guided tastings that highlight the area's rich agricultural heritage.
  • Visiting cultural attractions in Louisville: Immerse yourself in the vibrant local arts scene by exploring museums and galleries just a short drive away from here.
  • Dining at upscale restaurants in the region: Savor regional cuisine and fine dining experiences at top-rated eateries that attract both locals and visitors alike.

Rolling Hills Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local dining options: Discover nearby restaurants and cafes to enjoy authentic regional flavors and make the most of your stay in this charming area.
  • Plan outdoor activities: Take advantage of scenic parks and walking trails around Louisville to experience the natural beauty of the region firsthand.
  • Visit local attractions: Incorporate visits to popular sites or cultural venues in the vicinity to enrich your vacation experience here.
  • Choose a well-located vacation rental: Select accommodations that provide easy access to the area's key spots, ensuring convenience during your travels.

Transportation Options

  • Louisville International Airport: You can conveniently access the region through Louisville's major airport, which offers numerous domestic flights for easy travel to and from here.
  • Public Transportation: The area's local bus system provides reliable and affordable transportation options for exploring the surrounding neighborhoods and attractions.
  • Rental Cars: Renting a vehicle is a popular choice here, giving you the flexibility to explore the region at your own pace and visit nearby sites effortlessly.
  • Taxi and Rideshare Services: Taxis and ridesharing apps like Uber and Lyft offer convenient door-to-door transport throughout the day and night in this destination.

Local Customs Options

  • Southern Hospitality: Visitors often find residents here welcoming and courteous, reflecting the region's warm and friendly community spirit.
  • Grilling and barbecue traditions are embraced during local gatherings, showcasing this area's love for hearty, flavorful meals.
  • Sunday Morning Church Services: Attending church on Sundays is a cherished custom, highlighting the importance of faith and community connection in the region.
  • Classic Louisville Derby Celebrations: Participating in or observing local Derby festivities offers a unique glimpse into the area's historic and cultural identity.

Frequently Asked Questions About Rolling Hills?

1. What are the top vacation rentals in Rolling Hills?

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

2. How many vacation rentals have private pools in Rolling Hills?

There are 12 vacation rentals with private pools near Rolling Hills. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Rolling Hills are best for families?

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

4. How many Rentbyowner vacation rentals are available in Rolling Hills?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 145 in the Rolling Hills 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 Rolling Hills. 

5. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary by listing, so it is important to review the specific terms outlined on the property’s page. You can also contact the property owner directly for detailed information regarding cancellations and potential refunds.

6. How do I ensure my booking in Louisville's region is secure?

Bookings are secured through a trusted platform that provides secure payment options and verified owner profiles. Always confirm the listing details and communicate through the platform to ensure a safe and reliable reservation process.

7. Are there specific check-in or check-out times I should be aware of?

Check-in and check-out times depend on the individual property. These details are typically listed on the property page, but you can contact the host directly for any special arrangements or questions about your stay.

8. Is Wi-Fi available at vacation homes in this destination?

Most properties in the region offer Wi-Fi; however, availability varies. It’s recommended to verify the internet amenities directly with the owner before booking to ensure the property meets your connectivity needs.

9. What amenities should I look for when booking a rental in here?

Popular amenities include fully equipped kitchens, private parking, outdoor spaces, and family-friendly features. Details are usually provided in the listing description, and you can inquire with the owner to confirm specific amenities for your comfort.

Rolling Hills Top Rated Vacation Rentals

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