Discover Your Perfect Kentucky Vacation Homes

Best Vacation Homes in Kentucky

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10.0 (27 Reviews)
Bed & Breakfast
Pillow and Paddock B&B
  • Air Conditioner
  • Parking
  • TV
View Availability
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10.0 (21 Reviews)
Bed & Breakfast
Riverside Inn Bed and Breakfast
  • Air Conditioner
  • Parking
  • TV
View Availability
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Kentucky Pet Friendly Vacation Rentals

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Why Choose Rent By Owner for your Kentucky 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 Kentucky

When should you plan your Vacation Rentals stay?

Choosing the right time to visit this destination can enhance your experience and ensure you enjoy the region's natural beauty and local events at their best, making it ideal to plan your stay according to seasonal weather patterns and regional festivities.

Peak Season Highlights

spring
Spring (March to May)

During spring, the region comes alive with blooming flowers and mild weather, making it an ideal time to explore outdoor activities near your vacation rentals.

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

Autumn offers vibrant foliage and comfortable temperatures, perfect for enjoying the scenic landscapes from your holiday home.

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)

While summer can be lively, it’s also when some travelers seek quieter stays in the area’s cozy vacation rentals due to the higher temperatures and bustling crowds.

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

This is the quietest time of year, offering a peaceful retreat where you can enjoy the region’s charm without the typical tourist crowds.

Average Temperature Daytime: 35°F to 45°F - Nighttime: 20°F to 30°F

Weekly Weather Forecast for Kentucky

How to Book Your Kentucky 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 Kentucky

More Top-Rated Vacation Rentals in Kentucky 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 grilling and dining on the patio or deck, perfect for making the most of warm Kentucky evenings.
  • Take advantage of private or community swimming pools to relax and cool off during your stay.
  • Explore scenic walking or hiking trails directly from the property, allowing you to immerse yourself in the natural beauty of the area.
  • Make use of outdoor fire pits for cozy evenings under the stars with friends or family.
  • Benefit from spacious yards or gardens ideal for outdoor activities, picnics, or playing with children or pets.
  • Access to tennis courts, basketball hoops, or other sports facilities may be available for active pursuits.
  • Relax in outdoor lounging areas or hammocks designed for unwinding while enjoying the fresh air of this destination.

Top Attractions Around Kentucky

What attractions are nearby?

Within close proximity to your Kentucky vacation rental, you can explore a variety of outdoor activities, cultural experiences, and scenic attractions that showcase the best of this region's natural beauty and local heritage.

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Family Activities

  • Kentucky Kingdom & Race Track: Enjoy a fun-filled day at this popular amusement park and race track, perfect for family adventures amid thrilling rides and live entertainment.
  • The Kentucky Derby Museum: Discover the rich history of the legendary horse race with interactive exhibits and guided tours that engage all ages here in the region.
  • Louisville Zoo: Explore the diverse animal exhibits and take part in engaging educational programs designed to entertain and inform young visitors in this area.
  • Bourbon Trail Family Tours: Experience family-friendly tours along the famous Bourbon Trail, where you can learn about Kentucky’s heritage in a relaxed and enjoyable setting.
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Adult Activities

  • Touring the Bourbon Trail: Discover the rich heritage of Kentucky’s bourbon industry by visiting renowned distilleries and experiencing guided tastings along this famous trail.
  • Exploring Horse Country: Immerse yourself in the world of thoroughbred racing and visit historic horse farms that showcase the region’s deep-rooted equestrian culture.
  • Enjoying Scenic River Activities: Take advantage of kayaking, paddleboarding, or relaxing cruises on the area's picturesque rivers and lakes nestled within the landscape.
  • Hiking and Nature Walks: Explore scenic trails and natural parks that offer breathtaking views and a tranquil escape into the region’s diverse wilderness.

Other Places to Stay in Kentucky, KY

Louisville
Louisville Vacation Rentals
Jefferson County
Jefferson County Vacation Rentals
Lexington
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Lebanon
Lebanon Vacation Rentals
Marion County
Marion County Vacation Rentals
Fayette County
Fayette County Vacation Rentals
Downtown
Downtown Vacation Rentals
Downtown Louisville
Downtown Louisville Vacation Rentals
Paducah
Paducah Vacation Rentals
Northside District
Northside District Vacation Rentals
West Main Historic District
West Main Historic District Vacation Rentals
Bowling Green
Bowling Green Vacation Rentals
More Places to Stay Near Kentucky

Kentucky Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Cuisine: Sample the region’s renowned dishes at local eateries to truly experience the authentic flavors of Kentucky while enjoying the comfort of nearby vacation rentals.
  • Visit Year-Round Attractions: Take advantage of the area's diverse seasonal attractions, which can be conveniently accessed from your well-located vacation rental here, ensuring a memorable stay regardless of the time of year.
  • Plan Outdoor Activities: Make the most of the scenic landscapes by engaging in outdoor pursuits such as hiking or picnicking, all within easy reach of your vacation rental in this destination.
  • Check for Local Events: Stay updated on regional festivals and events that offer cultural insights and entertainment, providing an enriching experience during your stay in the area.

Transportation Options

  • Interstate Highway System: You can conveniently travel across the region via major interstate highways, providing quick access to popular destinations within Kentucky.
  • Regional Airports: Several regional airports in this area offer domestic flights, making it easy to arrive and depart without long drives from larger hubs.
  • Rail Services: Modern rail options connect key cities and towns, offering a scenic and relaxing alternative for exploring the region's attractions.
  • Public Transit Systems: Local bus services and transit options are available in urban centers, ensuring affordable transportation while staying near your vacation rental.

Local Customs Options

  • Horse Racing Etiquette: When visiting here, you’ll notice that horse racing is a cherished tradition, and showing respect during races is an important part of the local customs.
  • Embrace the region’s rich musical heritage by participating in or enjoying bluegrass performances, which are a vital aspect of the area's cultural identity.
  • Southern Hospitality: Expect a warm welcome and courteous interactions, as friendliness and politeness are deeply rooted in the local way of life in this destination.
  • Local Food Traditions: Sampling regional dishes like bourbon-glazed favorites or traditional country cooking is customary, reflecting the area's culinary customs.

Frequently Asked Questions About Kentucky?

1. What are the top vacation rentals in Kentucky?

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

2. How many vacation rentals have private pools in Kentucky?

There are 513 vacation rentals with private pools near Kentucky. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Kentucky are best for families?

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

4. How many Rentbyowner vacation rentals are available in Kentucky?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 12896 in the Kentucky 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 Kentucky.