Vacation Rentals & Apartments in Kentucky

Vacation Rentals & Apartments in Kentucky

Start comparing over 2,836 rentals in Kentucky and book at the best price!

Find Vacation Rentals and Apartments in Kentucky

Best Vacation Rentals and Apartments in Kentucky

Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation Rental for 9 Guests in Louisville, Kentucky
Vacation Rental for 9 Guests in Louisville, Kentucky, Picture 1
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Louisville, Kentucky
Vacation Rental • 9 Guests • 4 Bedrooms
Old Louisville Gem - Cozy, Historic & Updated! Located directly between downtown Louisville and Churchill Downs - less than 2 miles away to each! Beautiful historic home in Old Louisville built many years ago has been carefully and recently renovated to be a modern charmer. Our home was fully renovated and outfitted beautifully with historic local pieces as well as all new appliances and furniture. At over 2,000 square feet with 4 bedrooms and 2 full bathrooms, our home is the perfect place for your group during your stay in Louisville! It’s no fun visiting a city with friends and/or fa...
from CA$115 / night
Vacation Rental for 9 Guests in Louisville, Kentucky
Vacation Rental for 9 Guests in Louisville, Kentucky, Picture 1
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Louisville, Kentucky
Vacation Rental • 9 Guests • 4 Bedrooms
This house is close to the best areas like NULU, Downtown, and Highlands with great amenities: - 4 bedrooms (3queen size beds + 2 twins) - Full kitchen - Washer/dryer - Lightning fast WiFi - Smart-TV with streaming apps installed! - Complimentary coffee - Great backyard with premium grill and outdoor furniture - Excellent modern decor - Ample street parking You need a place to rent that’s spacious and boasts amenities that your group needs. We have the home for you. Click the booking button and know that we’ll take care of the rest! Bedroom Configuration: Bedroom 1: 2 single beds Bedroom 2:...
from CA$113 / night
Vacation Rental for 9 Guests in Louisville, Kentucky
Vacation Rental for 9 Guests in Louisville, Kentucky, Picture 1
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Louisville, Kentucky
Vacation Rental • 9 Guests • 4 Bedrooms
Old Louisville Gem - Cozy, Historic & Updated! Located directly between downtown Louisville and Churchill Downs - less than 2 miles away to each! Beautiful historic home in Old Louisville built many years ago has been carefully and recently renovated to be a modern charmer. Our home was fully renovated and outfitted beautifully with historic local pieces as well as all new appliances and furniture. At over 2,000 square feet with 4 bedrooms and 2 full bathrooms, our home is the perfect place for your group during your stay in Louisville! It’s no fun visiting a city with friends and/or fa...
from CA$118 / night

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Prices and availability

Current Vacation rental prices in Kentucky

CA$459for 8 Nov - 15 Nov
CA$563 annual average
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Current vacation rental availability in Kentucky

28%for 8 Nov - 15 Nov
68% annual average
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Discover the Perfect Vacation Rentals in Kentucky

Authentic Bluegrass State Accommodations with Premium Amenities

Nestled in the heart of America's Bluegrass State, vacation rentals in Kentucky offer an extraordinary blend of Southern charm, outdoor adventure, and authentic hospitality. From rustic log cabins perched along pristine lakeshores to elegant historic homes in bourbon country, these accommodations showcase the unique character that makes Kentucky a remarkable destination. Vacation accommodation properties throughout the state feature distinctive elements like hand-hewn log construction, wraparound porches with rocking chairs, and scenic views of rolling hills dotted with thoroughbred farms.

What sets these properties apart is their commitment to providing both authentic regional experiences and modern comfort. Vacation rentals in Kentucky typically offer spacious layouts designed for groups and families, with fully equipped gourmet kitchens featuring quality appliances, multiple bedrooms with various sleeping configurations, and living areas that seamlessly blend rustic charm with contemporary convenience.

These unique amenities ensure guests can experience the best of Kentucky's natural beauty while enjoying premium comfort.

Guests staying in these exceptional accommodations can expect an impressive array of amenities designed to enhance their Bluegrass State experience:

  • Private docks and boat access on Kentucky's pristine lakes
  • Hot tubs and fire pits for evening relaxation under starlit skies
  • High-speed fiber optic internet for seamless remote work capabilities
  • Screened porches and multiple decks with breathtaking lake or countryside views
  • Complimentary kayaks and water sports equipment
  • Outdoor grilling stations and fish fryers for authentic Kentucky dining
  • Pet-friendly facilities including fenced areas and washing stations
  • Game collections and entertainment systems for family bonding
  • Proximity to bourbon distilleries and horse country attractions
  • Professional cleaning and 24/7 host support services

Who Should Book Vacation Rentals in Kentucky?

Perfect Getaways for Every Type of Traveler

Kentucky's diverse landscape and rich cultural heritage make vacation homes in Kentucky ideal for a wide variety of travelers seeking authentic American experiences. Outdoor enthusiasts will find paradise in destinations like Red River Gorge, where dramatic sandstone cliffs and natural arches provide world-class rock climbing and hiking opportunities, while lake lovers can enjoy boating and fishing on Kentucky Lake or Lake Cumberland during the prime season from May through September when temperatures reach a comfortable 75-85°F (24-29°C).

History buffs and bourbon connoisseurs gravitate toward Louisville and Bardstown, where they can tour legendary distilleries like Maker's Mark and Buffalo Trace while staying in properties that often include guided distillery recommendations from knowledgeable hosts. Families appreciate the state's horse country around Lexington, where they can visit the Kentucky Horse Park and Keeneland racecourse, especially during the spectacular spring and fall seasons when mild temperatures of 60-70°F (15-21°C) create perfect conditions for outdoor exploration. With average nightly rates ranging from CAD $430-640 depending on the season, and excellent availability particularly during shoulder seasons, Kentucky offers exceptional value for travelers seeking premium accommodations in America's heartland.

Top 5 Must-Experience Attractions in Kentucky

Unforgettable Adventures in the Bluegrass State

Kentucky offers an incredible array of attractions that showcase the state's natural beauty, rich history, and distinctive culture. From world-renowned horse farms to dramatic natural wonders, these five destinations provide unforgettable experiences that highlight why the Bluegrass State captivates visitors from around the globe.

  1. Mammoth Cave National Park
  2. Red River Gorge Geological Area
  3. Kentucky Bourbon Trail
  4. Kentucky Horse Park
  5. Cumberland Falls State Park

Mammoth Cave National Park

The world's longest known cave system stretches over 400 miles through limestone beneath Kentucky's rolling hills. Guided tours reveal incredible underground chambers, while above-ground hiking trails wind through pristine forests perfect for wildlife spotting.

Red River Gorge Geological Area

This dramatic landscape features towering sandstone cliffs, natural stone arches, and dense forests that create a paradise for rock climbers, hikers, and photographers. Over 100 natural arches make this region one of America's most spectacular geological destinations.

Kentucky Bourbon Trail

Experience America's native spirit through tours of legendary distilleries including Buffalo Trace, Maker's Mark, and Woodford Reserve. Each location offers unique tastings, behind-the-scenes production tours, and insights into Kentucky's bourbon-making heritage.

Kentucky Horse Park

This working horse farm and educational theme park celebrates Kentucky's equestrian heritage through interactive exhibits, live horse demonstrations, and the opportunity to meet champion thoroughbreds in a beautiful 1,200-acre setting.

Cumberland Falls State Park

Known as the "Niagara of the South," this 125-foot-wide waterfall creates spectacular rainbows during full moon nights. The surrounding park offers excellent hiking trails, fishing opportunities, and camping beneath ancient hemlock forests.

Kentucky is the only place in the Western Hemisphere where you can see a moonbow, a rainbow created by moonlight at Cumberland Falls.

Exceptional Dining Experiences in Kentucky

Savor the Flavors of the Bluegrass State

Kentucky's culinary scene beautifully blends traditional Southern comfort food with innovative contemporary cuisine, creating memorable dining experiences that complement any vacation rental stay. These highly-rated establishments showcase the state's commitment to hospitality and authentic flavors:

  • Carson's Food & Drink - On Main (4.7 stars) - Located in downtown Lexington, this beloved establishment serves elevated American cuisine with Southern influences, featuring locally-sourced ingredients and an extensive bourbon selection that perfectly represents Kentucky's culinary heritage.
  • Malone's Hamburg (4.7 stars) - This upscale steakhouse combines premium cuts of beef with fresh sushi and seafood, offering an elegant dining experience with impeccable service that has made it a favorite among locals and visitors alike.
  • Dave's Hot Chicken (4.8 stars) - A popular spot for those seeking bold flavors and spicy cuisine, this restaurant delivers Nashville-style hot chicken with customizable heat levels, representing the region's love for comfort food with a fiery twist.

Essential Kentucky Travel Tips

Local Insights for an Unforgettable Bluegrass State Experience

Kentucky hosts offer invaluable recommendations that can transform your vacation from ordinary to extraordinary. Many properties provide complimentary access to recreational equipment like kayaks, fishing gear, and bicycles, so be sure to ask your host about available amenities before packing your own gear.

The state's bourbon distilleries often require advance reservations, particularly during peak seasons from April through October, so savvy travelers book distillery tours immediately after securing their vacation homes to rent. Kentucky's weather can be unpredictable, with sudden temperature changes common throughout the year, making layered clothing essential regardless of the season.

Local hosts frequently recommend visiting farmer's markets and roadside stands for the freshest seasonal produce, including Kentucky's famous strawberries in May and June, and apple orchards that come alive during the spectacular fall foliage season in October. Many rental properties are strategically located within driving distance of multiple attractions, allowing guests to experience everything from cave explorations to horse farm tours within the same stay. For those seeking the ultimate Kentucky experience, consider booking luxury vacation rentals in Kentucky with private docks during summer months when lake activities and water sports create unforgettable memories under the Southern sky.