Skip to content

Vacation rentals in Pleasureville

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Pleasureville

Guests agree: these stays are highly rated for location, cleanliness, and more.

Apartment in New Castle
Renovated Spacious Executive Suite on the square!
Cross Main Executive Suite offers a spacious & unique experience, in the heart of the bourbon trail & horse country. This suite has been lovingly restored, exposing brick & refinishing over 100 yr original hardwoods. Only 30 miles to Louisville, Ky & the Kentucky Derby. Walk to New Castle Tavern & Wendell Berry Center, 1 mile to Smith Berry Winery. Suite is on second floor with private entrance. Relax on the balcony overlooking the town square. Designed by Award Winning Designer, Amy Wagner
$189 per night
Cabin in Eminence
Quaint cozy cabin in the country
Rolling Hill Cabin is set upon a hill on a beautiful ten acres on a quiet country road. The cabin is a great place to get away from everyday life. You can relax on the front porch enjoying peaceful sounds of nature or on the back patio you can enjoy the sky full of stars while sitting around the cabin’s fire pit or in the hot tub. If you would rather stay inside the cabin has a cozy living room which is accommodated with excellent satellite TV and WiFi as well as a gas fireplace.
$146 per night
Apartment in Frankfort
Historic Loft in Frankfort Entertainment District
Experience the charm of a newly renovated 2-story loft in the Historic St. Claire Entertainment District of Frankfort, KY. Immerse yourself in the best of Kentucky, with convenient access to world renowned distilleries like Buffalo Trace and Woodford Reserve or catch the excitement of live thoroughbred racing at Keeneland Racetrack, just a short drive away in Lexington, KY. This special place is close to everything, making it easy to plan your visit.
$120 per night

Other great vacation rentals in Pleasureville

Private room in Sulphur
Faul Family Riverside Farm Experience
$47 per night
Condo in Frankfort
Capital City Condo #4
$65 per night
Condo in Frankfort
Bourbon & Horses & Beer, Oh My
$77 per night
Apartment in Frankfort
#10 Distiller's Guest House
$101 per night
Home in Shelbyville
Little Bourbon & Lakeview Home
$129 per night
Condo in Shelbyville
Horses, Bourbon, and More .... Shelbyville Condo
$112 per night
Apartment in Shelbyville
Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi
$89 per night
Farm stay in Shelbyville
Cozy Apartment at Red Gate Farm
$95 per night
Condo in Frankfort
Capital City Condo #8
$65 per night
Home in Pleasureville
Pleasureville - The name says it ALL
$120 per night
Apartment in Frankfort
Bing’s Downtown Guest Suite on Main
$118 per night
Tiny home in La Grange
Brakeman's Cottage
$108 per night

Other types of stays on Airbnb

  1. Airbnb
  2. United States
  3. Kentucky
  4. Henry County
  5. Pleasureville