Vacation rentals in Pioneer Village

Cozy Studio in Brooks

Step in to a bright and cozy studio apartment with Moroccan flair and seasonal decor. We're only 20 minutes from downtown Louisville and world-famous Churchill Downs, 15 min. from the SDF airport, KY Expo Center and Bernheim Forest and 10 min. from miles of Jefferson Memorial forest trails. Located on a peaceful country hillside with a separate entrance and a high outside deck that opens to the treetops, it's the perfect place to relax but still be close to all that Louisville has to offer.

Cozy Home Near the Bourbon Trail & KY Derby

Welcome to our spacious 4-bedroom home, located between Kentucky’s iconic Bourbon Trail and all that Louisville has to offer. Just a few minutes drive to I65 close to E-town, Bardstown or Louisville. Nestled in a small, quiet neighborhood, comfortable and convenient for families, friends, or groups looking to explore the heart of Kentucky. Whether you’re here for bourbon, events, the Kentucky Derby, or relaxation, this home is your perfect getaway. Book now to make unforgettable memories!

Historic Cabin by Bourbon Trail

Historic, unique, tasteful and serene - the Edward Tyler house, ca. 1783, is a stone cabin 20 minutes SE of Louisville on 13 acre estate. Near the famous bourbon trail, rental includes full cabin and large screen porch overlooking pond with fountain. First floor has living/dining/kitchen space with small sofa bed and stone fireplace (gas); queen bed and full bath on second floor. American and European antique furnishings and fine art welcome you to fully updated home with central HVAC.

"Call Me Old-Fashioned"in Derby & Bourbon Country!

Welcome to "Call Me Old-Fashioned" - a unique spin on Bourbon w/ a mix of new & vintage amenities! Located in a QUIET & SAFE neighborhood, this family-friendly home is located close to Downtown Louisville & Churchill Downs (18 min), Expo Center & airport (15 min). Bardstown, the Bourbon capitol, is 35 min away. We are also 5 min from Parklands @ Floyds Fork park system - home to 60 miles of hiking, biking & paddling trails & a big playground. Come make yourself at home in our cozy KY home!

ground level flat with washer-dryer & easy parking

This super adorable and stylish new flat is nestled on the ground floor of a duplex in the community of Zoneton. You'll have convenience of being only 17 minutes from Downtown Louisville, while enjoying a peaceful country style suburb setting. The great room boasts a fully accessorized kitchen, pull out queen sofa with memory foam & a 50" smart TV. The bedroom has a queen bed and smart TV. Included are a washer/dryer & walk-in closet. There is fiber optic WIFI & Netflix.

My Old Kentucky Dome

An elevated camping “glamping” experience. This brand-new one of a kind geodesic dome is located on a private road that leads you to an overlook featuring one of the most beautiful countryside views in Kentucky. While this getaway experience is nestled deep in the woods, it is also a close drive to all the conveniences you can imagine. This is an off the grid outdoor experience with a ½ mile gravel road including a steep hill. AWD or 4WD advised.

Whiskey, Horses, & Hospitals

New Construction! Located less than 30 minutes from the heart of Louisville! And Under 25 minutes from the airport. Shopping, interstates, hospitals & parks are all within 25 minutes. 3 bedrooms, 1 loft, and 2 full bathrooms upstairs, and 1/2 bath on main floor! Washer + dryer on site! Private office + additional study area located upstairs in bedroom 3. Complimentary overnight Level 2 EV charging is available for one vehicle per reservation.

Cute, Cozy, & Clean Home in Louisville

Welcome to this gem that is 20 minutes from Churchill Downs and Downtown Louisville. 15 minutes from the airport and Jim Beam! With parking galore, plenty of bedrooms, and a huge backyard, this is the ideal space for family and friends to reunite and connect. This is the perfect spot to stay to explore Louisville and surrounding areas - close enough to the excitement but far enough away to rest and relax! We would be happy to host you!

2-Bedroom Home, Quiet Area

Relax with the whole family in this cozy, recently remodeled home and enjoy a few drinks on the back porch overlooking a third of an acre of land and a small riverbed. Take your family to the nearby park or drive into town to enjoy Louisville's attractions. 2 separate bedrooms for everyone to have their own space. 1 of the bedrooms will be locked. Comes with all the necessities including TV and wireless internet access.

Bourbon Boho Bliss

Welcome to Bourbon Boho Bliss/Hillview area home that includes 3BR|2BA with a queen sleeper sofa. Sleeps up to six people. The house is minutes from downtown Louisville and within walking distance of several restaurants, Kroger, and Walmart. If you love to entertain, this home is for you. The home features a covered patio. Enjoy campfires/firepit in the gravel space designed —plenty of space to set up cornhole boards.

The GiGi Airstream, Lakeside at Progress Park

This Gigi is a 2022 Airstream Flying Cloud w/ all the bells and whistles. Everything you need is already here. Perfect for groups, families, or midweek getaways. Enjoy your own private space PLUS access to boating, games, & more. All included with your stay. Progress Park has 11 total units on site. 2 houses, 8 airstreams & a bunk house. *KY DERBY IS A 3 NIGHT MIN OF THURS-SUN. NO CHECKINS ON FRI OR SAT.

“Crossroads” connecting Louisville and Bardstown

This apartment is good for couples, solo adventurers and business travelers. It is 10 miles south of Louisville, 18 miles north of Bardstown, 18 miles west of Taylorsville Lake and 1 hr away from Lexington. It is close to a very cool park, The Parklands, where you can hike, bike and kayak. The apartment is centrally located in the “crossroads” of several really cool communities in horse country, Kentucky.