Vacation rentals in Pioneer Village

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Top-rated vacation rentals in Pioneer Village

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Guest favorite

Guesthouse in Hardinsburg

4.96 out of 5 average rating, 180 reviews

Once Upon a Time little Cabin in the Woods

Welcome to Always Ranch where this unique tiny cabin offers you a tranquil spot to relax. You will be surrounded by nature and off the beaten path. The cabin may look like a lean to but the inside is rustic and warming. We are located 20 minutes form Salem, 20 minutes from Paoli and Paoli Peak, and 35 minutes from Frenchlick Casino The kitchenette includes mini fridge, microwave, double hot plate and, grill on the outdoor firepit or grill. Boats are NOT available for guests at this time

Nov 4 – 11

R2,205 ZAR per night

Guest favorite

Guest suite in Louisville

4.98 out of 5 average rating, 179 reviews

Spacious Lower-Level in Quiet Neighborhood

This is a spacious, walk-out lower level with a private entrance. Our quiet neighborhood is 1 1/2 miles from I-265, which means easy access to Louisville or beyond the city to bourbon country. It has a large living area and a fully equipped kitchen. Adventure lovers will like being 5 miles from The Parklands. Downtown Louisville is 20 minutes away. The space has 1 queen bed, 1 double bed, and twin bunk beds. It sleeps 5-6 comfortably. We live upstairs so we are available if needed.

Jun 18 – 25

R2,678 ZAR per night

Guest favorite

Cottage in Hodgenville

4.98 out of 5 average rating, 142 reviews

Basil Cottage on the Creek

The Basil (baz-el) cottage is the perfect get-a-way where you can sit on the back porch sipping coffee while overlooking the babbling creek- get back in touch with nature for a much needed break from the stress of every day life. It may be a much needed romantic weekend, a mid- way point as you tour the bourbon trail, visiting Lincoln's childhood home or just a place of your own while in town to visit family, no matter what brings you to our cottage- you will love it here.

Jan 29 – Feb 5

R1,772 ZAR per night

Guest favorite

Tiny home in Shepherdsville

4.95 out of 5 average rating, 210 reviews

Cozy Tiny House Near Louisville

The tiny house is 200 square feet, but has everything you need for a cozy stay! It’s located inside our half acre fenced in backyard which is right off I65 and 15 minutes to downtown Louisville. Fast food, restaurants, gas stations, and laundry mat are less than a mile away. The backyard is a shared space with us, so there’s a small chance you may see us out there. We built the tiny house ourselves. We take pride in it and hope you choose to experience tiny house living!

Jun 27 – Jul 4

R2,068 ZAR per night

Guest favorite

Guesthouse in Louisville

4.95 out of 5 average rating, 220 reviews

Comfortable-relaxed space to find your inspiration

Located in the Germantown neighborhood of Louisville, this peaceful efficiency apartment in a traditional "shotgun" home, built in the 1890s, is within 10 minutes of nearly all of Louisville’s airport traveler’s attractions. Guests enjoy great sleep on top bedding and attention to detail. Sit on the front porch and let time slip by or spend the evening with a relaxing drink or meal in one of the neighborhood’s hip local eateries and bars. Plan your next journey.

Jul 15 – 22

R1,271 ZAR per night

Guest favorite

Guest suite in Coxs Creek

4.98 out of 5 average rating, 185 reviews

★Jenny's Place - Basement Suite, Private Entrance★

Welcome to Kentucky & Bourbon Country! Jenny's Place includes your own private lower-level walkout suite, with all the amenities, nestled in a quiet subdivision. We are centrally located near many events and activities, including the Bourbon Trail, Four Roses Bottling (5 min away), Jim Beam Distillery (10 min away) and Bernheim Forest (10 min away). We are conveniently located 15 minutes from Bardstown, the Most Beautiful Small Town in America. Come see us!

Jun 10 – 17

R1,981 ZAR per night

Guest favorite

Cabin in Elizabethtown

4.91 out of 5 average rating, 197 reviews

The Cabin- private & cozy 1 queen bed 1 bath

Take a break and unwind at this peaceful oasis. Blurring the lines between structure and nature, this cabin retreat inspires a feeling of tranquility. The footprint compacts everything one could need- living, kitchen, bed, bathroom, washer/dryer, games and more. Enjoy the peaceful sounds of nature while napping in the hammock. Cook dinner over an open flame in the firepit. Test your skills to beat the high score on PacMan arcade or the foosball table.

Aug 18 – 25

R2,163 ZAR per night

Guest favorite

Loft in Shepherdsville

4.88 out of 5 average rating, 238 reviews

A Little Bit of Kentucky

A unique loft apartment near Louisville, Bardstown and a short drive to Mammoth Cave and just across the river from Indiana. This is attached to our Wedding venue for the convenience of anyone who is coming in for a wedding. It has its on separate entrance away from the venue so you wont be bothered by anyone. We are more than willing to accommodate you in any way we can. Let us know what you need and we will do our best to meet your needs.

Dec 10 – 17

R1,586 ZAR per night

Guest favorite

Cottage in Louisville

4.95 out of 5 average rating, 148 reviews

2 BD 1 BA Serene Setting Retreat House

Carriage home is located on beautiful Arnoldtown Rd. 15 min. from Churchill Downs and 20 min. from downtown Lou. We are 15 minutes from Freedom Hall or the Fairgrounds and 22 miles from Fort Knox. It sits in a natural setting on 5 beautifully landscaped acres. There is a large parking area for those who may need to bring a trailer. Bathroom and bedrooms are on the 2nd floor. Peaceful..in a rural setting but inside the city.

Nov 30 – Dec 7

R2,209 ZAR per night

Guest favorite

Apartment in Mount Washington

4.94 out of 5 average rating, 173 reviews

“Crossroads” connecting Louisville and Bardstown

This apartment is good for couples, solo adventurer 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.

Oct 17 – 24

R1,877 ZAR per night

Guest favorite

Farm stay in Goshen

4.98 out of 5 average rating, 286 reviews

The Coop

This 2 bedroom house is a renovated old farmhouse located on the site of a small vegetable farm and native plant nursery. The back deck overlooks the woods, where you can watch the wild birds and keep an eye on the free range chickens. This is a quiet spot for a retreat, but also 25 minutes from downtown Louisville. The Coop has a fully stocked kitchen and comes with eggs right from our flock....

Oct 4 – 11

R2,192 ZAR per night

Guest favorite

Home in Bardstown

4.95 out of 5 average rating, 459 reviews

Creekview Farm: Bourbon, Horses, and Sunsets

On this beautiful 19 acre horse farm, you will enjoy beautiful sunrises and sunsets. You will have the country feel while only being 3.5 miles from downtown Bardstown. The airbnb apartment located in the front of the horse barn. It is located behind the main farm house which is a long term rental house. The horses, cats, goats, chickens, and dogs belong to the long term rental tenants.

Aug 25 – Sep 1

R2,533 ZAR per night