House holiday rentals in Shepherdsville

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Top-rated house rentals in Shepherdsville

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Top guest favourite

Home in Boston

4.98 out of 5 average rating, 107 reviews

Ginger's Blissful Acres

Enjoy peace and quiet in the country! A quick 10 minute drive to downtown Bardstown. 1750 sq ft home on 50 acres. The property has been in the family since 1902. Great for families, couples and motorcycle riders! Enjoy a full kitchen, grill and fire pit with wood. Parking right outside the back door. Centrally located on the Bourbon Trail and close to Bernheim Forest, My Old Ky Home, Mammoth Cave, Kentucky Railway Museum, antique shops, Lincoln's birthplace, Fort Knox, museums and many others.

Top guest favourite

Home in Springfield

4.98 out of 5 average rating, 117 reviews

Bourbon Trail Schoolhouse

Enjoy staying in a piece of history within this old one room schoolhouse converted to a two bedroom home. Sit out on the swing or by the firepit as you enjoy peaceful sounds of the country and the creek adjacent to the property. Located right on the Bourbon Trail with only a 5 min drive to Maker’s Mark, 17 min to Limestone, and 20 min to Log Still Distillery. Venture in to the city of Springfield to learn about Abe Lincoln and his parents, married in the courthouse, still being used to this day!

Top guest favourite

Home in Louisville

4.99 out of 5 average rating, 201 reviews

"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!!

Guest favourite

Home in Bardstown

4.95 out of 5 average rating, 222 reviews

Goldenrod Cottage

The Goldenrod Cottage is a cozy one-bedroom, one-bath retreat located on a quiet corner lot with green space next door and peaceful woods across the street. Inside, you’ll enjoy warm hardwood floors, a stocked coffee bar, and all the comforts of home. You are within walking distance of downtown Bardstown, where you can browse unique shops, enjoy live music, and dine at local restaurants. Nearby, you can tour legendary bourbon distilleries, ride the Dinner Train and explore Bernheim Forest.

Top guest favourite

Home in Louisville

4.88 out of 5 average rating, 201 reviews

Lilly's Pad

Relax and unwind in between all your Louisville activities. We are close (4.4miles) from SDF airport ,and I65 and the Gene Snyder Freeway are less than 8miles away. There are a plethora of activities from shopping to entertainment venues such as horse racing at historic Churchill Downs, Louisville Zoo, Kentucky Kingdom amusement park, Muhammad Ali museum and childhood home, Louisville Slugger Museum, Valhalla golf club, and 36 Bourbon Distilleries as well as cave exploring and fishing.

Top guest favourite

Home in Bardstown

5 out of 5 average rating, 115 reviews

4 BR Bardstown Home Firepit Patio by Distilleries

At this spacious bourbon lover’s basecamp, you’ll be close enough to breathe in the angel’s share from the rickhouses at Barton 1792 and secluded enough to sleep soundly after a full day of tastings. Enjoy your coffee before heading to downtown Bardstown for the day (just a mile away). Back home, flip through curated bourbon reads, light the fire pit, pour a flight to enjoy, or play games and dine under the stars. A cozy, comfortable home base for enjoying the best of bourbon country.

Top guest favourite

Home in Louisville

4.99 out of 5 average rating, 163 reviews

Two Bedrooms walking to Expo Center & KY Kingdom!

Spacious private two bedroom in charming Louisville neighborhood. Perfect location is close to everything! Bus Stop and Multiple Restaurants (short walk) Interstate 264 (1 mile) KY Expo Center (1.1) Norton Hospital (1.2) Interstate 65 (1.4) UofL (1.5) Kentucky Kingdom (1.5) Louisville Zoo (2.1) Airport (2.3) Mega Cavern (2.6) Churchhill Downs (2.8) Bardstown Road (3.0) Derby City Gaming (3.4) 4th Street Live (4.3) Waterfront Park (4.5) Yum! Center (4.6) Slugger Museum (5.0)

Guest favourite

Home in Iroquois

4.93 out of 5 average rating, 220 reviews

Parkside Pad - Iroquois Park

Central Location! One bedroom & One Bath Home. This newly updated home offers a 5 minute walk to wonderful Iroquois Park and the charming Beechmont Neighborhood. Short 5 minute drives to Churchill Downs and the University of Louisville, 10 minute drives to the Airport and Fairgrounds/Exposition Center, and 15 minute drives to trendy NuLu, Highlands, and Germantown neighborhoods. This space will offer the best of what Louisville has to offer.

Superhost

Home in Louisville

4.89 out of 5 average rating, 214 reviews

*Walk to Churchill Downs!*Close to Expo, UL, YUM!

This house just went under a full renovation! Everything is new and awaits your stay. This property is only .4 miles away from the historic Churchill Downs! A quick Uber or cab ride will get you to 4th Street Live, the Highlands, Frankfort Ave, and many more attractions. We are also only 1.9 miles away from the Kentucky Fair and Expo Center which hosts events every week, concerts, Kentucky Kingdom amusement park, and the state fair.

Top guest favourite

Home in Louisville

4.99 out of 5 average rating, 167 reviews

"The Brook" - Louisville

Enjoy a stay at this spacious, beautifully decorated ranch home in East Louisville. Blending organic modern decor and intentional functionality, you will feel relaxed and right at home. The home is nestled in a quiet neighborhood and yet only 1 mile from the interstate - conveniently located, a drive anywhere isn't far. Bring your crew to town to experience a day at the horse track, a bourbon tour, or a Kentucky family getaway!

Guest favourite

Home in Germantown

4.95 out of 5 average rating, 140 reviews

The Caldwell Highlands/Germantown

Welcome to The Caldwell, a Germantown/Highland area home that includes three bedrooms, one and half bathrooms and sleeps up to five people. The home is within walking distance of several restaurants, bars, retail and vintage stores, and entertainment venues including the Germantown Gables, Logan Street Market and Old Forester’s Paristown Hall. The home features a covered deck, a fenced-in yard as well as home gym.

Top guest favourite

Home in Bardstown

4.97 out of 5 average rating, 239 reviews

On The Rocks - now with a Hot Tub!

Enjoy beautiful sunrises and sunsets on a quiet country road only minutes from downtown Bardstown. Enjoy the sounds of nature on our large outdoor patio. Relax in the Hot tub after a day of touring the area or enjoy visiting with our horses who may show up at the fence for a peppermint or carrot. This house is great for family get aways or couples wanting to traveling together.