Family-friendly holiday rentals in Clark County

Derby Ready! With comfortable beds and Hot Tub!

Come enjoy our fun house , we have a hot tub, fire pit and fully fenced private outdoor area , that makes for perfect day in or nights with our string lights and cozy fire pit! We’re only 2 miles from the hustle and bustle of downtown Jeffersonville and 4 miles across the bridge to Louisville’s downtown area. We have top of the line comfortable mattresses and cozy bedding! Fully fenced in backyard and Pet Friendly with a Fee, stay in or go out, either way you’ll have a great with ample space.

Little Luxury in Jeffersonville

VisitJeff & Louisville and stay in this newly renovated home! 1 Bed/1 bath. Fenced in patio area & private driveway. Walk to parks, dining & shopping in downtown Jeffersonville. High ceilings, quaint space, modern ammenities! New chef's kitchen, dining table, island seating, queen size bed, comfy couch, LUXURY bathroom w stand alone soaker tub, shower & plenty of vanity space! Perfect for 2 guests (and or a child ) Washer and dryer. We live near by & have another Air B N B across the street!

Walking Bridge, Putt Putt House

NEW LISTING: Welcome to our walking bridge home on Pearl St. We have a hot tub, putt putt, and all the fun you can think of in one home. Steps away from restaurants, shopping, and bars, as well as the walking bridge to Louisville. This home is closer to the fun in Louisville than most neighborhoods in Louisville itself. Go out or stay in, you're guaranteed to have a great time in this newly renovated gem. We have high quality mattresses, and smart TV's in both bedrooms and the living room.

Prospect Guest House

Take it easy at this unique and tranquil getaway. Newly remodeled, new bathroom and kitchenette. We live in the house next door, but guest house is private and very quiet. Nestled in horse country-neighboring horses graze in adjacent fields. Queen bed upstairs, converted sofa queen in loft. Air bed also available. Lots of closet space, extra large bathtub, internet and streaming TV. Great location whether you are touring the Bourbon Trail or attending any of the The Kentucky Derby events!

Private Prospect Flat

Two bedroom apartment located on picturesque Covered Bridge Road in Prospect, KY. There is a separate entrance with plenty of parking. Beautiful views of Kentucky landscape from every window. Our property is four acres with a meandering stream, forest, and fields. There is a fully stocked kitchen including a dishwasher. The main bedroom includes a work space area and two closets. Feel free to grab a few eggs for breakfast if there are eggs in the nesting boxes.

The City Cottage…quiet, peaceful, and convenient!

A quaint, cozy, and private space close to everything Louisville has to offer. Located on the Northeast side of Louisville, The City Cottage is near the highways for quick access to destinations in and around Louisville. This newly completed space is fresh, clean and created for guests in mind. Are you a couple traveling or a business person wanting more room and comfort than a typical hotel? The City Cottage is for you! (Three night minimum during Derby time.)

The Green House in Downtown

Newly renovated 1920s shotgun house in Downtown New albany. Perfect for those who want the convenience of being in the middle of it all, but still want an authentic and stylish oasis to relax in. Comes with all the amenities you would expect for a convenient stay including fully equipped kitchen, private back yard, off street parking, and self check-in. Walk or Bike your way to many local restaurants, shops, or take the byway to enjoy the scenic Ohio River.

Beach Vibes 2 mile to Whiskey Row Bourbon City

The beach vibes here are amazing 🤩! This special place is close to everything, making it easy to plan your visit. Only 2.7 mile away you will enjoy everything Downtown Louisville has to offer from a Bourbon Experience, great places to eat, bars, museums, arts, theater, music on Main Street also known to locals as Whiskey Row and Museum Row. Enjoy the local Indiana scene in Downtown Jeffersonville or Downtown New Albany with food and fun!

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....

Bourbon Trail*Tesla EV charger* HOT TUB

Welcome to the Bourbon Bungalow, a tastefully restored farmhouse on the famous Kentucky Bourbon Trail. This southern retreat is on the outskirts of Louisville in the quaint city of Pewee Valley. A short drive to some of the states most sought after locations such as Churchill Downs, bourbon distilleries, horse parks, caves, Shelbyville, Bardstown, & more! The Bourbon trail is waiting for you!

The Cottage at StoneLedge 2 bedroom/1bath

Nestled on an expansive 80 acre horse farm, the cottage is the perfect escape. Hike the 30+ acres of woods that boast a creek and waterfall. Relax on the cozy front porch while enjoying the sounds of nature. If traveling with pets please note prior approval is required and be sure to read the pet policy in 'other things to note'. Thank you for your consideration.

Welcome to the Nest!

Welcome to THE NEST! We are located very close to great local restaurants, the best outdoor bar/venue I've seen (Third Turn - Oldham Gardens), Artisan Distillery (home of Jefferson's Ocean Bourbon), all major amenity needs, and beautiful Kentucky backroads; all while being easy to access from major highways. Your private retreat is sure to please.