Vacation Rentals near Louisville

Find Your Home Away From Home in Oldham Kentucky

Unique Vacation Home Rentals Near Louisville

Just 20 Minutes From Downtown Louisville

With the popularity of AirBnB and VRBO, Oldham County has its share of unique vacation rentals near Louisville for all size groups! Whether you are looking for a getaway that offers unique amenities, or a more private way to travel for business trips, Oldham County has the perfect vacation rental for you or your family. If you are looking for a large home to “meet in the middle” for a family gathering, we have you covered. If you are looking for a small, private getaway with the ambiance of the Ohio River, we have that too. If you are looking for a home to accommodate your wedding party and small ceremony, we are all ears! You will also love our vacation home rentals if you are planning a corporate or wellness retreat!


In addition, all of our bed and breakfasts offer whole-house rentals and include BREAKFAST! Be sure to visit our Trip Ideas page and our Play page for fabulous things to do while you are here, including our Oldham County bourbons, our huge greenhouse brewery & meadery (the only one in Kentucky!), our 5-star indoor gun range, or our 13 farm tours! We also also home to the only town in Kentucky chosen by HGTV for their new spring 2022 series, Home Town Kickstart! Planning on 2 nights in Oldham County? Check out our DEALS page for some PERKS!

Have a group of 10 or more? We offer Complimentary Regional Trip Planning Services with your 2-night stay in Oldham – Contact Us for more info!

Buckner Retreat

Address:  Provided upon registration (Buckner, KY 40010)
Website: Visit Website


Fun retreat just outside of Louisville. The perfect quiet place to relax and unwind while still being close to all the activities the city has to offer. Also good for a short-term relocation home for a family looking to move to Louisville or the Oldham County area. Our enchanting property has 3 bedrooms, 3 full baths and an open layout. The home is clean and very well-maintained offering lots of natural light and neutral paint throughout. Additional spotlights: a dream theater room, bar, game room filled with a game table, pool table, bar stools and walk out patio. A full gym with weight machine, treadmill, and elliptical and even an old school scale. 3 car garage and double wide driveway, large level yard for games and fire pit for marshmallow roasting, a large, covered deck for relaxation in all Kentucky weather!

Historic Victorian Loft in La Grange

Address:  Provided upon registration (La Grange, KY 40031)
Website: Visit Website


The luxurious 2nd floor 1 bedroom, 1 bath Loft Victorienne is in the heart of the nostalgic Historic District of La Grange, KY and sleeps 4. The house was built in 1905 and is on the National Register of Historic Places and is newly renovated, yet historically preserved. It features everything you’d expect to experience in a charming Victorian, including high-end appointments such as Queen-Size Sleep Number Mattresses with Remote, 1000 Thread-Count Pima Cotton European Down Comforter, and Egyptian Down Pillows! Enjoy our stunning Bathroom with Floor-to-Ceiling Tiled Walk-In Shower and 2 Beautiful Fireplaces with Original Ornate Fireplace Covers. Right outside your private entrance is access to several local restaurants and shops, seasonal Farmers Market and many community events! Located just 1/2 block off of the very walkable Main Street, you’re sure to encounter the unique experience of a train going right down the middle of the street! The first floor will be the upscale La Vigne Wine Bar in Spring 2022.

Charming Patio Apartment in Crestwood

Address:  Provided upon registration (Crestwood, KY 40014)
Website: Visit Website


Perfect for a quick trip with friends or an extended stay with your favorite travel companion, this walk-out basement apartment offers all the comforts of home in a prime location for Kentucky fun! With 2 queen beds and 1 bath, you’ll find the basics for 4-6 people.  However, the gorgeous view, the fire pit, Adirondack chairs, creek on-site, spacious yard, porch swing, game room, home theatre system and video library add to the luxury of this 1,200+ square feet getaway. Conveniently located to many other popular Oldham County amenities such as Yew Dell Botanical Gardens, the entertainment mecca of Oldham Gardens (brewery, meadery, grille), Open Range Sports, and Kentucky Artisan Distillery, home of Jefferson’s bourbons. Historic downtown La Grange can be found less than 10 minutes away.

William T Barbour House La Grange

William T. Barbour House

Address:  Provided upon registration (La Grange, KY 40031)
Website: Visit Website


This 3 bedroom historic 1840 Federal Style Home is located in the quaint town of La Grange, KY just 25 minutes from downtown Louisville. Located one block from the La Grange Main Street downtown entertainment district, you will enjoy the only town in the U.S. with a freight train running ON its Main Street! Private driveway with car port, street parking in front, a lovely backyard, quiet neighbors, and walking distance to shops & dining. This luxurious home is appointed with fine antiques, equine art, Kentucky Derby memorabilia, local art, and more.

The Brakeman’s Cottage for Two

Address:  Provided upon registration (La Grange, KY 40031)
Website: Visit Website


Historic 1910 home and modernly renovated! This cozy cottage for two is located on Main Street in the Historic District of downtown La Grange KY.  It is walking distance of charming restaurants with outdoor seating by the tracks, unique shops and boutiques, galleries, a bourbon & ale bistro, local artist studios, the Oldham History Center, railroad museum and train observation tower. Private off street parking!

Relaxing River Retreat with Private Pool

Address:  Provided upon registration (Goshen, KY 40026)
Phone:  (214) 277-1536
Website: Visit Website


Beautiful river front vacation-like home with sparkling private pool and gorgeous landscaping for enjoying Oldham County’s natural beauty. Pool has plenty of space to splash while enjoying the river view.  This home is in a quiet neighborhood close to Tartan’s Landing Marina and unique dining experiences such as Barn8 restaurant and bourbon bar. Master bedroom on main level with king sized bed, large bath, and 2 closets. Bedroom 2 upstairs with queen sized bed, Bedroom 3 upstairs with 2 twin beds, loft area upstairs with futon. Ground level has a pull out twin and full bathroom with shower. 3-night minimum.


We are a great place to enjoy your Derby experience and other Louisville activities as the house is just about 25 min from most downtown spots! Enjoy a stroll around the marina to check out the boats. Sip a beverage on the large deck overlooking the Ohio River and watch the boats and barges go by. Oh, and don’t miss sunset! Relax on the porch swing, see the blue herons soaring, deer grazing, and spot the occasional bald eagle. Large yard area for a family ball game.

Camp Husky River Home

Address: Provided upon registration (Prospect, KY 40059)
Phone:  (502) 439-5852
Website: Visit Website


Camp Husky is a lovely, comfortable and spacious home overlooking the Ohio River, having a wall of glass opening onto a huge shaded deck. Open concept area has sunken seating area with wood-burning fireplace and large screen tv, fully-equipped kitchen, and dining area. Bedrooms are nicely appointed with 4 queen beds, twin daybed with trundle, twin aerobed and futon. Sleeps 10 and has a two night minimum. SAVE $$ by calling rather than booking online!

Private Prospect Flat

Address: Provided upon Registration (Prospect, KY)
Phone:  (817) 715-4019 | (801) 821-0039
Website: Visit Website


Sleeps 4 in this 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 are five chickens residing on the property as well and you are welcome to free farm fresh eggs! There is a fully stocked kitchen including a dishwasher. The main bedroom includes a work space area and two closets. Parking is free and there is a large parking area next to the Suite. We are located between Crestwood and Prospect and it is a 10 minute drive to either town where there are restaurants, grocery, and shopping options. The Walmart is located in Crestwood where you’ll also find Yew Dell Botanical Gardens, Kentucky Artisan Distillery, and 3rd Turn Brewing Oldham Gardens.

Main House at Hermitage Farm

Address: 10500 W. Highway 42, Goshen, KY 40026 (Directions)
Phone:  (502) 228-1426
Website: Visit Website


Situated on 700 acres of pristine farmland, Hermitage offers a private retreat outside the city. Hermitage is the perfect location to host weddings, meetings, receptions, retreats, or just an overnight getaway. Built in 1835, the historic home sleeps up to 14 guests and is luxuriously appointed with modern amenities. The interior of the Main House has a wonderful collection of contemporary art, similar to what you would find at Hermitage Farm’s sister property, 21c Museum Hotel. This exclusive home is available year-round for rental and is conveniently located only 20 miles from downtown Louisville. Check out our Hermitage Farm Page for information about their new restaurant, Barn8!

Check Out Our Popular Oldham KY Attractions – ALL Near Louisville!