Vacation Rentals near Louisville
Find Your Home Away From Home in Oldham Kentucky
Just 20 Minutes From Downtown Louisville
With the popularity of online travel agencies (OTAs), such as 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! Rest assured, ONLY vacation rentals that meet Oldham County’s strict Permit standards are listing here on the Oldham County Tourism website!
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, 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!
Don’t miss Oldham County’s newest outdoor seating at La Vigne Wine Bar in La Grange. 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!
The Boathouse
Address: Provided upon registration (Goshen, KY 40026)
Website: Visit Website
The Boathouse is located at the back of Tartan’s Landing Marina directly off of the Ohio River. The Boathouse can sleep up to 7 people (1 king bed, 2 queen beds, 1 XL twin bed). Has a full kitchen and 1 full bath. Enjoy the huge infinity edge pool (open May-October), hot tub, outdoor fire pit and a private boat ramp.
The Bourbon Rail
Address: Provided upon registration (La Grange, KY 40031)
Website: Visit Website
The Bourbon Rail is a 3 bedroom, 2.5 bathroom newly renovated home with a finished walkout basement. This home sleeps up to 8 guests with two king bedrooms and one full bedroom on the main level and a queen sofa sleeper in the walkout basement. Conveniently located within walking distance to restaurants, shopping and museums on Main Street La Grange.
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!
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!
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!
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.
Chic Cottage in Prestigious Prospect
Address: Provided upon registration (Prospect, KY 40059)
Website: Visit Website
A chic, southern gem! This cozy 3 bedroom, 2 bathroom home is idyllically located in prestigious Prospect. This recently renovated gem sits at the back of a private, nearly 5 acre lot, offering both tranquility and privacy! Offering 3 bedrooms, 2 full bathrooms, 2 living spaces, 1 sitting area, and a full dine in kitchen, this property is ideal for entertaining! With two patios, and one enclosed, this property is perfect for guests who enjoy both the indoor and outdoor lifestyles! Can accommodate 8 guests
The Cottage at StoneLedge
Address: Provided upon registration (La Grange, KY 40031)
Website: Visit Website
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.. This 2 bedroom cottage offers 1 king bed and 1 queen bed, full size equipped kitchen, private bath, laundry room, cable, internet & wireless connection. Smoking permitted outside. Located less than 30 minutes from downtown Louisville.
Entire Home in Crestwood
Address: Provided upon registration (Crestwood, KY 40014)
Website: Visit Website
Where location meets style on the bourbon trail! Centrally located in Crestwood, Ky, Guests have access to many distilleries & restaurants. Jefferson’s Bourbon Distillery is 5 minutes away & Louisville attractions are just 25 minutes away!
This beautifully decorated 3 bedroom home offers style and comfort featuring a fully stocked kitchen, large fenced yard, fire pit & HOT TUB! Accomodates 6 guests
Family Friendly Home with Pickleball Court!
Address: Provided upon registration (Crestwood, KY 40014)
Website: Visit Website
Newly renovated spacious spacious cape cod on 2 acres furnished with all modern amenities for your comfort. Guests have access to all three levels of the home as well numerous outdoor living areas. Entertainment for all ages! Pickleball, shuffleboard, poker table, bumper pool & MORE! Accommodates 8 guests
The Farmhouse at StoneLedge
Address: Provided upon registration (La Grange, KY 40031)
Website: Visit Website
This 3200 sq. ft. home with 6 bedrooms and 3.5 baths sleeps 16 people and is situated on a working 80 acre horse farm. Guest have access to 3 floors of the home and porches. Third floor has a full bath, 1 bedroom with a queen bed and a bunk style area with 3 full beds and a living area. 2nd floor has a master bedroom with a king size bed, full bath and television. 3 bedrooms with queen size beds and a full-size hall bathroom with double vanity. Located less than 30 minutes from downtown Louisville.
Fossil Creek Woodlands
Address: Provided upon registration (Pendelton, KY 40055)
Website: Visit Website
Fossil Creek provides a relaxing environment for family and friends to escape the hustle and bustle of every day life and enjoy beautiful Kentucky woodlands. The home is situated at the base of 65 wooded acres in Oldham County, Kentucky. It’s name comes from the plethora of fossils that can be seen in the creek that runs along the front of the property. Perfect for couples, families, reunions, retreats and church groups! Sleeps 12 guests
Goshen Crest Farm
Address: Provided upon registration (Goshen, KY 40026)
Website: Visit Website
Goshen Crest Farm offers spectacular river views in a private wooded area on 42 acres in beautiful Oldham County. Goshen Crest Manor is a private residence and serves as a lovely overnight destination for many travelers to Kentucky. The rental includes the residence, Goshen Crest Manor with stunning river views and the 8 acres surrounding the home. The Manor comfortably sleeps 12 guests in 6 bedrooms. 3 night minimum.
Hideaway on the River
Address: Provided upon registration (Prospect, KY 40059)
Website: Visit Website
Make memories and experience life on the River! Welcome to Hideaway on the River, a spacious house which boasts a private dock, covered decks, Coffee Bar, wet bar, pool table, Wifi6 High Speed internet, fire pit, Pirate Ship bed and 4K TVs throughout! Sit with family and friends around the fire pit making S’mores. Wake up to the magical views, sounds and breeze of the Ohio River. Can accommodate 8-10 guests. Pets allowed.
Highpointe Farm Cabins (6)
Address: Provided upon registration (La Grange, KY 40031)
Enjoy an experience like no other with a stay at one of 6 individual cabins situated in the heart of the 235 acre, HighPointe Farm and Training Center. Amish-built cabins sleep 4-6 guests with one bath. Enjoy fishing and boating on stocked ponds while surrounded by pastures and thoroughbred horses!
Cabin 1 Mint Julep | Cabin 2 American Pharoah | Cabin 3 Man O’War | Cabin 4 Secretariat | Cabin 5 Lexington | Cabin 6 Sea Biscuit
The Kitchen at StoneLedge (glamping)
Address: Provided upon registration (La Grange, KY 40031)
Website: Visit Website
Affectionately referred to as “The Kitchen”, this dwelling is positioned near a vibrant garden and has been used to procure the vegetation. This one room retreat is perfect for the traveler with glamping in mind. A Murphy’s bed provides a restful night sleep while an outdoor latrine is positioned close by. The spacious indoor area has a large island with colorful seating and a commercial size sink to accommodate a quick cleanup either for dishes or personal use.. Located less than 30 minutes from downtown Louisville.
The Lady Jinx NEW!
Address: Provided upon registration (La Grange, KY 40031)
Website: Visit Website
“The Lady Jinx” is a newly renovated 3 BR/2.5 Bath, Folk Victorian Home built in 1895. This 2-story has tons of character from the detailed wood trim to the stain glass windows to the original interior doors to the gorgeous wood floors. The home is located in quaint downtown La Grange, and is within walking distance to restaurants, shopping boutiques, museums, parks and entertainment with being only one block away! This home is great for wedding weekends, girls trips, guys getaways, couples adventures and much more! You can enjoy a glass of wine and listen to live music at La Vigne Wine Bar or grab a cup of coffee at La Grange Coffee Roasters and walk over to the Farmers Market on Tuesdays and Saturdays. Whether you are in town to check out the trains and museums, horse farms or distilleries, you are guaranteed to have a great time!
Little Piece of Heaven in Kentucky Horse Country
Address: Provided upon registration (Goshen, KY 40026)
Website: Visit Website
This is an original log cabin with modern amenities but never losing its charm set on a beautiful pastoral farm in the heart of the bluegrass surrounded by bison and horses. It is peaceful, refreshing and allows for full relaxation. The interior is filled with antiques, fine linens and a very high quality king bed for restful sleep. Small but useful kitchen and for added fun a claw foot tub placed next to a window overlooking the field. Accommodates 2 guests.
Magnolia Manor NEW!
Address: Provided upon registration (La Grange, KY 40031)
Website: Visit Website
Enjoy the ultimate country getaway at this stunning home that sets the standard for luxury and elegance along the famed Bourbon Trail. The interior spans 3,800+ sq. ft. across 2 levels of impeccably designed space and features 4 bedrooms, 5 king-size beds, and 3.5 baths to comfortably accommodate up to 10 guests. Set on over 3.5 peaceful acres of rolling lawns, the estate features a long list of lux amenities including in-ground pool, hot tub, speakeasy, fire ring area, & billiards room.
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!
Meadow House Cabin
Address: Provided upon Registration (La Grange, KY 40031)
Website: Visit Website
The Meadow House Cabin features one bedroom with a full bed, one full sized futon in the living room, a full mattress in the small loft (kids only) as well as a bathroom and shower and a completely furnished kitchen. Bath and bed linens are provided. Outdoor grill and fire pit are available including a firewood bundle. Enjoy the quiet and solitude of the woods and disconnect from the craziness of the outside world! Sleeps 6 guests
Moody Lane Place
Address: Provided upon Registration (Crestwood, KY 40014)
Website: Visit Website
Moody Lane Place is a available for temporary housing needs in beautiful Oldham County Kentucky. It’s perfect for individuals or families looking to buy and needing a comfortable place to stay while finding your next home. Or perhaps you’re a traveling professional who needs housing. Moody Lane Place is a cozy home with 2 full bathrooms, a spacious deck and fenced back yard. Two very comfortable king beds! Quick access to LaGrange and I-71 for commuters to Louisville. Accommodates 4 guests
The Nest
Address: Provided upon Registration (Crestwood, KY 40014)
Website: Visit Website
Welcome to THE NEST! Centrally located to great local restaurants, 3rd Turn Brewery at Oldham Gardens, Kentucky Artisan Distillery (home of Jefferson’s Ocean Bourbon), and beautiful Kentucky backroads; all while being easy to access from major highways. Your private retreat is sure to please. Newly built space with private parking. Warm, extremely comfortable beds, inviting space, and full kitchen & amenities. Accommodates 5 guests
Private Prospect Flat
Address: Provided upon Registration (Prospect, KY 40059)
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.
Prospect Guest House
Address: Provided upon Registration (Prospect, KY 40059)
Website: Visit Website
Take it easy at this unique and tranquil getaway. Newly remodeled, new bathroom and kitchenette. The owners 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, brand new sofas/pull out beds upstairs and downstairs. 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!
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.
Riverside Retreat- Boats & Pets Welcome!
Address: Provided upon registration (Prospect, KY 40059)
Website: Visit Website
Newly renovated! Gorgeous, all-season river view getaway with your own personal dock for boating or fishing. Beds for the whole fam. Complete kitchen with outdoor gas and charcoal grills. Nearby riverside dining, nature preserve, kayaking, golf, walking bridge to Indiana, horse farms & bourbon tours. 10 min to grocery, restaurants & fast food. 20 min to Downtown Louisville. Sleeps 6.
Shallow Creek Suite
Address: Provided upon registration (Prospect, KY 40059)
Website: Visit Website
Kick back and relax in this calm, stylish space. Whether you doing bourbon tours in our backyard, going to events at the Yum Center, or betting on horses at Churchhill Downs we are the location for you. This bespoke bo-ho design will give you a picture-perfect get away. Private entrance to this en-suite bedroom. Can accomodate 3
The Squirrel’s Nest NEW!
Address: Provided upon registration (La Grange, KY 40031)
Website: Visit Website
Welcome to the Squirrel’s Nest where you can relax and enjoy the country in this 3 bedroom, 2 bath home! Only 5 mins from historic downtown La Grange, 20 mins from Louisville – home of the Kentucky Derby and next door to the FRP-LaGrange Quarry, Oldham County’s adults-only swimming hole! The back patio overlooks the woods where you can watch deer, turkey & the squirrels play! The master bedroom has a queen bed, the second & third bedrooms have full beds. The kitchen is fully equipped. No pets. No parties. No events.
Windy Valley Farm
Address: Provided upon registration (Pendleton, KY 40055)
Website: Visit Website
This home is located on 8 secluded acres surrounded by woods & wildlife. A creek runs along the property with fire pit situated close by. Perfect for reading & relaxing during the day & listening to frogs, crickets & owls at night! This is the perfect getaway for couples, families, reunions & retreats! Accomodates 10 guests
The Yellow House at Floydsburg
Address: Provided upon registration (Crestwood, KY 40014)
Website: Visit Website
This Historic Home sits on 2.5 acres of a gorgeous park like setting in a convenient location! Your entire group will be comfortable in this spacious and unique property. Perfect for large family gatherings or guests coming in town for weddings as this property is close to many different wedding venues in the area, including Duncan Memorial Chapel, Bradshaw Duncan House, & Yew Dell Gardens, and only 25 minutes to downtown Louisville. Come relax & enjoy your Home Away from Home! Accommodates 12 guests