Pet-friendly holiday rentals in Oldham County

5 Stars Sweet Retreat Wheelchair Accessible

Former bakery completely renovated into a "sweet retreat" for your visit to La Grange, the Kindness Capital of Kentucky! Just steps from the only railroad that still runs down an active Main Street. Wheelchair accessible—two bedrooms, two tiled baths, sleeps 8. Historic Downtown La Grange boasts unique shops, restaurants, a train viewing tower with over 30 trains/day, parks and the Alley Loop (a fun interactive art walk). Nearby horse farms, Churchill Downs, Bourbon Trail, 20 mins to Louisville.

The Log Cabin at StoneLedge

Please note the Log Cabin is a private home BUT the entire cabin is not avaliable for use when booking 4 guest or less. Nestled on an expansive 80 acre horse farm the log cabin 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. The Log Cabin is 10 minutes off of I71 exit 22. Less than 3 minutes to Ashbourne Farm & approximately 10 minutes to Hermitage Farm. ***PLEASE READ THE ENTIRE LISTING

SuperHost ~ Modern Retreat Near Louisville!

🎯 Prime Location: 🏡 Minutes from Louisville's Top Attractions – Explore vibrant dining, shopping, and entertainment options. 🌳 Close to Scenic Parks & Trails – Perfect for outdoor adventures. ⛳ Near Prestigious Golf Courses – Tee off just a short drive away. 🚗 Easy Access to Highways – Quick trips to downtown Louisville, Bardstown, and local hotspots. Whether you're visiting for work, leisure, or relaxation, this getaway offers the perfect home base. 🛏 Book now and create memories!

Cozy Hideaway

You will love The Cozy Hideaway! A great place to rest and relax, also enjoy this great central location to explore Southern Indiana! Only 20 minutes to Jeffersonville & 20 minutes to the Lewis and Clark bridge to Louisville. Situated in between Charlestown and New Washington. Very near beautiful hiking at Charlestown State Park or head up the Ohio river scenic by-way to Clifty Falls State Park in Madison, Indiana. We are dog friendly , only one dog and a pet fee required.

12 Guest/Top Area /Families/Park

Welcome to our Family Airbnb 1- Great Location in residential neighborhood 2- 20 Min to Kentucky Derby Museum 3 - 20 Min to Louisville Mega Caverns 4- 15 Min Evan William Bourbon 5- 20 Min Churchill Down 6- Designed for 2 guests (3 Queen Bed, 1 double Bunk bed, 1 Queen Air Mattress) 7- Free Parking (2 Cars Inside and 2 Cars Outside) 8- Fully Equipped Kitchen 9- Fast Wi-Fi 10- Quiet and Safe Area 11- Private Patio 12-24/7 Available Host 13- 2 Smart TVs 14- Laundry In Unit

No Guests Fees, NEW, Bourbon, Horses, Golf Nearby

Your perfect Bourbon & Equestrian Escape in Norton Commons awaits! This charming home in Prospect, KY is just minutes from the prestigious Glen Oaks Country Club and a short drive to top bourbon distilleries and horse farms. Enjoy local dining, shopping, parks, and live entertainment nearby, with fitness options at the YMCA. Explore the Bourbon Trail, visit Churchill Downs, or unwind with a round of golf—all within reach. Book now for an unforgettable Kentucky getaway!

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.

Warm & Cozy River Retreat: Fire Pit, Pirate Ship,

Make memories and experience life on the River! Welcome home to 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 magical views, the sounds and the breeze while sipping your coffee and enjoying the first row seat views and making memories. Welcome to the River Life!

Riverfront Cottage

Wake up to peaceful Ohio River views at this charming 2-bed, 1 bath waterfront cottage, where mornings start with coffee on the screened porch and evenings end watching the sunset over the water. With private dock access, cozy indoor spaces, and a quiet setting just 25 minutes from downtown Louisville, this home is perfect for couples, small families, or anyone looking to unplug and relax by the river.

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.

Tack House Private Retreat fully stocked

In the heart of horse country, lays a quaint and private 8 Stall HorseBarn with a Carriage House-- turned cozy living space. Includes a King size bed and room, full kitchen, shower, washer and dryer. Two Smart Tvs! And plenty of fenced in area for your dog!

Luxury Apartment/Near Louisville/EV Charger

Welcome to this stylish & tastefully decorated 2 bedroom/2 full bathroom 2nd floor apartment! Centrally located to Louisville, Cincinatti, the Kentucky Bourbon Trail, wedding venues, Churchill Downs is just 25 minutes away! And so much more!