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Cozy Studio Loft Cabin in the Woods Louisville, KY

Experience the Best of Both Worlds: Extreme Country Living within Louisville City Limits. Just a stone's throw from the city's hustle and bustle, yet surrounded by the tranquility of nature, this is the perfect home for anyone looking to have it all. Just 3 miles from Kroger grocery, bank, restaurants and a liquor store. Just 20 minutes from Downtown, Mohammad Ali Airport (SDF), Fairgrounds, Valhalla Golf Course, the infamous Bourbon Trails and many other famous sites in the Louisville area.

Captain's Cabin: Bourbon Trail, History & Romance

Your own log cabin on a wooded hillside with gourmet breakfast served to your door (on weekends)! It's been the location for 5 movies, including Lifetime! Period furnishings and modern conveniences make this an unforgettable retreat. A massive stone fireplace creates a quiet ambiance. Watch wildlife by the lake, creek or from back porch swings. Comfy bed, luxury sheets, high-speed internet, bluetooth stereo and special touches make your stay magical! Ask for Cooking With Bourbon Experience.

Top 1%• Yard + Porch • 3BR • Peppermint Cottage

Step into Peppermint Cottage ( breakfast included) and find the perfect blend of convenience and charm! Just 20 minutes from SDF airport, Churchill Downs, and downtown Louisville, this trendy east end haven offers an irresistible walkable lifestyle. Stroll or bike to 18 mouth watering restaurants, 14 unique boutiques, 3 pools and YMCA. Enjoy lakeside fishing, Sunday farmers markets, summer concerts, parks and summer Friday food trucks with live music . Your Louisville adventure awaits !

"Cheers Town Centre Retreat" - Norton Commons

Modern Glamour in an Urban Like Setting: Walkable Town Centre Retreat Welcome to your luxurious getaway in the heart of Norton Common’s charming town centre. Nestled in a contemporary community designed with timeless architecture, our sleek and glamorous condo has been thoughtfully curated to create a space that feels both stylish and welcoming. Walk out the front door for a vibrant community full of life. Book now for the best of both worlds – historic charm and contemporary luxury.

The Dotti Airstream @ Progress Park in Derby City

Dotti is 16ft Bambi Airstream & sleeps 2 adults. Everything you need is already here. Enjoy your own private space PLUS access to boating, games, & more, all included with your stay. Dotti is our smallest offering, but has TONS of charm. Including a large covered patio with a swing bed! Please note Dotti does not have hot water. Progress Park has 11 total units on site. 2 houses, 8 airstreams & a bunk house. *KY DERBY IS A 3 NIGHT MIN OF THURS-SUN. NO CHECKINS ON FRI OR SAT.

Shepherdsville Cozy Home with Lakeside views

**Welcome to Your Cozy Kentucky Retreat!** Escape to tranquility in this charming, fully furnished home nestled right on the lake. Perfectly suited for both a peaceful weekend getaway or an extended stay, this property offers all the comforts of home with a touch of Southern hospitality. Book now to experience the ideal Kentucky retreat and make lasting memories! We have 4 bedrooms in our home, all are upstairs. We look forward to hosting you and ensuring you have a wonderful stay!

Sunsets on Bourbon Street! Waterfront views!

This lakefront home in Shepherdsville, KY, combines comfort and charm with New Orleans-inspired décor and bourbon accents. Featuring 4 bedrooms, 3 baths, a fully stocked kitchen, and spacious living areas, it’s perfect for families or groups. Outdoors, enjoy a covered deck, grills, and a dock with a bar, hammock, and fishing poles. Neighborhood amenities include a pool, playground, and clubhouse. Relax, fish, or savor sunsets—this home offers the ultimate getaway experience!

8 Min to Bourbon Fest | 6 Kings + Hot Tub

• Spacious 5BR, 5BA home—great for groups • 1st floor: king bedroom + full bath in hallway • 2nd floor: two king en-suites + queen w/ hall bath • Walkout basement: two king beds w/ privacy curtains, full bath + living room • Hot tub • Fast Wi-Fi • Easy street parking • Minutes to Expo Center, Churchill Downs & Downtown • Derby, Bourbon & Beyond & Louder Than Life guests must inquire first, strict cancellation policy required. • Rental agreement + damage deposit required

Beautiful RiverHouse with Elevator and Water Views

Beautiful water views with this spacious home on the river close to downtown Louisville and Jeffersonville! Gorgeous sunrises can be seen most mornings! The beautiful East end bridge overlooks the water view. Everyone can enjoy this 4 bedroom 3 1/2 bath home that can sleep 14 people comfortably and has an elevator. All 3 stories of this home have breathtaking views of the river. There are lots of games for family and a Pickleball court available by reservation.

Charming Pond-View Cottage w/ Loft Bed

Relax in peace at this adorable one-bedroom getaway, located just minutes from Louisville and downtown New Albany. This unique cottage is the perfect place to stay while on business or just for the heck of it! With amazing views and a private pond to fish (catch and release only) in, you'll love it. Whether you're on a road trip and need a cozy place to stay the night or prefer a unique space over a hotel - this is for you!

Home near Downtown Louisville

This charming property combines all the best that Southern, IN has to offer; the combination of a relaxing place and quick access to Downtown Louisville, KY. We are less than 12 minutes from the Yum Center, great restaurants, a short drive to Churchill Downs and the Ohio River waterfront events. While at home, enjoy outdoor spaces with tall trees, you can grill out, bird watch and relax!

Ohio River Views • 3BR Home + Game Room near DT!

Welcome to your riverside getaway along the Ohio River. This spacious 3BR, 2BA home offers rustic charm with modern comfort. Relax on the porch with river views, cozy up by the fireplace, or grill and dine outdoors. Enjoy two king and two queen hybrid memory-foam beds plus a game room with arcade games and a poker table. Walk to downtown Jeffersonville or take a short drive to Louisville.