
Holiday rentals in Greenville
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Top-rated holiday rentals in Greenville
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Walkout Basement Unit - Private Entrance
Relax with the whole family in this peaceful place to stay in the beautiful Floyds Knobs area. 2 Bedrooms, 1 Bath, full kitchen with brand new appliances, huge living room area, patio with views of the woods, and a campsite down by the stream fed from a fresh water spring. Parking for 3 cars in the driveway, **owners live in the main residence upstairs **, so finding help with any questions about the area or anything you need can be addressed very quickly. No access to/from main home upstairs.

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.

Historic Cabin by Bourbon Trail
Historic, unique, tasteful and serene - the Edward Tyler house, ca. 1783, is a stone cabin 20 minutes SE of Louisville on 13 acre estate. Near the famous bourbon trail, rental includes full cabin and large screen porch overlooking pond with fountain. First floor has living/dining/kitchen space with small sofa bed and stone fireplace (gas); queen bed and full bath on second floor. American and European antique furnishings and fine art welcome you to fully updated home with central HVAC.

Once Upon a Time little Cabin in the Woods
Welcome to Always Ranch where this unique tiny cabin offers you a tranquil spot to relax. You will be surrounded by nature and off the beaten path. The cabin may look like a lean to but the inside is rustic and warming. We are located 20 minutes form Salem, 20 minutes from Paoli and Paoli Peak, and 35 minutes from Frenchlick Casino The kitchenette includes mini fridge, microwave, double hot plate and, grill on the outdoor firepit or grill. Boats are NOT available for guests at this time

Ellie's Escape - In Historic Corydon, IN
Ellie's Escape is named for our oldest daughter who loves to travel. She has traveled with us since she was an infant and will pick up in a moment's notice to hit the road. This completely renovated and updated 1 Bedroom ground floor apartment is part of a historic home built in 1900. At nearly 1,000 square feet, it is much larger and certainly more comfortable than your typical hotel room. Located in the downtown historic district, it is walking distance to shops, restaurants and more.

Indian Creek Barn Cottage w/ EV & RV Charger
Private barn cottage in the knobs of Kentuckiana located on a 12 acre horse farm, recently renovated into a cozy comfortable space. The barn cottage is private space with 500 sqft, fully furnished 1 bedroom, 1 bath with living area, kitchenette equipped with a microwave, toaster, coffee maker, and mini refrigerator. Located just outside of New Albany, IN and less than 15 minutes to Louisville, KY allowing for the relaxation of the countryside, while also enjoying the city attractions!

Dee's Country Cabin
Historic hand hued log cabin with modern amenities. The large lawn is a park like setting that includes a charcoal grill, fire pit and picnic table perfect for cookouts and s'mores! Quiet getaway where guests can simply relax away from the city lights and noise. 15 minutes from Salem, 30 minutes from Paoli Peaks, 45 minutes from French Lick Casino or Louisville, Ky. Several parks within an hour or less drive that offer fishing, swimming, hiking, caves, biking, and canoeing.

Beach Vibe close to Museum Row
Grand Opening!!! 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!

Industrial Gaming House firepit
Only a 1 min drive to the revitalized heart of New Albany and short 7 minute drive to downtown Louisville. This stylish 2 br 1 1/2 ba loft like flat was a grocery in the early 1900s. It was renovated to bring back the exposed brick wall, beams and knotty wood floors. The-remodeled bathroom has a new soaking tub and stand in shower. The middle BR also has a futon that pulls out to sleep 2 more. There is also an outdoor firepit on a paved area.

Hilltop Dome, 42 secluded acres in nature
Our Geodome is tucked away on 42 private acres exclusively for you and your guest Enjoy the stars at night, fire pit, hot tub, high speed internet, washer dryer, heat and air-conditioning and all the amenities. We are conveniently located within 15 miles of Madison, IN, Vevay, IN, Clifty Falls, Belterra Casino, also within 62 miles of Cincinnati and Louisville.

king bed and oasis backyard with hot tub
Our two bedroom house is ideal for two couples traveling with our individual Queen and King bedroom. We have one big screen TV in the living room with spacious seating for everyone. Our fully fenced outdoors can’t be missed with our new hot tub and lounge area with Gazebo in the day, or our wood burning fire pit at night is ideal for this time of year!

cellar hideaway
Studio apartment is unique and inviting. Plan a mini breakaway in this private basement retreat. New 55” TV with Netflix access or perhaps a Rip Van Winkle rest on the Queen size bed (hmmmmm so comfortable). Love to cuddle under airy light soft comforter & blankets. Walk, or drive, to stores & restaurants about 5/6 blocks away.
Popular amenities for Greenville holiday rentals
Other great holiday rentals in Greenville

The White Rose of Starlight

Cozy Studio in Brooks

Walking Bridge, Putt Putt House

Charming Pond-View Cottage w/ Loft Bed

Bourbon City - Nulu

"The Black Pearl" Luxury 2 bed 2.5 bath Penthouse

The Cottage at Jackson Croft

Bourbon Trail Cabin | Sleeps 10 | A+ Rated Comfort
Destinations to explore
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- Kentucky Kingdom & Hurricane Bay
- Kentucky Derby Museum
- Valhalla Golf Club
- Muhammad Ali Center
- Angel's Envy Distillery
- Louisville Slugger Field
- Louisville Slugger Museum & Factory
- Heritage Hill Golf Club
- Turtle Run Winery
- Charlestown State Park
- Waterfront Park
- Kentucky Science Center
- Falls of the Ohio State Park
- Big Four Bridge
- River Run Family Water Park
- Frazier History Museum
- Big Spring Country Club
- Evan Williams Bourbon Experience
- Bruners Farm and Winery
- Best Vineyards