
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.

Blue River Bungalow, Milltown, In.
This newly renovated home was an early post offices in Milltown. It is now a paddlers dream! All surfaces are new and compliment the vintage patina of the building. Guests are just one block from Cave Country Canoes and only steps away from the beautiful Blue River. The Bungalow includes an outdoor patio and private parking. Even though the location is downtown, it is quiet and private. Maxine's Market and Blue River Liquors are all just a short walk. Very close to lots of outdoor activites

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!

The White Rose of Starlight
The White Rose of Starlight is a one bedroom, one bathroom apartment with private access and is perfect for a weekend getaway or a week stay. We are just minutes away from popular Starlight destinations, Huber's Restaurant, Huber’s Lake House, and Huber’s Winery, making it the perfect location for guests attending events or visiting for a weekend getaway. While we are in a country setting, our location is only 15-30 mins to many local attractions around the SO IN/Louisville area.

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.

Modern stay overlooking downtown
Forget your worries in this Luxury spacious and serene space. Make yourself at home! Relax in the unique 1Bedroom Queen size bed with Restaurants and smoothie bar in building! you’ll be close to Restaurants alongside the Ohio river, Kfc Yum Center, Downtown Walking bridge , Deserts , bars , music and more! Great wifi, meeting rooms open 24/7 charging stations for your electric vehicle! Last but not least Beautiful overlook of downtown Louisville on charming rooftop patio!

The Green House in Downtown
Newly renovated 1920s shotgun house in Downtown New albany. Perfect for those who want the convenience of being in the middle of it all, but still want an authentic and stylish oasis to relax in. Comes with all the amenities you would expect for a convenient stay including fully equipped kitchen, private back yard, off street parking, and self check-in. Walk or Bike your way to many local restaurants, shops, or take the byway to enjoy the scenic Ohio River.

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.

*Walk to Churchill Downs!*Close to Expo, UL, YUM!
This house just went under a full renovation! Everything is new and awaits your stay. This property is only .4 miles away from the historic Churchill Downs! A quick Uber or cab ride will get you to 4th Street Live, the Highlands, Frankfort Ave, and many more attractions. We are also only 1.9 miles away from the Kentucky Fair and Expo Center which hosts events every week, concerts, Kentucky Kingdom amusement park, and the state fair.
Popular amenities for Greenville holiday rentals
Other great holiday rentals in Greenville

Private Studio Suite Retreat

*NEW* "Place of Peace" Private Guest house

Blue River House 1890

Walking Bridge, Putt Putt House

"The Black Pearl" Luxury 2 bed 2.5 bath Penthouse

The Curated Chateau—short drive to Louisville

Hummingbird Vine w/ Hot Tub

Albin's Hidden Gem
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