Holiday rentals in Greenville

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Top-rated holiday rentals in Greenville

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Top guest favourite
A brick exterior home is shown with a manicured lawn and two trees lining the driveway. A solar panel system is installed on the roof. A single-car garage is visible, along with a sleek electric vehicle parked in the driveway.
Guest suite in Floyds Knobs
4.94 out of 5 average rating, 108 reviews

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.

Guest favourite
A charming log cabin is framed by lush green trees, showcasing a warm exterior with a stone chimney. Rocking chairs are placed on the front porch, surrounded by vibrant flowers and a neatly maintained garden path leading to the entrance.
Cabin in Louisville
4.95 out of 5 average rating, 349 reviews

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 guest favourite
The exterior of the stone cabin is framed by lush greenery and flowering plants. Sunlight casts soft shadows across the textured stone walls. A decorative statue stands on a pedestal near the entrance, complementing the natural surroundings.
Cabin in Louisville
4.99 out of 5 average rating, 242 reviews

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.

Top guest favourite
The cabin's exterior exhibits a rustic charm with unique angles and a mix of textures. Wooden walls are complemented by a metal roof, while multiple windows add character. A simple porch with log railings invites relaxation, surrounded by lush greenery.
Guest house in Hardinsburg
4.96 out of 5 average rating, 307 reviews

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

Guest favourite
A comfortable living area features a soft gray sofa adorned with decorative pillows and a textured throw blanket. A small tray with a flower vase sits on one arm of the sofa. The room is open to a kitchen area visible in the background, illuminated by natural light.
Flat in Corydon
4.96 out of 5 average rating, 274 reviews

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.

Guest favourite
A green barn structure with a metal roof is visible. The building features multiple windows and doors on the front, surrounded by well-kept grass and trees. A circular driveway approaches the barn, enhancing accessibility.
Guest house in Georgetown
4.93 out of 5 average rating, 230 reviews

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!

Guest favourite
The log cabin is illuminated at night, showcasing its rustic charm. A spacious covered front porch features several wooden chairs and hanging decorations. Lush greenery and mature shrubs surround the cabin, enhancing the serene country setting.
Cabin in Salem
4.91 out of 5 average rating, 364 reviews

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.

Superhost
A cozy living area features a light beige sectional sofa adorned with a white pillow and a brown accent pillow. A sleek stainless steel refrigerator stands beside modern kitchen cabinetry. Two framed artworks depicting serene waves are displayed on the wall, enhancing the inviting space.
Flat in Clarksville
4.84 out of 5 average rating, 102 reviews

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!

Guest favourite
An inviting open living space showcases exposed brick walls and wooden beams. A comfortable leather sofa faces a large television, while a dining table with chairs occupies one corner. Natural light streams through large windows, enhancing the warm atmosphere of the room.
Home in New Albany
4.96 out of 5 average rating, 108 reviews

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.

Top guest favourite
Dome in Vevay
4.97 out of 5 average rating, 158 reviews

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.

Guest favourite
An outdoor area features a cozy gazebo with soft lighting, surrounded by lounge furniture. A hot tub with illuminated water sits nearby, while decorative stones and plants add to the tranquil environment. Fenced in for privacy, this space is ideal for relaxation.
Home in New Albany
4.95 out of 5 average rating, 174 reviews

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!

Superhost
A charming exterior showcases a classic white house with a pitched roof and contrasting yellow door. The porch is accessed by a set of stairs, and a green chair is positioned to the side. Nearby, a utility pole stands against a clear blue sky.
Flat in New Albany
4.83 out of 5 average rating, 149 reviews

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

  1. Airbnb
  2. United States
  3. Indiana
  4. Floyd County
  5. Greenville