Holiday rentals in Greenville

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Top-rated holiday rentals in Greenville

Guests agree: these stays are highly rated for location, cleanliness and more.

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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
4.95 out of 5 average rating, 129 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.

Top guest favourite
A modern cabin features a large deck surrounded by lush greenery, showcasing expansive glass windows that provide ample natural light. The structure has a sloped roof and is partially nestled among tall trees, highlighting the serene forest setting.
Cabin in New Pekin
4.96 out of 5 average rating, 107 reviews

Anjuna House - a Scandi riverfront forest getaway

Welcome to the enchanting retreat of "Anjuna," nestled among a sprawling forest in the heart of southern Indiana. This modern 4-bedroom, 3 bathroom luxury cabin features 14' floor-to-ceiling windows, and 1000+ sqft deck! Outside there are 12 acres of forest to explore, an outdoor shower and a tranquil river which meanders through the property. Anjuna is near Knobstone trail, Marengo Cave, and the bourbon trail in Louisville. Bring family, friends or just yourself to relax or explore at Anjuna!

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
4.98 out of 5 average rating, 304 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.

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
4.92 out of 5 average rating, 240 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!

Top guest favourite
Guest house in Hardinsburg
4.96 out of 5 average rating, 360 reviews

Little Cabin in the Woods - Bent not Broken

Discover your next FAVORITE place to visit. Welcome to Always Ranch LLC where this unique, tiny cabin offers you a tranquil spot to relax and unwind. You will be surrounded by nature as we live on a horse ranch. The cabin may look crooked, but the inside it is rustic and warming. See our Guide Book for close by suggestions. We aren't too far away from local attractions. The kitchenette includes mini fridge, microwave, double hot plate and, grill on the outdoor firepit or grill.

Top guest favourite
Home in Jeffersonville
4.95 out of 5 average rating, 100 reviews

Beachfront River Cottage

Escape to our Beachfront River Cottage for tranquility and breathtaking panoramic views of the Ohio River. Whether you're here for the Kentucky Derby, Music Festivals or a quiet weekend away, this charming retreat offers the rare luxury of a private beach and modern comforts. Featuring a glass-enclosed, AC/Heated porch—perfect for morning coffee or sunset dinners year-round. Equipped with a full-size gas grill, Adirondack chairs, a picnic table, and a fire pit for cozy evenings.

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, 387 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.

Top guest favourite
A cozy living area features wooden walls and a stone fireplace, creating a rustic ambiance. Comfortable seating includes a couch and two armchairs, with a coffee table placed centrally. Natural light enters through a window, highlighting decorative elements and a soft area rug on the floor.
Cabin in New Albany
4.94 out of 5 average rating, 119 reviews

The Writer’s Den

Take it easy at this unique and tranquil cabin getaway. Nestled on a wooded hillside overlooking the Louisville skyline, The Writer’s Den is a great place to call home. Located just off interstate 64 and 10 minutes from downtown Louisville, the cabin gives peaceful seclusion and location convenience for those looking to explore the area. With a screened in porch, back deck lounge, loft space and all the comfort amenities, you’ll be on your way to writing the next great novel!

Top guest favourite
Dome in Mount Washington
4.98 out of 5 average rating, 250 reviews

My Old Kentucky Dome

An elevated camping “glamping” experience. This brand-new one of a kind geodesic dome is located on a private road that leads you to an overlook featuring one of the most beautiful countryside views in Kentucky. While this getaway experience is nestled deep in the woods, it is also a close drive to all the conveniences you can imagine. This is an off the grid outdoor experience with a ½ mile gravel road including a steep hill. AWD or 4WD advised.

Guest favourite
A cozy bedroom features a spacious bed with a textured white coverlet. An illuminated headboard casts a soft glow, while a decorative tray with a candle and a small plant is placed on the bed. Black and white accents enhance the calming atmosphere.
Flat in Clarksville
4.99 out of 5 average rating, 106 reviews

Flawlezz Stays

Kick back and relax in this calm, stylish space. Flawlezz Stays provides a home away from home, with gorgeous views of the downtown louisville skyline. This unit is very spacious, safe, very clean and accommodated with everything you will need during your luxurious stay. It's rooftop accessible with a entertainment hub and more. Scenic trails along the Falls of Ohio State Park. Some of the best restaurants just minutes away.

Guest favourite
A cabin is nestled among lush trees, revealing a stacked stone chimney and a spacious deck in the foreground. A nearby rustic structure hints at additional charm, with gravel pathways leading to the entrance, surrounded by the tranquility of nature.
Cabin in Paoli
4.96 out of 5 average rating, 114 reviews

Patoka River Hideaway

Take it easy at this cabin in the woods! If you are looking for a peaceful getaway nestled in the woods, you have found it! Located between Paoli and English this cabin sits back in the woods where you can see and hear the Patoka River flowing through. Sit out on the deck and enjoy our hot tub or firepit and relax! Enjoy your stay as a couple or small group to unplug and reconnect.

Top guest favourite
A restored log cabin features a white lap board exterior and a red metal roof. A stone foundation and a welcoming porch are visible. Nearby, a bell mounted on a wooden post stands beside a manicured lawn, surrounded by open crop land.
Cabin in Corydon
4.98 out of 5 average rating, 118 reviews

The Crecelius Cabin

Restored log cabin covered with white lap boards on outside is located on a county road in a rural community. 10 minutes from Historic Corydon with its many shops and sights to see with a Walmart near by. A small creek close by is great for canoeing, fishing and several caverns and wineries are in the area for you to enjoy.

Popular amenities for Greenville holiday rentals

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