Holiday rentals in Leavenworth

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!

Ohio River Retreat (Relax Riverside With Us)

Needing a rural place to get away? This cozy 1 1/2 story, 3 bedroom, 2 bath house that sleeps 8 has a front row seat to the beauty of The Ohio River. Relax on one of our decks, relax river side by the outdoor fire pit, or watch the barge traffic from inside. The house sits within minutes of The Hoosier National Forest offering hiking / fishing and a peaceful atmosphere, 50 minutes from Holiday World, and 55 minutes from French Lick. (Pet Friendly / Strong WIFI / Gas Grill, NO WATER ACCESS)

Picturesque Camper on Little Blue River

RV on the river. This spacious camper has a 1-bedroom with queen bed. Step inside and be greeted by a soothing atmosphere that will make you feel right at home. Fall in love with Leavenworth and enjoy the magic it has to offer. Located on Little Blue River and the mouth of the Ohio River. Enjoy relaxing on the deck or by the firepit. Private boat dock is perfect for fishing, watching all the water activities, kayaking, or for your own boat. Hunters can enjoy the nearby Hoosier National Forest

Isaak's Hideaway -Beautiful Views for every season

Isaak's Hideaway is a spacious cedar log cabin with expansive windows overlooking the Ohio River and surrounded by Hoosier National Forest in Magnet, IN. Sleeping up to eight, this cabin is ready to entertain a houseful of family and friends. Enjoy the amazing river view and barge traffic while relaxing at the stone fire pit or lounging in the hot tub. Also, located about 50 minutes from Holiday World. Freshly painted with all new appliances! Also check out Pop's Hideaway - Magnet, IN.

The Historic Haven- Cozy retreat near the Overlook

Escape the noise and step into small-town charm in this renovated historic retreat - just steps from a one-of-a-kind general store that feels like a step back in time. The Overlook Restaurant is just down the road with delicious food and stunning views of the Ohio River. It is also close to the Dock Restaurant and Bar (live music on select weekends!), national forestry, Blue River kayaking, and the Marengo and Wyandotte caves. Perfect for nature lovers, adventurers, or a peaceful getaway.

Cozy Cabin

Welcome to isolation from our crazy world. Here at our cabin, you be will able to unwind and relax. The entire property has been recently renovated for everyone to enjoy. Come out and enjoy a bonfire or relax on the porch with book in hand. There are multiple wineries close by, as well as a very scenic hiking trail at Hemlock Cliffs. Both, Holiday World and French Lick are a 35 min. drive which boasts tons of fun activities. Patoka Lake is also 15 min. away to the southern boat ramps.

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.

BIG TIMBER RIVER CABINS, "The Hawk's Nest"

The Hawk's Nest is a newly-built, authentic, hand-crafted log cabin with all the modern amenities. It sits on a bluff overlooking the Ohio River and serene Kentucky farmland. Located 5 minutes from I-64 in Crawford County Indiana, the cabin is easy to reach. The site is park-like & private, although not totally secluded. The cabin contains a full bath & kitchen. It also has heat/AC, TV, gas grill & private hot tub. Rent a cabin, relax, and watch the river boats float by!

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!

Ruby's Retreat- In Historic Downtown Corydon, IN

Ruby's Retreat, named for our younger daughter, is a NEWLY RENOVATED 2 Bedroom, 1 Bathroom upper level apartment. It's perfect for small groups, couples, or business travelers. It's much larger and certainly more comfortable than your typical hotel room. Located in the downtown historic district, it's walking distance to dining, shopping, and more! As avid travelers, we strive to offer THE BEST experiences for short and long-term stays. We look forward to hosting you! 

The Oswell Wright House Circa 1890

Cira 1890 The Oswell Wright home features a Historic Marker that tells the story of the Brandenburg Affair, There are 2 bedrooms and 1 bath located on the second floor so must be able to use stairs. The kitchen & living room are on the first floor. This home is located 2 blocks from downtown historic Corydon, shopping & dinning. The gas is shut off to cook stove and oven for safety. You are welcome to use the wood burning fire pit at the back of yard.

Renovated 3BR Family Home | King Bed Master

Welcome to your peaceful retreat in Depauw, Indiana! This newly renovated 3-bedroom home offers the perfect blend of modern comfort and small-town charm, ideal for families, couples, or small groups seeking space, quiet, and convenience. Inside, you’ll enjoy an open floor plan, a fully stocked kitchen, smart TVs, fast Wi-Fi, and cozy bedrooms. Outside, a private backyard invites you to relax, grill out, or watch the stars in a quiet rural setting.