Holiday houses in Leavenworth

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Top-rated holiday rentals in Leavenworth

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Top Guest favourite
A gravel parking area is surrounded by lush trees, with a cabin visible in the background. Adirondack chairs are arranged around a fire pit in the foreground, creating a space for gathering. Bright blue skies with scattered clouds enhance the serene atmosphere.
Cabin in French Lick Township
4.99 out of 5 average rating, 207 reviews

Serenity Acres

Over 5 acres of pure serenity, just the sound of nature all around you! Beautiful Tucker Lake with hiking trail all around it just a mile away. This park like atmosphere has room for tents, RVs , boats, 4 wheelers and more. Just under 5 miles from the Fabulous French Lick and West Baden Resort town, but totally secluded.Cabin has two porches with rocker gliders and heavenly views. Cedar swing ,picnic table, fire pit with adirondack chairs for late night BBQs. Water park and boat rental, nearby

Top Guest favourite
A charming house with a triangular roof is set on a sloped landscape. Large windows provide ample natural light, while multiple white decks offer space to relax outdoors. A single blue chair is positioned on the deck, creating a tranquil spot to enjoy the surrounding nature.
Home in Magnet
4.96 out of 5 average rating, 178 reviews

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)

Guest favourite
A wooden gazebo frames a private swim spa nestled among the trees. The clear blue water is highlighted by splashes, suggesting recent use. Surrounding wood railings blend with the natural environment, offering a sense of seclusion and tranquility.
Cabin in Birdseye
4.91 out of 5 average rating, 116 reviews

Shaded Log Cabin/Swim Spa HOT all winter

Newly remodeled Log Cabin with new pillows, sheets, towels. Wooded property next to creek. Enjoy screened in front porch or the back deck with 14-foot Swimspa, fire pit & grill in quiet wooded setting. Free State Park pass saves $7 day. Downstairs Master with king bed. 2 queen beds in loft bedroom. Electric fireplace w/5 settings, AC/heat, High speed wifi/internet, SMART TV with Bluetooth sound bar, Direct TV, Washer/dryer. Ice maker. WE ALWAYS OFFER EARLY CHECKIN & CHECKOUTS WHEN AVAILABLE.

Guest favourite
The wooden cabin features a traditional design with a peaked roof and a red door. Surrounded by trees and under a clear sky, it is situated near the Ohio River, with gravel pathways leading to the entrance and an expansive view of the water visible in the background.
Cabin in Cannelton
4.92 out of 5 average rating, 252 reviews

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.

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.
Guesthouse in Hardinsburg
4.96 out of 5 average rating, 336 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
Home in Leavenworth
4.8 out of 5 average rating, 10 reviews

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.

Guest favourite
The log cabin is set on a hillside surrounded by trees, featuring a red metal roof and large windows. A wooden deck leads to the entry, providing views of the Ohio River and nearby farmland. The natural setting contributes to a peaceful ambiance.
Cabin in Leavenworth
4.97 out of 5 average rating, 129 reviews

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!

Guest favourite
A historic marker stands outside the Oswell Wright home, detailing the story of Oswell Wright, a free black man. The building displays a green exterior with red, white, and blue bunting, emphasizing its historical significance in the context of the Underground Railroad.
Home in Corydon
4.92 out of 5 average rating, 132 reviews

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.

Top Guest favourite
An open living area features a sectional sofa facing a wall-mounted TV. A dining table for four is positioned nearby, with modern light fixtures overhead. To the right, a kitchen is visible, showcasing stainless steel appliances and sleek cabinetry. A decorated tree adds a festive touch.
Home in Corydon
4.97 out of 5 average rating, 102 reviews

Brand New, Spacious 4BR/3BA Corydon Retreat

Welcome home to this brand new, cozy family retreat. Enjoy this private 4 bedroom/3 full bath home LESS than 5 mins to all the things to do in Historic Downtown Corydon, 15 mins to New Albany, 30 mins to Downtown Louisville, 40 mins to Holiday World. Gather in the main living room to watch a ball game or head downstairs to play on the arcade games. Cook in the fully equipped kitchen. This home has one outdoor patio. Come make memories!

Top Guest favourite
An inviting open space features rustic wooden beams and finishings, complemented by a comfortable gray sofa with decorative pillows. A central kitchen island is visible, along with a sliding wooden barn door. Light fixtures enhance the warm ambiance of the interior.
Cabin in Leavenworth
4.95 out of 5 average rating, 62 reviews

Riversong- Timberframe Cabin

Take it easy at this unique and tranquil getaway. The Riversong Cabin is a newly built Timberframe with gorgeous views overlooking The Ohio River. Large windows give multiple views of the surrounding landscape of Indiana and Kentucky. The Riversong also provides a private hot tub with beautiful expansive views to the East and to the West towards Horseshoe Bend. This cabin is located in the quaint little town of Leavenworth, Indiana.

Guest favourite
The modern kitchen features dark cabinetry, a spacious island with a double sink, and a tray containing snacks. Ambient lighting is provided by hanging pendant fixtures. Stainless steel appliances, including a microwave and refrigerator, enhance the contemporary design, while the open layout connects to the living area.
Apartment in Corydon
4.92 out of 5 average rating, 187 reviews

Deuward’s Den - In Historic Corydon, IN

Deuward's Den is named after my Father and Grandfather and we have tried to create an experience as unique as their name. This completely renovated and updated 1 Bedroom 2nd-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
The pastel purple tiny home features a wooden deck adorned with seating. A vibrant arrangement of potted flowers is positioned in the foreground, complementing the home's exterior. Large windows invite natural light, and an air conditioning unit is discreetly mounted on the side.
Campervan/RV in Louisville
4.82 out of 5 average rating, 303 reviews

Pastel Tiny Home • Romantic Retreat on 15 Acres

💖 Escape the city buzz without leaving Louisville. Wake up to 15 acres of rolling hills, explore mowed walking paths, and unwind on your private deck by the fire pit. Perfect for nature lovers and 'Louisville Loop' cyclists looking for a cozy, intentional stay. Experience the charm of country living—you’ll hear the occasional train and see our resident groundskeeper (my dad, Martin!) tending to the land.🌙🌿

Popular amenities for Leavenworth holiday rentals

  1. Airbnb
  2. United States
  3. Indiana
  4. Crawford County
  5. Leavenworth