Vacation rentals in Leavenworth

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Top-rated vacation rentals in Leavenworth

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Top guest favorite

Home in Leavenworth

Turkey Fork Creek Retreat

Turkey Fork Creek, our roomy retreat features a large yard for pets and children, outdoor games, and a secluded setting (10 acres). The expansive deck overlooking the woods is a guest favorite, an ideal place to unwind with coffee or cocktails while taking in the views. Inside offers an open layout, comfortable seating, and a fully equipped kitchen. Nearby, explore kayaking, hiking, and local dining, or relax on the patio. Perfect for gatherings, celebrations, or a quiet escape any time of year

5.0 out of 5 average rating, 19 reviews

Guest favorite

An outdoor patio area features a concrete surface adorned with colorful furniture. Two teal chairs and a dark wicker seating set are arranged on a vibrant rug. Soft lighting is provided by hanging string lights. The entrance to the bungalow is framed by large windows.

Home in Milltown

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

4.95 out of 5 average rating, 118 reviews

Guest favorite

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

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)

4.93 out of 5 average rating, 192 reviews

Top guest favorite

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

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!

4.96 out of 5 average rating, 114 reviews

Guest favorite

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

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.

4.92 out of 5 average rating, 262 reviews

Guest favorite

Home in Leavenworth

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.

4.84 out of 5 average rating, 25 reviews

Top guest favorite

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.

Apartment in Corydon

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.

4.95 out of 5 average rating, 302 reviews

Top guest favorite

Guesthouse in Hardinsburg

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.

4.97 out of 5 average rating, 375 reviews

Guest favorite

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

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!

4.97 out of 5 average rating, 131 reviews

Guest favorite

A rustic cabin constructed from wood and stone is nestled among trees, with a front porch featuring a railing. Sunlight highlights the natural surroundings, and fallen leaves cover the ground, creating a serene outdoor environment.

Cabin in Derby

Derby Escape

Welcome to the rolling hills of Southern Indiana. Your escape from the day to day grind awaits. Our cabin was built in the 1800's and reassembled (with modern conveniences) in 1996. Ideal for the hunter, hiker, boater or fisherman. Thousands of acres of Hoosier National Forest, the Ohio River and it's tributaries all provide a one of a kind outdoor recreation experience. Or you can just sit next to the fire, enjoy the night sky and relax! Either way... Welcome to Derby.

4.95 out of 5 average rating, 276 reviews

Top guest favorite

A spacious living area features a brick fireplace with an American flag above it, complemented by dark leather furnishings. A coffee table centers the room on a patterned rug, while an open dining area is visible in the background, adorned with modern light fixtures.

Home in Lanesville

Cozy Retreat: Stocked Pond & Firepit near L'ville

Enjoy the cozy charm of this private retreat with a spacious backyard, a recently added large outdoor firepit area featuring a Yukon Solo Stove, and a fully stocked fishing pond right outside your door! Less than 1 mile from the Exit and 20 mins from downtown Louisville, KY. Inside, relax in a huge living room with electric fireplace, smart TV and devices, renovated kitchen and baths, plus a sunroom/office with stunning views and an extra-large driveway.

5.0 out of 5 average rating, 104 reviews

Top guest favorite

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

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!

4.97 out of 5 average rating, 115 reviews