Vacation rentals in Leavenworth

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Top-rated vacation rentals in Leavenworth

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

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Top guest favourite

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

LocationFamilyWalkability

5.0 out of 5 average rating, 19 reviews

Guest favourite

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

ValueLocationNearby

4.95 out of 5 average rating, 120 reviews

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

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!

LocationFamilyCondition

4.97 out of 5 average rating, 115 reviews

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

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)

LocationValueParking

4.93 out of 5 average rating, 194 reviews

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

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.

LocationValueBackyard

4.92 out of 5 average rating, 263 reviews

Guest favourite

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.

LocationValueView

4.85 out of 5 average rating, 27 reviews

Top 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.

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.

ValueFamilyHiking

4.95 out of 5 average rating, 303 reviews

Top guest favourite

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.

ValueLocationWifi

4.97 out of 5 average rating, 380 reviews

Guest favourite

Cabin in Leavenworth

Luxurious cabin on Little Blue River and the Ohio

Kick back & relax in this calm, stylish cabin, situated on Little Blue River. This cabin offers a one bedroom open concept with a king size bed, fully equipped kitchen, luxurious amenities, covered Hot Tub, private boat dock, firepit, indoor fireplace, lighted deck, use of 2 kayaks, firewood, & peace & quiet surroundings. 45 min. from Patoka Lake & Winery, Holiday World, & Turtle Run Winery. 30 min. from Cave Country Canoes, Marengo Cave, .10 min. from The Overlook Restaurant.

LocationRiverHospitality

5.0 out of 5 average rating, 6 reviews

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

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!

LocationFamilyQuiet

4.97 out of 5 average rating, 131 reviews

Superhost

Cabin in Payneville

The Cabin at Blue Spring

Welcome to The Cabin at Blue Spring, a log cabin retreat tucked into the countryside of Kentucky’s Ohio River Valley. Surrounded by rolling fields with woods on a working farm, it’s a place to slow down and reconnect. Sip coffee on the porch, take in the views, watch the cows graze or gather around the fire. With Ohio River access less than 2 miles away, authentic cabin character and room to gather, it’s a memorable escape for family and friends.

LocationHospitalityOutdoor spaces

5.0 out of 5 average rating, 4 reviews

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

Riversong- Timberframe Cabin

Take it easy at this unique and tranquil getaway. The Riversong Cabin is a newly built Timberframe in 2023 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.

ValueLocationParks

4.95 out of 5 average rating, 80 reviews