Vacation rentals in Leopold

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Top-rated vacation rentals in Leopold

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

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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
4.96 out of 5 average rating, 102 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 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
4.96 out of 5 average rating, 182 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)

Top guest favorite
A view from above captures a six-person hot tub with inviting blue water. Nearby, a circle of Adirondack chairs surrounds a fire pit, all nestled in a wooded area illuminated by warm string lights hanging overhead.
Cabin in Eckerty
4.98 out of 5 average rating, 160 reviews

Whitetail Woods cabin w/ HOT TUB and Patoka pass

Relax with the whole family at this peaceful cabin minutes from Patoka Lake entrance, winery, distillery, brewery, and dining! Perfect for family adventures, romantic getaways, ladies' weekends, and hunting trips. The cabin is located in peaceful Grant Woods surrounded by gorgeous Southern Indiana nature. You'll love relaxing in the 6-person hot tub, rocking on the covered front porch, and roasting marshmallows around the backyard fire pit. Cabin is a short drive to French Lick/West Baden.

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
4.92 out of 5 average rating, 256 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 favorite
A spacious dining area features several wooden tables accompanied by comfortable chairs. Soft lighting is provided by ceiling fans overhead. Nearby, a cozy seating area includes a sofa and accent chairs, with a window allowing natural light to enhance the welcoming atmosphere.
Home in Evanston
4.99 out of 5 average rating, 122 reviews

Farm Stay with Sunset Views

This home is on a family farm in Spencer County, IN, just 15 minutes from Holiday World. It boasts open areas both inside and outside for family and friends to spend quality time together. We invite you to watch the cows graze and view the sunset from the back porch. Although the home is located on a rural gravel road, we are fortunate to provide fiber internet/WiFi and city water. The space comfortably sleeps 14 adults. 3 toddlers which don’t count toward occupancy. We offer 1 night stays

Top guest favorite
A cedar log home is set against a backdrop of autumn foliage, featuring vibrant trees in shades of orange and yellow. A spacious porch, complete with seating, invites relaxation, while the surrounding grassy meadow adds to the serene landscape.
Cabin in French Lick
4.98 out of 5 average rating, 205 reviews

5Star CLEAN! HOT TUB! Private Southern Grace Cabin

Located south of French Lick and minutes from Patoka Lake, Southern Grace Cabin is a western red cedar log home located on a quaint lane in the middle of our property. Panoramic views include woods and rolling meadows. The custom built log home has 3 bedrooms, 1 bath, and a custom kitchen. We're sure you'll enjoy the views from the swing or wood rockers on our expansive covered porch. Located within easy driving distance of French Lick, Paoli Peaks and Patoka Lake. Boaters welcome!

Guest favorite
A spacious living area is visible, featuring light wood flooring and a combination of seating options, including a brown leather sofa and two blue armchairs. A wooden dining table is situated in the foreground. Natural light enters through the door at the far end.
Apartment in Hawesville
4.94 out of 5 average rating, 103 reviews

Feel at Home at the Highlander Center

Welcome to our three bedroom, two bath apartment in downtown Hawesville, Kentucky. It is tucked away in the back of a building that used to be the local school's bus garage. The mattresses are memory foam (Nectar), 42 inch smart TVs in every bedroom, and a 50 inch smart TV in the living room. A fully equipped kitchen with a dishwasher, washing machine, and dryer will make your stay more enjoyable. Free parking that is next to the entry door and lit by a street light. Free Wifi.

Top guest favorite
The exterior of the home features a light-colored facade with a welcoming front porch adorned with two chairs. A concrete driveway leads to a garage, while the neatly landscaped yard includes shrubs and mulch. Clear blue skies and soft clouds complete the serene outdoor setting.
Home in Brandenburg
4.99 out of 5 average rating, 118 reviews

Brandenburgs Favorite Airbnb

Over 100 guests agree..this 5 Star spotless home is perfect for vacation or business travel! Professionally designed for guests luxury and comfort, this Airbnb is rated in the top 1% of Airbnbs with all 5⭐️ Reviews. Enjoy the privacy of having the whole home, the comfy beds, the amenities and fluffy towels. Cook in the spacious kitchen with coffee bar, cookware, and spices. Relax in the outdoor spaces or watch the big TV's! This perfectly located home is one not to miss!

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
4.97 out of 5 average rating, 130 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 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
4.95 out of 5 average rating, 275 reviews

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.

Top guest favorite
A spacious, single-story house with white siding and a brown roof is shown. A driveway leads to the entrance, surrounded by green grass and shrubbery. A basketball hoop stands in the yard, indicating recreational space. Trees are visible in the background against a partly cloudy sky.
Home in Saint Anthony
4.97 out of 5 average rating, 188 reviews

Hoosier Homestead in scenic southern Indiana

The Hoosier Homestead is nestled in the gently rolling hills of southern Indiana on historic Hoosier farmland. The beauty of southern Indiana is right outside the Homestead doorstep with scenic drives to numerous points of interest just minutes away. The Hoosier Homestead provides a cozy gathering space for your family and friends. Whether relaxing inside or counting stars by the fire bowl at night, everyone loves our Homestead. It is a great place to come together!

Top guest favorite
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
4.96 out of 5 average rating, 68 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.

Popular amenities for Leopold vacation rentals

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  4. Perry County
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