Holiday houses in Leopold

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Top-rated holiday rentals in Leopold

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

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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
4.96 out of 5 average rating, 106 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 favourite
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, 169 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 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, 261 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.

Guest favourite
Home in Leavenworth
4.89 out of 5 average rating, 18 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.

Top Guest favourite
A gravel driveway leads to a cabin surrounded by lush greenery. Young trees are planted on either side, while a spacious open area is visible in the background, framed by wooded hills under a clear blue sky.
Cabin in English
5 out of 5 average rating, 43 reviews

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.

Superhost
Cabin in Leavenworth
5 out of 5 average rating, 4 reviews

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, 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, & Corydon Old Capitol .10 min. from The Overlook Restaurant.

Top Guest favourite
The exterior of a charming two-story brick home features a covered porch with a colorful bench. A large window complements the front door, which has an artistic design. The landscape includes open green space and a glimpse of a nearby vehicle.
Cabin in Branchville
4.97 out of 5 average rating, 29 reviews

Perry County Holiday World Hoosier Nat’l Forest

New remodel, located in the heart of the Hoosier National Forest in rural Perry County, Indiana. 30 minutes from Holiday World & Splashin' Safari! Outdoor enthusiasts will find an abundance of wildlife, trails, hiking, biking, horse backing, fishing, and boating. Atvs/utvs welcome and legal on county roads with a permit. Hunters welcome and bow season begins October 1. 60,000 Acres of Hoosier National Forest 476 Miles of county roads to travel on atvs, utvs, or side by sides

Guest favourite
Home in Hawesville
4.97 out of 5 average rating, 37 reviews

Meadowview

Keep it simple at this peaceful and centrally-located place. The house is right off the main highway. It is on a dead end street with only three houses and a beautiful meadow on the other side. The back deck makes it easy to sit and enjoy the view of the meadow. The living room and both bedrooms have televisions. Free Wifi and parking make this spot even sweeter. The home has a fully stocked kitchen and bathroom amenities. Memory foam mattresses make for a good night's sleep.

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, 131 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 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, 276 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 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
4.96 out of 5 average rating, 72 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
A spacious bedroom features wooden paneling and a ceiling fan. Natural light enters through large windows adorned with forest-themed curtains. A bed with a patterned quilt and several cushions is positioned beside a dresser, creating a cozy retreat with rustic charm.
Cabin in English
4.84 out of 5 average rating, 185 reviews

Lily's Pad - Rustic cabin on the creek.

Take it easy at this unique and tranquil getaway. This cozy 2 bedroom cabin sits on stilts and boasts a 3 story deck with a hot tub. The cabin is nestled on 3 acres surrounded by towering black walnut trees and a creek you can fish and swim in. There are lots of outdoors opportunities nearby. A firepit area with picnic tables is available for use. Hottub! Please view 'show more' and read complete details before booking.

Popular amenities for Leopold holiday rentals

  1. Airbnb
  2. United States
  3. Indiana
  4. Perry County
  5. Leopold