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
Home in Leavenworth
5 out of 5 average rating, 14 reviews

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

LocationFamilyGetting around

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, 111 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!

FamilyLocationSolo travel

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, 177 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.

ValueFamilyHiking

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, 262 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.

LocationValueBarbecue

Guest favourite
Home in Leavenworth
4.83 out of 5 average rating, 24 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.

LocationValueHiking

Top Guest favourite
A single-story home is set on a grassy area surrounded by bare trees. The exterior features a combination of blue and red siding with a red metal roof. Neatly trimmed bushes frame the front, and a gravel path leads to the entrance.
Home in Evanston
4.94 out of 5 average rating, 52 reviews

The Patriot House

We would be delighted to welcome you to the Patriot House. This home is tucked away on 5 acres of dreamy countryside! It features a thoughtfully designed layout of 1,440 square feet and is the perfect mix of comfort and style. While the neighbors are nearby, they are far enough away to keep your secrets safe! Just a hop, skip, and a jump from Holiday World, 15 minutes away—and just 1.9 miles from Matilda’s wedding venue, it's the perfect getaway to relax and make unforgettable memories.

LocationFamilyCleanliness

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, 44 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.

FamilyLocationView

Guest favourite
Cabin in Leavenworth
5 out of 5 average rating, 6 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.

LocationPetsOutdoor spaces

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

ValueFamilyCleanliness

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.

FamilyLocationAmenities

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.

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Top Guest favourite
Cabin in Birdseye
4.97 out of 5 average rating, 39 reviews

Cedars Edge Cabin at Patoka Lake w/park pass

Welcome to your perfect escape near beautiful Patoka Lake! This charming and peaceful cabin is tucked away in nature, offering the ideal setting for relaxation, family time, or a romantic retreat. Step into a warm and inviting space designed for comfort and tranquility. Just minutes from Patoka Lake. Relax, recharge, and make lasting memories in this peaceful cabin—your perfect home away from home.

FamilyLocationOutdoor spaces

Popular amenities for Leopold holiday rentals