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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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
4.95 out of 5 average rating, 110 reviews

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

Top Guest favourite
A gravel parking area is surrounded by lush trees, with a cabin visible in the background. Adirondack chairs are arranged around a fire pit in the foreground, creating a space for gathering. Bright blue skies with scattered clouds enhance the serene atmosphere.
Cabin in French Lick Township
4.99 out of 5 average rating, 211 reviews

Serenity Acres

Over 5 acres of pure serenity, just the sound of nature all around you! Beautiful Tucker Lake with hiking trail all around it just a mile away. This park like atmosphere has room for tents, RVs , boats, 4 wheelers and more. Just under 5 miles from the Fabulous French Lick and West Baden Resort town, but totally secluded.Cabin has two porches with rocker gliders and heavenly views. Cedar swing ,picnic table, fire pit with adirondack chairs for late night BBQs. Water park and boat rental, nearby

Top 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
4.96 out of 5 average rating, 181 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 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, 152 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, 252 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 favourite
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, 120 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 favourite
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, 111 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 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, 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 favourite
The interior of the cabin features a cozy living area with a plush sofa bed covered in a patterned quilt. A round area rug complements the wooden flooring, while a dining table with chairs is visible in the background, along with a small kitchen area equipped with essential appliances.
Cabin in Ferdinand
5 out of 5 average rating, 120 reviews

Eagle Pines Cabin (Eagle Adventures LLC)

Relax w/us at our beautiful, comfortable, and private Eagle Pines Cabin. We are 12 miles from Holiday World. The Cabin has its own private hot tub and also includes a private fire pit and we supply the firewood. Cabin is stocked with everything you’ll need. Hosts are on site, but out of sight. Our other rentals are Eagles Nest (3BR option) and Eagles Nest Plus (4BR option). Starting with the 2026 season check out will be at 10 am ON SUNDAYS ONLY, 11AM all other days.

Top Guest favourite
An aerial view captures a working family farm surrounded by lush farmland. A clear, stocked pond reflects the sky, while trees and open grassy areas provide natural beauty. The main building with a metal roof is complemented by a driveway leading to additional greenery.
Cottage in English
4.99 out of 5 average rating, 117 reviews

The Davenport Farm Cottage

No cleaning fee! Free fishing, swimming & firewood. 1 minute off I-64. Relax at our 5th generation working family farm surrounded by the Hoosier Nat Forest. 2 1/4 acre stocked pond. Roast your catch over the fire pit or on the 36” Blackstone. Stable/strong high speed wifi. Hunters-when you're done with drafty & bare cabins, stay here. We also have a very nice cleaning station with heat, lights, tables & hot/cold running water for clean up.

Top Guest favourite
Cottage in Owensboro
4.97 out of 5 average rating, 418 reviews

Nature Lovers Retreat

This charming cottage is the perfect getaway for nature lovers. Relax in this home’s cheerful and cozy atmosphere, located on the edge of Ben Hawes Park with over 4 miles of beautiful walking trails and 7.5 miles of bike trails in this gorgeous 297 acre forest. Enjoy all the comforts of home, including free WiFi, TV, washer and dryer, full kitchen, and free parking. This special retreat is also only 1 mile from Ben Hawes Golf Course.

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
4.83 out of 5 average rating, 179 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