Vacation rentals in Leopold

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Top-rated vacation rentals in Leopold

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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, 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!

Top guest favorite
A serene cabin nestled among trees is illuminated by soft string lights. A fire pit surrounded by wooden chairs is positioned near the cabin, offering a cozy outdoor gathering space. The lush greenery creates a peaceful, secluded atmosphere.
Cabin in Eckerty
4.98 out of 5 average rating, 103 reviews

Lured to the Lake cabin w/ HOT TUB and Patoka pass

Come relax at “Lured to the Lake” cabin minutes from Patoka Lake entrance, Winery, Distillery, and Brewery! Perfect for family adventures, romantic getaways, and ladies' weekends. The cabin sits on a peaceful, wooded 3/4 ac. surrounded by gorgeous southern Indiana nature. Watch wildlife from the hot tub or enclosed back porch. A picnic table, firepit, and Blackstone grill are available for use. The cabin also has corn hole boards and an air hockey table! 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, 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.

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, 144 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 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.

Top guest favorite
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
4.95 out of 5 average rating, 302 reviews

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.

Top guest favorite
A spacious living area features a high, sloped ceiling with track lighting. A mounted collection of deer antlers adorns the wooden walls. Comfortable seating is provided by a dark sofa and a cushioned chair, accompanied by a television and a rustic coffee table on a patterned rug.
Cabin in Grantsburg
4.98 out of 5 average rating, 43 reviews

Barndominium Lodge Getaway

Enjoy this spacious country setting inside and out . No steps, cabin is all on 1 level . Includes 1800+ sq. ft. and 2 car attached garage, 2 carports with plenty of parking. Covered porch, gas grill . Firepit /wood incl. Gathering area with picnic tables. 3 BR's 1 king , 1 queen, 1 full and 1 queen sofa sleeper. Fully equipped kitchen includes many cooking utensils plus dishwasher .Laundry room with washer & dryer. TV dish network DVD player with movies , shuffleboard & cornhole.

Guest favorite
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 favorite
The image displays the entrance of a brick building, featuring a wooden door with a glass panel. A striped awning provides shade above the doorway. A decorative flower pot, filled with vibrant yellow and purple blooms, stands beside the door, enhancing the welcoming appearance.
Apartment in Cannelton
4.97 out of 5 average rating, 67 reviews

Coal Haven Place Apt A

Relax and unwind in our brand new two bedroom, one bath, ground level, spacious retreat in Cannelton,Indiana near Historic St Michael Church and Indiana Cotton Mill. We offer a ready kitchen with adjacent dining for four and a cozy area for watching t.v. Our place is handicap accessible, well lit inside and out with security cameras and keypads for coded entry. This home is not safe for any pets, including service animals due to severe health and allergy issues of the owners.

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, 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.

Guest favorite
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.

Guest favorite
A cabin is nestled among lush trees, revealing a stacked stone chimney and a spacious deck in the foreground. A nearby rustic structure hints at additional charm, with gravel pathways leading to the entrance, surrounded by the tranquility of nature.
Cabin in Paoli
4.96 out of 5 average rating, 118 reviews

Patoka River Hideaway

Take it easy at this cabin in the woods! If you are looking for a peaceful getaway nestled in the woods, you have found it! Located between Paoli and English this cabin sits back in the woods where you can see and hear the Patoka River flowing through. Sit out on the deck and enjoy our hot tub or firepit and relax! Enjoy your stay as a couple or small group to unplug and reconnect.

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