Vacation rentals in Medora

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Top-rated vacation rentals in Medora

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

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Top guest favorite
Cabin in Unionville
5 out of 5 average rating, 217 reviews

Elevated Wilderness | Mindful Retreat | 2 Kings

Executive Forest Sanctuary/2 King Beds, Hot Tub & Trails Escape to an architectural masterpiece set on 40 private, wooded acres. Designed for professionals, couples, and active adults seeking a high-end nature reset, Cabin Porch Paradise balances complete seclusion with proximity to Southern Indiana’s best destinations. Whether you are unwinding in the spa amenities, working remotely via high-speed fiber, or exploring the surrounding lakes and state parks, this is your ultimate ridgetop retreat.

Top guest favorite
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, 240 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 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, 112 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
The exterior of the estate features a charming porch adorned with potted plants and a flag. Sunlight filters through the surrounding trees, illuminating the stone and wood structure. A stone pathway leads through the lush green lawn, enhancing the inviting outdoor space.
Cabin in Henryville
4.97 out of 5 average rating, 384 reviews

Close to Louisville~Hot Tub~Fire Pit~Game Room

Welcome to Stone Creek, a private 3 acre estate conveniently located minutes to Louisville, KY. This is the Ultimate Getaway! Upon entering the premises, you will find a custom iron security gate requiring coded access. Stone Creek boasts 2500+ sq ft of luxury living space complete with a full kitchen, laundry, and office. Guests will have full use of the grounds including the hot tub, fire pit, and the numerous covered decks & patios. Perfect romantic getaway or multi person retreat.

Top guest favorite
A cozy living space showcases a leather sofa and a live edge coffee table, complemented by two armchairs. Natural light enters through the windows, while a patterned area rug adds texture. Wooden accents and a dining area are visible in the background.
Cabin in Nashville
4.99 out of 5 average rating, 111 reviews

Lakeside Cabin | Serene Lake Monroe Views + Deck

Discover serenity at the Lakeside Cabin—an elevated retreat overlooking Lake Monroe. Fully renovated in 2023 and designed by Fleck Home, it offers calming interiors with modern comforts while connecting you to the outdoors. Enjoy a wraparound deck, fire pit, outdoor grill, fully stocked kitchen, luxury bath, and thoughtful sleep touches like a Snooz sound machine and multiple pillow styles. Whether you’re seeking a peaceful escape or a lakeside adventure, this cabin delivers it all.

Guest favorite
The cabin, constructed with rustic wood, is set amidst greenery, featuring a blue metal roof. A unique, circular tree sculpture hangs nearby, adorned with jars. Natural light filters through the surrounding foliage, highlighting the cabin's inviting entrance.
Farm stay in Paoli
4.97 out of 5 average rating, 193 reviews

Brambleberry Farm Off-Grid Cabin

Our non-electric cabin in the woods is the perfect glamping opportunity. This rustic retreat is a 5-8 minute walk from our house and parking lot. The 270 sq ft tiny house has a queen mattress in the loft, cooking facilities including a propane cook top and gravity fed rain water (non-potable). Large windows look out over a beautiful southern Indiana holler. Camp shower & composting toilet. Cozy wood stove, fire pit, BBQ grills. Experience comfortable, tent - free camping!

Top guest favorite
Home in Freetown
5 out of 5 average rating, 17 reviews

Retreat on Salt Creek

Relax with the whole family at this brand-new structure with attached two car garage in a peaceful country setting. Enjoy spectacular sun rises and sets on the expansive covered front and rear porches. Situated on 2.25 acres with Salt Creek running through the property ready to be explored, bringing nature to your back door. Just minutes from Brown County located just a mile off of State Road 135 this property is a five-minute drive to the Salt Creek Winery.

Top guest favorite
The exterior of the cabin showcases a rustic log structure with a green metal roof, surrounded by lush greenery. Two wooden rocking chairs with colorful cushions are positioned on the porch, inviting relaxation. Large windows provide a glimpse of the peaceful woodland setting.
Cabin in Nashville
4.96 out of 5 average rating, 139 reviews

Red Cedar Log Cabin | Hot Tub! + Pet-Friendly!

Cozy, secluded, and full of charm, Red Cedar Log Cabin is the perfect Brown County getaway for couples. Soak in the private hot tub, unwind by the wood-burning fireplace, and enjoy the peaceful wooded setting. With rustic character, modern comforts, and easy access to Nashville, trails, shops, and local dining, this cabin is made for quiet mornings, cozy nights, and unforgettable weekend escapes. Book your stay and experience Brown County at its coziest.

Guest favorite
A modern home is positioned on a hillside, featuring a sleek black exterior and large windows that allow for ample natural light. A balcony extends from the structure, providing outdoor seating and a view of the surrounding trees.
Cabin in Nashville
4.99 out of 5 average rating, 531 reviews

Modern Nashville Home in the Woods

Welcome to Plāhaus — a modern retreat tucked into the woods of Brown County. #1 Most-wishlisted Airbnb in Indiana per Airbnb Designed for solitude, relaxation, and connection with nature, Plāhaus blends modern architecture with peaceful surroundings. Take in the views from the balcony, gather around the firepit, or explore nearby Nashville’s shops and restaurants. Perfect for romantic getaways, family escapes, or simply recharging from everyday life.

Guest favorite
A quaint cabin is set on a gravel driveway amidst lush trees. A welcoming deck wraps around the front, featuring railings and a selection of plants. The structure's exterior is painted in a deep green, contributing to the tranquil woodland environment.
Cabin in Morgantown
4.96 out of 5 average rating, 115 reviews

Pine Ridge of Brown County

Welcome to Pine Ridge of Brown County. Kick back and relax in this calm, stylish space. Set on a 5 acre paradise with a well stocked cabin with all the modern amenities. Fully equipped kitchen with 3 bedrooms and 2 full, modern bathrooms, perfect for families, or a friend's getaway. Huge, pond facing deck with outdoor seating, fire pit, and Hot Tub. 11 minute drive to downtown Nashville, 13 minutes to Brown County State Park. You will love it here!

Top guest favorite
A covered front porch is visible, featuring a railing and several outdoor seating options. Steps lead from the porch to a grassy area, while the white exterior of the building is complemented by a green metal roof. Natural light is evident through the large windows.
Apartment in Salem
4.98 out of 5 average rating, 131 reviews

Rural retreat apartment

This isolated, rural setting is great for a single or couple who want a quiet peaceful retreat. The apartment is located at the end of a 1/3 mile driveway on a 165 acre farm. The farm has a 40 acre crop field, 100 acres of woods and 25 acres of pasture land all full of wildlife. The northern boundary presents a challenging hike to a wide creek bed with geodes and other treasures imbedded.

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, 121 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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