Vacation rentals in Medora

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Medora

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

%{current} / %{total}1 / 1
Top guest favorite
A spacious great room features a modern sectional sofa positioned around a circular coffee table atop a vibrant area rug. Large windows allow ample natural light, illuminating the vaulted ceiling with exposed beams. Complementary artworks and plants enhance the inviting ambiance.
Home in Madison
4.99 out of 5 average rating, 574 reviews

The Artist’s A-Frame

Get away and enjoy the comfort and convenience of this unique, newly remodeled A-Frame home nestled in a quiet, safe, upscale neighborhood, minutes from Clifty Falls State Park (10 min. drive), Historic Downtown (5 min. drive), hilltop shopping (5 min. drive): Hanover College (15 min. drive) •Fast Wi-Fi •Electric Fireplace .Two 55” Roku TVs, Complimentary YouTube TV for local and cable stations •Keurig & Drip Coffee, K-cups, local coffee, tea, bottled water .Paved driveway parking .Gas BBQ grill

Top guest favorite
The entrance to the cabin features a covered porch with rustic wooden supports and decorative string lights. A welcoming outdoor seating area is visible in the background, surrounded by lush greenery and shaded by nearby trees. The path is lined with stones and small plants.
Cabin in Unionville
5 out of 5 average rating, 493 reviews

Cozy Cabin Close to University 1

The Red Rabbit Inn is located just 15 mins from the Indiana University campus and just 20 mins from Nashville, IN , this architecturally designed cabin features the works of local artisans. Beautifully landscaped on a secluded, wooded pond, this cabin includes a loft bedroom with KING bed, bath, full kitchen, gas fireplace, satellite TV & Wifi, with your own private deck, outdoor hot tub, fire pit area & gas grill. Cabin sleeps 2 guests. Located near Lake Lemon, in a beautiful serene setting.

Top guest favorite
The living area showcases a cozy arrangement of a leather couch and love seat, complemented by a wooden coffee table. A dining table for six sits nearby, with elegant place settings. Greenery accents the space, while a staircase leads to the upper level.
Cabin in Eckerty
4.98 out of 5 average rating, 157 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.

Top guest favorite
A rustic cabin is framed by lush greenery and colorful flowers along a landscaped yard, showcasing a sloped metal roof and wooden exterior. Tall trees surround the property, creating a serene and private atmosphere.
Cabin in Bedford
4.97 out of 5 average rating, 280 reviews

River Rock Cabin

Come to beautiful southern Indiana and stay in our rustic cabin with all the comforts of home. Overlooks White River, close to Bedford, Bloomington, near Spring Mill Park & Bluespring Caverns. There is hiking nearby at Hoosier NF and Milwaukee Trail. Great home base if you are going to IU football game, French Lick or just want to get away for a relaxing weekend. Lots of golfing near by. Limestone bluff overlooks the White River 125 ft. below cabin porch. There is a patio plus a fire pit.

Guest favorite
The exterior of the stone cabin is framed by lush greenery and flowering plants. Sunlight casts soft shadows across the textured stone walls. A decorative statue stands on a pedestal near the entrance, complementing the natural surroundings.
Cabin in Louisville
4.98 out of 5 average rating, 282 reviews

Historic Cabin by Bourbon Trail

Historic, unique, tasteful and serene - the Edward Tyler house, ca. 1783, is a stone cabin 20 minutes SE of Louisville on 13 acre estate. Near the famous bourbon trail, rental includes full cabin and large screen porch overlooking pond with fountain. First floor has living/dining/kitchen space with small sofa bed and stone fireplace (gas); queen bed and full bath on second floor. American and European antique furnishings and fine art welcome you to fully updated home with central HVAC.

Top guest favorite
Cabin in Unionville
5 out of 5 average rating, 201 reviews

Memorial Day Retreat: 40-Acre Forest Spa & Trails

Experience a 40-acre forest reset this Memorial Day. Rejuvenate in two bedrooms featuring king-sized beds, an indoor jetted tub with treetop views, and a fire pit under the stars. Enjoy the best of both worlds: total seclusion with on-site trails, yet just 15 minutes from Nashville’s artisan charm and Brown County State Park (pass included). Explore local galleries, then retreat to the silence of the ridge. Note: As an active ridge top, occasional host sightings or construction may occur.

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, 370 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 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
5 out of 5 average rating, 514 reviews

Modern Nashville Home in the Woods

Welcome to Plāhaus - a modern home nestled in the woods of Brown County. Plāhaus is a space of solitude and relaxation for anyone wanting to enjoy the beauty of Brown County, without the typical log cabin decor. Enjoy the gorgeous view from the balcony, spend some time around the firepit, and venture into Nashville to check out the unique shops and restaurants. Come for a family getaway, a romantic retreat or simply to clear your mind from the everyday stresses.

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, 190 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 square foot tiny house has a queen mattress in the loft, a wood stove for heat, 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. Experience comfortable, tent - free camping!

Top guest favorite
Cabin in Nashville
4.95 out of 5 average rating, 108 reviews

Red Cedar Log Cabin | Romantic + Hot Tub

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.

Top guest favorite
Dome in Mount Washington
4.98 out of 5 average rating, 233 reviews

My Old Kentucky Dome

An elevated camping “glamping” experience. This brand-new one of a kind geodesic dome is located on a private road that leads you to an overlook featuring one of the most beautiful countryside views in Kentucky. While this getaway experience is nestled deep in the woods, it is also a close drive to all the conveniences you can imagine. This is an off the grid outdoor experience with a ½ mile gravel road including a steep hill. AWD or 4WD advised.

Guest favorite
A wooden cabin is seen next to a serene lake, surrounded by lush green trees. The water reflects the calm landscape, and a wooden dock extends from the bank, offering access to the lake.
Cabin in Medora
4.94 out of 5 average rating, 126 reviews

Seclusion at it's best! Private lake and cabin.

This remote location in south-central Indiana is perfect for someone looking for total seclusion. Make sure to grab your groceries on the way out. The 3 bedroom/2 bath cabin is situated in the middle of 370 private wooded acres on a 14 acre lake exclusively for your enjoyment. Bring your fishing gear or feel free to use ours. There are miles of trails and logging roads to roam and explore. Help yourself to hunt mushrooms while in season.

Popular amenities for Medora vacation rentals

  1. Airbnb
  2. United States
  3. Indiana
  4. Jackson County
  5. Medora