Vacation rentals in Southern Indiana

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Top-rated vacation rentals in Southern Indiana

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

Guest favorite
Train in Lawrenceburg
Bourbon Trail: Caboose on the Farm
Nestled under the shadows of elm trees on a working cattle farm, The Southern x525 Caboose is now resting in the heart of the Bourbon Trail. Maintaining the industrial feel of an authentic caboose, while bringing in the warmth of handcrafted woodwork design, the Caboose on the Farm creates a unique experience like no other! Queen bed, twin bunk-beds, full bath, kitchenette. Beautiful outdoor pavilion with grill and fire pit. Working cattle farm, see cattle, goats, a donkey, a horse, and a pig!
Aug 30 – Sep 6
$129 per night
4.98 out of 5 average rating, 248 reviews
Guest favorite
Cabin in Louisville
Captain's Cabin:Historic Romantic by Bourbon Trail
Your own log cabin on a wooded hillside overlooking a private lake with gourmet breakfast served to your door (on weekends)! It's been the location for Lifetime and Hallmark movies! Period furnishings and modern conveniences make this an unforgettable retreat. A massive stone fireplace creates a quiet ambiance. Watch wildlife from back porch swings. Comfy bed, luxury sheets, high-speed internet, bluetooth stereo and special touches make your stay magical! Ask for Cooking With Bourbon Experience
Feb 18 – 25
$231 per night
4.96 out of 5 average rating, 297 reviews
Guest favorite
Cabin in Unionville
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.
Aug 3 – 10
$158 per night
5.0 out of 5 average rating, 364 reviews

Popular amenities for Southern Indiana vacation rentals

Other great vacation rentals in Southern Indiana

Superhost
Cabin in Bloomington
Log Home on 17 acres
Aug 5 – 12
$134 per night
4.82 out of 5 average rating, 289 reviews
Guest favorite
Guesthouse in Bloomington
Waterford Oasis
Jul 30 – Aug 6
$77 per night
4.96 out of 5 average rating, 129 reviews
Guest favorite
Cabin in Medora
Seclusion at it's best! Private lake and cabin.
Mar 19 – 26
$333 per night
4.94 out of 5 average rating, 106 reviews
Guest favorite
Cabin in Madison
Stoney Creek Cabin - Sit back and unwind
Dec 17 – 24
$174 per night
4.99 out of 5 average rating, 111 reviews
Guest favorite
Cabin in Cannelton
Isaak's Hideaway
Jul 31 – Aug 7
$163 per night
4.93 out of 5 average rating, 214 reviews
Guest favorite
Cabin in French Lick Township
Serenity Acres
Jun 14 – 21
$108 per night
4.98 out of 5 average rating, 63 reviews
Superhost
Cabin in English
Lily's Pad - Rustic cabin on the creek.
Aug 19 – 26
$128 per night
4.79 out of 5 average rating, 92 reviews
Guest favorite
Cabin in Eckerty
Fern Crest your cabin in the woods
Jun 25 – Jul 2
$104 per night
4.93 out of 5 average rating, 68 reviews
Guest favorite
Cabin in Owenton
The Heron | Lakefront A-Frame, Near Ark Encounter
Oct 9 – 16
$134 per night
5.0 out of 5 average rating, 8 reviews
Guest favorite
Cabin in Velpen
Modern cabin in a country setting
Aug 29 – Sep 5
$131 per night
4.97 out of 5 average rating, 29 reviews
Guest favorite
Cabin in Bloomington
Headless Goose Cabin on 5 acres with hot tub
Aug 7 – 14
$121 per night
4.95 out of 5 average rating, 44 reviews
Superhost
Cabin in Derby
Charming, country escape cabin: Pioneer Cabin
Aug 23 – 30
$130 per night
4.9 out of 5 average rating, 31 reviews

Destinations to explore