
Holiday rentals in Scottsburg
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Top-rated holiday rentals in Scottsburg
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The Log Cabin at StoneLedge
Please note the Log Cabin is a private home BUT the entire cabin is not avaliable for use when booking 4 guest or less. Nestled on an expansive 80 acre horse farm the log cabin is the perfect escape. Hike the 30+ acres of woods that boast a creek and waterfall. Relax on the cozy front porch while enjoying the sounds of nature. The Log Cabin is 10 minutes off of I71 exit 22. Less than 3 minutes to Ashbourne Farm & approximately 10 minutes to Hermitage Farm. ***PLEASE READ THE ENTIRE LISTING
4.97 out of 5 average rating, 143 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!
4.97 out of 5 average rating, 115 reviews
Canton Cottage- Modern Farmhouse 2 Bedroom
The Canton Cottage Built in 1901, this freshly remodeled two bedroom home is the perfect place to lay your head down after a long day. Located only 4 minutes from wal-mart and the rest of amenities that Salem has to offer. This home features new appliances, a workspace, two full beds, one queen bed, a sectional couch, and a quiet country setting to relax in. We have ordered new windows and are waiting on them to be installed. In the mean time 2 of our windows are cracked but sealed off.
4.79 out of 5 average rating, 145 reviews
Atoka Farms
If you are looking to get away in seclusion and be with Mother Nature, this is the home. Very quiet, with a running creek beside the home. Walking distance to the Ohio river, two outdoor decks, one with a grill. A car port, full kitchen, two full baths, paved driveway, trees all around. The home sits between two hill ridges surrounded by 180 acres. It is a park like setting. 30 minutes from Gene Snyder and I-71 (Louisville). Historic Lagrange Ky and Madison In, are a must see and close by.
4.99 out of 5 average rating, 231 reviews
Enchanting Lakeside Cabin in 50 Acres of Gardens!
Escape to the Lakeside Cabin at Hollyhock Gardens, a secluded retreat where cozy cabin charm meets lake views. Nestled on 50 private acres, this lakeside cabin is ideal for romantic getaways, family vacations, or relaxing nature retreats. Enjoy wooded walking trails, open fields, and two covered porches overlooking the land. Inside, unwind with a hot soaking tub, in-unit laundry, and a fully equipped space. Just 21 miles from downtown Louisville, it’s a serene escape with easy access.
4.92 out of 5 average rating, 24 reviews
Dee's Country Cabin
Historic hand hued log cabin with modern amenities. The large lawn is a park like setting that includes a charcoal grill, fire pit and picnic table perfect for cookouts and s'mores! Quiet getaway where guests can simply relax away from the city lights and noise. 15 minutes from Salem, 30 minutes from Paoli Peaks, 45 minutes from French Lick Casino or Louisville, Ky. Several parks within an hour or less drive that offer fishing, swimming, hiking, caves, biking, and canoeing.
4.92 out of 5 average rating, 392 reviews
The Cottage by the Woods
This small but newly renovated Cottage by the Woods offers a peaceful country alternative to an airbnb stay. The cottage is lightly decorated for seasonal transitions. It is located 15 minutes from downtown Madison, IN. A partial wrap around deck allows for a tranquil cup of coffee while bird watching. Free WiFi and Roku TV is provided along with other small amenities including various flavored coffee's for your morning cup of joe and a waffle making station.
4.97 out of 5 average rating, 147 reviews
Charming Tiny House In Scottsburg
Welcome to your perfect little getaway in the heart of Scottsburg! This cozy, tiny house offers comfort, style, and convenience—just two blocks from the historic town square with local shops, cafés, and restaurants. Step outside and enjoy your own patio, or take a short walk to the square and explore all that downtown Scottsburg has to offer. Perfect for solo travelers, couples, or anyone looking to experience small-town charm from a cozy home base.
4.97 out of 5 average rating, 31 reviews
The Hanover Hideaway
Discover the perfect retreat in Hanover, less than a mile from Hanover College, minutes from Clifty Falls State Park, 6 miles to the Ohio River Boat Ramp & less than 10 minutes to Historic Downtown Madison. This 3-bed, 2-bath home embodies modern Western design, offering comfort and style. Ideal for extended trips or weekend getaways. Whether you're here for academia or leisure, we promise you will enjoy your stay at the Hanover Hideaway!
4.93 out of 5 average rating, 107 reviews
The Coop
This 2 bedroom house is a renovated old farmhouse located on the site of a small vegetable farm and native plant nursery. The back deck overlooks the woods, where you can watch the wild birds and keep an eye on the free range chickens. This is a quiet spot for a retreat, but also 25 minutes from downtown Louisville. The Coop has a fully stocked kitchen and comes with eggs right from our flock....
4.97 out of 5 average rating, 382 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.
4.98 out of 5 average rating, 133 reviews
Campus Cottage: Cozy, Convenient, Captivating
Charming ranch home on the edge of Hanover College campus. This 2 bed, 1 bath home contains hardwood flooring throughout, an eat-in dining area, open-concept living, and brand new furnishings. Explore the beauty of Hanover, just blocks from breathtaking Ohio River views, and 6 miles from Historic Downtown Madison.
4.94 out of 5 average rating, 267 reviewsPopular amenities for Scottsburg holiday rentals
Other great holiday rentals in Scottsburg

Forestview Ranch
4.92 out of 5 average rating, 24 reviews
Nina's View
5.0 out of 5 average rating, 26 reviews
Hollow Creek Getaway
4.95 out of 5 average rating, 73 reviews
Comfortable Tiny Home In The Country
5.0 out of 5 average rating, 29 reviews
Hoosier cottage
4.98 out of 5 average rating, 66 reviews
T&E Riverhouse Retreat
4.98 out of 5 average rating, 56 reviews
The Lanning House
4.89 out of 5 average rating, 46 reviews
Woodland Retreat | Near Salem & Louisville
4.97 out of 5 average rating, 65 reviewsDestinations to explore
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- Kentucky Exposition Center
- Kentucky Kingdom & Hurricane Bay
- Brown County State Park
- Kentucky Derby Museum
- The Golf Club at Eagle Pointe
- Louisville Slugger Field
- Churchill Downs
- Monroe Lake
- Kentucky International Convention Center
- Waterfront Park
- University of Louisville
- Louisville Slugger Museum & Factory
- Hoosier National Forest
- Jefferson Memorial Forest
- Muhammad Ali Center
- Falls of the Ohio State Park
- Angel's Envy Distillery
- Frazier History Museum
- Big Four Bridge
- Spring Mill State Park
- Cherokee Park
- Kentucky Science Center
- Yellowwood State Forest
- Proof on Main





