Vacation rentals in Scottsburg

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Top-rated vacation rentals in Scottsburg

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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, 543 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 cabin's exterior exhibits a rustic charm with unique angles and a mix of textures. Wooden walls are complemented by a metal roof, while multiple windows add character. A simple porch with log railings invites relaxation, surrounded by lush greenery.

Guesthouse in Hardinsburg

4.96 out of 5 average rating, 306 reviews

Once Upon a Time little Cabin in the Woods

Welcome to Always Ranch where this unique tiny cabin offers you a tranquil spot to relax. You will be surrounded by nature and off the beaten path. The cabin may look like a lean to but the inside is rustic and warming. We are located 20 minutes form Salem, 20 minutes from Paoli and Paoli Peak, and 35 minutes from Frenchlick Casino The kitchenette includes mini fridge, microwave, double hot plate and, grill on the outdoor firepit or grill. Boats are NOT available for guests at this time

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

4.96 out of 5 average rating, 343 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 comfortable sleeping area features a spacious bed with white linens and a dark textured throw blanket. A ceiling fan provides ventilation, and a small TV is mounted on the wall. A closet is visible, along with a compact kitchen counter area.

Tiny home in New Pekin

5 out of 5 average rating, 12 reviews

Comfortable Tiny Home In The Country

Reconnect with nature at this Tiny home for an unforgettable escape on our farm property. Sit out on the 350 sq ft covered porch with your coffee and watch the wildlife. Plenty of parking for your car, truck, Rv, semi or trailer. Enjoy the full tub/shower and washer/dryer with lots of storage. The kitchen has a fridge, electric stove, microwave and a dishwasher sink combo. Sit and watch tv with a pull up coffee table and a 55 inch tv. Enjoy the queen bed with a tv and a nice closet.

Guest favorite

The log cabin is illuminated at night, showcasing its rustic charm. A spacious covered front porch features several wooden chairs and hanging decorations. Lush greenery and mature shrubs surround the cabin, enhancing the serene country setting.

Cabin in Salem

4.91 out of 5 average rating, 363 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.

Top guest favorite

An indoor pool area is showcased with a bright sky and floor-to-ceiling windows offering scenic views of the surrounding hills. The pool is surrounded by tiled flooring and potted plants, creating a serene setting. Skylights enhance the natural light within the space.

Apartment in Madison

4.99 out of 5 average rating, 144 reviews

The Treehouse - Hot Tub - Indoor Pool Get Away!

The Treehouse is a perfect retreat! It is secluded by the hills surrounding Madison. Complete privacy, yet 5 minutes from downtown, or hilltop. Year-round views of the beautiful hills of Kentucky. Winter views of the Ohio River and downtown. The house has stunning ceilings made from coastal cedar off an island near Vancouver, British Columbia and beautiful skylights in the studio and indoor pool area. This is an Adults only property. 2-night min.

Top guest favorite

A large bed is displayed with a floral-patterned coverlet, complemented by two decorative pillows. A plaid pillow adds texture and contrast. The headboard features a simple metal design, while a soft yellow wall provides a warm backdrop.

Loft in Seymour

4.96 out of 5 average rating, 156 reviews

Spacious loft in downtown Seymour!

Everything you'll need and more. This is a large, quiet space right in downtown Seymour. And, guests have complete privacy. No one else lives here. This loft has more than 1400 square feet... and is perfect for up to four guests. Both beds have luxurious Serta iComfort memory foam mattresses. There's also a full kitchen and several restaurants within easy walking distance.

Top guest favorite

A front porch is featured, constructed of wood, with a round table set for four. Decorative flowers are arranged in a vase at the center. Sunlight filters through the open roof, illuminating the surrounding greenery visible beyond the railing.

Farm stay in La Grange

4.95 out of 5 average rating, 740 reviews

The Cottage at StoneLedge 2 bedroom/1bath

Nestled on an expansive 80 acre horse farm, the cottage 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. If traveling with pets please note prior approval is required and be sure to read the pet policy in 'other things to note'. Thank you for your consideration.

Top guest favorite

The geodome is illuminated at night, showcasing its unique shape and transparent panels. A surrounding deck is visible, with soft lighting enhancing its structure. Trees stand in silhouette against the dark sky, and a vehicle is parked nearby, suggesting accessibility.

Dome in Vevay

4.97 out of 5 average rating, 156 reviews

Hilltop Dome, 42 secluded acres in nature

Our Geodome is tucked away on 42 private acres exclusively for you and your guest Enjoy the stars at night, fire pit, hot tub, high speed internet, washer dryer, heat and air-conditioning and all the amenities. We are conveniently located within 15 miles of Madison, IN, Vevay, IN, Clifty Falls, Belterra Casino, also within 62 miles of Cincinnati and Louisville.

Top guest favorite

The cabin features a rustic wooden exterior with a metal roof, surrounded by lush greenery. A wide porch with log railings offers a shaded area, and stairs lead up to the inviting entrance. Multiple seating options can be seen on the porch.

Cabin in Madison

4.99 out of 5 average rating, 199 reviews

Stoney Creek Cabin - Sit back and unwind

Welcome to Stoney Creek Cabin. This charming 2 bedroom cabin is nestled in the hills of Madison, IN. Situated far enough away to offer all the privacy you want, yet only 8 miles from historic downtown, where there are so many gems nearby to explore. Enjoy the HOT TUB, wrap around porch, and patio! There could not be a more relaxing place to unwind.

Superhost

A charming exterior showcases a classic white house with a pitched roof and contrasting yellow door. The porch is accessed by a set of stairs, and a green chair is positioned to the side. Nearby, a utility pole stands against a clear blue sky.

Apartment in New Albany

4.83 out of 5 average rating, 147 reviews

cellar hideaway

Studio apartment is unique and inviting. Plan a mini breakaway in this private basement retreat. New 55” TV with Netflix access or perhaps a Rip Van Winkle rest on the Queen size bed (hmmmmm so comfortable). Love to cuddle under airy light soft comforter & blankets. Walk, or drive, to stores & restaurants about 5/6 blocks away.

Top guest favorite

A modern kitchen space features a granite countertop, with a stovetop integrated into the surface. In the background, a cozy sleeping area is visible, with a bed and a television mounted on the wall. Natural light enters through large windows adorned with light curtains.

Apartment in Henryville

5 out of 5 average rating, 25 reviews

Luxury Studio Apt - 25 Minutes to Louisville!

Whether you’re visiting for the Kentucky Derby, taking a stroll on the Bourbon Trail, or just need to escape to the quiet countryside for a time, this is the space for you! While our studio apartment boasts the tranquility of a small Midwest town, we’re also just a 22 minute drive from downtown Louisville.