Holiday rentals in Scottsburg

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Top-rated holiday rentals in Scottsburg

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Top guest favourite
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, 545 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

Superhost
A cozy bedroom features a wooden bed frame with a white quilt covering a spacious bed. A bedside table with a lamp is positioned beside the bed. The walls exhibit a blend of wood paneling and a neutral finish, while a warm wooden floor is present.
Cottage in Salem
4.81 out of 5 average rating, 124 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.

Top guest favourite
The living room features a large sectional sofa facing a wooden coffee table and an electric fireplace. Natural light enters through two windows with light curtains, while a cozy armchair is positioned beside the fireplace, creating a relaxed atmosphere.
Townhouse in Madison
4.99 out of 5 average rating, 245 reviews

Cozy downtown home with patio. Walk to everything.

Your family will be close to everything in downtown Madison when you stay at this conveniently located, updated home built in 1880. First floor open concept floor plan includes living room equipped w/electric fireplace and an eat-in kitchen w/bar stool seating for 4. Upstairs offers two bedrooms and full bath w/shower and old old-fashioned soaker tub. Enjoy nice weather on the fenced back patio. Note: This property contains stairs and is not recommended for guests with mobility issues.

Top guest favourite
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.
Guest house in Hardinsburg
4.96 out of 5 average rating, 313 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 favourite
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, 349 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.

Guest favourite
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, 364 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 favourite
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.
Flat in Madison
4.99 out of 5 average rating, 151 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 favourite
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.
Flat in Salem
4.98 out of 5 average rating, 122 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.

Top guest favourite
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, 157 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 favourite
Dome in Vevay
4.97 out of 5 average rating, 164 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.

Superhost
A comfortable seating area features a gray recliner and a tan armchair, both positioned on a textured area rug. A small wooden side table is present, accompanied by a stylish lamp, while light enters through small windows above, illuminating the neutral-toned walls.
Flat in New Albany
4.84 out of 5 average rating, 152 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.

Guest favourite
A spacious living room is furnished with a large sectional leather sofa, accompanied by a coffee table. Natural light illuminates the area, highlighting decorative wall art. A television is situated on a cabinet, creating a comfortable setting for relaxation.
Home in Hanover
4.94 out of 5 average rating, 207 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.

Popular amenities for Scottsburg holiday rentals

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