Cottage vacation rentals in Southern Indiana

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Top-rated cottage rentals in Southern Indiana

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Top guest favorite

The exterior showcases a charming white house with large windows adorned with string lights, offering a glimpse of the interior space. A wooden deck extends out front, while a covered patio area is visible to the side, surrounded by lush greenery.

Cottage in Louisville

4.96 out of 5 average rating, 187 reviews

ArTisTs CoTTaGe

Enjoy peaceful privacy with center city convenience! Bright, open ambiance. Art and music supplies, books, toys, games, CD's, movies. Two decks and a covered patio. Found art gardens and galleries. Fully equipped kitchen with granite counters. Large windows in downstairs bedroom with queen bed and gas fireplace. Ladder access to queen bed in skylit loft. A perfect getaway for artists/writers on retreat, solo adventurers, couples, business travelers and small families with well behaved kids.

Top guest favorite

A cottage is nestled among lush greenery, featuring a well-maintained lawn and vibrant flower beds. The exterior includes classic shutters and a prominent stone chimney, surrounded by mature trees that provide ample shade.

Cottage in Prospect

4.98 out of 5 average rating, 124 reviews

Cozy Cottage on Famous Kentucky Farm

Experience the beauty of Kentucky farmland with hundreds of acres to explore, including our nature trail where you might spot our beef cattle and horses. Relax on the charming front porch, watch the fireflies, and soak in the peaceful atmosphere. Our cottage features a homey and cozy feeling with two spacious bedrooms: a master bedroom with a comfortable queen bed and a second bedroom with a full-size bed, perfect for families or couples. Perfect to explore the events like the Kentucky Derby.

Guest favorite

The entrance of a charming cottage is framed by lush green trees, featuring a covered porch with two red rocking chairs. A pathway leads to the front door, flanked by neatly trimmed bushes and seasonal decorations, creating a welcoming ambiance.

Cottage in Nashville

4.93 out of 5 average rating, 240 reviews

Visit the Bird Nest Guest House in Nashville, IN

The Bird Nest is the (Guest House) of a recently built custom private home (House Phoenix). Located on 15 private wooded acres backing up to Yellowwood State Forest, in beautiful Brown County, IN. Multiple hiking trails are within 2 miles and the town of Nashville, with its quaint shops and variety of restaurants, is only 4 miles away. Brown County State Park is 8 miles. Enjoy the recently updated interior, high speed internet, fireplace and privacy deck. Make a fire in the large fire pit.

Top guest favorite

An exterior view of a modern studio is presented, showcasing a dark exterior surrounded by lush greenery. Two bright red chairs are positioned at the entrance beside twin planters, and a statue is seen on the ground. Trash bins are discreetly placed to the side.

Cottage in Bloomington

4.97 out of 5 average rating, 259 reviews

Relaxing Retreat in the Woods

Relaxing retreat on 16 acres of woods , minutes from shopping, restaurants, Lake Monroe and the I.U. stadium--a 13 minute drive for basketball and football fans. Fire pit, grill, hammock, board games, kitchenette, CD, record player. No cable /television. Cell phone service and internet available if sometimes a bit spotty. The studio is in the woods so you may see or encounter wildlife including deer, opossums, raccoons, snakes, bobcats, coyotes and birds. Owner lives on property.

Guest favorite

A wooden deck overlooks a lush, green landscape with trees and a winding path. A metal planter sits on the deck, offering a space for gardening. Dappled sunlight filters through the leaves, creating a serene outdoor setting.

Cottage in Madison

4.86 out of 5 average rating, 153 reviews

Cozy Cottage downtown *Pets*Trails*firepit*Clean

Sue’s Cottage is a quaint two bedroom cottage with a porch over looking the Heritage Trail of Madison. It is perfect for pets. It is a home to many species of birds and wildlife. Relax on the deck bird watching or stroll through the heritage trail & scenic railroad tracks surrounding the cottage, which leads to the river walk. We are walking distance to all historic Madison offers. We are less than a mile from Clifty Park. A portion of each stay is donated to local charity.

Top guest favorite

A welcoming living area is centered around a wooden coffee table adorned with decorative items. Two comfortable sofas, equipped with cushions, invite relaxation. Natural light filters through windows, and a rustic ladder leans against the wall. A glimpse of the kitchen area can be seen in the background.

Cottage in Sunman

4.99 out of 5 average rating, 131 reviews

Phil’s Place, a comfy country cottage with hot-tub

You have found your secluded getaway from it all! Enjoy all the comforts of home in a quaint country setting. Extra amenities include a hot tub and a bottle of local wine to enjoy! Centrally located, visitors can easily explore all the Tri-state area has to offer, like Perfect North Slopes, Creation museum, antique markets, casinos, and festivals like Friendship muzzleloader shoot, Freudenfest, and Happy Valley Bluegrass. There are 3 wineries and 2 breweries all within 30 minutes!

Top guest favorite

A serene view of Bullock Pen Lake is captured, showcasing calm waters reflecting the fluffy clouds above. The lush greenery lines the shore, creating a peaceful atmosphere ideal for relaxation. Bright blue skies dominate the scene, enhancing the natural beauty of the landscape.

Cottage in Crittenden

5 out of 5 average rating, 122 reviews

Lake Front w/ Pool! Between Ark & Creation Museum.

If you are looking to experience lake life, look no further! Our Guest House sits on the beautiful 140 acre Bullock Pen Lake. It's a great place to relax, or enjoy kayaking, paddle boating, paddle boarding and fishing. We have one of the best views of the lake. The Guest House is fully renovated and decorated with relaxation in mind. It has everything you would need for your stay. After all, the lake is where your worries fade and memories are made! (The pool is now OPEN! 5/9/25)

Top guest favorite

A cozy living area showcases a black loveseat paired with a distinctive armchair, positioned on a patterned cowhide rug. Natural light enters through a large arched window, illuminating the wooden accent wall and framed artwork of a horse.

Cottage in Pleasureville

4.99 out of 5 average rating, 220 reviews

Tiny House Farm Stay on One Goat Farm

This quaint little cottage is located on the Bourbon Trail of Kentucky. A mere 9 minutes from Six-Mile Distillery. Located in the heart of an Amish community. We breed, show and raise registered myotonic goats. We have a fall and spring kidding season so if you book during that time, expect to see baby goats frolicking in the fields. The cottage is on a functioning farm with horses, cats, goats and a donkey. We offer overnight housing facilities for your own equines as well.

Top guest favorite

A wooden deck leads to the entrance of the cottage, surrounded by lush greenery. A concrete patio features a circular table with benches, providing a shaded outdoor space. The natural setting creates a serene environment, with trees framing the view.

Cottage in Hodgenville

4.98 out of 5 average rating, 221 reviews

Basil Cottage on the Creek

The Basil (baz-el) cottage is the perfect get-a-way where you can sit on the back porch sipping coffee while overlooking the babbling creek- get back in touch with nature for a much needed break from the stress of every day life. It may be a much needed romantic weekend, a mid- way point as you tour the bourbon trail, visiting Lincoln's childhood home or just a place of your own while in town to visit family, no matter what brings you to our cottage- you will love it here.

Top guest favorite

The cottage features a welcoming front porch adorned with red shutters and a bright red door. Two large, round rocking chairs are positioned on the porch, surrounded by greenery and a blue planter. The pathway leads to the spacious entrance.

Cottage in Maceo

4.97 out of 5 average rating, 172 reviews

Hattie's Hill Cottage

Cottage sits behind our home (see photo). NOTE- Main house may have large groups. Pool and outside areas share spaces. Near Owensboro, Rockport, Hawesville & Lewisport. There is ONE bedroom which can be made into EITHER two California twins OR one California king -Wifi. We have a Smart TV you may use your Netflix and so on with. Kitchen is well stocked with necessities. Eating/work space is provided. Comfortable recliner chairs. Access to the grounds.

Top guest favorite

The cottage is nestled among lush greenery, showcasing a unique design with corrugated metal and concrete. A wooden deck leads to the entrance, surrounded by neatly arranged flower beds. Windows provide ample natural light while blending harmoniously with the woodland surroundings.

Cottage in Coxs Creek

4.96 out of 5 average rating, 147 reviews

Bourbon Way Cottage

Unique cottage nestled in the woods located along the Bourbon Trail. Centrally located near miles of nature trails in Bernheim Forest & many of the distillery tours. Yet lots of privacy on 10 wooded acers. 8 minutes to Jim Beam Distillery, 8 min to Bernheim Forest, 4 min to Four Roses Bourbon Warehouse & Bottling Tour, 12 min to the City of Bardstown, 30 min to Churchill Downs, 26 min to Louisville International Airport (SDF) NO SMOKING NO PETS

Top guest favorite

An outdoor deck features a rectangular table with a central hole for an umbrella, surrounded by four wicker chairs. Lush greenery and trees provide a natural backdrop, with a peaceful lake visible in the distance.

Cottage in Huntingburg

4.86 out of 5 average rating, 246 reviews

Lakeside Cottage Getaway Fishing, Hiking, Relaxing

Enjoy the lovely setting of this romantic spot in nature. This quiet getaway comes with a full kitchen, two bedrooms, access to a lovely lake, and an outdoor deck for enjoying the view. The master bedroom has a queen size bed and a crib. The second bedroom has a twin bed and a bunk bed [twin over full]. This space is perfect for singles, couples, or even large families. Close to Patoka Lake and Holiday World. No smoking/not handicap accessible