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Cottage holiday rentals in Southern Indiana

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Top-rated cottage rentals in Southern Indiana

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Top guest favourite
The image shows a well-kept lawn leading to a tranquil, reflective pond. A simple single-story house is positioned to the left, with a driveway visible. Lush green trees surround the area, creating a serene atmosphere.
Cottage in Brookville
4.98 out of 5 average rating, 106 reviews

Secluded Wooded Getaway w/ 2BR 2BA + Private Lake

Enjoy a weekend getaway at this cozy homestead nestled on 40 acres of wooded land with biking, hiking, walking trails and its very own stocked private lake & pedal boat. Take a break and relax on the dock or by the fire pit as you & your family & friends go off the grid... take a short drive to the quaint downtown Brookville, go experience the beautiful Brookville Lake & golf course, even check out the Wolf Habitat & Canoe Rental location right down the road. This is just the escape you need!

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, 133 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
A charming blue cottage is surrounded by greenery, featuring a welcoming front entrance with a vibrant turquoise door. Large windows allow ample light, while small plants are placed on either side of the entrance. A well-maintained yard enhances the inviting atmosphere.
Cottage in Bloomington
5 out of 5 average rating, 112 reviews

Cozy Cottage : easy + peaceful w/ private backyard

This 2 Bdr / 1 Ba cottage is a sweet mix of peace and quiet + easy access to the best of Bloomington. Cozy updated interior + lovely screened in back porch facing a fully fenced in backyard - your own space to breathe deeply. Lovely neighborhood walkable to coffee + lunch, steps to amazing Bryan Park, under a mile to Sample Gates & downtown, easy drive to stadium, etc. Baby and kid essentials provided, fully equipped kitchen, fire pit, grill, bicycles... we so look forward to hosting you!

Top guest favourite
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, 275 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 favourite
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, 145 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 favourite
The front of the cottage features a welcoming dark blue exterior with a bright red door, flanked by well-maintained gardens. Potted plants and colorful flowers enhance the entrance, providing a charming first impression. A small walkway leads to the door, completing the inviting atmosphere.
Cottage in New Harmony
4.98 out of 5 average rating, 434 reviews

New Harmony Cottage

Open concept cottage w lots of space for one or two located in the Historic District of New Harmony. Free street parking, a sitting area and comfortable queen bed. Washer/Dryer and a small kitchenette (no stove or cooktop.) WiFi and and a Smart TV for your convenience. Bring your Netflix or Hulu passwords. Be our guest in your own space. Easy no contact checkin & checkout. Coffee/Tea bar or Black Lodge Coffee! *FYI check hours for shops & restaurants that you plan on visiting.

Top guest favourite
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, 250 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 favourite
A comfortable living room is presented with a light grey sectional couch and a white coffee table atop a soft area rug. A flat-screen television is positioned on a wooden stand. Natural light enters through the window with blinds, enhancing the calm atmosphere.
Cottage in Terre Haute
4.97 out of 5 average rating, 147 reviews

Lyndsay's Cottage

This unique place has a style all its own. This house is fully furnished with nicely refinished hardwood floors. There are two bedrooms with queen sized beds and plenty of storage and room darkening blinds. There is a Washer & Dryer downstairs and a game room for the kids. Couch in living room is able to pull out into bed and there is a futon in the game room downstairs. Backyard is fully fenced. Close to Union Hospital, ISU and many local restaurants and shops.

Top guest favourite
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, 158 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 favourite
The newly constructed cabin features a modern exterior with gray siding and large windows. A spacious deck is furnished with chairs, providing a scenic view of the surrounding landscape filled with trees in autumn colors. A gravel pathway leads up to the cabin.
Cottage in Hardinsburg
5 out of 5 average rating, 105 reviews

Quiet Country Oasis with Hot Tub

Newly Constructed Cabin on 40 Acres... Sleeps 12 (6 Adults, 6 children)...Peaceful Country Setting with many amenities which include 7 person hot tub with amazing views, Lots of deer and wildlife, fully stocked country kitchen w/ apron sink and large kitchen island, outdoor grill and griddle, game room, kids room with gaming, cornhole, fiber internet, plenty of outdoor seating, Fire pit, purple mattress on queen bed and king beds with purple sheets.

Top guest favourite
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
4.87 out of 5 average rating, 268 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

Top guest favourite
Cottage in Owensboro
4.97 out of 5 average rating, 419 reviews

Nature Lovers Retreat

This charming cottage is the perfect getaway for nature lovers. Relax in this home’s cheerful and cozy atmosphere, located on the edge of Ben Hawes Park with over 4 miles of beautiful walking trails and 7.5 miles of bike trails in this gorgeous 297 acre forest. Enjoy all the comforts of home, including free WiFi, TV, washer and dryer, full kitchen, and free parking. This special retreat is also only 1 mile from Ben Hawes Golf Course.

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