Cottage vacation rentals in Southern Indiana

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Top-rated cottage rentals in Southern Indiana

Guests agree: these cottages are highly rated for location, cleanliness, and more.

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Top guest favorite

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

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!

4.97 out of 5 average rating, 118 reviews

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

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

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

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.

4.97 out of 5 average rating, 286 reviews

Top guest favorite

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

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!

5.0 out of 5 average rating, 138 reviews

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

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!!!) 5/11/26

5.0 out of 5 average rating, 156 reviews

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

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!

4.97 out of 5 average rating, 156 reviews

Guest favorite

Cottage in Madison

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 and Clifty Park. We are walking distance to all historic Madison offers. We are less than a mile from Clifty Park.

4.84 out of 5 average rating, 196 reviews

Top guest favorite

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

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.

5.0 out of 5 average rating, 117 reviews

Superhost

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

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

4.87 out of 5 average rating, 307 reviews

Top guest favorite

Cottage in Owensboro

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.

4.97 out of 5 average rating, 434 reviews

Top guest favorite

A charming yellow cottage is presented, featuring a well-maintained front yard with green grass. The exterior includes white shutters and a welcoming front door. An American flag gently waves, and a single-car garage is visible on the left side.

Cottage in Newburgh

Newburgh Yellow Comfy Cottage

The Newburgh Yellow Comfy Cottage is a quiet retreat located near the Newburgh Rivertown Trail and Ohio River just minutes away from quaint shops, restaurants and scenic views. Health enthusiasts will enjoy walking, running and/or riding bicycles on the trail. Great for business travelers, vacationers, or out-of-town visitors. There are two bedrooms with one equipped as an office space.

5.0 out of 5 average rating, 158 reviews

Top guest favorite

Cottage in Prospect

Cozy Cottage on Famous Kentucky Farm

Charming renovated cottage on Foxhollow Farm - a biodynamic grassfed beef farm near Crestwood, KY. Enjoy horse views, private nature trail access, and peaceful countryside living. Fully equipped kitchen, WiFi, Smart TV. Featured on Bravo's Top Chef Kentucky. Minutes from bourbon distilleries, upscale dining, and Louisville attractions. Perfect weekend escape!

4.99 out of 5 average rating, 136 reviews