Guesthouse vacation rentals in Southern Indiana

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Southern Indiana

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

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Top guest favorite

A cozy living area is highlighted by a three-bulb brass chandelier above a tan sofa, complemented by a wooden table. The wall features an arrangement of framed mirrors in gold and silver tones, while a doorway leads to other areas of the carriage house.

Guesthouse in Indianapolis

4.99 out of 5 average rating, 241 reviews

Charming Meridian Kessler Carriage House

Second floor carriage house in historic Indianapolis neighborhood. Renovated and with original architectural details like the hardwood floors. This cozy space is perfect for one or two people looking for a convenient midtown Indy location. Safe walkable neighborhood close to many restaurants. We've made the space a beautiful home away from home - lovely linens, fiber wifi and an excellent coffee machine. Like our space, but aren't coming to Indy? Message and we'll send you the shopping link.

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, 299 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 living area is furnished with a comfortable brown pull-out sofa and two chairs. A wooden coffee table sits in front, accompanied by a decorative area rug. Natural light enters through a window, with light curtains enhancing the cozy feel of the space.

Guesthouse in Crawfordsville

4.96 out of 5 average rating, 599 reviews

Mimi's Country Cottage

Quaint, quiet and cozy cottage set in a tranquil park like setting with all the amenities of home. Ten minutes to Shades State Park and twenty minutes to Turkey Run State Park. A great place to stay for the Covered Bridge Festival. 15 minutes to Wabash College, 25 minutes to DePauw University, 45 minutes to Purdue. We live on site and our back door is approximately 600 ft. from from the Airbnb. At this time we do not allow pets. We clean the cottage in accordance with CDC guidelines.

Top guest favorite

The living area features wooden walls and a stone fireplace, complemented by soft-glow electronic candles. A cozy armchair is positioned near a window, while a round, textured coffee table sits at the center, adorned with a vase of dried flowers.

Guesthouse in Hamilton

4.99 out of 5 average rating, 218 reviews

Waterfront Cabin | Peaceful Pondside Escape

Seeking an escape for some peace and quiet? Welcome to The Little Cabin retreat, located on our 50-acre family farm in Ross, Ohio! Let us take you away from the distractions of life to a place where you can soak up nature in a cozy cabin, all within 30 minutes of downtown Cincinnati. You may fish in the lake if you'd like, or take a ride in the paddle boat, or simply enjoy sitting on the porch listening to the birds. Chances are, you may spot wild turkey or whitetail deer scampering by.

Top guest favorite

An outdoor deck features wooden flooring with a dining table and four chairs, along with two lounge chairs. A propane grill is positioned at one end, surrounded by a lush wooded landscape that offers a sense of privacy and tranquility.

Guesthouse in Bloomington

4.96 out of 5 average rating, 218 reviews

Treehouse Retreat With a View of National Forest

This quaint apartment home is about five miles east of Bloomington and the IU Campus on Hwy 446. The property borders Hoosier National Forest and adjoins 8 miles of hiking trails, with just a short trek to Lake Monroe and a mile to Paynetown SRA. The living room has a wall of windows that looks out over the woods. A bright and airy kitchen w/ all major appliances is off of the living room. An interesting bedroom with a dormer and a large bathroom/ laundry room complete the home.

Top guest favorite

A spacious bedroom features a large bed with dark bedding centered on wooden floors. Two cozy armchairs are positioned nearby, complemented by a vibrant area rug. A decorative mirror and framed artworks adorn the walls, while a bookshelf holds an array of books, adding character to the space.

Guesthouse in Louisville

4.96 out of 5 average rating, 235 reviews

Comfortable-relaxed space to find your inspiration

Located in the Germantown neighborhood of Louisville, this peaceful efficiency apartment in a traditional "shotgun" home, built in the 1890s, is within 10 minutes of nearly all of Louisville’s airport traveler’s attractions. Guests enjoy great sleep on top bedding and attention to detail. Sit on the front porch and let time slip by or spend the evening with a relaxing drink or meal in one of the neighborhood’s hip local eateries and bars. Plan your next journey.

Top guest favorite

A well-maintained backyard area is highlighted by a green hammock suspended between trees. The brick apartment is elevated with a wooden deck and stairs leading to the entrance. Surrounding the space, manicured shrubs and grass create a peaceful outdoor environment.

Guesthouse in Frankfort

4.99 out of 5 average rating, 128 reviews

Treetop Hideaway

Fully equipped apartment, only 5 blocks from the state Capitol in historic, tree-lined neighborhood. Kentucky Derby, Horse Park, and Bourbon Trail all close. Real pricing - no hidden fees! Downtown restaurants, entertainment, & distilleries are only minutes away by car or foot. Apartment includes everything for short-term or extended stays, including washer/dryer and fully-equipped kitchen. Separate building - totally separate entrance for privacy.

Guest favorite

This open living space features a kitchenette with light gray cabinets and a white refrigerator. A cozy dining table sits beside a comfortable couch, while a spacious bed is positioned in the background. Warm wood flooring enhances the inviting atmosphere.

Guesthouse in Dubois

4.86 out of 5 average rating, 100 reviews

Rural Studio Guest-house Overlooking Corn Fields

Relax with the family on this peaceful country-side hill in Dubois, Indiana. 17 minutes to Jasper and 17 minutes to French Lick. Patoka Lake is nearby, as well as attractions like Holiday World in Santa Claus, West Baden Casino & Resort, Big Splash, indoor karting, mini-golf, and small-town restaurants. You'll find necessities nearby, including a Walmart. We always have fresh, multicolored eggs to sell from our chickens who are also fed organically.

Guest favorite

A blue carriage house is viewed from the driveway, surrounded by greenery and blooming trees. Steps lead to an upper balcony, offering outdoor potential. The driveway provides easy access to the garage, emphasizing a sense of space and privacy.

Guesthouse in Louisville

4.92 out of 5 average rating, 1,058 reviews

HIghlands Modern Get Away

Ideal, quiet place in the highlands. You have the apartment over the garage. You'll have a place all to yourself with most the amenities of your own home. Studio apartment with a balcony if you decide to hang out and relax for the evening. There is a cook top, but no oven in the kitchen. Park in the driveway in front of the garage. Pets are welcome, plz add them when booking.

Top guest favorite

A cozy entrance to Pine Tree Cottage features two white rocking chairs positioned on a rustic wooden porch. Vibrant flowers are arranged in pots along the railing, while lush green shrubs create a natural border. A clear blue sky and gentle sunlight enhance the welcoming exterior.

Guesthouse in Bedford

5 out of 5 average rating, 110 reviews

Pine Tree Cottage

Pine Tree Cottage is a cozy spacious efficiency apartment located at Woodcrest Farm. Our farm is a great location for a relaxing getaway. Walking trails and a relaxing garden and garden house is available for our guests. Woodcrest Farm is close to Hoosier National Forest, Spring Mill State Park and the Milwaukee Walking Trail, all within less than 1/2 hour traveling distance.

Top guest favorite

A serene outdoor seating area is framed by lush greenery and blooming flowers. Comfortable chairs with soft cushions surround a small table, inviting moments of relaxation. A wooden deck with railing is visible in the background, along with a tranquil pond, enhancing the peaceful atmosphere.

Guesthouse in Bloomington

4.97 out of 5 average rating, 335 reviews

Garden Studio Guesthouse

Cozy & private, but close to the action! You’re a short walk to the Indiana University sports complex (Football, Basketball and Baseball), and you are a quick drive to the IU Campus, Downtown Bloomington, the IU Health Hospital, and Griffy Lake & Nature Preserve. The Garden Studio is located in a secluded backyard surrounded by gardens, pond and waterfall.

Top guest favorite

An open-concept living area features a stylish seating arrangement with a brown couch and a circular dining table surrounded by mid-century modern chairs. A kitchen area with dark cabinetry is visible in the background. Large windows allow natural light to brighten the space.

Guesthouse in Columbus

4.99 out of 5 average rating, 117 reviews

Luxury Loft - no cleaning fees - Historic Columbus

Business Travelers first choice: CARRIAGE HOUSE - Enjoy a stylish experience at this centrally-located place. Shared parking lot of Library and Visitors Center. 2 Blocks from Cummins Headquarters. Walking distance of at least 20 Restaurants, Bars, Commons Playground, Mill Race Park & Architectural attractions.