Guest house holiday rentals in Southern Indiana

Find and book unique guest house rentals on Airbnb

Top-rated guest house rentals in Southern Indiana

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

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Guest favourite

Guest house in Crawfordsville

4.96 out of 5 average rating, 504 reviews

Mimi's Country Cottage

Quaint, quiet and cozy cottage set in a tranquil park like setting with all the amenities of home. Close to Shades and Turkey Run State Parks. 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 the cottage. We clean the cottage in accordance with CDC guidelines. Pets are allowed on a case by case basis. Please contact us for pet guidelines.

Guest favourite

Guest house in Hardinsburg

4.96 out of 5 average rating, 184 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

Guest favourite

Guest house in Terre Haute

4.96 out of 5 average rating, 135 reviews

College Cottage

Centrally located to 3 colleges and 2 hospitals in a peaceful neighborhood, this cozy, open concept studio guesthouse is perfect for a short- or long-term stay. This newly renovated garage apartment to guesthouse requires no steps and features a spacious fenced in area for your pet. Creativity abounds in this uniquely decorated space. It features a king-sized bed as well as queen sized sofa sleeper. The kitchen is well stocked and has a coffee/tea bar for your enjoyment. Pets are welcome.

Guest favourite

Guest house in Hamilton

4.99 out of 5 average rating, 145 reviews

Peaceful Little Cabin Retreat - escape in nature

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.

Guest favourite

Guest house in Bloomington

4.96 out of 5 average rating, 188 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.

Guest favourite

Guest house in Madison

4.99 out of 5 average rating, 225 reviews

Mulberry Cottage In The Heart Of Downtown Madison

This quaint studio cottage is located in the heart of Madison, Indiana. The entire building was fully renovated in 2020 and offers a modern luxurious stay in our beautiful historic town. This property features off-street parking, fast private WiFi, and complimentary beverages/snacks. Within walking distance of shopping, restaurants, and all downtown events. Few properties come close to the accessibility that this Madison cottage provides. We look forward to hearing from you!

Guest favourite

Guest house in Bloomington

4.94 out of 5 average rating, 211 reviews

Cozy Lil' Gem | Near IU/Stadiums | Parking | Clean

Experience the ambiance of my guesthouse above the detached garage. Abundance of natural light, modern décor and calming energy. With a slanted ceiling, queen bed, sofa bed, and full kitchen, cozy comfort awaits. Enjoy the spacious shower, large closet and private parking, entrance and deck. Plus speedyWi-Fi. Just two miles from Downtown, IU, Parks, Golf and more! Early/late check-in/out for $20 with notice. Ask about long-stay discount. Don't miss out—book today!

Guest favourite

Guest house in Louisville

4.91 out of 5 average rating, 453 reviews

Cute Carriage House off Frankfort Avenue

Welcome to "The Cute Carriage House at Frankfort Avenue". Experience serenity in a genuine "tiny house” that comfortably accommodates two people. There are several sleeping options that I will mention below. We are located a short block from premier restaurants and shops on Frankfort Avenue in the classy Clifton Neighborhood...and close to Cherokee Park and the cool Bardstown Road. FYI https://www.leoweekly.com/2020/10/the-winners-of-the-2020-readers-choice-awards/

Guest favourite

Guest house in Rockville

4.96 out of 5 average rating, 186 reviews

Hideaway Hollow

This is a fully furnished picturesque Amish-built cabin in beautiful and secluded Parke County, Indiana. The cabin comes complete with all amenities including full bath with shower, queen bed, A/C, dish TV, wifi internet and full kitchen. There is a large deck attached with a beautiful view of the swinging bridge and the woods. Cook out on the deck's gas grill and enjoy cool evenings by the fire pit (wood provided). Enjoy a nap in the shade in the hammock.

Guest favourite

Guest house in Louisville

4.96 out of 5 average rating, 667 reviews

Germantown Carriage House w/garage

Germantown is a quaint neighborhood revitalized with restaurants, coffee shops and pubs. This newly constructed carriage house has all the amenities for any length of stay, including garage parking with room for bikes or kayaks. Only 2 miles from downtown Louisville, Germantown is nestled between the energetic and historic Highlands neighborhood, beautiful historic Old Louisville, and hipster NULU. Keyless entry makes for seamless check in and out.

Guest favourite

Guest house in Petersburg

5.0 out of 5 average rating, 257 reviews

Stones Throw Country Inn - includes breakfast!

Beautiful country setting 3 minutes from the Creation Museum! Breakfast included! Hosts live on property should you need anything during your stay. Gorgeous sunset views! Easy access to I-275 at exit 11 and about 40 min. to Ark Encounter. For winter fun, Perfect North Slopes is only 15 minutes down the road. Downtown Cincinnati - 30 min.; Dayton, OH, Lexington, KY, and Louisville, KY - All approx. 1.5 hour drive.

Guest favourite

Guest house in Guilford

4.94 out of 5 average rating, 352 reviews

Twisted Creek Farm -Guest Retreat

Twisted Creek Farm is a spacious rural retreat- 2 miles back on a gravel road winding along Tanners Creek. No neighbors, just wildlife & well Mike and I. • Internet/wi-fi. Cell phone coverage limited • Two bedrooms available - One has private bath, second has bath just outside door • Blu-ray/DVD players/Dish Network - bring your favorite movie or view our collection • Please no smoking on premises