
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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for guest house rentals in Southern Indiana
Family-friendly guest house rentals

Highlands - Elegant Calm Clean & Green - Walkable
My husband and I had a wonderful stay at Paulo's carriage house! It is even more beautiful in person than in the photos, with many thoughtful extra touches to make it both lovely and comfortable. While we didn't cook, the kitchen was very well-equipped, and the living room area couches were sooo comfortable. While it was a little too chilly to sit outside, the patio/balcony furniture were inviting and overlook a beautiful and peaceful courtyard. Paulo was a very responsive host who communicated clearly and made himself available for any needs we might have but also gave us our space/privacy. The location is also a big plus--the neighborhood is full of gorgeous historic homes and just a block away from the main road (Bardstown), which has plenty of dining options, coffee shops, etc. all within easy walking distance. We look forward to returning and staying again!

Coach House at the 1898 Red Bud B & B
Suzann was a great host!! We stayed in the coach home of her bed and breakfast which was perfect for our family of 3. There was a playset with swing, slide, sandbox and pirate ship on top that our son enjoyed. This location was close to all that we did...we stopped at Ark Encounter (we are from Ohio) and had about a 65 min drive to Suzann's place. We went to Kentucky Horse Park which was only 40 minutes away and Shaker Village was only 16 minutes away!! And not to forget about Buc-ee's which is 52 minutes from Suzann :-) Great location, clean and comfortable!!!!!

Treetop Hideaway
Our stay was amazing! The treetop hideaway was just that. It was so close to everything downtown. The only downside to us was the mattress was a little firmer than we like, but we would definitely book it again!

Downtown Indy! Stand Alone Guesthouse
Traveling solo this trip…. Nothing to fear! Tim was a great host! Always felt safe and at ‘ home’. Guesthouse was clean, quiet neighborhood, and responsive host. Would definitely return

Downtown carriage house. Walk or bike everywhere!
We arrived at night so had a hard time finding the driveway despite perfect directions. The entry and check in instructions were clear. It was early March with still a bit of chill in the air but the space was warm and cozy on arrival. The area was safe and walkable in the day and at night, in spite of our unfamiliarity with Indianapolis! We attended events at Gainbridge Fieldhouse - such an easy walk! - and explored the downtown, Mass Ave, Fletcher Place, and Upper Canal neighborhoods. While we didn’t spend a lot of time in the space, we did use the kitchen for all our breakfasts and even dinner twice. The kitchen area is small but provided everything we needed! This space is great for one or two people traveling for any sporting event downtown. Highly recommend! We also asked Josie and Rob for one area recommendation and they responded quickly and were more than helpful.

Carriage House Loft
We have stayed with Matt and Mandy multiple times now and everytime has been an absolute joy!

Cottage on a working market garden
Had a wonderful snow filled relaxation getaway at this adorable cottage. This cottage itself was absolutely perfect! It was cozy, warm, beautifully decorated, and had everything I needed for a relaxing stay. The peaceful surroundings made it the ideal getaway. The hosts were wonderful and made me feel right at home. Highly recommend for anyone looking for a peaceful retreat! Also this place has the most comfortable reading chair-don’t forget to bring a book! Would stay again!

Garden Studio Guesthouse
I was so happy with the stay. It absolutely exceeded my expectations. The area is beautiful and the structure really nails the cottage vibes. Leslie is very accommodating and even let us know when we arrived that we could stay past check out. Will stay here again if we are ever in town for a game.
Guest house rentals with a patio

Amish Country Cottage
The host is the best experience we’ve ever had with communication! The cottage was extremely clean, nothing over looked. It felt like home! Extremely peaceful! If you are looking to visit Madison but don’t want to stay in town with all the noise, look no further than the Amish cottage! We will 1,000% be back to stay at the cottage!

Hillside Hideaway Bunkhouse Cabin in the country.
I had a great stay at the hillside hideaway. The cabin is small but cozy and had everything we needed. 10 beds and the best couch ever. I would recommend. Gloria was a great host that reached out to make sure we had everything we needed and found the place alright. Full kitchen to make meals was awsome. My only issue was that the shower water had a tough smell of sulfur, which was unpleasant.

Guest House of Fruit Hill Farm
We met Cathy and her husband when arriving & appreciated their hospitality! We walked around the grounds enjoying all the beautiful gardens just springing to life around the pond. We felt right at home and enjoyed a Reunion with John’s daughter from Oregon. There was literally everything we needed in the kitchen to make a surf n turf dinner. It had all the comforts of home with expert decor. The large Main Bathroom shower was uniquely designed & a peaceful place. We even had sunny weather to enjoy the patio! Perhaps, we will revisit this lovely Cincinnati home again. They have awesome properties in Cape Coral, Florida too!

Peaceful Little Cabin Retreat - escape in nature
We appreciated the bag of snacks and the Keurig cups for the morning! Jessica told us about her parents and the pets & the pet cat, Spot in the garage. Everything was just perfect, and we felt relaxed and refreshed after staying here and maybe we’ll return one day… The only thing that we would suggest is more safety tape on the ramp because there was lots of rain the days we were there. Maybe next time we’ll have more time on the dock and sitting on the porch!

Awesome Luxurious Downtown Indy Carriage Home!
The place was nice and clean. Was close to downtown, had everything needed. The owner "Jonathan" was communicative by responding fast and understanding. It had an easy check-in and check-out. It was also felt very private and safe. I would definitely go again if needed.

Cozy studio with private pool and firepit
I had a great time at Bryan‘s. Very accommodating host with a convenient location in a pretty neighborhood. The apartment had everything I needed. I would definitely stay there again!

Carriage House on New London
Was exactly what we were looking for on our one night stay. Very pleased

The Neighborhood Nook
Melissa's AirBnB was perfect for traveling with pets! Clean, quiet, and spacious - couldn't ask for more. Highly recommended!
Guest house rentals with a washing machine and dryer

Butler Midtown Indy Carriage House Apartment
Perfect for a one night stay! Wanted to be close to the children’s museum so the location was great. Jennifer was even able to get us in a little early to accommodate our son’s nap time. Thanks for a great stay!

Lofty Lodge on the Bourbon Trail
Had a great time. Location is great and peaceful! Plenty of room for all 11 of us. And only 25-30mins drive to many of the distilleries.

Private and Charming Carriage House Downtown Indy
We have traveled all over the country and stayed at many different places. The carriage house is now one of our favorites. As soon as you walk in you can tell Kevin and Michael put their hearts into this place! Everything was on point, from the craftsmanship to the decor. I dare you to say you've slept in a more comfortable bed! We didn't want to leave!!!!

Hidden Orchard Guest Cottage
Loree was an incredible host! The home was very comfortable and homey. It was equipped with everything we needed to make us feel at home.

The City Cottage…quiet, peaceful, and convenient!
Although we did not spend much time in the cottage when we were there we felt at home. The bed and pillows are exceptionally comfortable if we are ever in Louisville again I will definitely book here again. The cottage was clean and easy to find, close enough to shopping and restaurants but off the beaten path

Luxury carriage house in Fountain Square
2nd time staying here when visiting downtown. it checks the boxes off. only issue is delivery since its located in an ally between 2 streets or uber findinf us. however, we like it enough to book a 2nd time and will again in the future.

Bright & Modern Carriage House Downtown Indy
Kelly & Dana’s place was perfect for visiting our daughter. The carriage house studio was bright, cheerful, and impeccably clean. We felt like the first guests to stay there. We enjoyed Amelia’s coffee shop and the Sidedoor Bagel shop, both within walking distance. We would definitely stay again.

Locke-N-Key: Carriage House Steps from Mass Ave
Great place in a location that was close to lots of restaurants and activities!
Destinations to explore
- Louisville Holiday rentals
- Bloomington Holiday rentals
- Evansville Holiday rentals
- Bowling Green Holiday rentals
- Paducah Holiday rentals
- French Lick Holiday rentals
- Mammoth Cave Holiday rentals
- Owensboro Holiday rentals
- Elizabethtown Holiday rentals
- Nashville Holiday rentals
- Gatlinburg Holiday rentals
- Chicago Holiday rentals
- Townhouse rentals Southern Indiana
- Smoking-friendly rentals Southern Indiana
- Boutique hotel rentals Southern Indiana
- Cottage rentals Southern Indiana
- Hotel rentals Southern Indiana
- Cabin rentals Southern Indiana
- Rentals with an EV charger Southern Indiana
- House rentals Southern Indiana
- Rentals with a hot tub Southern Indiana
- Farm stay rentals Southern Indiana
- Rentals with outdoor seating Southern Indiana
- Rentals with a kayak Southern Indiana
- Rentals with a washing machine and dryer Southern Indiana
- Rentals with a firepit Southern Indiana
- Rentals with a sauna Southern Indiana
- Rentals with breakfast Southern Indiana
- Rentals with beach access Southern Indiana
- Apartment rentals Southern Indiana
- Beachfront rentals Southern Indiana
- Bed and breakfasts Southern Indiana
- Rentals with an accessible-height toilet Southern Indiana
- Waterfront rentals Southern Indiana
- Rentals with a fireplace Southern Indiana
- Rentals with a patio Southern Indiana
- Rentals with pools Southern Indiana
- Rentals with lake access Southern Indiana
- Loft rentals Southern Indiana
- Barn rentals Southern Indiana
- Pet-friendly rentals Southern Indiana
- Tiny house rentals Southern Indiana
- Flat rentals Southern Indiana
- Family-friendly rentals Southern Indiana
- Rentals with a cinema Southern Indiana
- Private suite rentals Southern Indiana
- Fitness-friendly rentals Southern Indiana
- Family-friendly rentals Southern Indiana
- Guest house rentals Indiana
- Guest house rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Things to do Southern Indiana
- Food and drink Southern Indiana
- Things to do Indiana
- Food and drink Indiana
- Things to do United States
- Art and culture United States
- Food and drink United States
- Nature and outdoors United States
- Sports activities United States
- Sightseeing United States
- Wellness United States
- Tours United States
- Entertainment United States