
Guest house holiday rentals in Southern Indiana
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Top-rated guest house rentals in Southern Indiana
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5 Min IU | Private Studio, Full Kitchen, Parking
A calm, thoughtfully designed studio created for comfort and ease. At ~400 sq ft with a charming slanted ceiling, the space is ideal for solo travelers or couples looking for a cozy stay. Guests describe the studio as spotless, cozy, and well-equipped, with everything needed to settle in. Located just minutes from IU, downtown, dining, parks, and Kroger, you’re close to it all! Note: The studio is above a detached garage. The garage door is not used during guest stays, so it will not be heard.

Private Guest House close to everything!
The Private Guest House is set on our property which is located on a corner (1.5 acre lot) close to the east side of Evansville. The convenient large circle drive makes it easy to enter and exit. The east side of Evansville offers Malls, Shopping, Restaurants, Bars, Entertainment, Gyms, Starbucks, and Theaters. The property is located only 10 minutes from Downtown and the Ford Center due to close proximity to Lloyd Expressway. Check out the Casino and Riverfront if you’re in the Downtown Area!

Treehouse Retreat With a View of National Forest
IU Fans! 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.

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.

Lavish church suite with choir loft
Indulge yourself with soaring ceilings, chef's kitchen, luxurious king bed, and soaking tub, all in a landmark church surrounded by Louisville's hottest neighborhood, NULU. Our grandest renovation at the Holy Goat, The Revival Loft, lets you gaze through large, historic church windows while sipping your morning coffee or evening bourbon. Built in 1843 this former church is now home to one of Louisville's most unique guest houses, steps from the city's best food, drink, and culture.

Cottage at the Hundred Acre Wood
Escape to the country and take it easy at this unique and tranquil getaway. This beautiful cottage shares the yard and scenery with the owner’s residence, but is a very peaceful & nice space to relax and sleep at the end of your day. You’ll be out in the country but still conveniently located, only about 15 min from everything. 16 minutes from Glendale - Ford Blue Oval plant 14 minutes from Etown Sports Park 16 minutes from downtown Etown & all the great restaurants and stores

Little Cabin in the Woods - Bent not Broken
Discover your next FAVORITE place to visit. Welcome to Always Ranch LLC where this unique, tiny cabin offers you a tranquil spot to relax and unwind. You will be surrounded by nature as we live on a horse ranch. The cabin may look crooked, but the inside it is rustic and warming. See our Guide Book for close by suggestions. We aren't too far away from local attractions. The kitchenette includes mini fridge, microwave, double hot plate and, grill on the outdoor firepit or grill.

Guest House with acreage to explore.
Relax with the whole family at this peaceful place to stay. The wooded property provides maintained walking trails for plenty of wildlife viewing pleasure and exercise. The property also features a swimming pond. Location is 8 miles from Lincoln State Park and Lincoln Amphitheater. 10 miles from Interlake State Off Road Recreation Area. 13 miles from Holiday World. 30 miles from Evansville casinos. This is a four season resort/stay, with long summers and mild winters.

Highlands Carriage House
Secluded Retreat in the Heart of the Highlands! Perfect for DERBY! Our carriage house is perfectly located in the heart of all Louisville has to offer. We are only steps from the finest dining, entertainment, pubs, shopping, parks, and coffee in Louisville. Bustling and eccentric Bardstown Road is only half a block away, yet the Carriage House feels secluded and very private. It is located 5 miles from Churchill Downs, 7 miles from the airport, and 2 miles from downtown.

Summer Kitchen at The Hill
Come enjoy this spacious studio that has been remodeled from an old summer kitchen. Located on 6 acres in the town of Spencer, this is the perfect place to unwind and getaway, or use it as a jumping point to adventure at nearby McCormick's Creek or Cataract Falls. Walking distance to neighborhood grocery store, coffee shop, and restaurants. Within 30 minutes of Bloomington and Indiana University! The hosts live full time in the main house with 2 great danes.

Cottage of Eden. Bourbon Trail Stay in Shelby Co.
Listen to the birds sing as the walkway guides you to your quaint cottage getaway. Take in nature, as you’re surrounded by trees, near our sweet chicken coop and a creek down from the deck - all while only 10min from town. Special touches were added of Kentucky Derby photos, books, kitchenware, Bourbon Trail glasses and bourbon barrel heads with local distilleries. The dining table top is even made of wood from Shelby County’s own Bulleit Distilling Company.

Studio by Kirkwood Ave close to I.U. and Downtown
Nice studio apartment in a quiet neighborhood right off Kirkwood Ave. Kirkwood Avenue is the heartbeat of the city of Bloomington and Indiana University. There is private entry with access to a lockbox for self check in. One queen size mattress and a futon is available. Full kitchen with refrigerator, microwave, oven and dishwasher. Television with a Roku which can mirror your phone. Please allow me to host your next stay in Southern Indiana.
Popular amenities for guest house rentals in Southern Indiana
Family-friendly guest house rentals

Prospect Guest House

Garden Studio Guesthouse

The Country Gathering - Sleeps 4 - Greenwood/Indy

Lofty Lodge on the Bourbon Trail

Mulberry Cottage In The Heart Of Downtown Madison

Comfortable-relaxed space to find your inspiration

Carriage House Loft

Charming Cottage/ Pet Friendly Close to Miami U.
Guest house rentals with a patio

Waterfront Cabin | Peaceful Pondside Escape

Chic Derby stay minutes from Churchill Downs!

Charming Carriage House in Old Louisville

*BRAND NEW* Gem of Germantown Private Derby Suite

Downtown 1 bed & 1 bath studio guest house

The Main St Carriage House - a charming cottage

Studio apartment above Garage in downtown Madison

The Goataway
Guest house rentals with a washing machine and dryer

The Fountain Square Flat - *No Cleaning Fee*

Private and Charming Carriage House Downtown Indy

Perfect Downtown Carriage House - Walkable!

Highlands - Elegant Calm Clean & Green - Walkable

Twisted Creek Farm -Guest Retreat

Dreamy Carriage House in Historic Herron Morton

Eco-Friendly Downtown Indy Carriage House

Luxury carriage house in Fountain Square
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