Apartment holiday rentals in Indiana

The Main St. Oasis - Heart of Downtown Madison

Welcome to the Main St. Oasis in the heart of Historic Downtown Madison! We're steps away from Lanthier Winery, shopping, fine dining, the Ohio River, have a coffee shop right across the street, and a flower shop beneath you! Close to Clifty Falls State Park (3 min) & Hanover College (9 min). Enjoy a unique retro-western theme, with games & luxuries for all ages. Perfect for couples, families, or small groups. Ideal for exploring Madison’s top attractions or relaxing in comfort right on Main St!

Location · Value · Walkability

Half-Moon Cottage

Enjoy privacy in this beautifully handcrafted cottage with arched ceilings. The cottage is 2 miles from downtown Goshen - a vibrant small town with restaurants and shops. It's 1 mile from Goshen College, 45 minutes from Notre Dame and 25 minutes from the Amish town of Shipshewana. The cottage is beside a fruit, nut and berry orchard and gardens. It's adjacent to a city bike trail that links to the Pumpkinvine nature/bike trail. It's close to a train crossing (with whistle) and a busy street.

Location · Value · Checkout

Bright & Airy Modern Apartment

Welcome to your chic and cozy modern retreat! This spacious, bright one-bedroom apartment offers a serene and airy atmosphere with lots of natural light. Features: -- Close to Downtown and Purdue University -- Spacious bedroom with soft lighting and TV and a large attached bathroom -- Washer/dryer and laundry supplies -- Open concept kitchen with basic utensils, cookware, and a coffee bar -- Balcony overlooking a luscious green space Book now and enjoy a serene stay close to all the action!

Family · Value · Breakfast

Peaceful Paradise LOWER Fam 2BR Hot Tub/Pool/SAUNA

Located just 20 minutes from CVG airport, Perfect North Slopes, and the Creation Museum—come & enjoy a piece of Indiana in our 2 bedroom apartment! After a long day exploring our local parks or skiing on the slopes, soak in the hot tub or pool overlooking the valley or enjoy your evening by the fire pit! An in-home entertainment surround system will bring whatever movie you choose right into the room with you! Access to apartment is down stairs --not wheelchair accessible. Pool CLOSED for 2026

Family · Location · Getting around

Stablemaster’s Quarters/ Best downtown location!

Come see why the city awarded us with the “Stellar Award”, Best Place To Stay in Madison! The historic building was originally one of the city’s main livery stables circa 1886. New very comfortable furnishings, a spacious gathering area, 2 large bathrooms, laundry room & a furnished white kitchen will all be appreciated. Yet, historic charm remains. You will soon see why the entire building has won multiple awards. Come see why US Today awarded Madison “ Best Small Town in the Midwest”.

Family · Location · Bathroom

Enjoy Nostalgia In James Dean's Hometown

The Rebel Lodge is a fully restored historic brick building located in the heart of James Dean's hometown. lt is right across the street from the James Dean Museum, just around the corner from Main street, and only blocks from The James Dean Gallery. The building will sleep 4-5 with a comfy double bed, a pull out sofa and an additional sofa. It is decorated with fun mid century furniture and decor. Everything is freshly up to date with new furnace, & air conditioning. Please enjoy your stay!

Family · Value · Bathroom

Skyline View Condo, Best downtown spot, Park FREE!

There’s no better place to explore downtown Indy than our stylish condo in the heart of it all. We have free parking on site, but you won’t need your car! Step outside the front door and make your way to the vibrant entertaining and dining options of Mass Ave and The Bottleworks District, or stroll the historic cobblestone streets of Lockerbie. Wineries, breweries, coffee shops, antique dealers and entertainment venues are all minutes away. At night, you’ll enjoy the sparkling skyline view.

Value · Family · View

Studio Apartment w/ Beautiful View!

Come and stay a while in this charming and unique studio apartment. Located in the heart of historical Aurora, IN, you can walk to all the shops, parks and restaurants! Step out onto your private patio and enjoy your view of the Ohio River! It’s the perfect romantic getaway. We are also pet friendly so if you want to bring your furry friends we are happy to host them as well, just be aware that there is a $100 fee that covers our additional cost. Just add them with your guests at checkout.

Location · Value · Access

Free Parking · Skywalk · Walkable Downtown 1BR

🏙️ The Loft Suite The ONLY downtown apartment building with Skywalk access — walk indoors to the Convention Center, Lucas Oil & restaurants without stepping outside. Save $44/day with FREE garage parking. ⭐ "Beautiful apartment — even more beautiful than the pictures! Perfect location for taking the Skywalk to the convention center or Lucas Oil!" —Brittany Modern 1BR with city views · queen + sofa bed (sleeps 4). Fully stocked, fast WiFi, in-unit laundry. Superhost · Guest Favorite.

Family · Location · Decor

Private Entrance Guest Suite on the River

Stay in our studio apartment suite with private exterior door entrance. Hosts live in the rest of the house. From the backyard you can fish, kayak/canoe, paddle board, enjoy a bonfire, grill, and relax by the river. There's a king memory foam bed, sleeper sofa, and 49" TV. Remote work friendly with spacious workspace desk, fast WIFI, and coffee. The closet has a mini food prep area with mini fridge and microwave, and grill out on back patio. It's a quick 15 min drive to Notre Dame.

Value · Family · Parking

Downtown Studio

Discover a peaceful and comfy stay in the heart of it all! Nestled within a charming historic Victorian House above Acorn Cottage, this 2nd-floor Downtown Studio Apartment offers a unique experience in Brown County. Despite its snug size, you'll find all the essentials for a cozy retreat. With its central location in the vibrant heart of Nashville, Indiana, you might just park your car & never return to it until you go home. Get ready to be near everything Brown County offers!

Location · Value · Kitchen

New Hagerstown Apartment-Self Check-in. Sleeps 4+

Have fun with the whole family at this stylish place. Whether you are looking to visit family in the area or just wanting a small-town vibe to escape to, my welcoming apartment has everything you need. The unit comes with AC, Wi-Fi, Netflix, a private bathroom, and a fully stocked kitchen. Located in the heart of Hagerstown, the unit is blocks away from the local shops and restaurants on Main Street. My adorable apartment offers a deck, grill, pull-out couch, Keurig, and more!

Family · Location · Layout