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Carriage House by the Canal! (free parking)

Enjoy easy access to everything from this perfectly located carriage house room! Convenient to everything in downtown Indianapolis, a block from the canal walk, IUPUI, and the hospital, restaurants, bars, and a cute little bakery down the street, and an easy mile to the convention center and Lucas oil stadium. The cozy studio is privately located above the detached garage. Check-in at your convenience with electronic access and enjoy free street parking on our historic neighborhood street!

The Jewel Box—Historic Tiny Home—Walk Downtown

Experience the charm of The Jewel Box, a beautifully renovated 1924 tiny home in the historic Indianapolis neighborhood of Windsor Park. Just steps from the Monon Trail, lush 31-acre Spades Park, & minutes from the trendy and upscale hub of the city: Mass Ave & the Bottleworks area. Enjoy boutique shops, lively bars, entertainment, & fine dining all within walking distance. With rich jewel tones, layered textures, & colorful artwork, the space offers playful luxury in a cozy, artistic retreat.

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.

Top Floor Downtown Indy Condo • King Bed

Welcome to a stunning top-floor corner condo that boasts custom finishes, thoughtfully selected local art, and a plush California King bed to ensure you have a truly restful stay. Just four blocks from Monument Circle and the lively Mass Ave district, this spot is perfectly located for business at the Convention Center, a romantic night out, or major events at Lucas Oil Stadium and Gainbridge Fieldhouse. Plus, the famous Indianapolis Motor Speedway is just a quick 15-minute drive away!

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.

Flat 2, Park Free, Mass Ave, Downtown, King Bed

⭐ Free Parking ⭐Blocks from Mass Ave/Indy’s hotspot ⭐Early check in/late check out $25 ⭐ Spacious & stylish suite-style layout ✦Walking distance/short drive to major attractions ✤ Clean! ✤Top-rated host's/we’re local! ➠ Cultural Trail/World Class 🛌 Private bedroom/ King bed 🛋 Queen fold-out sofa ⭐Suite-style layout – cozy yet spacious ◉ Keurig coffee maker ◉Two-burner hotplate/ toaster oven ➠back door, securely locked/ no guest use ➠Basement door locked/no street access

The Fountain Square Flat - *No Cleaning Fee*

Step into your private guesthouse retreat in the heart of Fountain Square. This newly built, mid-century modern carriage house offers comfort, style, and total privacy. Enjoy fast Wi-Fi, self check-in, and free private parking— just over 1 mile from Lucas Oil Stadium and Gainbridge Fieldhouse and a short walk to restaurants, bars, and live music. Perfect for couples, solo travelers, or remote workers looking for a sleek, walkable stay in one of Indy’s most vibrant neighborhoods.

Old Northside Downtown Indy | Free parking

Experience Indy from our cozy Old Northside brick home, located on the 2nd & 3rd floors of a historic building. Just minutes from downtown, the Convention Center, Lucas Oil Stadium, Mass Ave, indianapolis Speedway and Methodist Hospital. This inviting space features 2 bedrooms, 2 full baths, a dining room, and a sofa bed—sleeping up to 5 guests. Enjoy free, spacious gated parking and a comfortable stay. Please note stairs are required and may not be suitable for everyone..

#IndyUrbanGem | City Home in the Heart of Mass Ave

Hello, Fellow Traveler! Unbeatable Location! All the luxury of home in the heart of it all! Discover our hidden “Gem” in historic Lockerbie Square Neighborhood, steps from Mass Ave & The Old National Centre. Experience a cozy home so close to all the fun! Recently renovated, the space offers a spacious owners bedroom with king bed, second bedroom with queen bed, living room with pull out sofa, updated kitchen, a private one-car garage, and an outdoor deck!

The Prescott- Bold Luxury. Historic Glamour

Welcome to the Prescott. A bold, exciting & fierce luxury rental in the center of beautiful historic & walkable downtown Irvington. 5 miles from downtown Indianapolis. Enjoy this historic home built in 1908; reimagined & curated in 2024. Experience an upscale stay with modern comfort & historic elements where BOLD is always at the forefront. Just steps from your front porch, you will find Snug, a cocktail and whiskey pub with light bites.

The Juke: Spacious Downtown Condo on Mass Ave!

Beautiful immaculately furnished and equipped condo located in the heart of Indianapolis’s famous Mass Ave and conveniently across the street from the Old National Centre. Whether you’re staying for business or for pleasure, it has all aspects covered. Take a 5 minute electric scooter ride to the Convention Center and all major venues or walk out the front door to be immediately be surrounded by shopping, great food, fun and excitement.

Private Downtown Escape

Enjoy a stylish experience at this centrally-located place! Located in a secure block just steps away from the Monument Circle and walkable to Bankers Life Fieldhouse, The Convention Center, Mass Ave, museums, multiple restaurants and MUCH MORE! This industrial charmer has everything you need to be your home away from home - complimentary Wifi, Smart TV, washer and dryer access, plush Queen sized bed, and well equipped kitchen!