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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.

Eco-Friendly Downtown Indy Carriage House

Our carriage house (built 2019) sits behind our historic home on the near eastside of Indianapolis. We curated the space with the modern traveler in mind- from the design to the local coffee and art. We want your stay to give you the comforts of home while inspiring you by the city we love! A bright and modern space in a downtown neighborhood close to everything Indy has to offer! Close to Bottleworks, Mass Ave, and most downtown locations. Non-toxic supplies cleaning methods. Kids welcome!

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.

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.

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.

Cozy Brand New Studio Carriage House

Enjoy a stylish experience at my centrally-located Upper Room Carriage House. Just 5 miles north of downtown, and minutes away from Butler University, in the Historic Meridian Kessler Neighborhood. A king size bed and a full kitchen for all your comforts of home while traveling. The open floor plan with skylights will give you the illusion that you are sleeping in a tree house. Come and sleep in my Upper Room for an experience of the country while staying in the city!

Bright Downtown Indy Studio Near Mass Ave Walkable

1BR studio in Cottage Home neighborhood, just east of downtown Indianapolis. Perfect for work trips, or a quiet weekend getaway. Walk to Mass Ave, Bottleworks, the Factory Arts District, top restaurants, shops, breweries. Minutes from Gainbridge Fieldhouse, Lucas Oil Stadium, and Monument Circle. Ideal for concerts, sports, and downtown events. Fully furnished with full-sized appliances and fast Wi-Fi. Warm, cozy, winter retreat! Sleeps 3 in two beds.

Cozy Tiny House Nestled in the Trees

Take it easy at this unique and tranquil getaway. In a charming tiny house surrounded by trees and birdsong, you can unplug and relax without going too far off the beaten path. Only a 15 minute drive from downtown, we’re conveniently located between Fountain Square, Irvington, Beech Grove, and Wanamaker. Curl up with a cup of tea and a good book, sit on the patio and watch for deer, or take a walk around our fledgling 9-acre permaculture farm.

Private, one car garage, hot coffee

Welcome to Robin's Nest, my cozy, modern, open-concept home in Indy! This inviting space includes 2 bedrooms, 1 bathroom, and 2 queen beds. Enjoy amenities such as a coffee bar, fire pit, and workstation. Let your fur babies run free in my fully fenced-in yard. You’re in close proximity to Lucas Oil, the Convention Center, and Gainbridge Fieldhouse, Murat, and many major hospitals are in a 10 mile radius.

#IndyJungleHaus | Modern Townhome on Monon Trail!

Hello, Fellow Traveler! #IndyJungleHaus is a spacious, three-story townhome perfect for short or long stays. Just steps from The Monon Trail and a short walk to Bottleworks, Mass Ave, and neighborhood hotspots! Enjoy a Chef’s Kitchen, walk-in shower, and 2-car attached garage—your ideal home away from home awaits! Book now and experience comfort, convenience, and adventure in the heart of Indy!

Perfect Downtown Carriage House - Walkable!

New construction, surrounded by history, in the middle of it all. Steps from Mass Ave and Bottleworks, feel at home in the king-sized Sleep Number bed, luxurious shower, and full kitchen, brand new appliances, including laundry. YouTube TV, Netflix, Prime, Disney+, MLBTV, and more all available on the TV! Great for a weekend getaway, even better for an extended stay.

Queen Bed - Artsy, Trendy, Fun Apartment Space

This is a wonderful, super comfortable, fully private space! Very modern, artsy and fun! In a fabulous historic home built in 1895. You will love it here! Check out all of the pictures - I try to show you all the details. There is ample parking right in front of the house on the street. Pets are allowed - for a $40 per stay fee.