Holiday houses in Center

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.

9 Bedrooms, 3 Kitchens, 3 Baths, Sleep 20 Downtown

21 beds! Perfect option for huge groups and families located on the eastern edge of downtown. 3700 square feet. 9 private bedrooms with doors, 3 full kitchens, 3 full bathrooms, 3 living rooms, 1 laundry, large front porch with grill, large front yard with picnic table. 6 Roku large screen TVs with all big streaming services. House is located right off of main interstates (I70/I65). Parking for up to 8 vehicles free to use on property. $5 Uber ride to all downtown locations or 15 minute

Downtown Indy Circle City Suites

Access to-free coffee, tea, 24/7 gym/cycling. Relax in courtyard w/gas fire pits, outdoor big TVs, outdoor sitting, 2 hammocks, 2 grills. Walking distance-Circle, shopping, Mass Ave, Sporting events-PACERS, FEVER, Concerts, & the COLTS. Canal, ZOO, butterfly pavilion, Uber to the Indy 500 track, children's museum. Enjoy local wineries, breweries, nightlife, & live music. Grocery store, pharmacy close by. Or, keep it simple. Stay and Relax, watch TV, cook in the fully equipped kitchen.

Historic CoHo Neighborhood Carriage House

Sip coffee and strum a tune at this professionally designed all Boho-styled airbnb! Experience Indy’s much-desired historic Cottage Home Neighborhood and have easy and quick access to all the best downtown Indy has to offer. Enjoy top-notch comfort, cleanliness, and fine amenities in your own 2nd floor carriage house, separate from the property’s main residence. Walkable to Mass Ave Bottleworks District, bagels, parks, 8th Day Distillery and Indy’s best artisan pizza in town, King Dough.

The Skinny House

The Skinny House is located in the charming Cottage Home Neighborhood. It is downtown and within walking distance to Massachusetts Ave. home to many bars, restaurants and the newly completed Bottleworks District. The house got it's name because it truly is "skinny". Local legend has it that it is made up of two 1890s workers cottages stacked on top of one another. A careful restoration celebrates the history of this delightful city cottage. Easily explore all that downtown has to offer!

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.

#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!

Modern duplex in charming downtown neighborhood

This reimagined century-old property features a gas fireplace with wood-panel surround, home office workspace, tiled bathrooms, hardwood flooring, and plenty of space to relax. Cook in a refurbished kitchen of quartz countertops and stainless-steel appliances, and truly find yourself at home away from home. This property includes 2 bedrooms: 1 king, 1 queen. Parking is available on the street, with no extra cost or pass required.

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.

The Escape Pad -Historic Home in the heart of Indy

Historic home with modern updates in the heart of one of Indy's coolest scenes! Located in the Lockerbie Historic District, it's just 2 blocks from Mass Ave, home of dozens of amazing restaurants and bars, exciting entertainment and nightlife, and Indy's Cultural Trail - perfect for walking or biking the city. Nearly instant interstate access! Enjoy!