Holiday rentals with outdoor seating in Indianapolis

"The Purple House" The Best Downtown Location!

WELCOME! We invite you to stay on one side of our quaint downtown abode. You are in walking distance to some of the best bars, breweries, & restaurants in Indy. Whether you are traveling for work, sports, fun, or just passing through this location is the BEST. We are 1 mi or less to the Convention Center (1mi), Lucas Oil (1mi), Circle Center (1mi), Bankers Life (0.5mi), & Fountain Square (0.25mi)! We typically are at our main residence across the street so if you need anything lets us know.

Hidden Orchard Guest Cottage

Enjoy your stay at our comfortable cottage, tucked away in a quiet neighborhood off the White River (10 min. from downtown & Broadripple; less than 5 min. drive from Newfields, 100 Acre Woods, and Butler University; AND walking distance to the Fitness Farm). Feel at home in this fully furnished cottage, with its up-to-date kitchen, cozy bedroom and tech-friendly living room, equipped with hi-speed Wi-Fi, Netflix and YouTube TV. There’s also a private patio with a fire pit for you to enjoy!

Fountain Square Loft w. private second story deck

Sleek loft with huge second story deck in the heart of Fountain Square. Newly renovated. Private entrance. Luxury gel memory foam king bed, plush pillows, high quality linens. 2 individual sleeping options. High-speed fiber internet, 60” smart TV, gorgeous full bathroom and kitchenette. Relax on private deck with skyline view! Gainbridge Fieldhouse - 1 mile (18 minute walk) Lucas Oil Stadium - 1.2 miles (24 minute walk) Hi-Fi - 0.4 miles (7 minute walk) Mass Ave. - 1.4 miles (30 minute walk)

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.

The Fletcher Abode

Cozy 2 bedroom 1 bathroom home in the Fountain Square neighborhood of Indianapolis. This house has a bedroom with a king bed a bedroom with a queen bed and a pull out sofa in the living room. Free internet access, a television with Netflix, and a full kitchen. Just 1/2 mile from the acclaimed restaurants and bars in Fountain Square. 2 miles or less to downtown Indianapolis attractions including Lucas Oil Stadium, Bankers Life Fieldhouse, the convention center etc. Free street parking.

Alice’s Wondering Ways: A+ walkability eclectic

~Alice’s Wondering Ways~ Walkable to Convention Center, Stadium, Fieldhouse, and lots more *photos of walks/distance shown in listing photos. Surreal, Eclectic, Wonderland Themed In Historic Fletcher Place ~ Cultural district of Indy. Two doors down is Amberson Coffee. Walk a few blocks~brunch at world renowned Milk Tooth, Metazoa Brewing, Hotel Tango Distillery, Iria’s Italian, fountain sqaure, and much much more. Free reserved street parking, Putt-Putt, Fire Pit, BBQ grill.

Style and Comfort in this adorable bungalow!

Cozy & upscale bungalow located in the heart of Speedway, Indiana. Enjoy a small, but polished bungalow built in the 1930s. 2 bedroom, fully stocked kitchen, fenced private yard, and great location to all things racing and Indy! 5 Short miles to downtown & a 15 minute drive to the convention center. 1 dog is welcome! (More with written permission) Please share a bit of the nature of your trip, your hometown, & breed of your dog. No Cats or other type animals.

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.

4 BRs+King Bed+Game Room+Broadripple+Bars+Spacious

• Restaurants/bars within walking distance • Lucas Oil Stadium, Convention Center, and Pacers Center 25 mins away • State Fairgrounds less than 15 minutes from the house • Ping pong table, basketball, shuffleboard • Free laundry room • Great front patio to watch the sunset • Firepit in the backyard • Fully equipped kitchen • Safe neighborhood • Variety of churches nearby • Netflix included • Message us today!

Carriage Home w/ early check in

Discover the perfect blend of historical charm and modern convenience in our cozy home, located in the heart of Indianapolis' Old North Side. Offering early check-in, you can kick-start your exploration of the city without a moment's delay. Our prime location ensures you're just moments away from downtown's bustling scene, the Indiana Convention Center, Gainbridge Fieldhouse, and Lucas Oil Stadium. Free Parking Free Coffee

#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!

Entire Downtown Eclectic Apartment.

This two-bedroom one bath, upstairs apartment on top of an upcoming Yoga Studio is located in Fountain Square, Indianapolis. Hop on a scooter or Uber, and in just minutes, you are at Lucas Oil Stadium, The Convention Center, and Downtown Indianapolis. Indianapolis Motor Speedway is about a 15 min Uber. Plenty of great Fountain Square Bars and Restaurants are anywhere from a 2-10 minute walk.