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.

Broad Ripple 1BR w/ Free Parking & Large Balcony

Live like a local in one of Indy’s hottest neighborhoods! This stylish 1-bedroom apartment offers the perfect blend of luxury, location, and convenience—complete with a private garage for peace of mind. Step outside and find yourself surrounded by Broad Ripple’s best restaurants, lively bars, buzzing clubs, and scenic parks. After a day of adventures, unwind in your beautifully designed space that feels like home. Whether you're here for business or fun, this is where unforgettable stays begin.

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.

Adorable Bungalow 3 blocks from the 1st TURN

Cozy bungalow that lives bigger than it looks! Affordable luxury all at a terrific price! Fully private duplex has 2 stories and basement. We do allow dogs only, however I would like to know the breed & how many are staying. We do have some special "rules" for our furry friends! The neighborhood is walkable to restaurants, and very safe! Speedway boasts a low crime. The airport is close & downtown is closer! 465 is just 1.5 miles to access 465. Please no cats, or other type of pet.

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.

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.

The Little House

Welcome to our serene Little House in suburban Indianapolis. Perfect for two guests, it features a king-sized bed, a queen-sized pull-out couch, and a Roku TV. The kitchenette is equipped with a small fridge, induction stove, microwave, and coffee station. The bathroom includes a shower, toilet, and sink. Nestled on a half-acre lot behind a private school, our comfortable open-concept retreat offers a peaceful escape. Book now!

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!

#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!