Holiday rentals with outdoor seating in Indianapolis

Alumni owned Bungalow 1 block from Butler

Feel at home in this charming 2 bed/1 bath bungalow in a quiet, historic neighborhood! The property features refinished hardwood floors, comfortable furnishings, thoughtful decor and updated fixtures in the bathroom. A modern kitchen offers new appliances, the essentials for cooking, a charging station, and a coffee bar with snacks. Retreat to the spacious fenced in yard and lounge on the patio. History is important to us so we updated the space while staying true the original character & feel.

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.

Indy Midtown Butler Carriage House Apartment

Top 1% on Airbnb. Fully furnished carriage house apartment in the beautiful historic Butler Tarkington neighborhood in midtown Indianapolis. Close to Butler University and a short drive to downtown. All new amenities, with a bright, modern design. This is a carriage house, you can park in the driveway, there is also street parking. This is a private apartment space in a safe and family oriented city neighborhood. We self manage the property and we're usually available if you need anything.

Kit’s Cabin - Log Cabin Retreat in Indianapolis

Welcome to our 150-year-old log cabin, nestled in the heart of Indianapolis! This cozy retreat offers a tranquil getaway while being just minutes away from all modern conveniences and only 20 minutes from downtown. Step inside and be greeted by the rich history of exposed wooden beams and a large stone fireplace. Our authentic rustic decor and cozy cabin amenities will transport you to a simpler time. Come experience the magic of Kit’s Cabin, where historic charm meets modern comfort.

Lofty Cottage

This unique place has a style all its own. Walking distance to Lucas Oil Stadium this renovated cottage has 1 bedroom plus a king size bed in the loft, accessed via ships ladder. Modern kitchen with waterfall quartzite peninsula counters. Patio out front and a backyard with a grill and seating area. Plus free wifi & coffee. A block away from Iozzos, Greek Islands and Shapiro's Delicatessen, 4 minutes from award winning restaurants like Bluebeard, Milktooth and St. Elmo's Steakhouse.

Boho Container Home - rooftop deck & greenhouse

"The Zion" is a modern boho themed container home featuring earthy tones, wordly decor & animal art. It is one of three container homes located on the lot. The home is comprised of 7 shipping containers with an added greenhouse & rooftop deck. The floor to ceiling windows on the first & second floor both face & provide a unique perspective of Fall Creek River. The rooftop deck provides a view of the city skyline as well as scenic views of the river, nearby bridges & green canopy.

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!

Spa Oasis in Fountain Square

Located in a premier location, just blocks from the main drag of Fountain Square and 7 minutes from the city center, sits our spa oasis stay! You'll be surrounded by Indy's best restaurants and nightlife while enjoying the zen tranquility of our home. Plunge into the private hot tub to take in the stars, lounge on the deck in the heat of the sun or take it up a level and sweat it out in our Far Infrared sauna.

The Indy Cottage - NEAR MASS AVE DISTRICT 🌿🌻

ALL ARE WELCOME HERE! The Indy Cottage is a newly renovated home built in 1912! This gorgeous 2 bedroom bungalow is located less than 5 minutes away from the popular Mass Ave area downtown Indianapolis. This home is in a very up and coming neighborhood. Mass Ave is full of restaurants, bars, shops, and the newly renovated Bottleworks District! This home has been completely renovated for that luxury feel.

#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!

White River Retreat

Escape to a private retreat on the White River in Indianapolis! This custom-built home offers a peaceful, open-concept space with a stone fireplace, pool table, and jetted tub. Enjoy 12 acres of shared grounds with river access, kayaks, and fire pits. Perfect for a unique getaway, feeling worlds away yet close to everything. Ideal for couples or small groups seeking tranquility and adventure.

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.