Holiday rentals with outdoor seating in Indianapolis

#IndyCozyCottage | Designer Cottage Near Downtown

Hello, Fellow Traveler! Welcome to our cozy historic Indy cottage in a quiet neighborhood retreat just minutes from downtown. Enjoy coffee on the porch, a fenced yard for pets, and easy access to Mass Ave, Bottleworks, and Lucas Oil Stadium. Thoughtfully updated for comfort and style while keeping its original charm! This quaint home features a king bedroom with walk-in closet, updated and stocked kitchen, secondary flex bedroom/office, and two-car garage. Perfect for your next Indy adventure!

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.

Historic Talbott Street Home-Hot Tub and Fire Pit!

We are so excited to share our historic home with you! We are minutes from downtown and walking distance to great restaurants, a brewery, coffee shop and ice cream shop. One of our favorite spaces is the front porch, it's a great place to relax! If you head out back you can enjoy our hot tub and fire pit. Our home has lots of character but please remember, it's very old! : ) The house has some squeaks and the floors show wear but we think you will find it a great place to create memories!

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.

Perfect 500 Location!

he perfect place to stay for all Indy events ! The whole group will enjoy easy access to everything from this centrally located place. WALK to the track! Two KING size beds! Off Street parking! Bicycles available for use for the weekends! (please request) Open layout for enjoying your travel partners. Wonderful opportunity at a great price. Close to Convention Center and all things downtown Indy too! Airport is 12 minutes away. Please, NO Cats or other type pets, beside dogs.

Charming Broad Ripple Farmhouse

The Charming Farmhouse located in the heart of the Broad Ripple Village in Indianapolis is an ideal haven for anyone looking for a comfortable and worry-free stay to enjoy all the city has to offer! It is a pet friendly, 2-bed, 2-bath that sleeps 6 with a fully equipped kitchen, laundry room and modern amenities. A quick walk to the Broad Ripple Restaurant District and 20min drive downtown or the Indianapolis Motor Speedway, the Charming Farmhouse is your perfect home base.

Pop Culture Container Home - rooftop & greenhouse

“The Shadowbox" pop culture container home in downtown Indianapolis is one of three container homes located on the lot. The home is comprised of 7 shipping containers with an added greenhouse & rooftop deck overlooking the city skyline. The floor to ceiling windows on the first & second floor both face & provide a unique perspective of Fall Creek River. The home has a large back yard. Plenty of comics, action figures & games to keep you entertained throughout your stay.

Dramatic Downtown Dwelling with 2 bedrooms

Eclectic home located in downtown Indianapolis. Property faces a 14 acre park in the peaceful neighborhood of Kennedy-King. Great proximity to restaurants, parks, and Mass Ave - everything you need is just minutes away! Whether you are here for work or pleasure, this home is perfectly located to easily access all Indy has to offer - so come and explore our great city! *NOTE* bathrooms are on the first floor, bedrooms on the second floor.

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.

Stately 3BR townhouse in historic Irvington

Nestled in the heart of Irvington’s historic district, the Parker Lane is a tastefully furnished home with a nod to mid-century modern design - a spacious duplex with three bedrooms and two bathrooms, and outfitted with a generously stocked kitchen, so you have the option to cook meals and brew up fresh coffee during your stay. Stroll the brick lined streets of Irvington and discover the local shops, restaurants, and coffee houses.