Guesthouse holiday rentals in Indianapolis

Charming Meridian Kessler Carriage House

Second floor carriage house in historic Indianapolis neighborhood. Renovated and with original architectural details like the hardwood floors. This cozy space is perfect for one or two people looking for a convenient midtown Indy location. Safe walkable neighborhood close to many restaurants. We've made the space a beautiful home away from home - lovely linens, fiber wifi and an excellent coffee machine. Like our space, but aren't coming to Indy? Message and we'll send you the shopping link.

Dreamy Carriage House in Historic Herron Morton

Cozy and colorful carriage house in Historic Herron Morton. Walking distance to restaurants, breakfast joints, coffee shops, downtown. Sip your coffee at the Juliette balcony, and take in the city views. Play cards till the wee hours, take an evening stroll through the neighborhood. Located on a peaceful side street in a historic Victorian neighborhood. Just north of Mass Ave and downtown. Close to I65/70, Lucas Oil Stadium, and Broadripple. Free street parking and well lit alley entrance.

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!

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!

Private Carriage House in Historic Downtown

We have used Air BnB around the world and built this private carriage house with Air BnB guests in mind. Minimalist space is perfect for business travelers and those looking for a quick getaway. A quiet block and great downtown location within walking distance of the Mass Ave Cultural District, four micro breweries and on a bike lane for those who would like to travel further without a car. Sleeps 5 comfortably: 1 full sized bed, 1 full sized futon bed, 1 twin air mattress in a sleeping nook.

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.

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.

Carriage house Ft. Square/close to downtown

Enjoy a private studio that is located in the Historic Fountain Square neighborhood. It is close to a variety of great restaurants and dining, art and culture, the city center. Within a 15 minute walk, you can be at the heart of all of the action of the conventions and activities that Indianapolis has to offer to the metropolitan region. It is within walking distance to the Cultural Trail, which leads through downtown and allows for walks or bike rides along the canal.

Cozy Guest House in the Big Woods

Guest house located in the rear grounds of main home. Sidewalk access. 20 minute drive to downtown Indy.Full kitchen & 3/4 bath. This means toilet, sink & 42" shower (no tub).Entire house can sleep 1-3. Price is for 2 guests. Add’l fees for add’l guests & pets (no pit bulls) The upstairs has a king bed & down stairs a twin futon. This area is heavily wooded so the occasional critter can be seen & there will be spiders from time to time (part of wooded living).

The Little House

Welcome to our serene Little House in suburban Indianapolis. Perfect for two guests, it features a king-sized bed, two cozy couches, and a 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!

Comfy private studio in historic Meridian Kessler

Enjoy this cozy, quiet, ground level studio in historic Indianapolis neighborhood of Meridian Kessler. Walk to restaurants, coffee shops, grocery stores, and pharmacy; Broad Ripple village with galleries and many restaurants 5 minutes away, and only a 15 minute drive to downtown Indianapolis. Private, secluded studio is detached from the main house in front, and has a full bath & kitchenette.

Adorable 2BD/1BA Guesthouse of Historic Home

Escape to our peaceful 2-bedroom guesthouse in a quiet Indianapolis neighborhood. This 725 sq. ft. retreat blends historic charm with modern art, featuring a full kitchen and dedicated office. Perfect for up to 4 guests seeking a quiet, stylish space just 15 blocks from downtown. Enjoy contactless check-in and the convenience of city living with a private, intimate feel.