Holiday houses 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.

This Must Be The Place

Welcome to our quirky blue cottage in the city! We're conveniently located in the charming, historic Cottage Home Neighborhood and steps from The Bottleworks District. This artful digs is walkable to countless bars, restaurants, parks, boutiques, and nightlife destinations, making it an ideal and convenient getaway. Enjoy the backyard, cozy up near the backyard fire, explore Indianapolis museums, sightsee on bike, get your city fix, and fire up your late night plans. Pack your bags, this is it.

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.

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.

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.

Skyline View Condo, Best downtown spot, Park FREE!

There’s no better place to explore downtown Indy than our stylish condo in the heart of it all. We have free parking on site, but you won’t need your car! Step outside the front door and make your way to the vibrant entertaining and dining options of Mass Ave and The Bottleworks District, or stroll the historic cobblestone streets of Lockerbie. Wineries, breweries, coffee shops, antique dealers and entertainment venues are all minutes away. At night, you’ll enjoy the sparkling skyline view.

Modern Carriage House Indianapolis

Welcome to our charming carriage house in the heart of Indianapolis! Just minutes from the Convention Center, Lucas Oil Stadium, Gainbridge Fieldhouse, Bottleworks District, and Mass Ave, our location is perfect for exploring. Enjoy modern comforts in a historic setting with a cozy living area, a fully equipped kitchen, comfortable bedrooms, a modern bathroom, one garage space, free coffee, fast wifi, and high-quality furniture for a comfortable stay. Book now for an unforgettable experience

Enjoy Comfort & History! - Suite w/ Private Entry

We look forward to welcoming you to a private suite that is the guest quarters in our home. You’ll have a private entrance & 3 rooms to yourself. There’s a living room with a table and chairs, a bedroom with a queen-size bed - nightstands, dresser and closet space with hangers for your use - and a newly remodeled full bathroom. There’s also a kitchenette in the hallway which is an antique Hoosier Cabinet equipped with a microwave, mini-fridge, coffee pot, and hot water pot.

Cozy Tiny House Nestled in the Trees

Take it easy at this unique and tranquil getaway. In a charming tiny house surrounded by trees and birdsong, you can unplug and relax without going too far off the beaten path. Only a 15 minute drive from downtown, we’re conveniently located between Fountain Square, Irvington, Beech Grove, and Wanamaker. Curl up with a cup of tea and a good book, sit on the patio and watch for deer, or take a walk around our fledgling 9-acre permaculture farm.

Dwtn Heart Entire 1 bd apt - NEW

Enjoy your experience of Indy in the heart of Downtown! This one bedroom unit is located in the heart of downtown. Minutes away from all of Indy's popular main attractions venues and a short distance away from Indy's most prominent restaurants, event centers and landmarks at your door step. Whether you are spending time with family, travel for business or just a small getaway. THIS IS THE PLACE FOR YOU! Also, WE DO NOT ACCEPT LOCAL STAYS!

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.

Cobb Cabin

Take it easy at this unique and tranquil getaway. Quiet and relaxing 1 bedroom studio home with king bed. Only 18 minutes from downtown. Couch pulls out for added comfort, leg room and sleeping area. There is a fold out single cot and a fold out queen mattress available. Full kitchen, smart tv, washer/dryer, private security system and all the basics are all with this secluded home.