Family-friendly 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.

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!

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.

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

Urban Jungle on Massachusetts Avenue - Downtown 🌱

Located in the heart & soul of downtown Indianapolis on Massachusetts Avenue. This 2 bedroom, 1 bathroom condo is a few steps away from the best retail & dining that Indy has to offer. You are right above a cupcake shop which is never a bad thing. 🙂 Very close proximity to: -convention center (1.1 miles) -bottleworks district (.4 miles) -sporting events (1.5 miles) -concerts (100 steps away from Old National Centre & the Egyptian room) -fine dining (Walkable) -retail shops (Walkable)

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.

#IndyUrbanGem | City Home Steps to Mass Ave!

Hello, Fellow Traveler! Unbeatable Location! All the luxury of home in the heart of it all! Discover our hidden “Gem” in historic Lockerbie Square Neighborhood, steps from Mass Ave & The Old National Centre. Experience a cozy home so close to all the fun! Recently renovated, the space offers a spacious owners bedroom with king bed, second bedroom with queen bed, living room with pull out sofa, updated kitchen, a private one-car garage, and an outdoor deck!

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!

Private Downtown Escape

Enjoy a stylish experience at this centrally-located place! Located in a secure block just steps away from the Monument Circle and walkable to Bankers Life Fieldhouse, The Convention Center, Mass Ave, museums, multiple restaurants and MUCH MORE! This industrial charmer has everything you need to be your home away from home - complimentary Wifi, Smart TV, washer and dryer access, plush Queen sized bed, and well equipped kitchen!

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.