Family-friendly holiday rentals in Indianapolis

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.

Broad Ripple Treetop Lodge on the Park

1 of only 10 elite Airbnb PLUSs in Indy, chosen for unique design & decor, outstanding service & amenities. Treetop Lodge is a beautiful, restful 2nd floor lodge retreat, a creative space with charm & tasteful, whimsical touches. Features a large common room, 2 bdrms 1 King bed, 1 queen, bright FULL kitchen, private front door entrance, large balcony deck, all white linens & FREE LAUNDRY SERVICE! We're directly ON 62-acre Broad Ripple Park & just a short walk to iconic Broad Ripple Village!

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!

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.

Free Parking · Skywalk · Walkable Downtown 1BR

🏙️ The Loft Suite The ONLY downtown apartment building with Skywalk access — walk indoors to the Convention Center, Lucas Oil & restaurants without stepping outside. Save $44/day with FREE garage parking. ⭐ "Beautiful apartment — even more beautiful than the pictures! Perfect location for taking the Skywalk to the convention center or Lucas Oil!" —Brittany Modern 1BR with city views · queen + sofa bed (sleeps 4). Fully stocked, fast WiFi, in-unit laundry. Superhost · Guest Favorite.

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.

#IndyModPod Guest Suite Only! | No Cleaning Fees!

Hello, Fellow Traveler! Small, but mighty! This unique guest suite, located on the first floor of a modern three-story home, is perfect for short or extended stays. Enjoy all the essentials in a cozy space just steps away from some of Indy’s best neighborhood spots—restaurants, coffee shops, distilleries, and breweries! Plus, a quick stroll or bike ride down the iconic Monon Trail will take you to the vibrant Mass Ave dining and entertainment district!

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.

The Juke: Spacious Downtown Condo on Mass Ave!

Beautiful immaculately furnished and equipped condo located in the heart of Indianapolis’s famous Mass Ave and conveniently across the street from the Old National Centre. Whether you’re staying for business or for pleasure, it has all aspects covered. Take a 5 minute electric scooter ride to the Convention Center and all major venues or walk out the front door to be immediately be surrounded by shopping, great food, fun and excitement.

La Cochera Indy East - No Cleaning Fee!

Contemporary, clean carriage house on a large East Indianapolis property. Private keypad entrance with easy self check-in and on-site parking for up to two cars. Comfortably sleeps the whole family with a king bed and a stylish queen-size sofa bed. Important details: • No parties or events • Local guests require prior approval • Early check-in available for $35 (when possible) • $20–$40 linen fee for use of sofa bed

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.

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.