Family-friendly holiday rentals in Indianapolis

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

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)

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.

The Rabbit Hole Retreat: A+ walkability eclectic

Stay at The Rabbit Hole Retreat, a whimsical Wonderland-themed retreat in historic Fletcher Place~one of Indianapolis’ most walkable neighborhoods. Steps from Amberson Coffee, Milktooth, restaurants, breweries, and Fountain Square nightlife. Minutes to Lucas Oil Stadium, the Convention Center, and downtown. Sleeps 4 with king bed, sofa bed, fast WiFi, full kitchen, reserved parking, and backyard with fire pit, grill, and mini putt-putt.

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.

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!

Bright Downtown Indy Studio Near Mass Ave Walkable

1BR studio in Cottage Home neighborhood, just east of downtown Indianapolis. Perfect for work trips, or a quiet weekend getaway. Walk to Mass Ave, Bottleworks, the Factory Arts District, top restaurants, shops, breweries. Minutes from Gainbridge Fieldhouse, Lucas Oil Stadium, and Monument Circle. Ideal for concerts, sports, and downtown events. Fully furnished with full-sized appliances and fast Wi-Fi. Warm, cozy, winter retreat!

*Luxury Walk in the Park3* - 1 King Bed

Upscale 1 bedroom apartment w/ king bed walkable to downtown Fishers. Complex is conveniently located next to nature preserve, walking path, & nickel plate trail. Enjoy walking to downtown Fishers to have coffee, ice cream, casual or fine dining. Enjoy the amazing amenities: pool, hot tub, luxury fitness center, business center, clubhouse lounges, & outdoor grilling space. 10 minutes to Ruoff Music Center.

#IndyJungleHaus | Modern Townhome on Monon Trail!

Hello, Fellow Traveler! #IndyJungleHaus is a spacious, three-story townhome perfect for short or long stays. Just steps from The Monon Trail and a short walk to Bottleworks, Mass Ave, and neighborhood hotspots! Enjoy a Chef’s Kitchen, walk-in shower, and 2-car attached garage—your ideal home away from home awaits! Book now and experience comfort, convenience, and adventure in the heart of Indy!

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.