Pet-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.

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.

Historic Talbott Street Home-Hot Tub and Fire Pit!

We are so excited to share our historic home with you! We are minutes from downtown and walking distance to great restaurants, a brewery, coffee shop and ice cream shop. One of our favorite spaces is the front porch, it's a great place to relax! If you head out back you can enjoy our hot tub and fire pit. Our home has lots of character but please remember, it's very old! : ) The house has some squeaks and the floors show wear but we think you will find it a great place to create memories!

Bates Hendricks Luxe with Roof Deck

I am so excited to share my beautiful house with you, located in the Bates Hendricks neighborhood of Indy. Close to Fountain Square, Lucas Oil Stadium, Gainbridge Fieldhouse and lots more fun. The house has 3 beautiful bedrooms, 2 ensuite. There is a lounge upstairs with a comfy leather futon for more sleeping room. Off that is a beautiful roof deck with gas BBQ, firepit and dining for 6+. Also located on the same street as the famous HGTV Good Bones girls shop. Come visit Indy!

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.

Style and Comfort in this adorable bungalow!

Cozy & upscale bungalow located in the heart of Speedway, Indiana. Enjoy a small, but polished bungalow built in the 1930s. 2 bedroom, fully stocked kitchen, fenced private yard, and great location to all things racing and Indy! 5 Short miles to downtown & a 15 minute drive to the convention center. 1 dog is welcome! (More with written permission) Please share a bit of the nature of your trip, your hometown, & breed of your dog. No Cats or other type animals.

#IndyUrbanGem | Walkable Downtown Home!

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!

Private, one car garage, hot coffee

Welcome to Robin's Nest, my cozy, modern, open-concept home in Indy! This inviting space includes 2 bedrooms, 1 bathroom, and 2 queen beds. Enjoy amenities such as a coffee bar, fire pit, and workstation. Let your fur babies run free in my fully fenced-in yard. You’re in close proximity to Lucas Oil, the Convention Center, and Gainbridge Fieldhouse, Murat, and many major hospitals are in a 10 mile radius.

Surf House | Stylish Indy Charmer | Walkable

All the comforts of home while you work. Live like a local at Surf House. Inspired by summers in Huntington Beach, CA, this home blends modern design with a laid-back surfer vibe. Located in one of Indy's favorite neighborhoods, we offer a relaxed atmosphere with easy walks to eateries, gyms, shops, and nightlife. Surf House is your perfect home base.

Queen Bed - Artsy, Trendy, Fun Apartment Space

This is a wonderful, super comfortable, fully private space! Very modern, artsy and fun! In a fabulous historic home built in 1895. You will love it here! Check out all of the pictures - I try to show you all the details. There is ample parking right in front of the house on the street. Pets are allowed - for a $40 per stay fee.

The Birds Nest - Stylish, cozy downtown studio.

The birds nest is stylish, modern, and cozy with everything you need to have a great and comfortable stay. Just north of mass ave and a short bike ride, Uber, or drive, to many of Indy’s hotspots. From the minute you step into this newly renovated home you won’t want to leave.

Luxury duplex in historic Indy neighborhood

Welcome to Wright House: a beautiful, recently renovated century-old duplex in the best downtown Indianapolis location! Enjoy your stay in one of Indy's historic neighborhoods, surrounded by award-winning restaurants and attractions. I look forward to welcoming you!