Pet-friendly holiday rentals in Indianapolis

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.

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.

Cozy Midtown Retreat

I like to brag that this is the cutest studio apartment in the city. It's in a brick Arts & Crafts apartment building built in 1915 and retains a lot of its original architectural features. It's furnished with an eclectic mix of antiques & modern pieces, decorated with original & vintage artwork, & stocked with vintage dishes and silverware. If you like drinking from a Ball jar, this is the place for you! It's furnished for comfort and privacy. It's high ceiling and windows give it character.

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 Charmer

My home is a very quaint, clean, and private space in a very walkable and welcoming community. Historic Irvington is full of several eateries, coffee shops and a brewery within steps. Just follow the Pensey Trail south a block to explore this exciting community. Or, take the trail for a light run or bike ride! Minutes from downtown my space is perfect for a weekend away, a cozy bed while out traveling, or an easy effortless way to travel for work or one of Indy’s many great conventions.

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.

Carriage Home w/ early check in

Discover the perfect blend of historical charm and modern convenience in our cozy home, located in the heart of Indianapolis' Old North Side. Offering early check-in, you can kick-start your exploration of the city without a moment's delay. Our prime location ensures you're just moments away from downtown's bustling scene, the Indiana Convention Center, Gainbridge Fieldhouse, and Lucas Oil Stadium. Free Parking Free Coffee

Free snow removal, 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.

Private Downtown Indy Retreat | Hot Tub | Sleeps 8

❣️February Special Pricing❣️ 🍀 March Discounts Applied 🍀 Reach out directly for more details. A renovated historic home in the heart of downtown Indianapolis, designed for groups who want space, comfort, and a private hot tub retreat after exploring the city. Walk to Mass Ave, Bottleworks, and downtown attractions, then unwind in a quiet, fully private home that sleeps up to 8 guests and welcomes pets.

#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!

Jungle Bungalow

Welcome to Jungle Bungalow, your ultimate home away from home in the heart of downtown Indianapolis! Prepare for an unforgettable stay in our stylish and renovated haven, tailored to accommodate groups with up to 8 guests. Located just a short car ride away from the city's vibrant attractions, this peaceful oasis offers the best of both worlds.