Holiday rentals with outdoor seating in Indianapolis

#IndyCozyCottage | Designer Cottage Near Downtown

Hello, Fellow Traveler! Welcome to our cozy historic Indy cottage in a quiet neighborhood retreat just minutes from downtown. Enjoy coffee on the porch, a fenced yard for pets, and easy access to Mass Ave, Bottleworks, and Lucas Oil Stadium. Thoughtfully updated for comfort and style while keeping its original charm! This quaint home features a king bedroom with walk-in closet, updated and stocked kitchen, secondary flex bedroom/office, and two-car garage. Perfect for your next Indy adventure!

Alumni owned Bungalow 1 block from Butler

Feel at home in this charming 2 bed/1 bath bungalow in a quiet, historic neighborhood! The property features refinished hardwood floors, comfortable furnishings, thoughtful decor and updated fixtures in the bathroom. A modern kitchen offers new appliances, the essentials for cooking, a charging station, and a coffee bar with snacks. Retreat to the spacious fenced in yard and lounge on the patio. History is important to us so we updated the space while staying true the original character & feel.

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.

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!

Kit’s Cabin - Log Cabin Retreat in Indianapolis

Welcome to our 150-year-old log cabin, nestled in the heart of Indianapolis! This cozy retreat offers a tranquil getaway while being just minutes away from all modern conveniences and only 20 minutes from downtown. Step inside and be greeted by the rich history of exposed wooden beams and a large stone fireplace. Our authentic rustic decor and cozy cabin amenities will transport you to a simpler time. Come experience the magic of Kit’s Cabin, where historic charm meets modern comfort.

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!

Cozy Brand New Studio Carriage House

Enjoy a stylish experience at my centrally-located Upper Room Carriage House. Just 5 miles north of downtown, and minutes away from Butler University, in the Historic Meridian Kessler Neighborhood. A king size bed and a full kitchen for all your comforts of home while traveling. The open floor plan with skylights will give you the illusion that you are sleeping in a tree house. Come and sleep in my Upper Room for an experience of the country while staying in the city!

Stylish Home, Near Lucas Oil, Free Parking

Designers Home "Chateau Noir" Located .9 Miles from Lucas Oil, 1 Mile from Bankers Life Fieldhouse and 1.4 Miles from the heart of downtown! This home features 2 bedrooms one with a king bed and attached bathroom and one with a queen bed and walk-in-closet. large eat in kitchen with attached full bathroom, a second living room with sectional and large tv, deck with area to eat, grill or sit and relax!! This home has it all!

Spa Oasis in Fountain Square

Located in a premier location, just blocks from the main drag of Fountain Square and 7 minutes from the city center, sits our spa oasis stay! You'll be surrounded by Indy's best restaurants and nightlife while enjoying the zen tranquility of our home. Plunge into the private hot tub to take in the stars, lounge on the deck in the heat of the sun or take it up a level and sweat it out in our Far Infrared sauna.

The Indy Cottage - NEAR MASS AVE DISTRICT 🌿🌻

ALL ARE WELCOME HERE! The Indy Cottage is a newly renovated home built in 1912! This gorgeous 2 bedroom bungalow is located less than 5 minutes away from the popular Mass Ave area downtown Indianapolis. This home is in a very up and coming neighborhood. Mass Ave is full of restaurants, bars, shops, and the newly renovated Bottleworks District! This home has been completely renovated for that luxury feel.

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.

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.