Holiday rentals with outdoor seating in Indianapolis

#IndyCozyCottage | Cozy Home in Quiet Neighborhood

Hello, Fellow Traveler! Welcome to our cozy historic Indy cottage — 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!

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.

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!

Hot tub getaway |Quiet 2bdrm Home | N. Broadripple

Hot tub getaway in north Broad Ripple! Relax after a long day in a private hot tub jacuzzi. Get some good sleep in a quiet bedroom. 5 min drive to charming Broad Ripple Ave (bars/shops), Keystone Fashion mall, Ironworks (upscale restaurants), Monon trail (walking/biking/dog friendly) 15 min drive to Butler University/Carmel/Fishers 20 min drive to Lucas Oil stadium/Mass ave/Fountain Sq/IUPUI/Grand park 30 min drive to Indianapolis Airporticst

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!

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.

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.

Speedway Bungalow off Main

This newly renovated duplex bungalow is a 1 bedroom, 1 bath house that has all of the charm and special details of a historic home yet has all of the amenities you could want. This house is within walking distance to the Indianapolis Motor Speedway and all of the other restaurants and attractions in Speedway and just minutes from downtown Indianapolis. There is free street parking.

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.

The Prescott- Bold Luxury. Historic Glamour

Welcome to the Prescott. An exciting, bold & fierce luxury rental in the heart of beautiful historic downtown Irvington. Only 5 miles from downtown Indianapolis. Enjoy this historic home built in 1908; reimagined & curated in 2024. Experience an upscale stay with modern comfort & historic elements where BOLD is always at the forefront.

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.