Family-friendly holiday rentals in Marion County

#IndyCozyCottage | Historic 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!

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.

Eco-Friendly Downtown Indy Carriage House

Our carriage house (built 2019) sits behind our historic home on the near eastside of Indianapolis. We curated the space with the modern traveler in mind- from the design to the local coffee and art. We want your stay to give you the comforts of home while inspiring you by the city we love! A bright and modern space in a downtown neighborhood close to everything Indy has to offer! Close to Bottleworks, Mass Ave, and most downtown locations. Non-toxic supplies cleaning methods. Kids welcome!

Woodruff Place Carriage House

The Woodruff Place Carriage House is in a beautiful, historic (very family and walker-friendly) neighborhood just 1 mile east of downtown Indy. You will be in close distance to restaurants, bakeries, breweries, walking/biking trails and plenty of entertainment. The Carriage House is located above a 3-car, detached garage and is private, with the exception of the homeowners coming and going. You will access the garage via street parking and walking through the backyard.

The Heart of Washington

Clean and comfortable Home nestled in the heart of Washington Park, a vibrant urban area that’s minutes away from the Indiana State Fairgrounds, Downtown Indy, Lucas Oil Stadium,and Gainbridge Fieldhouse. Perfect for weary travelers needing to Rest while on the road with Parking on the street and driveway that can fit semi’s, trailers, and Mobile homes!! *Better/more Affordable than a hotel room **Clean, Neat, and Kid Friendly! ***Great customer reviews!!

Designer 2 bedroom, 1 acre retreat in the city.

Welcome to the Honeysuckle Homestead. This is a completely updated 2 bedroom, 1.5 bathroom cottage with designer updated decor, nestled on a 1 acre wooded lot. Enjoy a peaceful morning on the trails or cooking a meal in a fully stocked kitchen. Adventure minutes away to Broadripple Avenue, Keystone Fashion Mall, Butler University, or a 15 minute drive to downtown Indianapolis. Quiet, safe neighborhood with ample parking and local ownership.

Cozy Tiny House Nestled in the Trees

Take it easy at this unique and tranquil getaway. In a charming tiny house surrounded by trees and birdsong, you can unplug and relax without going too far off the beaten path. Only a 15 minute drive from downtown, we’re conveniently located between Fountain Square, Irvington, Beech Grove, and Wanamaker. Curl up with a cup of tea and a good book, sit on the patio and watch for deer, or take a walk around our fledgling 9-acre permaculture farm.

The Prescott- Historic Glamour. Bold Luxury

Welcome to the Prescott. A bold, exciting & fierce luxury rental in the center of beautiful historic & walkable downtown Irvington. 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. Just steps from your front porch, you will find Snug, a cocktail and whiskey pub with light bites.

Downtown~King Bed~Parking~Balcony~Restaurants~Bars

• Children's Museum 5 minutes away • Lucas Oil Stadium, Pacers Center, and Convention Center 15 mins away • Restaurants, bars and grocery store within 5 min walk • MLK Park is a 5 min walk • Indiana State Fairgrounds 10 mins away • 30 mins to Grand Park • Fully equipped kitchen • Monon Trail access 3 blocks away • Netflix included • Washer/dryer included free • Variety of churches nearby • No parties • Send us a message!

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.

Unique A-Frame Retreat•Prime Location•Custom Bath

Perfect for families, friends, or weekend getaways — this unique A-Frame cabin offers peaceful privacy, a fire pit + patio, screened porches, and easy access to downtown Indy and Broad Ripple! Unique architecture and comforting features makes this home one you won't want to leave. Great for a romantic weekend getaway, a family trip with plenty of space for all, or a gathering of friends.

Perfect Downtown Carriage House - Walkable!

New construction, surrounded by history, in the middle of it all. Steps from Mass Ave and Bottleworks, feel at home in the king-sized Sleep Number bed, luxurious shower, and full kitchen, brand new appliances, including laundry. YouTube TV, Netflix, Prime, Disney+, MLBTV, and more all available on the TV! Great for a weekend getaway, even better for an extended stay.