Family-friendly holiday rentals in Marion County

A vibrant living room features a deep blue sofa adorned with colorful pillows and a plush throw. A gallery wall of framed art creates a lively backdrop. A light pink area rug anchors the space, complemented by a decorative coffee table and a stylish lamp. Natural elements are included with a potted plant.

4.99 out of 5 average rating, 171 reviews

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.

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Top Guest favourite

A spacious bedroom features a large, neatly made bed with a textured white blanket and decorative pillows. A deep blue accent wall is complemented by a framed art piece above the headboard. Soft bedside lamps are positioned on either side of the bed.

Guesthouse in Indianapolis

4.96 out of 5 average rating, 365 reviews

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!

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4.93 out of 5 average rating, 140 reviews

The living area features exposed wooden beams and a large stone fireplace as the focal point. A leather sofa is positioned across from a wooden coffee table. A patterned rug adds color to the rustic space, complemented by a decorative armchair and soft lighting from nearby lamps.

Cabin in Indianapolis

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.

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A contemporary living space showcases a full-size luxury pool table positioned atop a textured rug. Bright natural light enters through windows, illuminating the open layout that connects the dining area and kitchen in the background.

4.92 out of 5 average rating, 118 reviews

Lux House Furnished for Comfort

Welcome to our charming house in the heart of Indianapolis! Just minutes from the Convention Center, Lucas Oil Stadium, Gainbridge Fieldhouse, Bottleworks District, and Mass Ave, our location is perfect for exploring. Enjoy modern comforts in a historic setting with a cozy living area, a fully equipped kitchen, comfortable bedrooms, a modern bathroom, one garage space, free coffee, fast wifi, and high-quality furniture for a comfortable stay. Book now for an unforgettable experience

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A charming home is showcased with a stone and vinyl exterior under a clear blue sky. Lush green grass is neatly trimmed around the property, with manicured bushes framing the entrance. Shade is provided by surrounding trees, enhancing the inviting appearance of the house.

4.79 out of 5 average rating, 290 reviews

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!!

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A modern kitchen is presented, featuring dark cabinetry and professional-grade stainless steel appliances. Open shelves display glassware and decorative items. A patterned rug contrasts with the light hardwood floor. A view into the adjoining living area can be seen, with natural light filtering through a window.

4.98 out of 5 average rating, 118 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.

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Tiny home in Indianapolis

A small green house stands among trees, featuring a wooden deck at the entrance. Two white chairs are situated on the patio, and the structure has multiple windows that allow natural light to fill the interior.

4.84 out of 5 average rating, 185 reviews

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.

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Top Guest favourite

A vibrant landing area features floral wallpaper and a cozy seating arrangement. A unique table with sculpted legs sits against the wall, framed by decorative art. Natural light enters through a doorway leading to a bedroom, while designer lighting adds character to the space.

Home in Irvington

4.99 out of 5 average rating, 115 reviews

The Prescott- Bold Luxury. Historic Glamour

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.

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A modern living area is highlighted by a comfortable sectional sofa adorned with decorative pillows. A pair of armchairs and a wooden coffee table create a cozy seating arrangement. Natural light filters in through the window, complemented by a stylish lamp and wall art.

4.96 out of 5 average rating, 214 reviews

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.

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4.93 out of 5 average rating, 107 reviews

A spacious living area is presented with high, sloped wooden ceilings and large windows offering views of the surrounding greenery. A comfortable sectional sofa is arranged alongside a coffee table, with a soft area rug beneath it, enhancing the inviting atmosphere.

Cabin in Indianapolis

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.

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Luxe

5.0 out of 5 average rating, 104 reviews

Luxury Butler Retreat | Sleeps 12 | Designer Home

Welcome to your Indianapolis retreat, where modern comfort, thoughtful amenities, and unforgettable experiences come together. Perfectly located just steps from Butler University and minutes from Downtown Indianapolis, Broad Ripple, Newfields, and the Children's Museum, this spacious 5-bedroom, 4-bath home is designed for families, friends, business travelers, and group getaways.

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