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, 172 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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Guesthouse in Indianapolis

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.

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 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, 186 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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4.99 out of 5 average rating, 116 reviews

A living room area features colorful green walls and ornamental wallpaper adorned with floral patterns. The space includes a cozy orange sofa and unique seating arranged around a decorative rug. A fireplace is situated against a brick wall, enhancing the room's character.

Home in Irvington

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.

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Luxe

5.0 out of 5 average rating, 104 reviews

Luxury Butler Retreat | Sleeps 12 | Designer Home

Spacious modern-rustic 5-bedroom, 4-bath Indianapolis home for up to 12 guests, within walking distance of Butler University and Clowes Memorial Hall. Enjoy a fully fenced backyard with fire pit, BBQ and outdoor dining, plus a 120-inch projector screen, seven Smart TVs, gig-speed Wi-Fi, dedicated workspace, free on-premises parking, and family-ready amenities, minutes from downtown, Broad Ripple, Newfields, and the Children’s Museum.

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Home in Downtown Indianapolis

4.94 out of 5 average rating, 296 reviews

Modern duplex in charming downtown neighborhood

This reimagined century-old property features a gas fireplace with wood-panel surround, home office workspace, tiled bathrooms, hardwood flooring, and plenty of space to relax. Cook in a refurbished kitchen of quartz countertops and stainless-steel appliances, and truly find yourself at home away from home. This property includes 2 bedrooms: 1 king, 1 queen. Parking is available on the street, with no extra cost or pass required.

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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, 215 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.

Indoor spacesFamilySleep quality

4.93 out of 5 average rating, 108 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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4.89 out of 5 average rating, 119 reviews

A bright solarium is filled with natural light, featuring comfortable seating options, a coffee table, and potted plants. Large glass panes provide views of the outdoor space, while ceiling fans promote airflow. The inviting atmosphere is ideal for relaxation or gatherings.

Home in Broad Ripple

Cottage w/ ~Solarium~ in heart of Broad Ripple!

Nestled in historic Broad Ripple, indulge in the charming ~Solarium~ Cottage in an unbeatable location. Walking distance to Broad Ripple Village, Broad Ripple Park, the Monon Trail, and the White River and central to everything in Indy. It’s the perfect blend of character and convenience year-round with the added extra of a solarium. Enjoy the best of Indy any time of year!

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