Holiday rentals with outdoor seating in Marion County

4.96 out of 5 average rating, 140 reviews

Downtown House w/King Bed-Parking-Bars-Restaurants

• Lucas Oil Stadium, Pacers Center, & Convention Center 10 mins away • Great restaurants, bars and a grocery store in walking distance • "Bottleworks District" directly across the street • Old National Center venue: 10 min walk • Everwise Amphitheatre concert venue: 10 min drive • Children's Museum 12 mins away • State Fairgrounds 10 mins away • 10 mins from the Zoo • Fully equipped kitchen • Great back patio • Washer/dryer included free • Pet fee shown is only for 2 nights • Message Us Today!

4.96 out of 5 average rating, 422 reviews

A cozy living area is presented, featuring a comfortable gray sofa and an armchair with a patterned fabric. A wooden coffee table stands at center, while a light fixture and an artwork are included on the walls. Natural light filters through the white blinds of the window.

Cottage in Indianapolis

Hidden Orchard Guest Cottage

Enjoy your stay at our comfortable cottage, tucked away in a quiet neighborhood off the White River (10 min. from downtown & Broadripple; less than 5 min. drive from Newfields, 100 Acre Woods, and Butler University; AND walking distance to the Fitness Farm). Feel at home in this fully furnished cottage, with its up-to-date kitchen, cozy bedroom and tech-friendly living room, equipped with hi-speed Wi-Fi, Netflix and YouTube TV. There’s also a private patio with a fire pit for you to enjoy!

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, 147 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.

4.95 out of 5 average rating, 129 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.

A hot tub is situated on the roof deck, featuring flowing water and seating nearby. The backdrop includes a view of rooftops and trees, with soft hints of a sunset sky visible in the distance.

4.98 out of 5 average rating, 282 reviews

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!

A comfortable brown sofa is positioned in a cozy living area, adorned with a decorative pillow that reads 'THIS IS OUR HAPPY PLACE.' A round, textured coffee table sits in front, accompanied by a small potted plant and a stack of magazines. Wall art is displayed in the background.

4.99 out of 5 average rating, 114 reviews

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!

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.

4.85 out of 5 average rating, 164 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.

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, 202 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.

4.94 out of 5 average rating, 385 reviews

Bungalow in Indianapolis

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.

Townhouse in Indianapolis

A modern townhome community is depicted, showcasing a row of three-story buildings with a mix of brick and light-colored siding. The clean lines and large windows reflect a contemporary architectural style, while the neatly landscaped front yard adds a touch of greenery.

4.97 out of 5 average rating, 271 reviews

#IndyJungleHaus | Modern Townhome on Monon Trail!

Hello, Fellow Traveler! #IndyJungleHaus is a spacious, three-story townhome perfect for short or long stays. Just steps from The Monon Trail and a short walk to Bottleworks, Mass Ave, and neighborhood hotspots! Enjoy a Chef’s Kitchen, walk-in shower, and 2-car attached garage—your ideal home away from home awaits! Book now and experience comfort, convenience, and adventure in the heart of Indy!

A two-story house with a stone chimney is surrounded by trees and a spacious lawn. A wooden deck extends from the upper floor, offering outdoor seating. The gravel driveway leads to the entry, providing access below to garage spaces. The clear blue sky complements the serene atmosphere.

4.9 out of 5 average rating, 157 reviews

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.

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.