Holiday rentals with outdoor seating 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, 158 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.

4.93 out of 5 average rating, 134 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 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, 119 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.

4.84 out of 5 average rating, 173 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.

Home in Downtown Indianapolis

4.93 out of 5 average rating, 291 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.

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, 208 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, 392 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, 282 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!

Guest house in Indianapolis

The studio features a spacious layout with vaulted ceilings and skylights allowing natural light to filter in. A cozy sleeping area is accompanied by a wooden armoire and a dining table with chairs. Access to the full bath is visible in the background.

4.91 out of 5 average rating, 1250 reviews

Comfy private studio in historic Meridian Kessler

Enjoy this cozy, quiet, ground level studio in historic Indianapolis neighborhood of Meridian Kessler. Walk to restaurants, coffee shops, grocery stores, and pharmacy; Broad Ripple village with galleries and many restaurants 5 minutes away, and only a 15 minute drive to downtown Indianapolis. Private, secluded studio is detached from the main house in front, and has a full bath & kitchenette.

4.98 out of 5 average rating, 123 reviews

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.

Superhost

A charming house with a wraparound deck is situated next to a tranquil river, surrounded by lush greenery. The yard is expansive, providing ample space for outdoor activities, while mature trees offer shade against the clear sky.

Flat in Indianapolis

4.87 out of 5 average rating, 248 reviews

White River Bungalow B

Escape to a unique and tranquil waterfront studio in the heart of the city. This private, elevated getaway features a massive deck with stunning river views, perfect for watching wildlife. Comfortably accommodates guests with two twin beds and a futon. Enjoy the perfect blend of nature and urban convenience in this one-of-a-kind retreat.