Holiday rentals with outdoor seating in Indianapolis

4.99 out of 5 average rating, 335 reviews

A cozy living room features two navy blue armchairs with yellow throw pillows flanking a wooden fireplace. Flanking shelves hold books and decorative items, while a large wall-mounted TV is centered above the mantel. Natural light filters through sheer curtains, illuminating the patterned area rug.

Bungalow in Indianapolis

Alumni owned Bungalow 1 block from Butler

Feel at home in this charming 2 bed/1 bath bungalow in a quiet, historic neighborhood! The property features refinished hardwood floors, comfortable furnishings, thoughtful decor and updated fixtures in the bathroom. A modern kitchen offers new appliances, the essentials for cooking, a charging station, and a coffee bar with snacks. Retreat to the spacious fenced in yard and lounge on the patio. History is important to us so we updated the space while staying true the original character & feel.

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, 159 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 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, 299 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, 120 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!

Flat in Downtown Indianapolis

4.89 out of 5 average rating, 768 reviews

Pink Lotus BnB: boho, romantic, stocked, *location

•Choose The Pink Lotus• •Romantic•Memorable•Relaxing•Uplifting• •Walkable to Convention Center, Stadium, Fieldhouse, + more •walkable city guide in listing photos. Historic Fletcher Place ~ Best Indy Neighborhood. Next to Amberson coffee, blocks from world renowned Milk Tooth, Irias Italian, Bluebeard, and much more. Convenient Reserved Parking Bedroom Theater, Putt-Putt, Fire Pit, BBQ Grill Pattern Magazine "Chaotic Luxury, December 2022

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.

The exterior of a charming black home is highlighted by a well-maintained garden with diverse greenery. Large windows allow natural light to fill the interior. A welcoming porch extends from the side, providing a cozy outdoor space. Clean lines and contrasting colors create a modern look.

4.96 out of 5 average rating, 197 reviews

Stylish Home, Near Lucas Oil, Free Parking

Designers Home "Chateau Noir" Located .9 Miles from Lucas Oil, 1 Mile from Bankers Life Fieldhouse and 1.4 Miles from the heart of downtown! This home features 2 bedrooms one with a king bed and attached bathroom and one with a queen bed and walk-in-closet. large eat in kitchen with attached full bathroom, a second living room with sectional and large tv, deck with area to eat, grill or sit and relax!! This home has it all!

4.94 out of 5 average rating, 393 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!

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, 172 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.