Pet-friendly holiday rentals in Indianapolis

#IndyCozyCottage | Historic Cottage Near Downtown

Hello, Fellow Traveler! Welcome to our cozy historic Indy cottage in a quiet neighborhood retreat just minutes from downtown. Enjoy coffee on the porch, a fenced yard for pets, and easy access to Mass Ave, Bottleworks, and Lucas Oil Stadium. Thoughtfully updated for comfort and style while keeping its original charm! This quaint home features a king bedroom with walk-in closet, updated and stocked kitchen, secondary flex bedroom/office, and two-car garage. Perfect for your next Indy adventure!

Outdoor spaces · Pets · Check-in

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.

Walkability · Pets · Checkout

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.

Pets · Walkability · Comfort

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!

Pets · Walkability · Hospitality

Skyline View Condo, Best downtown spot, Park FREE!

There’s no better place to explore downtown Indy than our stylish condo in the heart of it all. We have free parking on site, but you won’t need your car! Step outside the front door and make your way to the vibrant entertaining and dining options of Mass Ave and The Bottleworks District, or stroll the historic cobblestone streets of Lockerbie. Wineries, breweries, coffee shops, antique dealers and entertainment venues are all minutes away. At night, you’ll enjoy the sparkling skyline view.

Walkability · Pets · TV

Private Studio Walk to INDY

Enjoy a private remodeled front room studio in a cozy home built in the 1900's. Conveniently located 15 minutes from downtown (walking time) with nearby hot spots, including: Lucas Oil Stadium (home of the Colts), Bankers Life Field House (home of the Pacers), City Market, and Georgia Street. With Bird or Lime rideshare scooters, Indy is just minutes away. You will also be only 10 minutes from the cultural district of Fountain Square, which is full of restaurants, coffee shops, bars & parks

Pets · Walkability · Long stay

Historic Charmer

My home is a very quaint, clean, and private space in a very walkable and welcoming community. Historic Irvington is full of several eateries, coffee shops and a brewery within steps. Just follow the Pensey Trail south a block to explore this exciting community. Or, take the trail for a light run or bike ride! Minutes from downtown my space is perfect for a weekend away, a cozy bed while out traveling, or an easy effortless way to travel for work or one of Indy’s many great conventions.

Outdoor spaces · Walkability · Value

New Cozy Retreat • Near Fountain Square

Modern Luxury Meets Indy Charm! Nestled in Bates Hendricks, this brand-new 3BR/2.5BA gem is just a 10-min walk to Fountain Square’s vibrant scene. Relax in the spacious primary suite (king bed), plus two additional queen bedrooms. Enjoy open-concept living, a gourmet kitchen perfect for any culinary enthusiast, and unwind on one of three decks or in the fenced backyard. With a private one-car garage, this home has everything for a stylish, comfortable stay near the heart of Indy!

Pets · Walkability · Layout

The Fountain Square Flat - *No Cleaning Fee*

Step into your private guesthouse retreat in the heart of Fountain Square. This newly built, mid-century modern carriage house offers comfort, style, and total privacy. Enjoy fast Wi-Fi, self check-in, and free private parking— just over 1 mile from Lucas Oil Stadium and Gainbridge Fieldhouse and a short walk to restaurants, bars, and live music. Perfect for couples, solo travelers, or remote workers looking for a sleek, walkable stay in one of Indy’s most vibrant neighborhoods.

Pets · Walkability · Decor

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.

Walkability · Outdoor spaces · Laundry

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.

Outdoor spaces · Pets · Accuracy

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.

Outdoor spaces · Walkability · Checkout