Holiday rentals with outdoor seating in Marion County

#IndyCozyCottage | Historic Home Close to Mass Ave

Hello, Fellow Traveler! Welcome to our cozy historic Indy cottage — 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!

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!

Fountain Square Loft w. private second story deck

Sleek loft with huge second story deck in the heart of Fountain Square. Newly renovated. Private entrance. Luxury gel memory foam king bed, plush pillows, high quality linens. 2 individual sleeping options. High-speed fiber internet, 60” smart TV, gorgeous full bathroom and kitchenette. Relax on private deck with skyline view! Gainbridge Fieldhouse - 1 mile (18 minute walk) Lucas Oil Stadium - 1.2 miles (24 minute walk) Hi-Fi - 0.4 miles (7 minute walk) Mass Ave. - 1.4 miles (30 minute walk)

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.

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.

The Fletcher Abode

Cozy 2 bedroom 1 bathroom home in the Fountain Square neighborhood of Indianapolis. This house has a bedroom with a king bed a bedroom with a queen bed and a pull out sofa in the living room. Free internet access, a television with Netflix, and a full kitchen. Just 1/2 mile from the acclaimed restaurants and bars in Fountain Square. 2 miles or less to downtown Indianapolis attractions including Lucas Oil Stadium, Bankers Life Fieldhouse, the convention center etc. Free street parking.

Barb’s Bungalow: Charming Irvington 2 bedroom home

From the moment you walk in, this historic home (built in 1939) envelopes you with its charm. Enjoy Original hardwoods, two bedrooms (one with a king, the other, a queen size bed), three smart TV’s, broadband WIFI and a fully equipped kitchen to make those amazing dinners you can enjoy in the dining room or breakfast nook! Washer and dryer in basement. Fireplace is NOT useable-just for show! Security features include ADT, ring & keypad entry. Close to park, hospital & interstate.

Style and Comfort in this adorable bungalow!

Cozy & upscale bungalow located in the heart of Speedway, Indiana. Enjoy a small, but polished bungalow built in the 1930s. 2 bedroom, fully stocked kitchen, fenced private yard, and great location to all things racing and Indy! 5 Short miles to downtown & a 15 minute drive to the convention center. 1 dog is welcome! (More with written permission) Please share a bit of the nature of your trip, your hometown, & breed of your dog. No Cats or other type animals.

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.

One car garage, private home, 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.

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.

Queen Bed - Artsy, Trendy, Fun Apartment Space

This is a wonderful, super comfortable, fully private space! Very modern, artsy and fun! In a fabulous historic home built in 1895. You will love it here! Check out all of the pictures - I try to show you all the details. There is ample parking right in front of the house on the street. Pets are allowed - for a $40 per stay fee.