Holiday rentals in Indianapolis

River Cottage Retreat - Waterfront - Hot Tub

Riverfront retreat in the middle of everything Indianapolis has to offer. Start with a paddle from a private dock on the White River, enjoy a meal and cold beverage on the large deck overlooking the water, and end the day relaxing in the hot tub. Minutes from Broad Ripple, the Fashion Mall, and Castleton with plentiful dining and entertainment options. Easy bike ride to Broad Ripple. State Fair Grounds - 13 min Downtown Indy - 20 min Carmel - 10 min Broad Ripple - 5 min Grand Park - 20 min

Luxe 1BR Cottage with Private Backyard

We’re offering great value to guests w/ a history of positive reviews only, if your accustomed to perfect neighborhoods, this may not be for you Urbn 900sf cottage in Indy's Eastside. A+ home in redeveloping area. Easy access to DT, I70 & I65, MassAv, FountainSq & Irvington.The home dates back to 1890's & has been completely renovated w/beautifully appointed interior. Kingbed, 2-smart TV's, custom kit & luxe bath w/heated flrs.If you can appreciate a "comeback" story, then this home is for you

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.

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.

The Skinny House

The Skinny House is located in the charming Cottage Home Neighborhood. It is downtown and within walking distance to Massachusetts Ave. home to many bars, restaurants and the newly completed Bottleworks District. The house got it's name because it truly is "skinny". Local legend has it that it is made up of two 1890s workers cottages stacked on top of one another. A careful restoration celebrates the history of this delightful city cottage. Easily explore all that downtown has to offer!

Monument Circle 1BR · Skywalk · Free Parking

🏛️ The Circle Suite The ONLY downtown apartment building with Skywalk access — walk indoors to the Convention Center, restaurants & Lucas Oil without stepping outside. Save $44/day with FREE garage parking. ⭐ "Amazing host, extremely responsive and helpful. The place is right in the center of the city. Could not have asked for a better accommodation." —Philip Modern 6th-floor 1BR · queen + sofa bed (sleeps 4). Fast WiFi, workspace, full kitchen, laundry. Superhost · Guest Favorite.

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.

Charming Meridian Kessler Carriage House

Built over a century ago and lovingly updated, this second-floor retreat sits in the heart of Meridian Kessler — one of Indy's most beloved midtown neighborhoods, walkable and tree-lined. Thoughtful touches throughout: curated furnishings, fiber WiFi, and a coffee setup worthy of a slow morning. Just right for one or two. Close to great food. Feels like home. Falling for Meridian Kessler? We're happy to share our favorite spots — and we know great realtors too.

#IndyModPod Guest Suite Only! | No Cleaning Fees!

Hello, Fellow Traveler! Small, but mighty! This unique guest suite, located on the first floor of a modern three-story home, is perfect for short or extended stays. Enjoy all the essentials in a cozy space just steps away from some of Indy’s best neighborhood spots—restaurants, coffee shops, distilleries, and breweries! Plus, a quick stroll or bike ride down the iconic Monon Trail will take you to the vibrant Mass Ave dining and entertainment district!

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.

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.

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.