
Holiday houses in Shelbyville
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Top-rated holiday rentals in Shelbyville
Guests agree: these stays are highly rated for location, cleanliness and more.

Cheerful & cozy farmhouse 2 bedroom home
Kick back and relax in this stylish space that is right down the street from Old Greenwood & less than 20 mins to Downtown Indianapolis. This tastefully updated home exudes "peaceful and cozy" w/ 2 bedrooms w/ brand new luxury king sized mattresses, 1.5 baths w/ walk-in tile shower, charming living room w/55" TV, Fiber internet, front load washer and dryer, dining table for 4+ bar seating, and a tranquil backyard space that is fully fenced, (dog friendly for an extra $75 cleaning fee, NO CATS).

The Nigh Place, Studio Apartment, King Bed, 55"TV
Welcome! Enjoy the country views from your exclusive second story deck or relax inside of your isolated, spacious, and peaceful studio apartment. Complete with a King size bed, loveseat, recliner, 55” TV, full kitchenette, walk in closet and private bathroom. Updated, clean, and secure. Arriving late? Solar and motion detector lights along with a lighted electronic key pad for ease of access. Please note there are 23 steps with rails on both sides and a landing area half way to the apartment.

Elevated Wilderness | Mindful Retreat | 2 Kings
Executive Forest Sanctuary/2 King Beds, Hot Tub & Trails Escape to an architectural masterpiece set on 40 private, wooded acres. Designed for professionals, couples, and active adults seeking a high-end nature reset, Cabin Porch Paradise balances complete seclusion with proximity to Southern Indiana’s best destinations. Whether you are unwinding in the spa amenities, working remotely via high-speed fiber, or exploring the surrounding lakes and state parks, this is your ultimate ridgetop retreat.

Stay Awhile on Broadway
This newly-renovated upstairs apartment is located in the heart of Shelbyville's Entertainment and Business district. Just a short two blocks away is the Public Square, with restaurants and bars for every taste. Also within easy walking distance are the City and County Government Centers, the Post Office, two banks, an office supply and print center, and drug store. Because Shelbyville is a bustling, vibrant city, you can expect to hear the traffic sounds associated with living on a busy street.

Charming Spacious Get Away
Experience the beauty of our newly remodeled home, steps away from the Bear Chase Golf Club. With a beautiful front yard view of the golf course, and a spacious back yard. Minutes away from local attractions & delectable restaurants. Our cozy home is perfect for families, and homebodies traveling for work. Come make treasured memories in our Charming Spacious Get Away. You are only: 8 min away from Blue River Memorial Park 7 min away from Horseshoe Casino 30 min away from downtown Indianapolis

Updated Historic Home, in the Heart of Greenfield
A one-of-a-kind historic gem located three blocks from Downtown Greenfield on Main Street and only a 35-minute drive to downtown Indianapolis. Enjoy the entire downstairs of this completely upgraded late 1800's wooden frame home featuring all original wood flooring and beautiful antique furniture pieces. Filled with modern luxuries; including 3 flat screen tv's with streaming services included, an upgraded 8 burner gas stove, dishwasher, full-size washer and dryer, and outdoor barbecue grill.

Backyard Barndominium
This memorable place is anything but ordinary. We’re a mile from I74 exit. This is a 2000 square foot house with a great room that towers to 14’ ceilings. Two large bedrooms with large walk in closets for extra dressing space. View from kitchen windows overlooks a forest of 100 trees. (And we’re in town!) Fully furnished kitchen to prepare your meals. You’ll find a beautiful park across the road with miles of wooded walking trails and a lot to explore. Lots of parking. Easy access.

Quaint & Cosy, Indiana Style
Whole house in Shelbyville, IN that truly feels like home? This spacious 3-bedroom, 2-bath furnished house is thoughtfully designed for all stays, short & long, but is especially curated for long-term stays of 30 days or more, making it ideal for traveling professionals, relocation stays, extended family visits, and remote workers. With 6 beds, fully equipped kitchen & comfortable living space, this home offers convenience & privacy for all guests - supporting everyday living with ease.

Super Cute + Cozy Home Downtown!
🌺5 min off I-74 🌺20 min to Batesville 🌺45 min to Indianapolis 🌺Just over an hour to Cincinnati One of the only homes of its kind in Greensburg, this 900+ sq ft home was built in 1900 and taken down to the studs in 2021. Enjoy a bath in the "soaker" tub, snuggle up with a book in the front room, or have a fire in the private backyard. The paintings through the home are done by the homeowner's grandmother. Feel like baking? Fire up the double ovens in the stunning kitchen. You're home!

Cabin on the Ridge: The Sequel
Welcome to the area's first new construction short term rental tailored for you, the guest. This contemporary cabin is nestled in the woods right in the heart of Amish country. This is the perfect destination for those who want to getaway yet enjoy the unique beauty of Historic Downtown Madison (25 minutes) recognized as "The prettiest small town in the Midwest" or chase waterfalls at Clifty Falls State Park (25 minutes). •Fast wifi •Roku TV •Keurig (K-Cups Available)

Modern Nashville Home in the Woods
Welcome to Plāhaus — a modern retreat tucked into the woods of Brown County. #1 Most-wishlisted Airbnb in Indiana per Airbnb Designed for solitude, relaxation, and connection with nature, Plāhaus blends modern architecture with peaceful surroundings. Take in the views from the balcony, gather around the firepit, or explore nearby Nashville’s shops and restaurants. Perfect for romantic getaways, family escapes, or simply recharging from everyday life.

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.
Popular amenities for Shelbyville holiday rentals
Other great holiday rentals in Shelbyville

Stay in Wanamaker Southeast side of Indianapolis!

Luxurious Studio with King bed, Kitchen - The Nest

Farm Cottage

30 Min. to Indy, 20 min. to Greenwood, Shelbyville

New 2B/1B house - sleeps 5!

Trendy loft in Franklin

New-Honeymoon Suite-Hot Tub-Sauna-Romantic Getaway

Entire home in Greenwood near shopping. +Pets
Quick stats about holiday rentals in Shelbyville

Total holiday rentals
Explore 10 holiday rentals in Shelbyville

Nightly prices starting at
Shelbyville holiday rentals start at $87 NZD per night before taxes and fees

Verified guest reviews
Over 430 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
10 of Shelbyville holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Shelbyville rentals

4.9 Average rating
Shelbyville stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
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- Lucas Oil Stadium
- Indianapolis Motor Speedway
- Indiana Convention Center
- Brown County State Park
- Gainbridge Fieldhouse
- Indianapolis Zoo
- Eagle Creek Park
- Childrens Museum
- Broad Ripple Park
- Indiana State Fairgrounds & Event Center
- Butler University
- Oliver Winery
- Grand Park Sports Campus
- University of Indianapolis
- IUPUI Campus Center
- Circle Centre Mall Shopping Center
- Holliday Park
- Indianapolis Museum of Art
- Fort Harrison State Park
- Garfield Park
- Indiana State Museum
- Indiana World War Memorial
- Indianapolis Canal Walk
- Eiteljorg Museum





