Holiday rentals in Shelbyville

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.

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.

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).

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

Tiny Home, Big Charm! | Hot Tub, Blackstone Grill!

The Sunny Door Cottage | Tiny Home, Big Charm Step through the cheerful yellow front door and into a space of relaxation and simple luxury. Originally built in 1886, this freshly renovated 700 sq ft tiny home blends modern updates with timeless charm. Inside, you’ll find touches of the past like an exposed brick chimney stack paired with updated appliances and a cozy sliding barn door to the bedroom. The Sunny Door Cottage invites you to slow down, snuggle up, and fall in love with Franklin.

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.

Sue C's Home

Charming 3-bedroom home in quiet neighborhood - 2 miles to downtown Franklin, Indiana; 1 mile to Franklin College; 1 mile to I65 & 20 miles to Indianapolis, IN. Downtown Frankin has traditional main street shops, coffeehouses and restaurants, an Amphitheater, Duck Pin bowling and the Historic Artcraft Theater. To learn more about the popular places to visit in Franklin visit the Discover Downtown Franklin or Festival Country Indiana websites for full details of what Franklin has to offer.

New 2B/1B house - sleeps 5!

Stay just minutes from downtown Franklin in this cozy 2-bedroom home. It's perfect for traveling professionals, small families, or weekend getaways. Enjoy a fully equipped kitchen, fast WiFi, and a dedicated workspace—ideal for remote work or longer stays. Relax in the comfortable living room with streaming TV, or unwind outside on the large deck with a fenced yard. • 10 minutes to Johnson Memorial Hospital • 30 minutes to Indianapolis • Close to local shops, dining, and events

Downtown Shelbyville, IN Apt B

This beautifully updated modern apartment sits right on Shelbyville’s charming town square, just steps from local boutiques, cozy coffee shops, and delicious dining. Whether you're here for a weekend getaway or a longer stay, you'll love the convenience: only 12 minutes to Horseshoe Indianapolis Casino, 34 minutes to Lucas Oil Stadium, 45 minutes to the iconic Indianapolis Motor Speedway, and 42 minutes to Indianapolis International Airport.

19th hole - Golf Course, early/late check in/out!

Discover serenity at our charming 2 Bedroom condo, nestled on a secluded golf course. Nature lover's drea., so come and immerse yourself in peace. The fully equipped kitchen is adequate, while nearby restaurants (within walking distance) beckon with a variety of delectable flavors -even take the golf cart to Cracker Barrel! Indulge in the perfect haven for unforgettable experiences & cherished memories that will linger long after your stay.

Entertainer's Dream w/ Pool and Games

You won't find a more well equipped home in the area than you will at Hometown Hideaway. Hometown Hideaway is luxury at its finest with 4 bedrooms, 2.5 baths, 2 separate living spaces, plus an amazing game room with pool table, 65" Smart TV, shuffleboard, and plenty of seating. Don't forget the fenced backyard with private heated pool and seating galore for you and all of your guests. Plenty of room for rest and relaxation indoors and out.