Holiday rentals in Shelbyville

The Vintage Farmhouse

Charming, full sized apartment w private entrance located on 2 acres in a beautiful country setting 10 minutes from the city. 840 sq ft accommodates up to 7 people. Pet friendly, happy to share our fenced yard w your pets. Full kitchen, washer/dryer, free Wi-Fi, smart TV. Owner on site. 30 min. from downtown Indy, Indpls Intl Airport or Indpls Motor Speedway. PARKING FOR TRAILERS/UHAULS ETC. 6500 sq ft fenced yard w pizza oven available for gatherings, addtl fees apply. Inquire before booking

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.

Greenfield German Cottage-minutes to downtown Indy

The perfect place for you to stay when visiting Greenfield or nearby Indianapolis. Located within 1/2 mile of I-70. Restaurants and shopping within 1 mile. Downtown Indy is an easy 20-mile drive. We offer a comfy queen size bed, comfy roll away twin bed, kitchenette, full bathroom, walk-in closet, sitting area with couch and tv, private entrance with a private drive and parking area. You can also enjoy many extra features on the property, which include beautiful flower gardens and fountains.

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

The Riley in Historic Greenfield

Our place is recently renovated and walking distance to all of the amazing amenities Greenfield has to offer. Within half a mile of our place you will find beautiful Riley Park, a FREE community Splash Pad, a just renovated public pool with waterslides, the historic Old Log Jail Museum, the famous James Whitcomb Riley Boyhood Home and Museum, and all of the locally owned eateries and boutiques of downtown Greenfield. Start or end your days with a walk on our serene 5.6 mile paved Pennsy Trail.

A room with view - great location

This room is a good value. It is close enough to Indianapolis yet peaceful, clean, quiet, and private. We are: 7.1 miles (10 minutes) from Indianapolis international airport. 18 miles (26 minutes) from downtown Indianapolis, 17miles (20 min drive) from Indianapolis convention center and Lucas stadium. 35 miles (52 minutes) from Indiana University in Bloomington. ~3 miles from I-70. If interested in booking please answer our pre booking questions found at the beginning of the house rules.

Small Town Charm

Have fun with the whole family at this stylish place. This home was completely renovated in 2024. Perfect for family time, catching up with local friends and family. Also pefect for business travel or temporary housing for relocations to the area. Our city offers small town charm often found in rural midwestern towns. The home features 4 bedrooms with 5 beds (1 king, 2 queens and 2 twins) 2 1/2 baths, full laundry, very large, open living/kichen and dinning space and 2 cozy outdoor spaces.

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!

Waters Edge Racing Stable

Built in 2013, Water's Edge is a secluded, warm, & rustic 2nd story home sit above a horse barn turned epic R.E. office w/ perhaps the best view in the county! Enjoy the sunrise over the pond from the 12'x30' deck, or the animals grazing to the south. The Farm Stay is entrmt central boasting of a lg open living room/full kitchen with a wood pellet stove for your enjoyment on those cold winter nights! Not to mention catch&release fishing, corn hole, tetherball, volleyball, or bonfire!